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Search results; Over 1,000 homes in Orland Hills

Top guest favourite
Home in Frankfort
House in Frankfort quiet family neighborhood
3 bedrooms, 3 beds
19–24 Sept
4.96 out of 5 average rating, 56 reviews
Top guest favourite
Townhouse in Orland Park
Luxurious townhome in orland park
2 bedrooms, 2 beds
17–22 Oct
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Home in Worth
Worth It! 3 bedroom ranch home
3 bedrooms, 4 beds
28 Oct – 2 Nov
4.94 out of 5 average rating, 122 reviews
Guest favourite
Home in New Lenox
Relaxing Home Away From Home
4 bedrooms, 4 beds
1–6 Oct
4.9 out of 5 average rating, 10 reviews
Guest favourite
Home in Oak Forest
Cheerful three bedroom, 2 full bath in Oak Forest
3 bedrooms, 4 beds
11–16 Oct
4.91 out of 5 average rating, 128 reviews
Top guest favourite
Room in Oak Forest
Cozy Cove on Chestnut
2 beds
25–30 Oct
4.96 out of 5 average rating, 335 reviews
Guest favourite
Home in Lockport
Country Charm Escape
4 bedrooms, 5 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 10 reviews
Hotel in Matteson
Near Credit Union 1 Amphitheatre | Free Breakfast
1 bedroom, 2 double beds
17–22 Sept
New place to stay
Superhost
Home in Matteson
Creek Retreat on 1 acre | Game Room | Fire Pit
4 bedrooms, 5 beds
12–17 Oct
4.86 out of 5 average rating, 7 reviews
Guest favourite
Home in Worth
3BR/2BA + Pull Out Sofa Bed + No Stairs + Backyard
3 bedrooms, 4 beds
21–26 Sept
4.95 out of 5 average rating, 60 reviews
Top guest favourite
Home in Manhattan
Group Friendly Country Getaway!
5 bedrooms, 14 beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 42 reviews
Guest favourite
Home in Homewood
Modern Charming Home w/Pergola & games
3 bedrooms, 5 beds
26 Sept – 1 Oct
4.94 out of 5 average rating, 47 reviews
Guest favourite
Home in Chicago
Modern 3BR Stay w Parking, Near Museums & Downtown
3 bedrooms, 4 beds
20–25 Sept
5.0 out of 5 average rating, 8 reviews
Home in Chicago
The Collectors Culinary Cottage
3 bedrooms, 6 single beds
20–25 Sept
New place to stay
Top guest favourite
Home in Brookfield
Homey Brookfield Gem — 4 Beds, 2 Baths, Great Yard
4 bedrooms, 4 beds
27 Sept – 2 Oct
4.95 out of 5 average rating, 21 reviews
Guest favourite
Flat in Joliet
2 Bedroom w/ King Suite, Large Space, Pet Friendly
2 bedrooms, 4 beds
4–9 Oct
5.0 out of 5 average rating, 16 reviews
Guest favourite
Yurt in Homewood
Event Space Glamping Yurt, Cabin & RV sleeps 25
8 bedrooms, 16 beds
30 Sept – 5 Oct
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Chicago
Explore Chicago • Private Parking • Museum Access
2 bedrooms, 4 beds
28 Sept – 3 Oct
4.97 out of 5 average rating, 29 reviews