Orland Park Vacation Rentals

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Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Orland Park vacation rentals

Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,075 reviews)
"Best full kitchen multi-room family lodging"
United States
Lee
The price is ￥16,753
￥24,150 total
includes taxes & fees
Feb 22 - Feb 23
Sentral Michigan Avenue
1 bedroom, iron/ironing board, travel crib, WiFi

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (7 reviews)
"Well-outfitted, nice apartment. Nearby (walkable) Jewel-Osco grocery, restaurants, and pay-parking. Moderate noise from nearby Chicago "L" Green Line."
United States
Jeffrey
The price is ￥10,541
￥26,813 total
includes taxes & fees
Feb 16 - Feb 17
West Loop Living – Bright 1BR
1 bedroom, WiFi, bed sheets

1BR Modern Luxe Apt with In-Unit Laundry

1BR Modern Luxe Apt with In-Unit Laundry
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
The price is ￥10,541
￥26,813 total
includes taxes & fees
Feb 15 - Feb 16
1BR Modern Luxe Apt with In-Unit Laundry
Interior

Stylish Japanese-Themed 2BR Apt Close to Downtown

Stylish Japanese-Themed 2BR Apt Close to Downtown
Downtown Chicago
The price is ￥11,458
￥30,178 total
includes taxes & fees
Feb 18 - Feb 19
Stylish Japanese-Themed 2BR Apt Close to Downtown
Fridge, microwave, oven, stovetop

Sleek 1BR Apartment w/ In-unit Laundry

Sleek 1BR Apartment w/ In-unit Laundry
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"I was a little hesitant since I didn’t see any reviews, and was bit nervous. However, all that was put to rest when we arrived. Everything was as described and the photos were accurate. It was clean and minimalistic. Nice space for two for a week. Having the full kitchen was great. About 15 min walk to the brown line and 25 to the blue Line and not a lot of restaurants close by is about the only complaint. Bed could have been more comfortable too."
United States
Anonymous traveler
The price is ￥10,541
￥26,813 total
includes taxes & fees
Feb 18 - Feb 19
Sleek 1BR Apartment w/ In-unit Laundry
Lounge

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (183 reviews)
"Awesome stay "
United States
Sally
Kasa River North Chicago
Interior

River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.6 out of 10, Exceptional, (4 reviews)
"We had a very comfortable stay here. The hosts are exceptionally communicative and helpful. Loved having a place to park my car, and the hosts set it up so my license plate was recognized at the gate so that parking was free. The unit was very clean and spacious. Note, the kitchen does not have pots or pans to cook, so plan on eating out!"
United States
Jennifer M.
The price is ￥16,957
￥50,626 total
includes taxes & fees
Feb 19 - Feb 20
River North Rooftop With In and Out Parking 3
TV, offices

Sun-Drenched 1BR Apartment

Sun-Drenched 1BR Apartment
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
The price is ￥10,541
￥26,813 total
includes taxes & fees
Feb 16 - Feb 17
Sun-Drenched 1BR Apartment
TV, offices

Modern Comfort: 1BR Unit w/ Laundry

Modern Comfort: 1BR Unit w/ Laundry
Downtown Chicago
9.2 out of 10, Wonderful, (15 reviews)
"Great host comfortable bed close to restaurants and parks"
United States
Alana C.
The price is ￥10,541
￥26,813 total
includes taxes & fees
Feb 15 - Feb 16
Modern Comfort: 1BR Unit w/ Laundry
TV, offices

Chicago-Themed 1BR in a Central Spot near Downtown

Chicago-Themed 1BR in a Central Spot near Downtown
Downtown Chicago
The price is ￥10,541
￥26,813 total
includes taxes & fees
Feb 18 - Feb 19
Chicago-Themed 1BR in a Central Spot near Downtown
Interior

Spacious 3-bedroom apartment near downtown, FREE PARKING

Spacious 3-bedroom apartment near downtown, FREE PARKING
Near West Side
9.6 out of 10, Exceptional, (11 reviews)
"Great place to stay that was close to downtown"
United States
Michelle B.
The price is ￥8,861
￥50,517 total
includes taxes & fees
Feb 23 - Feb 24
Spacious 3-bedroom apartment near downtown, FREE PARKING
TV, offices

