Title: Far Southwest Side Holiday Homes from £151: Search Holiday Homes in Far Southwest Side | Expedia.co.uk [Far Southwest Side Travel Guide](https://expedia.co.uk/Far-Southwest-Side.dx553248635976475353)[Hotels in Far Southwest Side](https://expedia.co.uk/Far-Southwest-Side-Hotels.d553248635976475353.Travel-Guide-Hotels)[Holiday Rentals in Far Southwest Side](https://expedia.co.uk/Far-Southwest-Side-Holiday-Rentals.d553248635976475353.Travel-Guide-HolidayRentals)[Flights to Far Southwest Side](https://expedia.co.uk/Cheap-Flights-To-Far-Southwest-Side.d553248635976475353.Travel-Guide-Flights)[Far Southwest Side Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Far-Southwest-Side.d553248635976475353.Car-Hire-Guide)[Far Southwest Side Holidays](https://expedia.co.uk/Far-Southwest-Side.d553248635976475353.Holidays-City-Breaks) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [13 Mar - 15 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475353&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [24 Apr - 26 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475353&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [22 May - 24 May](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475353&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [19 Jun - 21 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475353&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Far Southwest Side holiday homes ![Exterior](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/w953h720x163y0-0c76a558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/699e81d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/cf096b64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/d1a40a0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Oak Park [](https://www.expedia.co.uk/Chicago-Hotels-A-Quiet-Stay-While-You-Are-Away.h49092456.Hotel-Information) 9.8/10 Exceptional (34 reviews) "Everything was very comfortable and Jay did a great job of showing the house. I would definitely come back again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fred D. £155 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Chicago-Hotels-A-Quiet-Stay-While-You-Are-Away.h49092456.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/109000000/108890000/108885800/108885786/b5e3f270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/109000000/108890000/108885800/108885786/d374c994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108890000/108885800/108885786/40af13b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/109000000/108890000/108885800/108885786/5b7a273e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Richton Park [](https://www.expedia.co.uk/Richton-Park-Hotels-Spacious-3br-Home-Near-Chicago.h108885786.Hotel-Information) 9.0/10 Wonderful (18 reviews) "Really cute house! Very comfortable beds. Clean and well maintained. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samantha D. £231 includes taxes & fees 26 Feb - 27 Feb [](https://www.expedia.co.uk/Richton-Park-Hotels-Spacious-3br-Home-Near-Chicago.h108885786.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95140000/95134600/95134539/b80be72b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95140000/95134600/95134539/w905h683x60y0-4a286511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, ping pong, books](https://images.trvl-media.com/lodging/96000000/95140000/95134600/95134539/w905h683x59y0-8cb3eda8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/96000000/95140000/95134600/95134539/w903h683x60y0-a4b1b07a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Westchester [](https://www.expedia.co.uk/Chicago-Hotels-PROMO-10WEEKLY-12-MONTHLY-DISCJacuzzi.h95134539.Hotel-Information) 9.8/10 Exceptional (20 reviews) "Great place Great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Josh W. £302 includes taxes & fees 25 Feb - 26 Feb [](https://www.expedia.co.uk/Chicago-Hotels-PROMO-10WEEKLY-12-MONTHLY-DISCJacuzzi.h95134539.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/103000000/102520000/102515700/102515612/b52cb489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102520000/102515700/102515612/1f5f8b43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102520000/102515700/102515612/b918da67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102520000/102515700/102515612/6b612432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Gary [](https://www.expedia.co.uk/Gary-Hotels-RenewRelax-Natl-Park-Theater-Game-Room-Retreat.h102515612.Hotel-Information) 8.4/10 Very good (19 reviews) "We love it " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sergio o. £329 includes taxes & fees 25 Feb - 26 Feb [](https://www.expedia.co.uk/Gary-Hotels-RenewRelax-Natl-Park-Theater-Game-Room-Retreat.h102515612.