Apartment holiday rentals in Chicago River
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Top-rated apartment rentals in Chicago River
Guests agree: These apartments are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Chicago River apartment rentals
Weekly apartment rentals
Apartment in Wicker Park
4.95 out of 5 average rating, 172 reviewsWicker Park/Bucktown Location
Apartment in Chicago
4.89 out of 5 average rating, 182 reviewsFREE PARKING Large 2BR2BA by Millenium Park
25 July – 1 Aug
Apartment in Pilsen Historic District
4.89 out of 5 average rating, 202 reviewsSpectacular Pilsen Studio for 2!
8 – 15 Dec
Apartment in West Loop
4.87 out of 5 average rating, 216 reviewsGarden Apartment in the Historic Heart of the City
11 – 18 Aug
Apartment in Bridgeport
4.98 out of 5 average rating, 171 reviewsBridgeport Garden Apartment
29 June – 6 July
Apartment in Near North Side
4.98 out of 5 average rating, 182 reviewsSteps to Mag Mile, 2 BD , fast Wi-Fi, W&D
21 – 28 July
Apartment in Pilsen Historic District
4.85 out of 5 average rating, 234 reviewsTeeny Tiny Bohemian Lodge - Clean & Affordable
2 – 9 Oct
Apartment in Lincoln Square
4.94 out of 5 average rating, 191 reviewsSpacious, light-drenched studio-private entrance!
5 – 12 July
Private apartment rentals
Apartment in Lincoln Square
4.81 out of 5 average rating, 125 reviewsTranquil & Airy 1BR Apt in Lincoln Square
8 – 15 May
Apartment in West Town
4.89 out of 5 average rating, 473 reviewsiKlektik House Chicago / Robin
22 – 29 Sept
Apartment in Avondale
4.97 out of 5 average rating, 118 reviewsDesigner Avondale Attic
22 – 29 July
Apartment in Near North Side
4.96 out of 5 average rating, 46 reviews201LOFT | 5 BED, 2.5 BA Downtown Spacious Loft
8 – 15 Jan
Apartment in Magnificent Mile
5.0 out of 5 average rating, 5 reviewsGold Coast Pristine Paradise 3BR/2BA. Free Parking
29 Dec – 5 Jan
Apartment in Chicago
4.97 out of 5 average rating, 61 reviewsLocation! Location! Location!
27 July – 3 Aug
Apartment in Chicago
5.0 out of 5 average rating, 8 reviewsSTUNNING VIEWS, 5★AMENITY BUILDING, FREE PARKING
12 – 19 Apr
Apartment in Near North Side
4.97 out of 5 average rating, 31 reviews53 Floor MagMile Penthouse Views, Balcony, Pool
11 – 18 Mar
Apartment rentals with a hot tub
Apartment in Near South Side
4.87 out of 5 average rating, 156 reviewsStunning Panoramic Chicago Views & Free Parking
15 – 22 Nov
Apartment in West Town
4.88 out of 5 average rating, 394 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
24 – 31 Oct
Apartment in Berwyn
4.91 out of 5 average rating, 203 reviews“Dream slice of urban homesteading.”
3 – 10 Oct
Apartment in The Loop
5.0 out of 5 average rating, 3 reviewsThe Playwright's Palace
23 – 30 Dec
Apartment in West Loop
5.0 out of 5 average rating, 10 reviewsSkyline Oasis: City & Lake Views
20 – 27 Sept
Apartment in Logan Square
4.91 out of 5 average rating, 32 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
25 Nov – 2 Dec
Apartment in West Town
4.88 out of 5 average rating, 42 reviewsCloud 9 | Presidential Penthouse Suite | The Iris
24 Feb – 3 Mar
Apartment in Magnificent Mile
4.87 out of 5 average rating, 75 reviews4Br Gold Coast Duplex w Jacuzzi in the Bedroom!
9 – 16 Oct
Destinations to explore
- Downtown Chicago Holiday rentals
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