Complete 1BR Fully Furnished Home

Complete 1BR Fully Furnished Home
Downtown Chicago
The price is ￥13,444
￥30,212 total
includes taxes & fees
Mar 2 - Mar 3
Complete 1BR Fully Furnished Home
3 bedrooms, iron/ironing board, WiFi, bed sheets

Furnished 3BR Apt w/ Laundry

Furnished 3BR Apt w/ Laundry
Hyde Park
9.8 out of 10, Exceptional, (6 reviews)
"Apartment and neighborhood were beautiful. We really enjoyed our stay and would book the same place again!"
United States
Kristin W.
The price is ￥11,305
￥32,289 total
includes taxes & fees
Feb 16 - Feb 17
Furnished 3BR Apt w/ Laundry
Iron/ironing board, travel crib, WiFi, bed sheets

Cozy Charm Studio Apt in Chicago

Cozy Charm Studio Apt in Chicago
Hyde Park
10.0 out of 10, Exceptional, (3 reviews)
"Everying was great."
United States
Ryan D.
The price is ￥8,861
￥23,316 total
includes taxes & fees
Feb 15 - Feb 16
Cozy Charm Studio Apt in Chicago
Iron/ironing board, travel crib, WiFi, bed sheets

Studio Unit | Chic + Prime Location

Studio Unit | Chic + Prime Location
Hyde Park
10.0 out of 10, Exceptional, (2 reviews)
"Location was just perfect!"
United States
Meg D.
The price is ￥8,861
￥23,316 total
includes taxes & fees
Feb 15 - Feb 16
Studio Unit | Chic + Prime Location
Dining room

Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (693 reviews)
"Big, luxury, easy parking "
United States
Chanel
Kasa Magnificent Mile Chicago
Dining

Urban Comfort • 2BR in West Town

Urban Comfort • 2BR in West Town
West Town
9.6 out of 10, Exceptional, (7 reviews)
"Good location, close to airport, downtown Chicago, Wrigleyville and United Center. "
United States
David M.
The price is ￥11,458
￥30,178 total
includes taxes & fees
Feb 18 - Feb 19
Urban Comfort • 2BR in West Town
TV, offices

Private 1BR Haven in a Prime Area

Private 1BR Haven in a Prime Area
Hyde Park
9.0 out of 10, Wonderful, (7 reviews)
"Our stay was very nice, with simple checkin / check out, and excellent communication by our host. "
United States
Tom B.
The price is ￥10,541
￥26,813 total
includes taxes & fees
Feb 16 - Feb 17
Private 1BR Haven in a Prime Area
Iron/ironing board, travel crib, WiFi, bed sheets

Modern Studio Unit Near UChicago

Modern Studio Unit Near UChicago
Hyde Park
9.4 out of 10, Exceptional, (12 reviews)
"Clean room and convenient location! "
United States
Gabriela
The price is ￥8,861
￥23,316 total
includes taxes & fees
Feb 15 - Feb 16
Modern Studio Unit Near UChicago
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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Top Orland Park Hotel Reviews

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"Service, history, "
Denise 4-night trip
Posted 2 days ago
Palmer House a Hilton Hotel

Find out more about Orland Park

Search for holiday rentals in Orland Park on Expedia! You can easily find your home rentals, villas, holiday apartments in Orland Park using one of the methods below:

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Frequently asked questions

Are there vacation rentals in Orland Park?

Yes, there are vacation rentals in Orland Park near Orland Park Sportsplex, or you can choose a secluded option if you're looking for extra privacy while you relax. The shops and restaurants are several reasons why visitors like Orland Park. Make sure you have time to check out the hockey games while you're in the area.

What's the top vacation rental that Orland Park has to offer?

A Home Away From Home!: Visitors like this Orland Park vacation home rental. It offers a fireplace, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

What’s there to see and do in Orland Park?

Family-friendly attractions include Orland Park Sportsplex and Centennial Park Aquatic Center, whereas Centennial Park is a spot to enjoy the outdoors. Orland Square and Space Golf are other places to visit while you're in town.

What are vacation rentals like in Orland Park?

Vacation rentals are privately owned properties you can book for several days or more in Orland Park. Vacation rentals feature extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for small groups.