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71680000/71677300/71677273/7b6dc406.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71680000/71677300/71677273/932d3e6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71680000/71677300/71677273/26045e32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71680000/71677300/71677273/c1640248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Worth [](https://www.expedia.co.uk/Chicago-Hotels-The-Comfy-King-Ranch-King-BedFast-WiFiFree-Pkg.h71677273.Hotel-Information) 9.4/10 Exceptional (57 reviews) "Very clean and comfortable! Great place for our short stay! So much space it was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David L. £247 includes taxes & fees 26 Feb - 27 Feb [](https://www.expedia.co.uk/Chicago-Hotels-The-Comfy-King-Ranch-King-BedFast-WiFiFree-Pkg.h71677273.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/118000000/117680000/117672000/117671933/afb1f08b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/118000000/117680000/117672000/117671933/b132ab29_edited_0386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117680000/117672000/117671933/d127a41d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117680000/117672000/117671933/08f64820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Maywood [](https://www.expedia.co.uk/Chicago-Hotels-Charming-2-Bedroom-House-In-Maywood-With-WiFi.h117671933.Hotel-Information) 8.0/10 Very good (21 reviews) "Easy to access, big place, great for a group that needs to have several rooms and beds. Would definitely stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JOSE S. £221 includes taxes & fees 2 Mar - 3 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Charming-2-Bedroom-House-In-Maywood-With-WiFi.h117671933.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/106000000/105140000/105136600/105136524/33378924.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105140000/105136600/105136524/699d0fa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105140000/105136600/105136524/3f6e4959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/106000000/105140000/105136600/105136524/c4f6c687.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Oak Park [](https://www.expedia.co.uk/Chicago-Hotels-Vintage-Urban-Retreat.h105136524.Hotel-Information) 10/10 Exceptional (14 reviews) "Great location in a quiet neighborhood! Beautiful Victorian house that was perfect for our company. Every amenities you could ask for and washer/dryer was excellent for our international co founders and they were very impressed with dry time. We will be staying here every time we are in Chicago. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike B. £340 includes taxes & fees 25 Feb - 26 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Vintage-Urban-Retreat.h105136524.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108220000/108219500/108219403/e3fd1233.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108220000/108219500/108219403/da25d2c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/109000000/108220000/108219500/108219403/e79449bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108220000/108219500/108219403/dfa31946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Robertsdale [](https://www.expedia.co.uk/Whiting-Hotels-Charming-3-BR-Home-On-A-Cobblestone-Street-Near-The-Lake-Michigan-Lakefront.h108219403.Hotel-Information) 9.8/10 Exceptional (20 reviews) "Wonderful property and nice owners. I definitely recommend and will stay again if I'm ever in the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen D. £151 includes taxes & fees 9 Mar - 10 Mar [](https://www.expedia.co.uk/Whiting-Hotels-Charming-3-BR-Home-On-A-Cobblestone-Street-Near-The-Lake-Michigan-Lakefront.h108219403.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/100000000/99270000/99269700/99269654/1a2e5255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99270000/99269700/99269654/45b3ad33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/100000000/99270000/99269700/99269654/w1179h800x21y0-c9fb8097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99270000/99269700/99269654/24a188f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Burbank [](https://www.expedia.co.uk/Chicago-Hotels-Modern-4BR-Retreat-Near-MDW-LCP-Collection.h99269654.Hotel-Information) 8.6/10 Excellent (7 reviews) "Check in was easy and house was in safe neighborhood. It was a quick stay really a place to sleep for a few hours on our way through. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie S. £339 includes taxes & fees 25 Feb - 26 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Modern-4BR-Retreat-Near-MDW-LCP-Collection.h99269654.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/123000000/122590000/122582000/122581902/w1432h1080x94y0-5a95ad03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, travel cot, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122590000/122582000/122581902/w1433h1080x93y0-253226e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122590000/122582000/122581902/w1432h1080x94y0-7ee1aa63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122590000/122582000/122581902/w1432h1080x94y0-bd552f28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in South Shore [](https://www.expedia.co.uk/Chicago-Hotels-Walk-To-The-Lake-Grill.h122581902.Hotel-Information) £383 includes taxes & fees 25 Feb - 26 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Walk-To-The-Lake-Grill.h122581902.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/91000000/90620000/90612900/90612832/793bb6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/91000000/90620000/90612900/90612832/94169926.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, travel cot, free WiFi](https://images.trvl-media.com/lodging/91000000/90620000/90612900/90612832/cb5bf3e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90620000/90612900/90612832/e028cf83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Oak Park [](https://www.expedia.co.uk/Chicago-Hotels-Modern-Victorian-Vibes-Character-Charm.h90612832.Hotel-Information) 10/10 Exceptional (29 reviews) "Great location and walkable to restaurants. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura B. £394 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Modern-Victorian-Vibes-Character-Charm.h90612832.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/124000000/123480000/123479400/123479305/d658c7db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123480000/123479400/123479305/d30bfd55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/124000000/123480000/123479400/123479305/3081c65a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123480000/123479400/123479305/a541fdcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Oak Park [](https://www.expedia.co.uk/Chicago-Hotels-Charming-2BR-Hideaway-FLW-District-TheaterGamesLaundryOfficePrivate-Backyard.h123479305.Hotel-Information) 10/10 Exceptional (1 review) "Sweet hosts, beautiful place, and awesome movie/game room. Definitely would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Willow M. £206 includes taxes & fees 2 Mar - 3 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Charming-2BR-Hideaway-FLW-District-TheaterGamesLaundryOfficePrivate-Backyard.h123479305.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116480000/116470400/116470311/4ff32679.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116480000/116470400/116470311/0ddb5811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/117000000/116480000/116470400/116470311/a2c0dc53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116480000/116470400/116470311/ce99d10f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Lockport [](https://www.expedia.co.uk/Lockport-Hotels-Lockport-Haven3-King-BedsWi-FiNear-Downtown.h116470311.Hotel-Information) 10/10 Exceptional (5 reviews) "Amazing property had everything we need! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel £280 includes taxes & fees 23 Mar - 24 Mar [](https://www.expedia.co.uk/Lockport-Hotels-Lockport-Haven3-King-BedsWi-FiNear-Downtown.h116470311.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/106000000/105790000/105783600/105783565/71fea1d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/106000000/105790000/105783600/105783565/839ff6dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/106000000/105790000/105783600/105783565/643f9b49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105790000/105783600/105783565/340d0fb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Elmhurst [](https://www.expedia.co.uk/Chicago-Hotels-Enamored-In-Elmhurst.h105783565.Hotel-Information) 10/10 Exceptional (16 reviews) "Clean rooms, very helpful and friendly host, the house had everything we needed" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kaitlyn M. £381 includes taxes & fees 1 Mar - 2 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Enamored-In-Elmhurst.h105783565.