Title: Chicago Holiday Homes from £147: Search Holiday Homes in Chicago | Expedia.co.uk [Chicago Travel Guide](https://expedia.co.uk/Chicago.dx178248)[Hotels in Chicago](https://expedia.co.uk/Chicago-Hotels.d178248.Travel-Guide-Hotels)[Holiday Rentals in Chicago](https://expedia.co.uk/Chicago-Holiday-Rentals.d178248.Travel-Guide-HolidayRentals)[Flights to Chicago](https://expedia.co.uk/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.co.uk/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Chicago Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chicago.d178248.Car-Hire-Guide)[Chicago Holidays](https://expedia.co.uk/Chicago.d178248.Holidays-City-Breaks) ![City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.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 [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=178248&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [22 May - 24 May](https://www.expedia.co.uk/Hotel-Search?regionId=178248&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 three months [19 Jun - 21 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=178248&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) In four months [17 Jul - 19 Jul](https://www.expedia.co.uk/Hotel-Search?regionId=178248&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chicago holiday homes ![Exterior detail](https://images.trvl-media.com/lodging/49000000/48960000/48959700/48959659/591973f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/49000000/48960000/48959700/48959659/d81d6c50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/49000000/48960000/48959700/48959659/079e5c97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48960000/48959700/48959659/ca60baaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Master qtr close to nature & easy urban facilities [](https://www.expedia.co.uk/Chicago-Hotels-Master-Qtr-Close-To-Nature-Easy-Urban-Facilities.h48959659.Hotel-Information) Riverwoods 9.8/10 Exceptional (78 reviews) "Great stay. Even got to see deer on our last day. Thank you" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Victoria D. £147 includes taxes & fees 26 Mar - 27 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Master-Qtr-Close-To-Nature-Easy-Urban-Facilities.h48959659.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) ![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) ![TV](https://images.trvl-media.com/lodging/123000000/122590000/122582000/122581902/w1432h1080x94y0-2c40f522.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) ### Near Lake and Museum • Modern • Game Area [](https://www.expedia.co.uk/Chicago-Hotels-Walk-To-The-Lake-Grill.h122581902.Hotel-Information) South Shore £442 includes taxes & fees 25 Mar - 26 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Walk-To-The-Lake-Grill.h122581902.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) ![Exterior](https://images.trvl-media.com/lodging/118000000/117680000/117672000/117671933/52299e38.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) ![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) ### Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed [](https://www.expedia.co.uk/Chicago-Hotels-Charming-2-Bedroom-House-In-Maywood-With-WiFi.h117671933.Hotel-Information) Maywood 8.2/10 Very good (22 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. £227 includes taxes & fees 20 Apr - 21 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Charming-2-Bedroom-House-In-Maywood-With-WiFi.h117671933.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/33000000/32070000/32068000/32067984/7966b3f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32070000/32068000/32067984/2718fcef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/33000000/32070000/32068000/32067984/3e0125af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/33000000/32070000/32068000/32067984/5445a025.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint Bungalow, near Great Lakes Naval Base [](https://www.expedia.co.uk/Chicago-Hotels-Quaint-Bungalow.h32067984.Hotel-Information) Mundelein 9.8/10 Exceptional (69 reviews) "We had a great stay! The area was peaceful and felt safe. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yoselin V. £241 includes taxes & fees 28 Mar - 29 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Quaint-Bungalow.h32067984.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) ![Interior](https://images.trvl-media.com/lodging/97000000/96390000/96384200/96384152/27ecf0e1.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) ![Living area](https://images.trvl-media.com/lodging/97000000/96390000/96384200/96384152/f7e53c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LUXE 3 BR, 2 BA + Hot Tub [](https://www.expedia.co.uk/Chicago-Hotels-LUXE-3-BR.h96384152.Hotel-Information) Elmhurst 8.8/10 Excellent (40 reviews) "Nice place, alot of space. Great host" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Devonta J. £200 includes taxes & fees 25 Mar - 26 Mar [](https://www.expedia.co.uk/Chicago-Hotels-LUXE-3-BR.h96384152.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122070000/122068900/122068878/b289aa5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/123000000/122070000/122068900/122068878/069d828a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/123000000/122070000/122068900/122068878/f7cf3b52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122070000/122068900/122068878/bb6345e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Navy Family home -Near Lake 4BR Hot Tub [](https://www.expedia.co.uk/Chicago-Hotels-Newly-Remodeled-Near-Lake-4BR-W-Hot-Tub-Games.h122068878.Hotel-Information) Gages Lake 10/10 Exceptional (5 reviews) "The property was beautiful and relaxing. Our host was wonderful and responded quickly to any questions we had. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danielle S. £562 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Newly-Remodeled-Near-Lake-4BR-W-Hot-Tub-Games.h122068878.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74250000/74243100/74243056/bf01096c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74250000/74243100/74243056/0fa7c90c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/75000000/74250000/74243100/74243056/9849b1a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74250000/74243100/74243056/668e4d1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ✽ Charming Cottage ✽ close to College/Town/Station [](https://www.expedia.co.uk/Chicago-Hotels-Charming-Cottage-Close-To-CollegeTownStation.h74243056.Hotel-Information) Wheaton 10/10 Exceptional (59 reviews) "This is a cozy little home close to all the things we love about visiting Wheaton. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy F. £227 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Charming-Cottage-Close-To-CollegeTownStation.h74243056.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) ![Dining](https://images.trvl-media.com/lodging/106000000/105140000/105136600/105136524/c4f6c687.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) ### Vintage Urban Retreat [](https://www.expedia.co.uk/Chicago-Hotels-Vintage-Urban-Retreat.h105136524.Hotel-Information) Oak Park 10/10 Exceptional (14 reviews) "The house was spotless and very comfortable for our needs. Best of all it was not far from our son’s home in River Forest which made going back and forth convenient." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beryl I. £388 includes taxes & fees 26 Mar - 27 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Vintage-Urban-Retreat.h105136524.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) ![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) ![Smart TV, Netflix, Hulu, books](https://images.trvl-media.com/lodging/77000000/76930000/76925600/76925599/08a65ad8.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) ### PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central [](https://www.expedia.co.uk/Chicago-Hotels-VERY-Close-To-Colleges.h76925599.Hotel-Information) Lisle 9.6/10 Exceptional (25 reviews) "Had a nice time. Great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jinjer M. [](https://www.expedia.co.uk/Chicago-Hotels-VERY-Close-To-Colleges.h76925599.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) ![Exterior](https://images.trvl-media.com/lodging/72000000/71680000/71677300/71677273/26045e32.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) ![3 bedrooms, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/72000000/71680000/71677300/71677273/5569ce20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*The Comfy King Ranch\*King Bed Suite\*Fast Wi-Fi [](https://www.expedia.co.uk/Chicago-Hotels-The-Comfy-King-Ranch-King-BedFast-WiFiFree-Pkg.h71677273.Hotel-Information) Worth 9.4/10 Exceptional (57 reviews) "Home was exactly what we were needing fir our stay. Host was responsive and timely. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie H. £248 includes taxes & fees 12 Apr - 13 Apr [](https://www.expedia.co.uk/Chicago-Hotels-The-Comfy-King-Ranch-King-BedFast-WiFiFree-Pkg.h71677273.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) ![Dining](https://images.trvl-media.com/lodging/91000000/90620000/90612900/90612832/e028cf83.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) ![Interior](https://images.trvl-media.com/lodging/91000000/90620000/90612900/90612832/0900c857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oak Park Victorian by FLW Studio [](https://www.expedia.co.uk/Chicago-Hotels-Modern-Victorian-Vibes-Character-Charm.h90612832.Hotel-Information) Oak Park 10/10 Exceptional (29 reviews) "Finding a good 3 br or 4 br option in and around OP / RF is challenging and if this one is available, jump on it. Functional plan, easy parking, great location and responsive owners. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lawrence P. £394 includes taxes & fees 26 Mar - 27 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Modern-Victorian-Vibes-Character-Charm.h90612832.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) ![4 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/100000000/99270000/99269700/99269654/0dd7d579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern 4BR Retreat Near MDW | LCP Collection [](https://www.expedia.co.uk/Chicago-Hotels-Modern-4BR-Retreat-Near-MDW-LCP-Collection.h99269654.Hotel-Information) Burbank 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. £336 includes taxes & fees 25 Mar - 26 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Modern-4BR-Retreat-Near-MDW-LCP-Collection.h99269654.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90010000/90008300/90008221/6ff9d9ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90010000/90008300/90008221/13d97211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90010000/90008300/90008221/35aa2d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90010000/90008300/90008221/b41a793a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury House minutes away from O'Hare and Downtown Chicago [](https://www.expedia.co.uk/Chicago-Hotels-Luxury-House-Minutes-Away-From-OHare-And-Downtown-Chicago.h90008221.Hotel-Information) Bensenville 10/10 Exceptional (1 review) "Easily the nicest place I have ever stayed at. Wonderful neighborhood, clean house, and great amenities. I’ll stay there again anyday. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacob F. £390 includes taxes & fees 22 Apr - 23 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Luxury-House-Minutes-Away-From-OHare-And-Downtown-Chicago.h90008221.