Title: Best Apartments in Winnetka, IL for Your Vacation from $144 | Expedia.com [Winnetka Travel Guide](https://expedia.com/Winnetka.dx175751)[Hotels in Winnetka](https://expedia.com/Winnetka-Hotels.d175751.Travel-Guide-Hotels)[Vacation Rentals in Winnetka](https://expedia.com/Winnetka-Vacation-Rentals.d175751.Travel-Guide-VacationRentals)[Flights to Winnetka](https://expedia.com/Cheap-Flights-To-Winnetka.d175751.Travel-Guide-Flights)[Car Rentals in Winnetka](https://expedia.com/Car-Rentals-In-Winnetka.d175751.Car-Rental-Guide)[Winnetka Vacation Packages](https://expedia.com/Winnetka.d175751.Destination-Travel-Guides) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=175751&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 two months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=175751&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=175751&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 31 - Aug 2](https://www.expedia.com/Hotel-Search?regionId=175751&startDate=2026-07-31&endDate=2026-08-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winnetka apartments ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792936/7d7ccc69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792936/93c17f93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792936/a5975d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793000/116792936/a49da56a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunlit 1BR Apartment | Warm & Welcoming Space [](https://www.expedia.com/Chicago-Hotels-Sun-Drenched-1BR-Apartment.h116792936.Hotel-Information) Downtown Chicago 10/10 Exceptional (2 reviews) "Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tyler B. $206 nightly $231 total Apr 9 - Apr 10 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Sun-Drenched-1BR-Apartment.h116792936.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/118000000/117520000/117515200/117515137/d8e9b0e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117520000/117515200/117515137/a410264a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/118000000/117520000/117515200/117515137/7004f6ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117520000/117515200/117515137/57a172f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River North Rooftop With In and Out Parking 3 [](https://www.expedia.com/Chicago-Hotels-River-North-Rooftop-With-In-Out-Parking-3.h117515137.Hotel-Information) Downtown Chicago 9.6/10 Exceptional (4 reviews) "We had a very comfortable stay here. The hosts are exceptionally communicative and helpful. Loved having a place to park my car, and the hosts set it up so my license plate was recognized at the gate so that parking was free. The unit was very clean and spacious. Note, the kitchen does not have pots or pans to cook, so plan on eating out!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer M. $408 nightly $457 total Apr 14 - Apr 15 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-River-North-Rooftop-With-In-Out-Parking-3.h117515137.Hotel-Information) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/afe63d9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/19144195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/8ec83200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793043/143f3ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Comfort: 1BR Unit w/ Laundry [](https://www.expedia.com/Chicago-Hotels-Stylish-1BR-In-West-Loop.h116793043.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (17 reviews) "Great location, apt well equipped and host very responsive. Wonderful stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gina G. $159 nightly $176 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Stylish-1BR-In-West-Loop.h116793043.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/129000000/128180000/128179100/128179079/1bb740b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/129000000/128180000/128179100/128179079/15e80f2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/129000000/128180000/128179100/128179079/a776faa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/129000000/128180000/128179100/128179079/b2ba3b10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Plymouth Collection: 2BD with Lobby, Gym, Rooftop [](https://www.expedia.com/Chicago-Hotels-Plymouth-Collection-2BD-With-Lobby.h128179079.Hotel-Information) Downtown Chicago $300 nightly $331 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Plymouth-Collection-2BD-With-Lobby.h128179079.Hotel-Information) ![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131874/b10cb31b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131874/b56ca762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131874/4fcb7f04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131874/b754723c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### West Loop Living – Bright 1BR [](https://www.expedia.com/Chicago-Hotels-West-Loop-Living-Bright-1BR.h119131874.Hotel-Information) Downtown Chicago 10/10 Exceptional (8 reviews) "Great spot next to the green line train a few restaurants and a Starbucks right up the street I will book again for sure " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) 2k G. $206 nightly $231 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-West-Loop-Living-Bright-1BR.h119131874.