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Search results; Over 1,000 homes in Orland Park

Top guest favourite
Home in Worth
3BR/2BA + Pull Out Sofa Bed + No Stairs + Backyard
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.96 out of 5 average rating, 56 reviews
Top guest favourite
Room in Oak Forest
Cozy Cove on Chestnut
2 beds, 1 bathroom
29 Aug – 3 Sept
4.97 out of 5 average rating, 319 reviews
Guest favourite
Home in New Lenox
Relaxing Home Away From Home
4 bedrooms, 4 beds, 3 bathrooms
16–21 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Worth
Modern Ranch Retreat | Near Metra & Chicago
3 bedrooms, 4 beds, 2 bathrooms
19–24 Aug
5.0 out of 5 average rating, 7 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, 118 reviews
Superhost
Home in Matteson
Creek Retreat on 1 acre | Game Room | Fire Pit
4 bedrooms, 5 beds, 2.5 bathrooms
14–19 Aug
New place to stay
Top guest favourite
Home in Willow Springs
Cozy Chicago Nature Retreat
3 bedrooms, 5 beds, 2 bathrooms
13–18 Oct
4.98 out of 5 average rating, 58 reviews
Flat in Munster
Family-Friendly 3BR | Clean • Safe • Spacious
3 bedrooms, 3 queen beds, 1 bathroom
23–28 Aug
New place to stay
Top guest favourite
Flat in Blue Island
Charming Unique 2 Bdrm Apartment in Victorian Home
2 bedrooms, 3 beds, 1 bathroom
15–20 Sept
4.94 out of 5 average rating, 337 reviews
Top guest favourite
Home in Bridgeview
Beautiful home in Bridgeview!
3 bedrooms, 1 bed, 3 bathrooms
8–13 Aug
4.83 out of 5 average rating, 23 reviews
Guest favourite
Home in Schererville
Comfy 3BR 2BA, Liv+Fam Rm, Prime, 3-Car Parking
3 bedrooms, 3 queen beds, 2 bathrooms
23–28 Aug
4.92 out of 5 average rating, 97 reviews
Guest favourite
Townhouse in Willowbrook
Willowbrook Gem
3 bedrooms, 3 beds, 1 bathroom
10–15 Aug
4.92 out of 5 average rating, 38 reviews
Top guest favourite
Home in Lockport
Lockports Famous Hideaway ~ 2bdrm Guest House Flat
2 bedrooms, 4 beds, 1 bathroom
9–14 Aug
4.96 out of 5 average rating, 185 reviews
Room in Frankfort
Stylish large bedroom
1 bed, 1 bathroom
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Lansing
Private Hot Tub & Patio! Chicagoland Extended Stay
3 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 14 reviews
Guest favourite
Room in Alsip
Safe clean charming close transportation Viva!
1 queen bed, 1 bathroom
9–14 Aug
4.91 out of 5 average rating, 273 reviews
Top guest favourite
Home in Lockport
Private Hideaway ~ Vintage House Apartment
2 bedrooms, 3 beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 54 reviews
Top guest favourite
Home in Manhattan
Group Friendly Country Getaway!
5 bedrooms, 14 beds, 3.5 bathrooms
23–28 Aug
4.97 out of 5 average rating, 32 reviews