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/97000000/96690000/96685300/96685294/d3b24fe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96690000/96685300/96685294/w3264h2175x0y1-b67f487a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96690000/96685300/96685294/39dd5566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/97000000/96690000/96685300/96685294/90a99332.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Your Next Vacation Home [](https://www.expedia.co.uk/Chicago-Hotels-Your-Next-Vacation-Home.h96685294.Hotel-Information) Oakton 9.4/10 Exceptional (67 reviews) "We enjoyed our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lukose K. £232 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Your-Next-Vacation-Home.h96685294.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/125000000/124580000/124574000/124573977/12d7a004.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/125000000/124580000/124574000/124573977/584b3b88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124580000/124574000/124573977/835428ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/125000000/124580000/124574000/124573977/484953c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base [](https://www.expedia.co.uk/Chicago-Hotels-Modern-3-Bedroom-House-In-Tranquil-North-Chicago-Near-Great-Lakes-Navy-Base.h124573977.Hotel-Information) North Chicago 10/10 Exceptional (1 review) "Rented this property for my sons navy graduation, Base was only 6 minutes from the home. Tons of places to eat and shop no more then 15 minutes away. The house was super cute, very clean. we flew in at 10am and without even having to ask the host reached out and let us know it was ready for check in a few hours early which was great. left some packaged up congrats grad decor that hopefully didnt get thrown out and the next navy fam can use. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda U. £270 includes taxes & fees 25 Mar - 26 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Modern-3-Bedroom-House-In-Tranquil-North-Chicago-Near-Great-Lakes-Navy-Base.h124573977.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101430000/101422200/101422169/4561d645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/102000000/101430000/101422200/101422169/52a0d19e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/102000000/101430000/101422200/101422169/da0c68f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/102000000/101430000/101422200/101422169/5b29180e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4BR Near Woodfield Mall & Metra | LCP Collection [](https://www.expedia.co.uk/Chicago-Hotels-4BR-Near-Woodfield-Mall-Metra-LCP-Collection.h101422169.Hotel-Information) Schaumburg 8.4/10 Very good (5 reviews) "Home was perfect for us with two kids. Beds were comfortable and a nice quiet location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Randy G. £366 includes taxes & fees 14 Apr - 15 Apr [](https://www.expedia.co.uk/Chicago-Hotels-4BR-Near-Woodfield-Mall-Metra-LCP-Collection.h101422169.Hotel-Information) ![Smart TV, offices](https://images.trvl-media.com/lodging/119000000/118080000/118074500/118074409/7199850c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118080000/118074500/118074409/cbb8c9b7.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/119000000/118080000/118074500/118074409/53707240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118080000/118074500/118074409/d2a4fb64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Navy retreat near Naval Base-Tiki Bar,Sauna,Games [](https://www.expedia.co.uk/Chicago-Hotels-Modern-Upgrade-Near-Navel-Base-Sauna.h118074409.Hotel-Information) North Chicago 10/10 Exceptional (22 reviews) "Nice clean home, easy check in processes close to the base. Perfect for our stay with kids. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas D. £555 includes taxes & fees 20 Apr - 21 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Modern-Upgrade-Near-Navel-Base-Sauna.h118074409.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88180000/88174500/88174445/22ea0396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88180000/88174500/88174445/ec0b6873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table football, ping pong, books](https://images.trvl-media.com/lodging/89000000/88180000/88174500/88174445/4719f386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88180000/88174500/88174445/100e45ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Bath!Near Chicago and O’Hare +Fenced yard +Game room [](https://www.expedia.co.uk/Chicago-Hotels-Cozy-Mid-Century-House-Great-For-Family-Close-To-Entertainment.h88174445.Hotel-Information) Schaumburg 9.6/10 Exceptional (33 reviews) "We came from Florida to visit family. This house was exactly what we were looking for. Kids loved the game room. Beautiful backyard and comfortable beds. Will stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary M. [](https://www.expedia.co.uk/Chicago-Hotels-Cozy-Mid-Century-House-Great-For-Family-Close-To-Entertainment.h88174445.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/126000000/125770000/125767500/125767485/eb982d34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/126000000/125770000/125767500/125767485/8d281ad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125770000/125767500/125767485/95c6100b.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) ### Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking [](https://www.expedia.co.uk/Chicago-Hotels-Suoer-Sleek-Large-Tiny-House-By-Westmont-Metra.h125767485.Hotel-Information) Westmont £157 includes taxes & fees 4 Apr - 5 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Suoer-Sleek-Large-Tiny-House-By-Westmont-Metra.h125767485.