Search Vacation Homes in Orland Park

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Compare 469 Vacation Homes in Orland Park with updated reviews, rates, and availability.

Cozy Home Sweet Homewood.

9.8 out of 10, Exceptional, (23)
"It felt like home. Didnt want to leave."
Cozy Home Sweet Homewood.

Furnished Private home in Aurora sleeps 9 guests

9.4 out of 10, Exceptional, (77)
"Great spacious place to stay with a large family. "
Furnished Private home in Aurora sleeps 9 guests

Cozy 3-bedroom house in family-oriented Melrose Park.

10.0 out of 10, Exceptional, (9)
Cozy 3-bedroom house in family-oriented Melrose Park.

Updated Forest Park 3 BR Bungalow

10.0 out of 10, Exceptional, (103)
"This Forest Park bungalow was perfect for our ladies weekend. It is clean, comfortable, updated, charming, well stocked with supplies, has off-street parking, and is convenient to the city. I highly recommend this lovely home."
Updated Forest Park 3 BR Bungalow

Spacious 3-Bedroom Home with Game Lounge & Relaxing Backyard Near Glenbard East

10.0 out of 10, Exceptional, (4)
"This property was great for our group! It was clean and ready to use when we got there. There was even snacks left out for us! "
Spacious 3-Bedroom Home with Game Lounge & Relaxing Backyard Near Glenbard East

Charming ModernRetro Home!

9.2 out of 10, Wonderful, (14)
"The property was great, there were plenty of beds and the neighborhood was alive and vibrant. Would highly recommend a stay here."
Charming ModernRetro Home!

Historic home with easy access to Chicago

9.8 out of 10, Exceptional, (164)
"Very clean and well maintained. Would stay again for sure. "
Historic home with easy access to Chicago

Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover

9.4 out of 10, Exceptional, (12)
"House was clean and the check in process was easy. The gated driveway easily fit 3 cars with room to spare."
Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover

2 King Bdrms and 1 Queen Bdrm! 20 minutes to O'Hare Airport! Parks and Shopping!

9.4 out of 10, Exceptional, (18)
"Property in a nice neighborhood. Nice location near a lot amenities. Easy checkin. Plenty space as needed. "
2 King Bdrms and 1 Queen Bdrm! 20 minutes to O'Hare Airport! Parks and Shopping!

Berwyn Beauty

10.0 out of 10, Exceptional, (15)
"Very nice place to stay"
Berwyn Beauty

LUXE 3 BR, 2 BA + Hot Tub

9.0 out of 10, Wonderful, (24)
"Everything was nice and cleaned.Will stay again "
The price is AED 1,010
AED 1,673 total
includes taxes & fees
4 May - 5 May
LUXE 3 BR, 2 BA + Hot Tub

Private Home Awaits

10.0 out of 10, Exceptional, (2)
"Very convenient to all my activities for my 55th Birthday "
Private Home Awaits

Spacious 5-bedroom house with movie room, game room and more!

10.0 out of 10, Exceptional, (3)
"We had an amazing stay everything was nice abd very well maintained. If I’m ever in the area again will stay again "
Spacious 5-bedroom house with movie room, game room and more!

House with garage, outdoor dining and basement bar

House with garage, outdoor dining and basement bar

King Bed/Fast Wi-Fi/Spacious/Family-Friendly/Just 2 steps to enter House

10.0 out of 10, Exceptional, (30)
"Clean, spacious, easy living for parents and in laws during the holiday."
The price is AED 729
AED 1,348 total
includes taxes & fees
2 May - 3 May
King Bed/Fast Wi-Fi/Spacious/Family-Friendly/Just 2 steps to enter House

Great place to stay in Warrenville

10.0 out of 10, Exceptional, (55)
"We rented this property for a family wedding in the area. The spacious layout was great for family gatherings. "
Great place to stay in Warrenville

Luxury Home Away From Your Home

9.0 out of 10, Wonderful, (117)
"Perfect for what we were looking for!"
Luxury Home Away From Your Home

Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!

7.8 out of 10, Good, (7)
"Overall it was a great experience and I’ll be coming back sooner"
Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!

Renovated 6 Bedroom 5 Bathroom Home 10 Minutes from Downtown Chicago

9.0 out of 10, Wonderful, (7)
"This place was wonderful with plenty of space for everyone , 8 adults and 6 kids ranging from 6 months to 15. The two washers and dryers and the play room were an added bonus. I would definitely recommend"
Renovated 6 Bedroom 5 Bathroom Home 10 Minutes from Downtown Chicago

Remodeled 1890 Chicago Greystone, 4bd 3.5ba & Gym

10.0 out of 10, Exceptional, (3)
"Upscale tri level home, easy location to get to and Uber from. House is very well designed and set up for a larger family group. 4 nice bedrooms with really nice bathrooms and a small workout area. Living room and kitchen open up to a back deck area with lower level sitting spaces. Great place to stay for concerts or just an easy location to visit the pier or soldier field or Wrigley or white Sox. We enjoyed our week. "
Remodeled 1890 Chicago Greystone, 4bd 3.5ba & Gym
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Orland Park

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (737)
"Great family place to stay. "
The price is AED 496
AED 691 total
includes taxes & fees
1 May - 2 May
Sentral Michigan Avenue

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (484)
"Great stay "
The price is AED 421
AED 495 total
includes taxes & fees
26 May - 27 May
Sonder South Wabash

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (277)
"Charming, minimalist, accessible and modern, just what I needed, ideal for couples or single people who want to enjoy the city."
The price is AED 475
AED 558 total
includes taxes & fees
26 May - 27 May
Sonder Market Hall
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.