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Search results; Over 1,000 homes in Orland Hills

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Top guest favourite
Home in Frankfort
House in Frankfort quiet family neighborhood
3 bedrooms, 3 beds, 1.5 bathrooms
18–23 Oct
4.96 out of 5 average rating, 56 reviews
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Top guest favourite
Townhouse in Orland Park
Luxurious townhome in orland park
2 bedrooms, 2 beds, 2.5 bathrooms
18–23 Oct
4.97 out of 5 average rating, 37 reviews
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Top guest favourite
Room in Oak Forest
Cozy Cove on Chestnut
2 beds, 1 bathroom
25–30 Oct
4.96 out of 5 average rating, 335 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, 129 reviews
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Top guest favourite
Home in Worth
Worth It! 3 bedroom ranch home
3 bedrooms, 4 beds, 1 bathroom
11–16 Nov
4.94 out of 5 average rating, 122 reviews
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Guest favourite
Home in Worth
3BR/2BA + Pull Out Sofa Bed + No Stairs + Backyard
3 bedrooms, 4 beds, 2 bathrooms
5–10 Oct
4.95 out of 5 average rating, 61 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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Guest favourite
Home in Bridgeview
Beautiful home in Bridgeview!
3 bedrooms, 1 bed, 3 bathrooms
12–17 Oct
4.85 out of 5 average rating, 26 reviews
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Top guest favourite
Home in Chicago
Chicago Home (1st floor) by Midway near Downtown
3 bedrooms, 3 beds, 1 bathroom
24–29 Oct
4.95 out of 5 average rating, 111 reviews
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Top guest favourite
Home in Willow Springs
Cozy Chicago Nature Retreat
3 bedrooms, 5 beds, 2 bathrooms
12–17 Oct
4.98 out of 5 average rating, 62 reviews
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Guest favourite
Home in Richton Park
Title: Spacious Retreat with Patio & Home Gym
4 bedrooms, 5 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 5 reviews
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Home in Glen Ellyn
Spacious 5BR Retreat | Free Parking | Sleeps 15
5 bedrooms, 8 beds, 3.5 bathrooms
8–13 Nov
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Flat in Joliet
2 br 1 ba apt 2nd floor 55 min to downtown Chicago
2 bedrooms, 4 beds, 1 bathroom
1–6 Oct
4.95 out of 5 average rating, 61 reviews
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Flat in Chicago
Luxury penthouse with city views
3 bedrooms, 4 beds, 2.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Home in Chicago
Maison Blanc Noir ~ Chicago Mansion w/ King Beds
5 bedrooms, 8 beds, 3.5 bathrooms
11–16 Oct
5.0 out of 5 average rating, 41 reviews
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Top guest favourite
Home in Brookfield
Homey Brookfield Gem — 4 Beds, 2 Baths, Great Yard
4 bedrooms, 4 beds, 2 bathrooms
19–24 Oct
4.95 out of 5 average rating, 22 reviews
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Top guest favourite
Home in Manhattan
Group Friendly Country Getaway!
5 bedrooms, 14 beds, 3.5 bathrooms
25–30 Oct
4.98 out of 5 average rating, 42 reviews
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Guest favourite
Room in Oak Forest
Private Room in a Shared Suburban Home Room 4
1 queen bed, 1.5 bathrooms
11–16 Oct
5.0 out of 5 average rating, 11 reviews