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Search results; Over 1,000 homes in Homewood

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Home in Homewood
Horizon - 4 BRs, 2 BA Game Room & Gym
4 bedrooms, 7 beds, 2 private bathrooms
20–25 Sept
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4.66 out of 5 average rating, 96 reviews
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Guest favourite
Home in Homewood
Modern Charming Home w/Pergola & games
3 bedrooms, 5 beds, 2 bathrooms
26 Sept – 1 Oct
4.94 out of 5 average rating, 47 reviews
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Top guest favourite
Home in Homewood
Our Homewood Home
3 bedrooms, 3 beds, 1 bathroom
24 Sept – 1 Oct
4.97 out of 5 average rating, 34 reviews
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Superhost
Home in Matteson
Creek Retreat on 1 acre | Game Room | Fire Pit
4 bedrooms, 5 beds, 2.5 bathrooms
12–17 Oct
4.86 out of 5 average rating, 7 reviews
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Top guest favourite
Tiny home in Homewood
A-frame Cabin w/Jacuzzi & Pickleball Court
1 bedroom, 2 beds, 1 bathroom
28 Sept – 3 Oct
4.93 out of 5 average rating, 97 reviews
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Guest favourite
Hotel in Matteson
Near Orland Square Mall + Free Breakfast + Parking
1 bedroom, 1 king bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 9 reviews
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Guest favourite
Home in Homewood
Inviting & Serene | A Book Lover’s Haven
3 bedrooms, 5 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 10 reviews
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Home in Glenwood
Spacious Family Glenwood Estates Home w/ Hot Tub!
4 bedrooms, 7 beds, 2.5 bathrooms
2–7 Jan
4.85 out of 5 average rating, 73 reviews
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Guest favourite
Home in Country Club Hills
Cul De Sac Jacuzzi home | Near Chicago
3 bedrooms, 4 beds, 2.5 bathrooms
4–9 Oct
4.87 out of 5 average rating, 39 reviews
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Guest favourite
Yurt in Homewood
Event Space Glamping Yurt, Cabin & RV sleeps 25
8 bedrooms, 16 beds, 3 bathrooms
11–16 Apr
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Yurt in Homewood
Glamping Yurts, RV RecRoom, Pool&Hotub 16 guest
5 bedrooms, 15 beds, 2 bathrooms
13–18 Oct
4.98 out of 5 average rating, 146 reviews
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Guest favourite
Townhouse in Country Club Hills
Luv Happii House
3 bedrooms, 5 beds, 1.5 bathrooms
20–25 Oct
4.91 out of 5 average rating, 79 reviews
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Guest favourite
Home in Oak Forest
Cheerful three bedroom, 2 full bath in Oak Forest
3 bedrooms, 4 beds, 2 bathrooms
11–16 Oct
4.91 out of 5 average rating, 128 reviews
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Guest favourite
Home in Chicago
Modern 3BR Stay w Parking, Near Museums & Downtown
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 9 reviews
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Room in Chicago Heights
Super peaceful private room with free parking
1 bed, 1 bathroom
13–18 Oct
4.63 out of 5 average rating, 16 reviews
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Top guest favourite
Home in Frankfort
House in Frankfort quiet family neighborhood
3 bedrooms, 3 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 56 reviews
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Guest favourite
Room in Richton Park
Urbal retreat
1 double bed, 1 bathroom
20–25 Sept
4.86 out of 5 average rating, 328 reviews
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Superhost
Room in Calumet City
Private Comfortable Room in a shared house.
1 double bed, 1 bathroom
27 Sept – 2 Oct
4.94 out of 5 average rating, 88 reviews
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Home in Monee
Beautiful, surrounded by nature & peaceful.
1 bedroom, 2 beds, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 3 reviews