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Search results; Over 1,000 homes in Homewood

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Home in Homewood
Charming Homewood Away from Home
2 bedrooms, 2 beds, 1 private bathroom
27 Sept – 2 Oct
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4.86 out of 5 average rating, 100 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
29 Sept – 4 Oct
4.8 out of 5 average rating, 5 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
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
Home in Park Forest
Modern Bohemian Retreat with Loft
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 3 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, 128 reviews
Top guest favourite
Room in Oak Forest
Cozy Cove on Chestnut
2 beds, 1 bathroom
6–11 Sept
4.97 out of 5 average rating, 327 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
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
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
Top 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, 25 reviews
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
Flat in Chicago
European Coziness in Bronzeville
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Chicago
Handicap accessible apartment w/Level-2 EV Charger
2 bedrooms, 2 beds, 1 bathroom
7–12 Sept
4.9 out of 5 average rating, 263 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
Top guest favourite
Room in Richton Park
Urbal retreat
1 double bed, 1 bathroom
7–12 Sept
4.87 out of 5 average rating, 322 reviews
Home in Chicago
The Historic Pullman Getaway
2 bedrooms, 2 queen beds, 1.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 4 reviews