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) ![Terrace/patio](https://images.trvl-media.com/lodging/124000000/123480000/123479400/123479305/3081c65a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/124000000/123480000/123479400/123479305/d0b74272.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) ### Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard [](https://www.expedia.co.uk/Chicago-Hotels-Charming-2BR-Hideaway-FLW-District-TheaterGamesLaundryOfficePrivate-Backyard.h123479305.Hotel-Information) Oak Park 10/10 Exceptional (2 reviews) "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. £296 includes taxes & fees 14 Apr - 15 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Charming-2BR-Hideaway-FLW-District-TheaterGamesLaundryOfficePrivate-Backyard.h123479305.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=2026-04-07&endDate=2026-04-08®ionId=178248&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America®ionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CABIN) Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America®ionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=APART_HOTEL) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America®ionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=APARTMENT) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America®ionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=VACATION_HOME) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America®ionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CONDO) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America®ionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=COTTAGE) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America®ionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=VILLA) ![](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%2FChicago-Private-Holiday-Homes.d178248-aaPrivateHolidayHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChicago-Private-Holiday-Homes.d178248-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ## Top Chicago Hotel Reviews ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a215cd17_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 10/10 Excellent "Everything you would expect, plus special staff, great little restaurant & awesome location." [](https://expedia.co.uk/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539_y.jpg) ### Eurostars Magnificent Mile 10/10 Excellent "Room was wonderful. Staff was pleasant and accommodating " [](https://expedia.co.uk/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![Hilton Garden Inn Chicago Downtown/Magnificent Mile](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/f36e2ebe_y.jpg) ### Hilton Garden Inn Chicago Downtown/Magnificent Mile 8/10 Good "Staff was a bit cold, room was fine, ease getting there is great, and central to everything " [](https://expedia.co.uk/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information) ![The Wade](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/109a2156_y.jpg) ### The Wade 6/10 Okay "Was disappointed during my stay. I book hotel with consideration of amenities. Hotel bar was closed to hotel guests because of private party. Man its 30 degrees outside. Had to visit another venue for beverages. There was no website notice. Hotel phones were down and not active. Staffing is always great but this visit was not up to par. " [](https://expedia.co.uk/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg) ### Hotel Riu Plaza Chicago 8/10 Good "." [](https://expedia.co.uk/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) ![Hilton Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/a48bf16b_y.jpg) ### Hilton Chicago O'Hare Airport 10/10 Excellent "It was fine" [](https://expedia.co.uk/Chicago-Hotels-Hilton-Chicago-OHare-Airport.h8058.Hotel-Information) ![DoubleTree by Hilton Chicago - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e_y.jpg) ### DoubleTree by Hilton Chicago - Magnificent Mile 8/10 Good "Welcoming staff, clean, room cleaning daily. Good location " [](https://expedia.co.uk/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2_y.jpg) ### Congress Plaza Hotel 10/10 Excellent "I wish there was more coffee filters. The vibe was out of The Wild Sheep Chase." [](https://expedia.co.uk/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/9d783fbd_y.jpg) ### Palmer House a Hilton Hotel 10/10 Excellent "Gorgeous historical location with lots of amenities and attentive staff. Really look forward to my next visit " [](https://expedia.co.uk/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ## Find out more about Chicago ## Chicago Holiday Homes information | Number of reviews | 536 | | ----------------- | ----------------- | | Accommodation | 793 Holiday Homes | | Lowest Price | £147 | | Highest Price | £562 | ## Explore a world of travel with Expedia - Accommodation - Packages - Cars - Holiday Homes - Other - More ways to book - [Hotels near 311 S Wacker Dr ](https://www.expedia.co.uk/311-S-Wacker-Dr-Hotels.0-l6069157-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in The Loop ](https://www.expedia.co.uk/3Star-The-Loop-Chicago-Hotels.s30-n800024-0.Travel-Guide-Filter-Hotels) - [Hotels near Aon Center ](https://www.expedia.co.uk/Aon-Center-Hotels.0-l6064015-0.Travel-Guide-Filter-Hotels) - [Hotels near Art Institute of Chicago ](https://www.expedia.co.uk/Art-Institute-Of-Chicago-Hotels.0-l6064021-0.Travel-Guide-Filter-Hotels) - [Guest Houses in Brookfield Hollywood Station ](https://www.expedia.co.uk/Brookfield-Hollywood-Station-Guest-Houses.d6213521-aaGuestHouses.Travel-Guide-Accommodation) - 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