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Search results; Over 1,000 places in Chicago

Guest favorite
Home in Chicago
Charming 3-BED in Lincoln Park/ Old Town & Parking
3 beds
Apr 28 – May 3
5.0 out of 5 average rating, 44 reviews
Guest favorite
Room in Oak Park
Stay with Jim And EmmaHosting for 9 years,
7C2eih2 Comfy Bedroom
Apr 18 – 23
5.0 out of 5 average rating, 5 reviews
Home in Maywood
Full Home, Drive Way Parking!
5 beds
Apr 21 – 26
4.84 out of 5 average rating, 101 reviews
Guest favorite
Home in Forest Park
Charming dog friendly 2-Bath Bungalow Near Chicago
2 beds
Apr 28 – May 3
4.9 out of 5 average rating, 221 reviews
Superhost
Room in Chicago
Stay with RyanComputer science,
Egyptian Room - Free Parking, 1 block to CTA
Apr 21 – 26
4.84 out of 5 average rating, 466 reviews
Guest favorite
Home in Chicago
420 lux and huge 1 bedroom that will WOW you
3 beds
Apr 21 – 26
5.0 out of 5 average rating, 17 reviews
Guest favorite
Home in Chicago
Boho Chic Coach House 30Min to downtown W/ Parking
1 queen bed
Apr 20 – 25
4.92 out of 5 average rating, 85 reviews
Guest favorite
Room in Chicago
Stay with AprilEngineering,
Spacious & serene in hip spot. Sleeps 4.
May 12 – 17
4.9 out of 5 average rating, 381 reviews
Room in Chicago
Stay with AlejandraEntrepreneur,
B2 - Next To Downtown Chicago - Room
Apr 27 – May 2
4.59 out of 5 average rating, 266 reviews
Guest favorite
Home in Wilmette
Unique porcelain-enamel paneled "Lustron" home
2 king beds
May 11 – 16
4.98 out of 5 average rating, 92 reviews
Guest favorite
Home in Chicago
Cozy garden apartment historic Jackson Bvld.
1 queen bed
Jul 14 – 19
4.97 out of 5 average rating, 318 reviews
Guest favorite
Room in Glen Ellyn
Stay with RitaHosting for 5 years,
Private 1 bedroom suite.
Apr 20 – 25
4.89 out of 5 average rating, 37 reviews
Guest favorite
Home in Chicago
Paradise on the Park
1 queen bed
Apr 21 – 26
4.95 out of 5 average rating, 169 reviews
Home in Chicago
Beautiful Lincoln Park House
3 beds
Apr 28 – May 3
New place to stay
Guest favorite
Room in Highland Park
Stay with TamaraTeacher,
Redhothens in Ravinia
Apr 19 – 24
4.87 out of 5 average rating, 39 reviews
Guest favorite
Room in Chicago
Stay with DianaFashion,
Private Bed and Bathroom in a Great Location
Jul 14 – 19
4.99 out of 5 average rating, 280 reviews
Guest favorite
Home in Chicago
City Cottage in Logan Square-Avondale
3 beds
Apr 28 – May 3
4.98 out of 5 average rating, 48 reviews
Home in Chicago
Caza Bonita | 3 Level Home | Gated | Parking
4 beds
Apr 21 – 26
New place to stay