Title: Holiday Rentals Far Southwest Side from £71: Find Short-Term Rentals & Holiday Accommodations | 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)[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) # Search Holiday Rentals in Far Southwest 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 [23 Jan - 25 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475353&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 two months [6 Mar - 8 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475353&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [3 Apr - 5 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475353&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [1 May - 3 May](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475353&startDate=2026-05-01&endDate=2026-05-03&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 rentals ![Indoor pool](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/58291697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Apartment, 2 Bedrooms | Private kitchen | Oven, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/83f39cf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Apartment, 1 Bedroom | Living area | 55-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/2a6e88ff.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) ### Aparthotel in Downtown Chicago [](https://www.expedia.co.uk/Chicago-Hotels-Sentral-Michigan-Avenue.h76267438.Hotel-Information) 9.2/10 Wonderful (1,037 reviews) "Place was very nice and clean. We enjoyed the stay there. Will book it again when we come back to Chicago visit again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Khalid £117 includes taxes & fees 14 Jan - 15 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Sentral-Michigan-Avenue.h76267438.Hotel-Information) ![Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8c061e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillow-top beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/4a3a770c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/d03e88da.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 [](https://www.expedia.co.uk/Chicago-Hotels-LEVEL-Furnished-Living-Chicago.h39805843.Hotel-Information) 9.0/10 Wonderful (408 reviews) "Great location, clean room and friendly staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott [](https://www.expedia.co.uk/Chicago-Hotels-LEVEL-Furnished-Living-Chicago.h39805843.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/0480d64e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Apartment, 1 King Bed with Sofa bed, Pool Access (Self Check-in with Virtual Front Desk) | Living area | 55-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/2969f0ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 10:00 AM to 10:00 PM, pool loungers](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/88e54d1a.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) ### Aparthotel in Downtown Chicago [](https://www.expedia.co.uk/Chicago-Hotels-Kasa-River-North-Chicago.h66425311.Hotel-Information) 9.6/10 Exceptional (182 reviews) "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) ![Living area](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/3e1fd538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/3935f43c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/105000000/104320000/104315700/104315648/6dcfa9e1.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) ### Aparthotel in Lakeview [](https://www.expedia.co.uk/Chicago-Hotels-Wrigleyville-Suites.h104315648.Hotel-Information) 9.6/10 Exceptional (27 reviews) "Nice place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barry £119 includes taxes & fees 21 Jan - 22 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Wrigleyville-Suites.h104315648.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/89000000/88910000/88902500/88902456/52022c01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Exterior](https://images.trvl-media.com/lodging/89000000/88910000/88902500/88902456/488a68b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/89000000/88910000/88902500/88902456/8ae2c510.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Private kitchen | Fridge, oven, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/89000000/88910000/88902500/88902456/5f82c6e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in West Town [](https://www.expedia.co.uk/Chicago-Hotels-The-Perfect-Home-Away-From-Home-For-Your-Romantic-Urban-Getaway-747-Lofts-Cabin-307-Hotel-Room.h88902456.Hotel-Information) 9.0/10 Wonderful (17 reviews) "Loved the space and location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caroline £257 includes taxes & fees 25 Jan - 26 Jan [](https://www.expedia.co.uk/Chicago-Hotels-The-Perfect-Home-Away-From-Home-For-Your-Romantic-Urban-Getaway-747-Lofts-Cabin-307-Hotel-Room.h88902456.Hotel-Information) ![Comfort Double Room | Desk, laptop workspace, blackout curtains, free WiFi](https://images.trvl-media.com/lodging/113000000/112310000/112306500/112306435/4e4fcb6b.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) ![Luxury Studio | Desk, laptop workspace, blackout curtains, free WiFi](https://images.trvl-media.com/lodging/113000000/112310000/112306500/112306435/d6f1cd2b.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) ### Aparthotel in Harvey [](https://www.expedia.co.uk/Chicago-Hotels-Comfort-Inn-Chicago-Wind-Creek-Casino.h112306435.Hotel-Information) 4.0/10 (69 reviews) "Under renovations so some rooms have missing appliances, even through an app they require a deposit. Utter wise nice room and workers" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Destin £71 includes taxes & fees 10 Jan - 11 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Comfort-Inn-Chicago-Wind-Creek-Casino.h112306435.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121340000/121330200/121330192/9b3183ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121340000/121330200/121330192/ad931ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121340000/121330200/121330192/2e0ddd03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121340000/121330200/121330192/ee4be839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Forest Park [](https://www.expedia.co.uk/Chicago-Hotels-Classic-Forest-Park-Foursquare-1-Mi-To-Blue-Line.h121330192.Hotel-Information) £306 includes taxes & fees 18 Jan - 19 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Classic-Forest-Park-Foursquare-1-Mi-To-Blue-Line.h121330192.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=2026-01-23&endDate=2026-01-24®ionId=553248635976475353&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## 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=2026-04-09&d1=2026-04-09&endDate=2026-04-12&d2=2026-04-12&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=2026-04-09&d1=2026-04-09&endDate=2026-04-12&d2=2026-04-12&lodging=APARTMENT) 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=2026-04-09&d1=2026-04-09&endDate=2026-04-12&d2=2026-04-12&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=2026-04-09&d1=2026-04-09&endDate=2026-04-12&d2=2026-04-12&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=2026-04-09&d1=2026-04-09&endDate=2026-04-12&d2=2026-04-12&lodging=COTTAGE) Cabins [](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=2026-04-09&d1=2026-04-09&endDate=2026-04-12&d2=2026-04-12&lodging=CABIN) ![](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-Holiday-Rentals.d553248635976475353.Travel-Guide-HolidayRentals)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FFar-Southwest-Side-Holiday-Rentals.d553248635976475353.Travel-Guide-HolidayRentals) ## Top Far Southwest Side Hotel Reviews ## Find out more about Far Southwest Side **Everything you need to know about** **Far Southwest 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 Southwest 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 Southwest Side holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Far Southwest Side holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Far Southwest 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 Southwest 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 Southwest Side holiday rentals we have selected for you start as low as £71 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Far Southwest Side rentals** At Expedia, we put the best Far Southwest 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 Southwest 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 Southwest 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 Southwest 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 Southwest 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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