Title: Holiday Rentals Far Southeast Side from £62: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Far Southeast Side Travel Guide](https://expedia.co.uk/Far-Southeast-Side.dx553248635976475411)[Hotels in Far Southeast Side](https://expedia.co.uk/Far-Southeast-Side-Hotels.d553248635976475411.Travel-Guide-Hotels)[Flights to Far Southeast Side](https://expedia.co.uk/Cheap-Flights-To-Far-Southeast-Side.d553248635976475411.Travel-Guide-Flights)[Far Southeast Side Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Far-Southeast-Side.d553248635976475411.Car-Hire-Guide)[Far Southeast Side Holidays](https://expedia.co.uk/Far-Southeast-Side.d553248635976475411.Holidays-City-Breaks) ![](https://images.trvl-media.com/place/829/b4cf8e95-0f92-4795-af28-19f97bbf7dad.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals in Far Southeast Side - ![](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 [12 Dec - 14 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475411&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [23 Jan - 25 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475411&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [20 Feb - 22 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475411&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [20 Mar - 22 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475411&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Rentals in Far Southeast Side ![Interior](https://images.trvl-media.com/lodging/104000000/103950000/103943300/103943206/853ce9f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/104000000/103950000/103943300/103943206/95fddc46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/104000000/103950000/103943300/103943206/e32db205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/104000000/103950000/103943300/103943206/aa345e6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Calumet Heights 9.6/10 Exceptional (13) "Great place to stay. Host responded quickly to questions. Location was good and neighbor was quite. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marchand J. [](https://www.expedia.co.uk/Chicago-Hotels-A-Home-Away-From-Home.h103943206.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/118000000/117800000/117794900/117794818/00965c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/118000000/117800000/117794900/117794818/5058bb1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117800000/117794900/117794818/e8046086.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117800000/117794900/117794818/c329dc83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in South Chicago 10/10 Exceptional (2) "Clean apartment and great communication with host. Fixed any small problems very quickly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine F. [](https://www.expedia.co.uk/Chicago-Hotels-South-Shore-Chicago-Condo-1-Block-To-Lake-WiFi-AC-Elevator-420-Friendly.h117794818.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/a9b3121a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 Queen Bed (Studio Apartment) | Private kitchen | Oven, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/1bf06d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Apartment, 2 Bedrooms | Living area | 55-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/ecc0a878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/eacd6d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in Downtown Chicago 9.2/10 Wonderful (997) "Loved my stay! Staff was amazing and the apartment had everything to make you feel like home. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole £112 includes taxes & fees 7 Dec - 8 Dec [](https://www.expedia.co.uk/Chicago-Hotels-Sentral-Michigan-Avenue.h76267438.Hotel-Information) ![Front of property – evening/night](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/a7a120b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/cb208a99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Single Bed, City View | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/f7ca0ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in Downtown Chicago 9.0/10 Wonderful (389) "Property was clean, centrally located with wonderful staff. Will definitely stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle [](https://www.expedia.co.uk/Chicago-Hotels-LEVEL-Furnished-Living-Chicago.h39805843.Hotel-Information) ![49-inch Smart TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/5915e3d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Apartment, 1 Bedroom, Non Smoking, Balcony (Self Check-in with Virtual Front Desk) | Living area | 49-inch Smart TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/4ebb1bbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City Studio, 1 Queen Bed, Non Smoking, Kitchen (Self Check-in with Virtual Front Desk) | Living area | 49-inch Smart TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/1d34bb7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Apartment, 1 Bedroom, Non Smoking, Balcony (Self Check-in with Virtual Front Desk) | Living area | 49-inch Smart TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/0ac0f470.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in Downtown Chicago 9.2/10 Wonderful (639) "Room was very nice, location was wonderful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas [](https://www.expedia.co.uk/Chicago-Hotels-Kasa-Chicago-River-North-Apartments.h46231022.Hotel-Information) ![Deluxe Apartment, 1 Bedroom, Non Smoking, Balcony (Self Check-in with Virtual Front Desk) | Balcony](https://images.trvl-media.com/lodging/30000000/29440000/29433500/29433443/603af13d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Studio, 1 King Bed, Non Smoking, Kitchen (Self Check-in with Virtual Front Desk) | In-room dining](https://images.trvl-media.com/lodging/30000000/29440000/29433500/29433443/7934883a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Studio, 1 King Bed, Non Smoking, Kitchen (Self Check-in with Virtual Front Desk) | City view](https://images.trvl-media.com/lodging/30000000/29440000/29433500/29433443/bfbcc9a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/30000000/29440000/29433500/29433443/5aeefd88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in Downtown Chicago 9.4/10 Exceptional (377) "An excellent place to stay in Chicago downtown." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ABDULHAFEEZ [](https://www.expedia.co.uk/Chicago-Hotels-Kasa-South-Loop-Chicago.h29433443.