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Search results; Over 1,000 homes in Orland Hills

Top guest favourite
Townhouse in Orland Park
Luxurious townhome in orland park
2 bedrooms, 2 beds, 2.5 bathrooms
17–22 Oct
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Home in Frankfort
House in Frankfort quiet family neighborhood
3 bedrooms, 3 beds, 1.5 bathrooms
19–24 Sept
4.96 out of 5 average rating, 54 reviews
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, 333 reviews
Guest favourite
Home in Oak Forest
Cheerful three bedroom, 2 full bath in Oak Forest
3 bedrooms, 4 beds, 2 bathrooms
9–14 Sept
4.91 out of 5 average rating, 128 reviews
Top guest favourite
Home in Worth
Worth It! 3 bedroom ranch home
3 bedrooms, 4 beds, 1 bathroom
28 Oct – 2 Nov
4.94 out of 5 average rating, 121 reviews
Guest favourite
Home in Lockport
Country Charm Escape
4 bedrooms, 5 beds, 1.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 9 reviews
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
Room in Matteson
Near Credit Union 1 Amphitheatre | Free Breakfast
2 double beds, 1 bathroom
8–13 Sept
New place to stay
Top guest favourite
Home in Manhattan
Group Friendly Country Getaway!
5 bedrooms, 14 beds, 3.5 bathrooms
13–18 Sept
4.98 out of 5 average rating, 41 reviews
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, 6 reviews
Guest favourite
Home in Brookfield
Homey Brookfield Gem — 4 Beds, 2 Baths, Great Yard
4 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
4.95 out of 5 average rating, 21 reviews
Guest favourite
Home in Worth
3BR/2BA + Pull Out Sofa Bed + No Stairs + Backyard
3 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.97 out of 5 average rating, 59 reviews
Guest favourite
Home in Chicago
Explore Chicago • Private Parking • Museum Access
2 bedrooms, 4 beds, 2 bathrooms
19–24 Sept
4.96 out of 5 average rating, 26 reviews
Home in Glen Ellyn
Spacious 5BR Retreat | Free Parking | Sleeps 15
5 bedrooms, 8 beds, 3.5 bathrooms
26–31 Oct
New place to stay
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, 60 reviews
Top guest favourite
Flat in Chicago
European Coziness in Bronzeville
3 bedrooms, 4 beds, 2 bathrooms
1–6 Nov
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Berwyn
Cozy, Sunny, and Clean Apt 3 bd Free Parking
3 bedrooms, 3 double beds, 1 bathroom
20–25 Sept
4.91 out of 5 average rating, 82 reviews
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