Search Vacation Homes in Orland Park

Compare 450 Vacation Homes in Orland Park with updated reviews, rates, and availability.

Stunning Duplex Condo #1 - Downtown River North
10.0 out of 10, Exceptional, (1)
Stunning Duplex Condo #1 - Downtown River North
Luxury Home Away From Your Home
9.0 out of 10, Wonderful, (106)
"The host communicated well. The area was busy but felt safe. I felt it was expensive for the location. Very clean."
Luxury Home Away From Your Home
Luxury Downtown Penthouse with Private Rooftop!
10.0 out of 10, Exceptional, (4)
"Good host"
Luxury Downtown Penthouse with Private Rooftop!
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Chic 3bed 2bath Home with free parking close to United Center
10.0 out of 10, Exceptional, (4)
"Everything was clean and we had a great experience"
The price is $250
$431 total
includes taxes & fees
Jun 10 - Jun 11
Chic 3bed 2bath Home with free parking close to United Center
national historic home near downtown airports no parties no events
9.4 out of 10, Exceptional, (20)
"It was an amazing property so quiet and calm area lovely host super great with communication and answering any questions I had"
The price is $300
$345 total
includes taxes & fees
Jun 5 - Jun 6
national historic home near downtown airports no parties no events
Breathtaking Downtown Penthouse B - Sleeps 11
10.0 out of 10, Exceptional, (3)
"This property was very clean and spacious and close to everything we needed to be walking distance from. Parking was easy and extra parking was cheap and affordable."
Breathtaking Downtown Penthouse B - Sleeps 11
Breathtaking Downtown Penthouse A - Sleeps 11!
9.0 out of 10, Wonderful, (2)
"We stayed here with 6 adult friends for a concert and really enjoyed our stay. The rooftop area you have all to yourself and was a big hit within our group. It is a short 15-20 minute walk from lots of fun things to do like kayak the river, an animal rescue that you can go pet dogs and the Original Mr. Beef restaurant that the show "The Bear" is based off of. We went to Mr.Beef for great sandwiches and even saw the main actor from the show there!! For sleeping arrangements, it wasn't ideal to...
Breathtaking Downtown Penthouse A - Sleeps 11!
Cozy, King bed with heated bathroom!
9.8 out of 10, Exceptional, (8)
"Great"
Cozy, King bed with heated bathroom!
Stay in the Heart of the City! Complimentary Bicycles for exploring!
10.0 out of 10, Exceptional, (2)
"Enjoyed the walkability of this location to all downtown Chicago has to offer. The onsite amenities were also wonderful"
The price is $208
$273 total
includes taxes & fees
Jun 30 - Jul 1
Stay in the Heart of the City! Complimentary Bicycles for exploring!
Modern & Stylish West Town Loft with Pool Table (Pets Allowed)
9.8 out of 10, Exceptional, (8)
"We enjoyed our stay. We were out exploring the city for the whole weekend so we didn’t spend a lot of time actually on-site. But it was a convenient location to all the things we wanted to do. It was also great for a place to crash at the end of the days. This is a great place to operate out of especially for groups! I would recommend it."
Modern & Stylish West Town Loft with Pool Table (Pets Allowed)
Amazing 4 Bedrm Twnhm-30 Miles to Dwntwn Chicago Private Off Street Parking
10.0 out of 10, Exceptional, (2)
"My family really enjoyed this townhouse. It was very nice clean, location was perfect. Would definitely stay here again. The host Sherice was very very nice, kind, friendly and patient with my family."
Amazing 4 Bedrm Twnhm-30 Miles to Dwntwn Chicago Private Off Street Parking
Cozy Home Sweet Homewood.
10.0 out of 10, Exceptional, (4)
"Neighborhood was quiet! Rental was exactly as shown online. Was able to easily find the rental with no problem. Overall great stay."
Cozy Home Sweet Homewood.
Elegant Mayor's Manor in Central Chicago - 9 Beds
9.6 out of 10, Exceptional, (8)
"Place was as described and worked perfect for our stay."
Elegant Mayor's Manor in Central Chicago - 9 Beds
Pet-Friendly Warrenville Townhome w/ Gas Grill!
Pet-Friendly Warrenville Townhome w/ Gas Grill!
NEW Spacious and Comfy Duplex - 55" & 50" Smart TVs, Workspace, Cul-de-sac
9.0 out of 10, Wonderful, (2)
"The neighborhood is great, very nice house with very firm beds. Thank you"
NEW Spacious and Comfy Duplex - 55" & 50" Smart TVs, Workspace, Cul-de-sac
✽ Charming Cottage ✽ close to College/Town/Station
10.0 out of 10, Exceptional, (31)
"Great house thank you"
The price is $170
$292 total
includes taxes & fees
Jun 25 - Jun 26
✽ Charming Cottage ✽ close to College/Town/Station
Offering Spectacular Stay! Full Kitchen, Pet-friendly, Near Cantigny Golf Club!
8.0 out of 10, Very Good, (3)
"This location was great for us. The room was very nice and quiet. It was great to have a full size fridge and microwave."
The price is $135
$170 total
includes taxes & fees
Jun 10 - Jun 11
Offering Spectacular Stay! Full Kitchen, Pet-friendly, Near Cantigny Golf Club!
Pink Wild Rose - Ultimate Romantic Getaway
10.0 out of 10, Exceptional, (1)
"The host was great tgey accommodated ys with a 2 hr early check in and the house was amazing"
The price is $232
$267 total
includes taxes & fees
Jun 5 - Jun 6
Pink Wild Rose - Ultimate Romantic Getaway
Stunning 2 Floor Penthouse Downtown
10.0 out of 10, Exceptional, (1)
"Space was great and ability to host a girls weekend was perfect! Thank you."
Stunning 2 Floor Penthouse Downtown
Central Chicago Suite2 Access to Patio!
8.8 out of 10, Excellent, (3)
"Nice place for a short stay"
Central Chicago Suite2 Access to Patio!
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See all available properties in Orland Park
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.

Other property types in Orland Park

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (425)
"Property was beautiful and well kept. Room was comfortable and felt like home. The pool was disappointing and much smaller than it appears. Communication during check in and valets could be better. "
The price is $199
$263 total
includes taxes & fees
Jul 1 - Jul 2
Sentral Michigan Avenue
Sonder Market Hall
3.5 star property
8.4 out of 10, Very Good, (93)
"It was perfect for my needs for the week! Great area, right across the street from a park! Within walking distance/delivery distance to several dining options! Walking distance to Rush (about 20 minutes) & had 2 bike stations within a 10 minute walk in 2 different directions! Downside was it was near a train station so it was loud when you were outside but I could barely hear it when in the apartment. Plus there was construction going on so that added to the noise. Everything in the apartment...
The price is $96
$113 total
includes taxes & fees
Jun 30 - Jul 1
Sonder Market Hall
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, (309)
"Sonder rocks!"
The price is $190
$223 total
includes taxes & fees
Jun 9 - Jun 10
Sonder South Wabash
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.

Orland Park Vacation Homes information

Number of reviews
212
Accommodation
450 Vacation Homes
Lowest Price
$135
Highest Price
$300

Recent reviews of Orland Park hotels
Expedia verified reviews