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/85000000/84320000/84314800/84314776/89651141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/85000000/84320000/84314800/84314776/w1018h683x3y0-7ed1e010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/85000000/84320000/84314800/84314776/w1019h683x3y0-935e50e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, offices](https://images.trvl-media.com/lodging/85000000/84320000/84314800/84314776/e14752ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Lombard [](https://www.expedia.co.uk/Chicago-Hotels-Comfy-Home-W-Access-To-Major-RoadsHwys.h84314776.Hotel-Information) 9.6/10 Exceptional (17 reviews) "This house was perfect for an intimate family and friends get together." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alyssa R. £233 includes taxes & fees 25 Feb - 26 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Comfy-Home-W-Access-To-Major-RoadsHwys.h84314776.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/97000000/96390000/96384200/96384152/baf1fbd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/97000000/96390000/96384200/96384152/f7e53c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/97000000/96390000/96384200/96384152/1e6ca815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96390000/96384200/96384152/02ca8784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Elmhurst [](https://www.expedia.co.uk/Chicago-Hotels-LUXE-3-BR.h96384152.Hotel-Information) 8.8/10 Excellent (39 reviews) "Great place to stay. Plenty of backyard space. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terrence M. £269 includes taxes & fees 2 Mar - 3 Mar [](https://www.expedia.co.uk/Chicago-Hotels-LUXE-3-BR.h96384152.Hotel-Information) ![TV, table football](https://images.trvl-media.com/lodging/125000000/124270000/124264700/124264681/3e0812ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, travel cot, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124270000/124264700/124264681/2be32007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124270000/124264700/124264681/9aabc31b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table football](https://images.trvl-media.com/lodging/125000000/124270000/124264700/124264681/d1688764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Oak Park [](https://www.expedia.co.uk/Chicago-Hotels-New-10-Min-To-Downtown.h124264681.Hotel-Information) £456 includes taxes & fees 25 Feb - 26 Feb [](https://www.expedia.co.uk/Chicago-Hotels-New-10-Min-To-Downtown.h124264681.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/124000000/123180000/123170100/123170055/1d875630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/124000000/123180000/123170100/123170055/06240ebd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi](https://images.trvl-media.com/lodging/124000000/123180000/123170100/123170055/424f49bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123180000/123170100/123170055/42a977e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Lockport [](https://www.expedia.co.uk/Lockport-Hotels-Entire-Home-In-Lockport.h123170055.Hotel-Information) 10/10 Exceptional (1 review) "The house is very clean. The host was very kind and responsive. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan B. £268 includes taxes & fees 25 Feb - 26 Feb [](https://www.expedia.co.uk/Lockport-Hotels-Entire-Home-In-Lockport.h123170055.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76930000/76925600/76925599/e8277045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76930000/76925600/76925599/3706aabf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76930000/76925600/76925599/ec956b24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, Hulu, books](https://images.trvl-media.com/lodging/77000000/76930000/76925600/76925599/b02b5cf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Lisle [](https://www.expedia.co.uk/Chicago-Hotels-VERY-Close-To-Colleges.h76925599.Hotel-Information) 9.4/10 Exceptional (23 reviews) "Had a nice time. Great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jinjer M. £199 includes taxes & fees 25 Feb - 26 Feb [](https://www.expedia.co.uk/Chicago-Hotels-VERY-Close-To-Colleges.h76925599.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/126000000/125770000/125767500/125767485/95c6100b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125770000/125767500/125767485/efecf791.