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/97000000/96300000/96299500/96299486/05d44ec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch Smart TV with satellite channels](https://images.trvl-media.com/lodging/97000000/96300000/96299500/96299486/79c83288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down duvets, desk, laptop workspace](https://images.trvl-media.com/lodging/97000000/96300000/96299500/96299486/f5b85335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/97000000/96300000/96299500/96299486/50c31ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in Near West Side 9.6/10 Exceptional (221) "Staff was courteous. Great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pamela [](https://www.expedia.co.uk/Chicago-Hotels-The-Neighborhood-Hotel-Little-Italy.h96299486.Hotel-Information) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121430000/121424500/121424489/740de96f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121430000/121424500/121424489/e66c238f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/122000000/121430000/121424500/121424489/489cf83a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121430000/121424500/121424489/e4296478.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in Downtown Chicago 10/10 Exceptional (2) "Great service and communication throughout my entire stay. Very clean and easy to access to everything that i needed. Even though it was a short stay but had a comfortable and pleasant stay. Everything was available for me before i arrived. Thank you really. Great job." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) pouya £226 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Chicago-Hotels-Chicago-Luxury-Home-Suites.h121424489.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/06060406.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/c25a1316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/3e6dada5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/5dcfd7fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in Lakeview 9.6/10 Exceptional (26) "Excellent location and very clean! Would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacob £79 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Chicago-Hotels-Wrigleyville-Suites.h104315648.Hotel-Information) ![Business centre](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/825d44e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/0480d64e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/f7e5c565_edited_04eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic Area](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/860305fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in Downtown Chicago 9.4/10 Exceptional (180) "Awesome stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sally [](https://www.expedia.co.uk/Chicago-Hotels-Kasa-River-North-Chicago.h66425311.Hotel-Information) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792882/9262cfe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792882/f361fe8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792882/fe8d8a3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792882/w1024h1011x0y0-4b62d70e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Lakeview 9.2/10 Wonderful (36) "Perfect for our needs, clean, convenient and great value. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa B. £123 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Chicago-Hotels-Clean-Equipped-1BR-Apt.h116792882.Hotel-Information) ![Comfort Double Room | Desk, laptop workspace, blackout curtains, free WiFi](https://images.trvl-media.com/lodging/113000000/112310000/112306500/112306435/22fe051f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/113000000/112310000/112306500/112306435/81879fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout curtains, free WiFi](https://images.trvl-media.com/lodging/113000000/112310000/112306500/112306435/7a3c031a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double Room | Desk, laptop workspace, blackout curtains, free WiFi](https://images.trvl-media.com/lodging/113000000/112310000/112306500/112306435/11a11fca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in Harvey 3.8/10 (67) "Good " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abel £62 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Chicago-Hotels-Comfort-Inn-Chicago-Wind-Creek-Casino.h112306435.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/64000000/63360000/63358300/63358275/e173d9a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, memory-foam beds, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/64000000/63360000/63358300/63358275/b3492081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63360000/63358300/63358275/4959ccd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63360000/63358300/63358275/3b41a424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in West Town 10/10 Exceptional (200) "Great house with a great rooftop. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Francisco [](https://www.expedia.co.uk/Chicago-Hotels-NEW-LUXURY-PENTHOUSE-CONDO.h63358275.Hotel-Information) ![Classic Apartment | Private kitchen](https://images.trvl-media.com/lodging/120000000/119980000/119973600/119973593/65b6e2ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Apartment | Bathroom | Shower, towels](https://images.trvl-media.com/lodging/120000000/119980000/119973600/119973593/82b5fa12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Apartment | Free WiFi](https://images.trvl-media.com/lodging/120000000/119980000/119973600/119973593/w2571h1446x1y1-ccdca671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Apartment | Private kitchen](https://images.trvl-media.com/lodging/120000000/119980000/119973600/119973593/d0a14058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in Bridgeport £293 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Chicago-Hotels-Stylish-Apartment-Near-Chicago-Downtown.h119973593.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792894/de39e34a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792894/9984ab06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792894/978fa548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792894/755fde52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Lakeview 9.2/10 Wonderful (27) "The apartment was as described and the customer service was amazing! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael M. £139 includes taxes & fees 8 Dec - 9 Dec [](https://www.expedia.co.uk/Chicago-Hotels-Lakeview-2BR-Apartment.h116792894.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/00656023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/6cef91d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/5d5af9bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/116000000/115170000/115163800/115163763/c0bd1b1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in West Town 10/10 Exceptional (2) " " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) tomonobu [](https://www.expedia.co.uk/Chicago-Hotels-Art-Villa.h115163763.