
Vacation rentals in Orland Park
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Top-rated vacation rentals in Orland Park
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
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Popular amenities for Orland Park vacation rentals
Other great vacation rentals in Orland Park
Guest favorite

Home in South Holland
4.77 out of 5 average rating, 26 reviewsTop-Rated Romantic Getaway | Couples' Escape
AlexisRating, 5 stars1 week ago
Nicole was very helpful and friendly. Her place was clean and looked like the pictures posted. I would definitely recommend this listing.

Apartment in Frankfort
5 out of 5 average rating, 3 reviewsStudio 2B at The Kreger House
JorgeRating, 5 stars1 week ago
Really enjoyed my stay here. The place was clean, comfortable, and in a great location—super convenient for getting around. The host was great—very clear with instructions, super responsive, and genuinely helpful throughout the whole stay. Would definitely book again.

Apartment in Tinley Park
4.8 out of 5 average rating, 5 reviewsRetro- Organic- Apt/ 2 bedrooms
AjaRating, 5 stars1 week ago
The home was very nice and clean pictures matches the exact place very quiet neighborhood and also Adriana was very accommodating as I wanted to check in earlier than the check in time great and very communicative host ! The price was nice please book if you want a mini vacation time away from home or visiting !

Cabin in Mokena
4.7 out of 5 average rating, 33 reviewsGorgeous Log Home in Chicagoland!
PamelaRating, 5 stars2 weeks ago
My family stayed there for a long weekend. They said it was beautiful, clean and plenty of room for the six adults and one two year old.
Superhost

Home in Mokena
4.71 out of 5 average rating, 45 reviewsMarvel - 4BRs, 2 BA & Game Rm
DawnRating, 5 stars1 month ago
Place was great lots a room love that there was room for our 2 big dogs

Home in Tinley Park
4.5 out of 5 average rating, 4 reviewsLuxury Townhome in Tinley Park Near Shops & Train
StevetteRating, 5 stars3 weeks ago
The home was a beautiful place. The Host was super helpful. My Family and I arrived Hours early ( 11:00a.m) and was aloud to check in once we had arrived. Danita was so helpful I truly appreciated the communication. The home was lovely, warm and cozy. The home was spacious and pleasing. I so recommend staying here. Because once I return back to Chicago I will be rebooting myself another stay. Thank you again Danita for being a fantastic Host
Guest favorite

Home in Willowbrook
4.93 out of 5 average rating, 15 reviewsSpacious and Inviting
SharonRating, 5 stars2 weeks ago
Beautiful and comfortable home and location. Wonderful conversational areas located throughout house.

Townhouse in Mokena
4.64 out of 5 average rating, 14 reviewsSpacious Tinley Park Hideaway
JanetRating, 5 stars1 month ago
Khalalah's place was the perfect space for our family of four. Comfy beds and furniture. Close to relatives we were visiting in the Tinley Park area. There was a short nature trail up the street that we found while walking the area. It was quiet and close to a train station although we did not hear the train. Khalalah responded quickly to messages. The kitchen had pots and pans and utensils, coffee maker and electric kettle.
Quick stats about vacation rentals in Orland Park
Total rentals
20 properties
Total number of reviews
200 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
20 properties include access to wifi
Popular amenities
Self check-in, Gym, and BBQ grill
Local attractions
Orland Square, Centennial Park, and Silver Lake Country Club
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Lincoln Park Zoo
- Wicker Park
- Brookfield Zoo
- Washington Park Zoo
- The 606
- The Beverly Country Club
- Flossmoor Golf Club
- Chicago Cultural Center
- Medinah Country Club