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/126000000/125770000/125767500/125767485/121d764c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/126000000/125770000/125767500/125767485/91f02bf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Westmont [](https://www.expedia.co.uk/Chicago-Hotels-Suoer-Sleek-Large-Tiny-House-By-Westmont-Metra.h125767485.Hotel-Information) £157 includes taxes & fees 5 Mar - 6 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Suoer-Sleek-Large-Tiny-House-By-Westmont-Metra.h125767485.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-03-10&endDate=2026-03-11®ionId=553248635976475353&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=AA_SPRING_PROMO_553248635976475353) ## Find holiday rentals that suit your style Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Far+Southwest+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475353&latLong=41.720804%2C-87.679959&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=APART_HOTEL) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Far+Southwest+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475353&latLong=41.720804%2C-87.679959&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=APARTMENT) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Far+Southwest+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475353&latLong=41.720804%2C-87.679959&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=VILLA) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Far+Southwest+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475353&latLong=41.720804%2C-87.679959&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=CONDO) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Far+Southwest+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475353&latLong=41.720804%2C-87.679959&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=VACATION_HOME) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Far+Southwest+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475353&latLong=41.720804%2C-87.679959&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=COTTAGE) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FFar-Southwest-Side-Private-Holiday-Homes.d553248635976475353-aaPrivateHolidayHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FFar-Southwest-Side-Private-Holiday-Homes.d553248635976475353-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ## Top Far Southwest Side Hotel Reviews ![LondonHouse Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/74c2f40d_y.jpg) ### LondonHouse Chicago, Curio Collection by Hilton 10/10 Excellent "Everything was perfect!" [](https://expedia.co.uk/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information) ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg) ### Hilton Chicago 10/10 Excellent "Staff was extremely courteous and helpful. Had a great time." [](https://expedia.co.uk/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg) ### Congress Plaza Hotel 10/10 Excellent "Staff- location!" [](https://expedia.co.uk/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ![The Wade](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/f26e0a61_y.jpg) ### The Wade 10/10 Excellent "had a wonderful stay very quiet" [](https://expedia.co.uk/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![Aloft Chicago Mag Mile](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/d755f57e_y.jpg) ### Aloft Chicago Mag Mile 10/10 Excellent "Room spotless " [](https://expedia.co.uk/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) ![L7 Chicago by LOTTE](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/6dfbfa42_y.jpg) ### L7 Chicago by LOTTE 10/10 Excellent "An exceptional stay from beginning to end. The rooms are immaculate, modern, and beautifully maintained, with a location that makes exploring effortless. What truly sets this hotel apart, however, is the calibre of its staff. From housekeeping to valet, from reservations to front of house, every member of the team operates with warmth, knowledge, and the highest level of professionalism. You feel genuinely welcomed, not simply processed. A special thank you to Alex in Reservations for arranging our early check-in so seamlessly, and to Antonio for such a gracious and memorable welcome on arrival. A top-tier hotel in every respect. You made our stay truly special and one we will not forget. " [](https://expedia.co.uk/Chicago-Hotels-L7-Chicago-By-LOTTE.h4200.Hotel-Information) ![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg) ### Palmer