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Search results; Over 1,000 places in Chicago

Superhost
Room in Chicago
Stay with Dominique
Charming Room in Chicago
Apr. 18 – 23
4.7 out of 5 average rating, 33 reviews
Superhost
Apartment in Chicago
Lovely Uptown Haven
3 beds
Apr. 28 – May 3
New place to stay
Superhost
Apartment in Chicago
Explore Chicago from an Urban Sanctuary with Free Parking
1 bed
May 5 – 10
4.92 out of 5 average rating, 590 reviews
Superhost
Room in Chicago
Stay with Nala & OwenHosting for 6 years,
Fashionable Room w/ full bathroom - FREE PARKING!
Apr. 20 – 25
4.77 out of 5 average rating, 187 reviews
Guest favourite
Apartment in Chicago
Spacious, light-drenched studio-private entrance!
Apr. 21 – 26
4.94 out of 5 average rating, 190 reviews
Apartment in Summit
1BR Apartment Near DownTown Chicago
Apr. 24 – 29
New place to stay
Guest favourite
Apartment in Forest Park
Peaceful oasis in Forest Park
2 double beds
Apr. 21 – 26
4.93 out of 5 average rating, 581 reviews
Apartment in Chicago
2 BR/1 BA with Separate Entrance
2 beds
May 5 – 10
4.71 out of 5 average rating, 49 reviews
Guest favourite
Tiny homes in Burr Ridge
Less is more! Pet friendly Tiny Home near Chicago!
2 beds
Jun. 2 – 7
4.92 out of 5 average rating, 237 reviews
Guest favourite
Cabin in Griffith
Beautiful Rustic Cabin for Two!
1 queen bed
Apr. 22 – 27
4.91 out of 5 average rating, 152 reviews
Guest favourite
Apartment in Melrose Park
Luxe Top Floor Apartment KNG+QN Bedrooms, Central
2 beds
Jun. 30 – Jul. 5
5.0 out of 5 average rating, 5 reviews
Home in Brookfield
Cozy Home in Brookfield
2 beds
Jun. 8 – 13
New place to stay
Guest favourite
Condo in Chicago
Updated Designer Duplex In Fulton Market W/parking
5 beds
May 26 – 31
4.95 out of 5 average rating, 174 reviews
Superhost
Room in Mount Prospect
Stay with Irina
S2 Private studio in the house. 15min to O'Hare
Apr. 23 – 28
New place to stay
Guest favourite
Apartment in Cicero
COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
2 queen beds
May 4 – 9
4.98 out of 5 average rating, 200 reviews
Guest favourite
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
Guest favourite
Condo in Chicago
Private hot tub - King bed suite - Free parking
2 beds
Apr. 26 – May 1
4.96 out of 5 average rating, 117 reviews
Guest favourite
Apartment in Oak Park
Lovely, spacious 2bd, 1bath home w/free parking
2 queen beds
Apr. 21 – 26
4.91 out of 5 average rating, 101 reviews