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Search results; Over 1,000 homes in Chicago

Guest favourite
Flat in Chicago
2-Story Penthouse -Views, Fireplace, Pool, Gym
2 bedrooms, 4 beds, 2 private bathrooms
31 Aug – 5 Sept
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4.93 out of 5 average rating, 45 reviews
Top guest favourite
Room in Chicago
Urban Oasis Pilsen - guest room in townhouse
5.0 out of 5 average rating, 165 reviews, 1 queen bed, 1 bathroom
30 Sept – 5 Oct
Top guest favourite
Room in Chicago
Cottage Charm Logan Square –Private Rm/Bath + Den
5.0 out of 5 average rating, 55 reviews, 1 queen bed, 1 bathroom
9–14 Aug
Guest favourite
Room in Chicago
Hattie’s House
4.93 out of 5 average rating, 194 reviews, 1 double bed, 1 bathroom
1–6 Oct
Top guest favourite
Flat in Chicago
Humboldt Park Loft
4.98 out of 5 average rating, 178 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Oct
Top guest favourite
Room in Oak Park
Your home away from home.
4.95 out of 5 average rating, 39 reviews, 1 queen bed, 1 bathroom
2–7 Aug
Top guest favourite
Flat in Chicago
King Sleep Number Bed – No Cleaning Fee
4.96 out of 5 average rating, 116 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Nov
Top guest favourite
Flat in Chicago
Explore Lincoln Park from a Polished Apartment
5.0 out of 5 average rating, 315 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Nov – 5 Dec
Top guest favourite
Room in Chicago
Fresh and Sunny Bed & Bath by UofC
4.91 out of 5 average rating, 255 reviews, 1 queen bed, 1 bathroom
14–19 Aug
Top guest favourite
Flat in Chicago
Chic & Cozy Boho Vibe in Heart of Logan Square
4.96 out of 5 average rating, 76 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Nov
Top guest favourite
Flat in Chicago
Modern Chicago 1BR | Near Lincoln Park & Loop
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Loft in Chicago
Lakeview Loft-Vintage Chicago, Modern Amenities
4.96 out of 5 average rating, 590 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Dec
Top guest favourite
Home in Chicago
Top Floor Escape | Modern Amenities | Lush Garden
4.97 out of 5 average rating, 494 reviews, 2 bedrooms, 2 beds, 2 bathrooms
7–12 Sept
Top guest favourite
Flat in Chicago
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
4.99 out of 5 average rating, 108 reviews, 1 bedroom, 2 beds, 1 bathroom
6–11 Dec
Guest favourite
Room in Chicago
The Champlain Suite
4.95 out of 5 average rating, 40 reviews, 1 bed, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Flat in Chicago
Next to Riot Fest, spacious garden apartment
4.92 out of 5 average rating, 218 reviews, 1 bedroom, 3 beds, 1 bathroom
31 Mar – 5 Apr
Top guest favourite
Rooms in Chicago
The Stained Glass Apt. Edgewater #2
4.98 out of 5 average rating, 120 reviews, 2 bedrooms, 1 single bed, 1 bathroom
7–12 Sept
Top guest favourite
Room in Chicago
Mid City, Vintage, Close to O'Hare Pvt Room
4.94 out of 5 average rating, 207 reviews, 2 double beds, 1 bathroom
14–19 Sept
Room in Chicago
Guest room in Dunning, Chicago IL
5.0 out of 5 average rating, 4 reviews, 1 queen bed, 1 bathroom
19–24 Sept