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Search results; Over 1,000 homes in Homewood

Top guest favourite
Yurt in Homewood
Glamping Yurt&RV Gaming Room Pool/Hotub/Court more
5 bedrooms, 12 beds, 2 private bathrooms
13–18 Oct
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4.98 out of 5 average rating, 141 reviews
Guest favourite
Home in Homewood
Modern Charming Home w/Pergola & games
3 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
4.95 out of 5 average rating, 44 reviews
Guest favourite
Home in Matteson
Creek Retreat on 1 acre | Game Room | Fire Pit
4 bedrooms, 5 beds, 2.5 bathrooms
7–12 Sept
4.8 out of 5 average rating, 5 reviews
Home in Park Forest
Modern Bohemian Retreat with Loft
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
New place to stay
Guest favourite
Home in Homewood
Inviting & Serene | A Book Lover’s Haven
3 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Homewood
Enjoy N Relax in My Cozy Place 45 min from Chicago
4 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Tiny home in Homewood
A-frame Cabin w/Jacuzzi & Pickleball Court
1 bedroom, 2 beds, 1 bathroom
11–16 Oct
4.93 out of 5 average rating, 94 reviews
Guest favourite
Home in Oak Forest
Cheerful three bedroom, 2 full bath in Oak Forest
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.91 out of 5 average rating, 127 reviews
Guest favourite
Townhouse in Country Club Hills
Luv Happii House
3 bedrooms, 5 beds, 1.5 bathrooms
8–13 Sept
4.91 out of 5 average rating, 78 reviews
Top guest favourite
Room in Oak Forest
Cozy Cove on Chestnut
2 beds, 1 bathroom
7–12 Sept
4.97 out of 5 average rating, 327 reviews
Guest favourite
Home in Chicago
Modern 3BR Stay w Parking, Near Museums & Downtown
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Worth
3BR/2BA + Pull Out Sofa Bed + No Stairs + Backyard
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.97 out of 5 average rating, 58 reviews
Guest favourite
Home in Country Club Hills
Cul De Sac Jacuzzi home | Near Chicago
3 bedrooms, 4 beds, 2.5 bathrooms
7–12 Sept
4.88 out of 5 average rating, 34 reviews
Guest favourite
Home in Chicago
Explore Chicago • Private Parking • Museum Access
2 bedrooms, 4 beds, 2 bathrooms
28 Sept – 3 Oct
4.96 out of 5 average rating, 23 reviews
Home in Chicago
Charming Historic Row Home | Lincoln Park
3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
New place to stay
Top guest favourite
Flat in Blue Island
Charming Unique 2 Bdrm Apartment in Victorian Home
2 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
4.94 out of 5 average rating, 338 reviews
Top guest favourite
Room in Richton Park
Urbal retreat
1 double bed, 1 bathroom
7–12 Sept
4.87 out of 5 average rating, 321 reviews
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
2 bedrooms, 2 beds, 2 bathrooms
6–11 Sept
4.95 out of 5 average rating, 87 reviews
Guest favourite
Home in Lansing
Private Hot Tub & Patio! Chicagoland Extended Stay
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.94 out of 5 average rating, 17 reviews