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/123000000/122190000/122181300/122181219/2a358f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/123000000/122190000/122181300/122181219/ce809cfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/123000000/122190000/122181300/122181219/b807e2e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/123000000/122190000/122181300/122181219/d57fef46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern West Loop Gem-City Views & Prime Location 3 [](https://www.expedia.com/Chicago-Hotels-Modern-West-Loop-Gem-City-Views-Prime-Location-3.h122181219.Hotel-Information) Downtown Chicago 10/10 Exceptional (5 reviews) "Loved the place 4 bedroom & 4 bathrooms was ideal for our stayGreat locationLoved the well stocked convenience store a block away " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tina Y. $503 nightly $551 total Apr 22 - Apr 23 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Modern-West-Loop-Gem-City-Views-Prime-Location-3.h122181219.Hotel-Information) ![Desk, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/121000000/120510000/120508900/120508888/7a65e5d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120510000/120508900/120508888/df8744f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120510000/120508900/120508888/b5bee4f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/121000000/120510000/120508900/120508888/f0a938f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic Studio in the Heart of the Gold Coast [](https://www.expedia.com/Chicago-Hotels-Cozy-Gold-Coast-Studio-Stay.h120508888.Hotel-Information) Downtown Chicago 10/10 Exceptional (5 reviews) "The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Seynabou $187 nightly $210 total Apr 27 - Apr 28 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Cozy-Gold-Coast-Studio-Stay.h120508888.Hotel-Information) ![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/127000000/126870000/126868600/126868503/5893f531.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/127000000/126870000/126868600/126868503/2caa1de3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/127000000/126870000/126868600/126868503/65038522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/127000000/126870000/126868600/126868503/c15098ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LIVN West Loop Chicago Queen Superior Studio [](https://www.expedia.com/Chicago-Hotels-LIVN-West-Loop-Chicago-Queen-Superior-Studio.h126868503.Hotel-Information) Downtown Chicago 10/10 Exceptional (1 review) "The service was top notch at this property. The hosts were super responsive and professional. The location was incredible. Loved being able to cook in the apartment. The apartment was newly renovated and very urban chic. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle R. $122 nightly $144 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-LIVN-West-Loop-Chicago-Queen-Superior-Studio.h126868503.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131871/e255803d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131871/fe11ac9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131871/96789a75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119140000/119131900/119131871/2e28ea21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1BR Modern Luxe Apt with In-Unit Laundry [](https://www.expedia.com/Chicago-Hotels-1BR-Modern-Luxe-Apt-With-In-Unit-Laundry.h119131871.Hotel-Information) Downtown Chicago 8.0/10 Very Good (2 reviews) "Great experience for me and my wife I would definitely come back " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ShowtimeFam1 $206 nightly $231 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-1BR-Modern-Luxe-Apt-With-In-Unit-Laundry.h119131871.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792834/e8c7e2dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792834/5e4daba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792834/0c570d8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792834/c7d9d0bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nice 1BR Spot, Unwind & Relax [](https://www.expedia.com/Chicago-Hotels-Furnished-1-Bedroom-Sunlit-Space.h116792834.Hotel-Information) Lincoln Square 9.8/10 Exceptional (32 reviews) "This was a great apartment in the heart of Lincoln Square. The kitchen is fully equipped, the bed was comfortable and there are a lot of amenities and public transportation close by. I will definitely be staying hear again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa $178 nightly $198 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Furnished-1-Bedroom-Sunlit-Space.h116792834.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793191/2c7aa314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793191/12a5de83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793191/aadb2c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793191/f36c801f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic 2BR Haven Near Irving Park [](https://www.expedia.com/Chicago-Hotels-Chic-2BR-Haven-Near-Irving-Park.h116793191.Hotel-Information) Irving Park 9.8/10 Exceptional (10 reviews) "Ample accommodations for two adults. Clean and in great condition!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy D. $212 nightly $235 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Chic-2BR-Haven-Near-Irving-Park.h116793191.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782327/ce588c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782327/13dc1926.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782327/9f7e92a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782327/92c646c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 4BR Central Apartment w/ Skyline Views [](https://www.expedia.com/Chicago-Hotels-4BR-Modern-Gem-Sleek.h117782327.Hotel-Information) Near North Side 10/10 Exceptional (13 reviews) "Great location, comfortable room, welcoming host." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Treseanne A. $385 nightly $475 total Apr 26 - Apr 27 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-4BR-Modern-Gem-Sleek.h117782327.Hotel-Information) ![Iron/ironing board, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793093/bfe9ce5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793093/bd243cfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793093/a91f2fad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793093/w1017h1536x0y0-87b71443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Uptown Studio Gem Sum [](https://www.expedia.com/Chicago-Hotels-Uptown-Studio-Gem-Sum.h116793093.Hotel-Information) Uptown 7.4/10 Good (6 reviews) "The neighborhood was perfect for me. I’d like to book the same property again because of the location.The only problem was checking in. The address was wrong and if I wasn’t raised in that part of Chicago I would have been very confused.Plus I checked in late at night. It wasn’t an easy process. Next time it will be diffeeent." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darryl C. $145 nightly $161 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Uptown-Studio-Gem-Sum.h116793093.Hotel-Information) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793118/b78ebb24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793118/37dc9163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793118/9fcd9cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793118/eec54680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great Layout – Spacious 2BR Apt [](https://www.expedia.com/Chicago-Hotels-Great-Layout-Spacious-2BR-Apt.h116793118.Hotel-Information) Rogers Park 9.0/10 Wonderful (9 reviews) "Clean, comfortable, and would definitely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) KM W. $207 nightly $229 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Great-Layout-Spacious-2BR-Apt.h116793118.Hotel-Information) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792828/81360f2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792828/dd022100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792828/d6084ece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792900/116792828/2405682e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy & Furnished 2BR Unit [](https://www.expedia.com/Chicago-Hotels-Cozy-Furnished-2BR-Unit.h116792828.Hotel-Information) Lincoln Square 9.2/10 Wonderful (18 reviews) "Very cozy, amenities in great condition." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kaitlin T. $202 nightly $224 total Apr 9 - Apr 10 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Cozy-Furnished-2BR-Unit.h116792828.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/322fd87f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/8a1e71e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/87e615f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/06df6711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2-bedroom apartment just 2 minutes drive to Wrigley Field [](https://www.expedia.com/Chicago-Hotels-2-Bedroom-Apartment-Just-2-Minutes-Drive-To-Wrigley-Field.h105887915.Hotel-Information) North Center 9.6/10 Exceptional (66 reviews) "Nice property, great location, super helpful host!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carin O. $268 nightly $331 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-2-Bedroom-Apartment-Just-2-Minutes-Drive-To-Wrigley-Field.h105887915.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/96000000/95560000/95558000/95557991/4083d560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/96000000/95560000/95558000/95557991/f70fc045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95560000/95558000/95557991/b6f05537.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/96000000/95560000/95558000/95557991/91bc164f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bright Garden Studio [](https://www.expedia.com/Chicago-Hotels-Bright-Garden-Studio.h95557991.Hotel-Information) South Evanston 8.4/10 Very Good (32 reviews) "Easy access. Nice location. Available shrot notice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Drew H. $215 nightly $244 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Bright-Garden-Studio.h95557991.Hotel-Information) ![Game room](https://images.trvl-media.com/lodging/114000000/113520000/113517100/113517065/90a144ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113520000/113517100/113517065/48d7a938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/114000000/113520000/113517100/113517065/306880a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113520000/113517100/113517065/2d52693d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 Minutes to Wrigley and Beach - Games and Arcades - Garage - Sleeps 10 - Pet Friendly [](https://www.expedia.com/Chicago-Hotels-5-Minutes-To-Wrigley-And-Beach-Games-And-Arcades-Garage-Sleeps-10.h113517065.Hotel-Information) Lakeview 9.2/10 Wonderful (5 reviews) "This was a wonderful stay! The apartment was clean, well furnished, and the communication with the manager was wonderful. My son and I really enjoyed the video games, especially golden tee. The location is fantastic, giving us access to most everything in the Lincoln Park area, as well as Wrigley Field. I can’t recommend this enough. We had a wonderful time!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew B. [](https://www.expedia.com/Chicago-Hotels-5-Minutes-To-Wrigley-And-Beach-Games-And-Arcades-Garage-Sleeps-10.h113517065.Hotel-Information) ![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793099/bc53e5ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793099/f308661a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793099/253117f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793099/a5376f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Sunlit 1BR Apartment [](https://www.expedia.com/Chicago-Hotels-Prime-City-Stay-In-A-1BR-Apt.h116793099.Hotel-Information) Irving Park 9.2/10 Wonderful (13 reviews) "Host was very attentive and answered all of our questions. It was very cozy and exactly as pictured." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon M. $180 nightly $200 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Prime-City-Stay-In-A-1BR-Apt.h116793099.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/72000000/71470000/71469600/71469533/d71c19e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71470000/71469600/71469533/w640h303x0y0-b3048deb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/72000000/71470000/71469600/71469533/0db05817.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71470000/71469600/71469533/f6296973.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish Luxe King bed w/Free Parkng near DT Oak Pk [](https://www.expedia.com/Chicago-Hotels-Stylish-2BDR.h71469533.Hotel-Information) Oak Park 9.6/10 Exceptional (98 reviews) "Cozy place, host was very helpful and responded quickly to all my concerns. I would definitely stay there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah R. $229 nightly $262 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Stylish-2BDR.h71469533.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.com/Hotel-Search?startDate=2026-04-21&endDate=2026-04-22®ionId=175751&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=APART_HOTEL) Apartments [](https://www.expedia.com/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=APARTMENT) Condos [](https://www.expedia.com/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=CONDO) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=VACATION_HOME) Villas [](https://www.expedia.com/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=VILLA) Cottages [](https://www.expedia.com/Hotel-Search?destination=Winnetka%2C+Illinois%2C+United+States+of+America®ionId=175751&latLong=42.108082%2C-87.735893&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinnetka-Apartments.d175751-aaApartments.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinnetka-Apartments.d175751-aaApartments.Travel-Guide-Accommodation) ## Top Winnetka Hotel Reviews ![Hilton Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/a48bf16b_y.jpg) ### Hilton Chicago O'Hare Airport 8/10 Good "Great location and service. Needs alittle renovation of interior " [](https://expedia.com/Chicago-Hotels-Hilton-Chicago-OHare-Airport.h8058.Hotel-Information) ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2_y.jpg) ### Congress Plaza Hotel 10/10 Excellent "clean room" [](https://expedia.com/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg) ### Hotel Riu Plaza Chicago 10/10 Excellent "The room was clean. Very modern hotel. Great service and staff. Great experience overall. " [](https://expedia.com/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) ![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3840h2559x0y3-c577bf94_y.jpg) ### Hyatt Regency Chicago 2/10 Terrible "Although location, lobby and stuff was good the newly updated rooms at the West tower were dirty and poorly taken care of. I found condiment packages behind the sink, mold in the sink, crumbs, and chocolate on the carpet floor and the blood on the bathroom wall, not to mention a very foul odor in the room. The Hyatt Regency has a vote, respected name across the country, but I was disappointed." [](https://expedia.com/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/24d28405_y.jpg) ### Embassy Suites by Hilton Chicago Downtown River North 8/10 Good "The pool was small and I felt like it was not clean. Kids couldn’t even see under water with their goggles. There were a lot of kids running around without parents and we had several knocks on our door from kids messing around. We did call down to the front desk and they sent security up immediately. So that was a plus! Employees were very attentive. " [](https://expedia.com/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539_y.jpg) ### Eurostars Magnificent Mile 10/10 Excellent "The panoramic room was breathtaking. I came to celebrate my birthday and it was amazing!!!! I HAVE to make my way back soon. " [](https://expedia.com/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![Fairmont Chicago at Millennium Park](https://images.trvl-media.com/lodging/1000000/20000/16000/15937/8bd99f5f_y.jpg) ### Fairmont Chicago at Millennium Park 10/10 Excellent "It was too cold for the pool! The property is in a great location, the staff kind and very helpful. The on site restaurant is quite wonderful. I would have to say we had the best meal of our stay of 4 nights in Chicago!the rooms are large and airy and very clran" [](https://expedia.com/Chicago-Hotels-Fairmont-Chicago-At-Millennium-Park.h15937.Hotel-Information) ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a215cd17_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 8/10 Good "Didn’t like the bed so much and the couch wasn’t comfy but overall I would stay again " [](https://expedia.com/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg) ### Hilton Chicago 10/10 Excellent "N/a" [](https://expedia.com/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ## Find out more about Winnetka ## Winnetka Apartments information | Number of reviews | 328 | | ----------------- | --------------- | | Accommodation | 1402 Apartments | | Lowest Price | $144 | | Highest Price | $551 | ## Frequently asked questions ### What's it like to stay at an apartment in Winnetka? ### How do you know if an apartment is the best choice for your stay? ### What's a favorite apartment for a stay in Winnetka? ### What can I expect from the weather in Winnetka? ### What should I see in Winnetka? ### What's the best way to get to and around Winnetka? ## Explore a world of travel with Expedia - 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