House a Hilton Hotel 10/10 Excellent "Everything was great " [](https://expedia.co.uk/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg) ### Hyatt Regency Chicago 10/10 Excellent "Yes" [](https://expedia.co.uk/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 10/10 Excellent "Spacious room. Clean" [](https://expedia.co.uk/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ## Find out more about Far Southwest Side ## Far Southwest Side Holiday Homes information | Number of reviews | 332 | | ----------------- | ----------------- | | Accommodation | 326 Holiday Homes | | Lowest Price | £151 | | Highest Price | £394 | ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - More ways to book - [5 Star Hotels in Far Southeast Side ](https://www.expedia.co.uk/5Star-Far-Southeast-Side-Hotels.s50-0-d553248635976475411.Travel-Guide-Filter-Hotels) - [Alsip Hotels ](https://www.expedia.co.uk/Alsip-Hotels.d6302.Travel-Guide-Hotels) - [Ashburn Hotels ](https://www.expedia.co.uk/Ashburn-Chicago-Hotels.0-n6132369-0.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Avalon Park ](https://www.expedia.co.uk/Avalon-Park-Chicago-Hotels-Gay-Friendly-Hotel.0-n6132379-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Avalon Park Hotels ](https://www.expedia.co.uk/Avalon-Park-Chicago-Hotels.0-n6132379-0.Travel-Guide-Filter-Hotels) - [Beverly Hotels ](https://www.expedia.co.uk/Beverly-Chicago-Hotels.0-n6132394-0.Travel-Guide-Filter-Hotels) - [Blue Island Hotels ](https://www.expedia.co.uk/Blue-Island-Hotels.d80954.Travel-Guide-Hotels) - [Guest Houses in Brookfield Hollywood Station ](https://www.expedia.co.uk/Brookfield-Hollywood-Station-Guest-Houses.d6213521-aaGuestHouses.Travel-Guide-Accommodation) - [Burbank Hotels ](https://www.expedia.co.uk/Burbank-Hotels.d183178.Travel-Guide-Hotels) - [Calumet Heights Hotels ](https://www.expedia.co.uk/Calumet-Heights-Chicago-Hotels.0-n6132398-0.Travel-Guide-Filter-Hotels) - [Calumet Park Hotels ](https://www.expedia.co.uk/Calumet-Park-Hotels.d183179.Travel-Guide-Hotels) - [Serviced Apartments in Central Chicago ](https://www.expedia.co.uk/Central-Chicago-Apart-Hotels.d553248635976475413-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Central Chicago ](https://www.expedia.co.uk/Central-Chicago-Apartments.d553248635976475413-aaApartments.Travel-Guide-Accommodation) - [Cabin Rentals in Central Chicago ](https://www.expedia.co.uk/Central-Chicago-Cabins.d553248635976475413-aaCabins.Travel-Guide-Accommodation) - [Chatham Hotels ](https://www.expedia.co.uk/Chatham-Chicago-Hotels.0-n6132318-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago 63rd Street Station ](https://www.expedia.co.uk/Chicago-63rd-Street-Station-Hotels.d6212802.Travel-Guide-Hotels) - [Hotels near Chicago 91st Street Station ](https://www.expedia.co.uk/Chicago-91st-Street-Station-Hotels.d6213364.Travel-Guide-Hotels) - [Farmstay in Chicago ](https://www.expedia.co.uk/Chicago-Agritourism.d178248-aaAgritourism.Travel-Guide-Accommodation) - [Serviced Apartments in Chicago ](https://www.expedia.co.uk/Chicago-Apart-Hotels.d178248-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Chicago ](https://www.expedia.co.uk/Chicago-Apartments.d178248-aaApartments.Travel-Guide-Accommodation) - [B&B in Chicago ](https://www.expedia.co.uk/Chicago-Bed-And-Breakfasts.d178248-aaBedAndBreakfasts.Travel-Guide-Accommodation) - [Cabin Rentals in Chicago ](https://www.expedia.co.uk/Chicago-Cabins.d178248-aaCabins.Travel-Guide-Accommodation) - [Condo Rentals in Chicago ](https://www.expedia.co.uk/Chicago-Condos.d178248-aaCondos.Travel-Guide-Accommodation) - [Guest Houses in Chicago ](https://www.expedia.co.uk/Chicago-Guest-Houses.d178248-aaGuestHouses.Travel-Guide-Accommodation) - [Hostels in Chicago ](https://www.expedia.co.uk/Chicago-Hostels.d178248-aaHostels.Travel-Guide-Accommodation) - [Chicago Hotels ](https://www.expedia.co.uk/Chicago-Hotels.d178248.Travel-Guide-Hotels) - [Gay-Friendly Hotels in Chicago Lawn ](https://www.expedia.co.uk/Chicago-Lawn-Chicago-Hotels-Gay-Friendly-Hotel.0-n6132188-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Motels in Chicago ](https://www.expedia.co.uk/Chicago-Motels.d178248-aaMotels.Travel-Guide-Accommodation) - [Holiday Homes in Chicago ](https://www.expedia.co.uk/Chicago-Private-Holiday-Homes.d178248-aaPrivateHolidayHomes.Travel-Guide-Accommodation) - [Cook County Hotels ](https://www.expedia.co.uk/Destinations-In-Cook-County.d553248635083916453.Hotel-Destinations) - [Englewood Hotels ](https://www.expedia.co.uk/Englewood-Chicago-Hotels.0-n101911-0.Travel-Guide-Filter-Hotels) - [Fairmont Hotels in Essex ](https://www.expedia.co.uk/Essex-Chicago-Hotels-Fairmont.0-n6132371-0--bFairmont.Travel-Guide-Filter-Hotels) - [Hyatt Hotels in Essex ](https://www.expedia.co.uk/Essex-Chicago-Hotels-Hyatt-Hotels.0-n6132371-0--bHyattHotels.Travel-Guide-Filter-Hotels) - [La Quinta Inn & Suites Hotels in Essex ](https://www.expedia.co.uk/Essex-Chicago-Hotels-La-Quinta-Inn-Suites.0-n6132371-0--bLaQuintaInnSuites.Travel-Guide-Filter-Hotels) - [Evergreen Park Hotels ](https://www.expedia.co.uk/Evergreen-Park-Hotels.d102681.Travel-Guide-Hotels) - [Condo Rentals in Far Southeast Side ](https://www.expedia.co.uk/Far-Southeast-Side-Condos.d553248635976475411-aaCondos.Travel-Guide-Accommodation) - [Cottages in Far Southeast Side ](https://www.expedia.co.uk/Far-Southeast-Side-Cottages.d553248635976475411-aaCottages.Travel-Guide-Accommodation) - [Holiday Homes in Far Southeast Side ](https://www.expedia.co.uk/Far-Southeast-Side-Private-Holiday-Homes.d553248635976475411-aaPrivateHolidayHomes.Travel-Guide-Accommodation) - [Gay-Friendly Hotels in Gage Park ](https://www.expedia.co.uk/Gage-Park-Chicago-Hotels-Gay-Friendly-Hotel.0-n6132375-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Gage Park Hotels ](https://www.expedia.co.uk/Gage-Park-Chicago-Hotels.0-n6132375-0.Travel-Guide-Filter-Hotels) - [Greater Grand Crossing Hotels ](https://www.expedia.co.uk/Greater-Grand-Crossing-Chicago-Hotels.0-n6132273-0.Travel-Guide-Filter-Hotels) - [Hometown Hotels ](https://www.expedia.co.uk/Hometown-Hotels.d6132133.Travel-Guide-Hotels) - [Beach Resorts & in Hyde Park ](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-Beach-Hotels.0-n117842-0-tBeachHotels.Travel-Guide-Filter-Hotels) - [Hotels with Gym in Hyde Park ](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-Hotel-With-Gym.0-n117842-0-thotelwithgym.Travel-Guide-Filter-Hotels) - [Moxy Hotels in Hyde Park ](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-MOXY.0-n117842-0--bMOXY.Travel-Guide-Filter-Hotels) - [Red Roof Inn Hotels in Hyde Park ](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-Red-Roof-Inn.0-n117842-0--bRedRoofInn.Travel-Guide-Filter-Hotels) - [Spa Hotels in Hyde Park ](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-Spa-Hotels.0-n117842-0-tSpaHotels.Travel-Guide-Filter-Hotels) - [The Peninsula Group Hotels in Hyde Park ](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-The-Peninsula-Group.0-n117842-0--bThePeninsulaGroup.Travel-Guide-Filter-Hotels) - [Hyde Park Hotels ](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels.0-n117842-0.Travel-Guide-Filter-Hotels) - [Jeffrey Manor Hotels ](https://www.expedia.co.uk/Jeffrey-Manor-Chicago-Hotels.0-n6132340-0.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Oak Lawn ](https://www.expedia.co.uk/Oak-Lawn-Hotels-Gay-Friendly-Hotel.0-0-d9227-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Oak Lawn Hotels ](https://www.expedia.co.uk/Oak-Lawn-Hotels.d9227.Travel-Guide-Hotels) - [B&B in Palos Hills ](https://www.expedia.co.uk/Palos-Hills-Bed-And-Breakfasts.d6132158-aaBedAndBreakfasts.Travel-Guide-Accommodation) - [Gay-Friendly Hotels in Princeton Park ](https://www.expedia.co.uk/Princeton-Park-Chicago-Hotels-Gay-Friendly-Hotel.0-n6132359-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Princeton Park Hotels ](https://www.expedia.co.uk/Princeton-Park-Chicago-Hotels.0-n6132359-0.Travel-Guide-Filter-Hotels) - [Fairmont Hotels in Pullman ](https://www.expedia.co.uk/Pullman-Chicago-Hotels-Fairmont.0-n6132172-0--bFairmont.Travel-Guide-Filter-Hotels) - [Pullman Hotels ](https://www.expedia.co.uk/Pullman-Chicago-Hotels.0-n6132172-0.Travel-Guide-Filter-Hotels) - [Roseland Hotels ](https://www.expedia.co.uk/Roseland-Chicago-Hotels.0-n6132287-0.Travel-Guide-Filter-Hotels) - [South Chicago Hotels ](https://www.expedia.co.uk/South-Chicago-Chicago-Hotels.0-n6132199-0.Travel-Guide-Filter-Hotels) - [South Deering Hotels ](https://www.expedia.co.uk/South-Deering-Chicago-Hotels.0-n159875-0.Travel-Guide-Filter-Hotels) - [South Shore Hotels ](https://www.expedia.co.uk/South-Shore-Chicago-Hotels.0-n6132437-0.Travel-Guide-Filter-Hotels) - [Serviced Apartments in South Side ](https://www.expedia.co.uk/South-Side-Apart-Hotels.d553248635074842823-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in South Side ](https://www.expedia.co.uk/South-Side-Apartments.d553248635074842823-aaApartments.Travel-Guide-Accommodation) - [B&B in South Side ](https://www.expedia.co.uk/South-Side-Bed-And-Breakfasts.d553248635074842823-aaBedAndBreakfasts.Travel-Guide-Accommodation) - [Castles in South Side ](https://www.expedia.co.uk/South-Side-Castles.d553248635074842823-aaCastles.Travel-Guide-Accommodation) - [Condo Rentals in South Side ](https://www.expedia.co.uk/South-Side-Condos.d553248635074842823-aaCondos.Travel-Guide-Accommodation) - [Cottages in South Side ](https://www.expedia.co.uk/South-Side-Cottages.d553248635074842823-aaCottages.Travel-Guide-Accommodation) - [Apartments in Southwest Side ](https://www.expedia.co.uk/Southwest-Side-Apartments.d553248635976475403-aaApartments.Travel-Guide-Accommodation) - [Cabin Rentals in Southwest Side ](https://www.expedia.co.uk/Southwest-Side-Cabins.d553248635976475403-aaCabins.Travel-Guide-Accommodation) - [Hostels in Stickney ](https://www.expedia.co.uk/Stickney-Hostels.d6132201-aaHostels.Travel-Guide-Accommodation) - [Hotels near University of Chicago ](https://www.expedia.co.uk/University-Of-Chicago-Hotels.0-l6064081-0.Travel-Guide-Filter-Hotels) - [Washington Park Hotels ](https://www.expedia.co.uk/Washington-Park-Chicago-Hotels.0-n171466-0.Travel-Guide-Filter-Hotels) - [West Englewood Hotels ](https://www.expedia.co.uk/West-Englewood-Chicago-Hotels.0-n6132412-0.Travel-Guide-Filter-Hotels) - [Cabin Rentals in West Harvey ](https://www.expedia.co.uk/West-Harvey-Cabins.d6132305-aaCabins.Travel-Guide-Accommodation) - [West Pullman Hotels ](https://www.expedia.co.uk/West-Pullman-Chicago-Hotels.0-n6132214-0.Travel-Guide-Filter-Hotels) - [B&B in West Side ](https://www.expedia.co.uk/West-Side-Bed-And-Breakfasts.d553248635976475400-aaBedAndBreakfasts.Travel-Guide-Accommodation) - [Condo Rentals in West Side ](https://www.expedia.co.uk/West-Side-Condos.d553248635976475400-aaCondos.Travel-Guide-Accommodation) - [Flights to Blue Island ](https://www.expedia.co.uk/Cheap-Flights-To-Blue-Island.d80954.Travel-Guide-Flights) - [Flights to Chicago ](https://www.expedia.co.uk/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights) - [Flights to Hometown ](https://www.expedia.co.uk/Cheap-Flights-To-Hometown.d6132133.Travel-Guide-Flights) - [Flights to Oak Lawn ](https://www.expedia.co.uk/Cheap-Flights-To-Oak-Lawn.d9227.Travel-Guide-Flights) - [Flights to Southwest Side ](https://www.expedia.co.uk/Cheap-Flights-To-Southwest-Side.d553248635976475403.Travel-Guide-Flights) - [Blue Island Holidays ](https://www.expedia.co.uk/Blue-Island.d80954.Holidays-City-Breaks) - [Visit Chicago Lawn ](https://www.expedia.co.uk/Chicago-Chicago-Lawn.dx6132188) - [Visit Gage Park ](https://www.expedia.co.uk/Chicago-Gage-Park.dx6132375) - [Visit Hyde Park ](https://www.expedia.co.uk/Chicago-Hyde-Park.dx117842) - [Visit Jackson Park Highlands ](https://www.expedia.co.uk/Chicago-Jackson-Park-Highlands.dx6132329) - [Visit Morgan Park ](https://www.expedia.co.uk/Chicago-Morgan-Park.dx6132289) - [Essex Holidays ](https://www.expedia.co.uk/Essex.d6132371.Holidays-City-Breaks) - [Hyde Park Holidays ](https://www.expedia.co.uk/Hyde-Park.d117842.Holidays-City-Breaks) - [Oak Lawn Holidays ](https://www.expedia.co.uk/Oak-Lawn.d9227.Holidays-City-Breaks) - [Robie House ](https://www.expedia.co.uk/Robie-House-Hyde-Park.d6064059.Attraction) - [Enterprise Rental Cars in Hyde Park ](https://www.expedia.co.uk/Enterprise-Car-Rentals-In-Hyde-Park.d117842-c15.Car-Rental-Guide-Suppliers) - [Enterprise Rental Cars in Southwest Side ](https://www.expedia.co.uk/Enterprise-Car-Rentals-In-Southwest-Side.d553248635976475403-c15.Car-Rental-Guide-Suppliers) - [Europcar Rental Cars in Hyde Park ](https://www.expedia.co.uk/Europcar-Car-Rentals-In-Hyde-Park.d117842-c14.Car-Rental-Guide-Suppliers) - [Hertz Rental Cars in North Pullman ](https://www.expedia.co.uk/Hertz-Car-Rentals-In-North-Pullman.d6132407-c40.Car-Rental-Guide-Suppliers) - [Sixt Rental Cars in Far Southeast Side ](https://www.expedia.co.uk/Sixt-Car-Rentals-In-Far-Southeast-Side.d553248635976475411-c35.Car-Rental-Guide-Suppliers) - [Far Southeast Side Holiday Rentals ](https://www.expedia.co.uk/Far-Southeast-Side-Holiday-Rentals.d553248635976475411.Travel-Guide-HolidayRentals) - [Hometown Holiday Rentals ](https://www.expedia.co.uk/Hometown-Holiday-Rentals.d6132133.Travel-Guide-HolidayRentals) - [Oak Lawn Holiday Rentals ](https://www.expedia.co.uk/Oak-Lawn-Holiday-Rentals.d9227.Travel-Guide-HolidayRentals) - [Book Holiday Homes in Far Southwest Side on Expedia.com ](https://www.expedia.com/Far-Southwest-Side-Private-Vacation-Homes.d553248635976475353-aaPrivateVacationHomes.Travel-Guide-Accommodation)