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/3cc0a9a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/f642030c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/89a0d93e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/8c87c7e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Downtown Chicago 10/10 Exceptional (10) "We stayed for 4th of July weekend and had a wonderful time. Property is close to coffee shops, book stores, and within walking distance of nice restaurants. Easy paid parking nearby. The apartment was clean and everything we needed" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacob D. £139 includes taxes & fees 8 Dec - 9 Dec [](https://www.expedia.co.uk/Chicago-Hotels-Stylish-1BR-In-West-Loop.h116793043.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/69000000/68160000/68153800/68153777/w1061h809x0y0-23606953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/69000000/68160000/68153800/68153777/45d26412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, books](https://images.trvl-media.com/lodging/69000000/68160000/68153800/68153777/0fc78803.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/69000000/68160000/68153800/68153777/f5490c5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Near West Side 10/10 Exceptional (269) "Beautiful property fully loaded with amenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allie P. [](https://www.expedia.co.uk/Chicago-Hotels-3F-Vintage-Graystone-In-Little-Italy-Near-Loop-UIC-United-Ct-McCormick-Place.h68153777.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793104/e4126779.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793104/1ab3553c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793104/53fb8853.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793104/964f82ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Downtown Chicago 9.6/10 Exceptional (14) "Host was easy to communicate with and very thoughtful. We were in town for a concert and they gifted us with ear protection for us all. Location was great too " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiffany N. £142 includes taxes & fees 2 Dec - 3 Dec [](https://www.expedia.co.uk/Chicago-Hotels-Twice-As-Nice-Chic-2BR-Stay-With-Style-Space.h116793104.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70890000/70886100/70886010/03d3c9c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70890000/70886100/70886010/2ff2c471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/71000000/70890000/70886100/70886010/a351b4ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Games room](https://images.trvl-media.com/lodging/71000000/70890000/70886100/70886010/w828h549x0y0-b2df28f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in South Shore 9.4/10 Exceptional (24) "Everything was perfect with the property and the host even came to help right away when we had one issue with the lights." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Isaiah P. [](https://www.expedia.co.uk/Chicago-Hotels-LakeHouse.h70886010.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=2025-12-14&endDate=2025-12-15®ionId=553248635976475411&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_FR-DE-MX-UK_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Save up to 40% on select hotels. [Book now](https://expedia.co.uk/cheap-deals?rfrr=VR_BF_PROMO_553248635976475411) ![](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-Southeast-Side-Holiday-Rentals.d553248635976475411.Travel-Guide-HolidayRentals)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FFar-Southeast-Side-Holiday-Rentals.d553248635976475411.Travel-Guide-HolidayRentals) ## Top Far Southeast Side Hotel Reviews ![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982_y.jpg) ### Eurostars Magnificent Mile 10/10 Excellent "Great location, clean and nice. Rooms slightly smaller than other hotels. " [](https://expedia.co.uk/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg) ### Embassy Suites by Hilton Chicago Downtown River North 10/10 Excellent "Very nice hotel " [](https://expedia.co.uk/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![InterContinental Chicago Magnificent Mile by IHG](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/35cb1bb8_y.jpg) ### InterContinental Chicago Magnificent Mile by IHG 10/10 Excellent "Excellent service and room. " [](https://expedia.co.uk/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.Hotel-Information) ![citizenM Chicago Downtown](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/55b627dd_y.jpg) ### citizenM Chicago Downtown 10/10 Excellent "Everything was Amazing " [](https://expedia.co.uk/Chicago-Hotels-CitizenM-Chicago-Downtown.h82652306.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 "Staff was so helpful and friendly. Rooms were clean as was every aspect of the hotel. One of our favorite Chicago experiences." [](https://expedia.co.uk/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![River Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/9a897fc5_y.jpg) ### River Hotel 10/10 Excellent "Always the BEST!!! I say it’s Chicago’s best kept secret!!! " [](https://expedia.co.uk/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information) ![Club Quarters Hotel Wacker at Michigan, Chicago](https://images.trvl-media.com/lodging/1000000/890000/889800/889753/f3eb640d_y.jpg) ### Club Quarters Hotel Wacker at Michigan, Chicago 10/10 Excellent "Excellent and attentive staff, clean property and friendly environment." [](https://expedia.co.uk/Chicago-Hotels-Club-Quarters-Hotel.h889753.Hotel-Information) ![The Whitehall Hotel, BW Premier Collection](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/daaf5f2e_y.jpg) ### The Whitehall Hotel, BW Premier Collection 10/10 Excellent "Great " [](https://expedia.co.uk/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg) ### Hilton Chicago 10/10 Excellent "great cusomter service" [](https://expedia.co.uk/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ## Find out more about Far Southeast Side **Everything you need to know about** **Far Southeast Side** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Far Southeast Side holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Far Southeast Side holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Far Southeast Side holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Far Southeast Side. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Far Southeast Side holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Far Southeast Side holiday rentals we have selected for you start as low as £62 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Far Southeast Side rentals** At Expedia, we put the best Far Southeast Side holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Far Southeast Side rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Far Southeast Side holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Far Southeast Side. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.co.uk - All accommodation types in Far Southeast Side ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)