Orland Park Holiday Rentals

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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Orland Park holiday rentals

Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,181 reviews)
"Great location"
United States
Karen
The price is HK$1,392
HK$1,864 total
includes taxes & fees
7 Jul - 8 Jul
Sentral Michigan Avenue
TV, offices

Sunlit 1BR Apartment | Warm & Welcoming Space

Sunlit 1BR Apartment | Warm & Welcoming Space
Downtown Chicago
8.0 out of 10, Very good, (3 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 HK$1,763
HK$2,923 total
includes taxes & fees
6 Jul - 7 Jul
Sunlit 1BR Apartment | Warm & Welcoming Space
Fridge, microwave, oven, stovetop

River North Rooftop With In and Out Parking 5

River North Rooftop With In and Out Parking 5
Downtown Chicago
9.6 out of 10, Exceptional, (4 reviews)
"Everything was amazing, property was even better than expected"
United States
Jacob
The price is HK$1,896
HK$4,008 total
includes taxes & fees
10 Jun - 11 Jun
River North Rooftop With In and Out Parking 5
1 bedroom, iron/ironing board, travel cot, WiFi

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (11 reviews)
"Great spot next to the green line train a few restaurants and a Starbucks right up the street I will book again for sure "
United States
2k G.
The price is HK$1,567
HK$2,722 total
includes taxes & fees
14 Jun - 15 Jun
West Loop Living – Bright 1BR
TV, offices

River North Rooftop With In and Out Parking 1

River North Rooftop With In and Out Parking 1
Downtown Chicago
9.8 out of 10, Exceptional, (6 reviews)
"Awesome location, great place would definitely recommend will hopefully return"
United States
lucas c.
The price is HK$2,217
HK$4,452 total
includes taxes & fees
21 Jun - 22 Jun
River North Rooftop With In and Out Parking 1
TV, offices

Chicago-Themed 1BR in a Central Spot near Downtown

Chicago-Themed 1BR in a Central Spot near Downtown
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Clean spacious great location easy to get everywhere "
United States
Melissa M.
The price is HK$1,136
HK$2,159 total
includes taxes & fees
8 Jun - 9 Jun
Chicago-Themed 1BR in a Central Spot near Downtown
TV, offices

LIVN West Loop Chicago 2 BR City View

LIVN West Loop Chicago 2 BR City View
Downtown Chicago
9.6 out of 10, Exceptional, (4 reviews)
"Super clean, great communication! Thanks for a great stay."
United States
Tracey L.
The price is HK$4,238
HK$5,662 total
includes taxes & fees
12 Jun - 13 Jun
LIVN West Loop Chicago 2 BR City View
1 bedroom, WiFi, bed sheets

1BR Modern Luxe Apt with In-Unit Laundry

1BR Modern Luxe Apt with In-Unit Laundry
Downtown Chicago
8.8 out of 10, Excellent, (3 reviews)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
The price is HK$1,261
HK$2,326 total
includes taxes & fees
10 Jun - 11 Jun
1BR Modern Luxe Apt with In-Unit Laundry
TV, offices

LIVN Millennium Park Downtown Chicago Superior 1BR

LIVN Millennium Park Downtown Chicago Superior 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Excelente, well located. Recommended."
United States
Sandra S.
LIVN Millennium Park Downtown Chicago Superior 1BR
TV, offices

Modern West Loop Gem-City Views & Prime Location 5

Modern West Loop Gem-City Views & Prime Location 5
Downtown Chicago
9.4 out of 10, Exceptional, (3 reviews)
"Great location, plenty of space and clean home. "
United States
Brittany T.
The price is HK$2,499
HK$6,198 total
includes taxes & fees
28 Jun - 29 Jun
Modern West Loop Gem-City Views & Prime Location 5
TV, offices

3BR Luxury Suite w/Gym and Balcony

3BR Luxury Suite w/Gym and Balcony
Downtown Chicago
9.4 out of 10, Exceptional, (29 reviews)
"The apartment is in a good location, close to restaurants and bars. There is a nice park not far away and we had a lovely stay. "
United States
shayna j.
The price is HK$7,975
HK$13,215 total
includes taxes & fees
18 Jun - 19 Jun
3BR Luxury Suite w/Gym and Balcony
TV, offices

Downtown Chicago Stay with Free In & Out Parking 4

Downtown Chicago Stay with Free In & Out Parking 4
Downtown Chicago
9.2 out of 10, Wonderful, (5 reviews)
"Our stay was wonderful. The views were fantastic. The apartment was centrally located so we were able to walk to restaurants, museums, and theaters. We bookmarked this location for future stays."
United States
Renae S.
The price is HK$2,452
HK$5,231 total
includes taxes & fees
28 Jun - 29 Jun
Downtown Chicago Stay with Free In & Out Parking 4
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, (5 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 HK$2,076
HK$4,583 total
includes taxes & fees
28 Jun - 29 Jun
River North Rooftop With In and Out Parking 3
Iron/ironing board, travel cot, WiFi, bed sheets

Homey Hyde Park Studio Near UChicago

Homey Hyde Park Studio Near UChicago
Hyde Park
9.6 out of 10, Exceptional, (5 reviews)
"Location was just perfect!"
United States
Meg D.
The price is HK$721
HK$1,508 total
includes taxes & fees
9 Jun - 10 Jun
Homey Hyde Park Studio Near UChicago
Shower, hair dryer, towels

River North Rooftop With In and Out Parking 6

River North Rooftop With In and Out Parking 6
Downtown Chicago
9.0 out of 10, Wonderful, (2 reviews)
"Host was amazing, very responsive. VRBO was spotless! Great location! Would definitely stay here again."
United States
Amy L.
The price is HK$2,013
HK$4,496 total
includes taxes & fees
28 Jun - 29 Jun
River North Rooftop With In and Out Parking 6
Shower, hair dryer, towels

Cozy Well-Equipped Studio Apartment

Cozy Well-Equipped Studio Apartment
Hyde Park
10.0 out of 10, Exceptional, (2 reviews)
"Wow, this is a wonderful Place to stay. The host Is very responsive and friendly The apartment is immaculate I recommend this place highly . "
United States
pnina
The price is HK$932
HK$1,755 total
includes taxes & fees
6 Jul - 7 Jul
Cozy Well-Equipped Studio Apartment
1 bedroom

2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Chicago
10.0 out of 10, Exceptional, (26 reviews)
"Nice people,nice rooms!"
United States
Anonymous traveller
The price is HK$698
HK$772 total
includes taxes & fees
2 Jul - 3 Jul
2 Full Beds | Non-Smoking, Kitchen
Smart TV, books

Chic Suite/Mins to L Train /Laundry/Free Parking

Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park
9.6 out of 10, Exceptional, (63 reviews)
"Comfortable bed, spacious rooms and clean."
United States
Michael W.
The price is HK$783
HK$1,847 total
includes taxes & fees
9 Jun - 10 Jun
Chic Suite/Mins to L Train /Laundry/Free Parking
Fridge, microwave, oven, stovetop

River North Private Deck With In and Out Parking

River North Private Deck With In and Out Parking
Downtown Chicago
9.8 out of 10, Exceptional, (11 reviews)
"Excellent location, very clean, spacious."
United States
John David K.
The price is HK$3,800
HK$7,331 total
includes taxes & fees
25 Jun - 26 Jun
River North Private Deck With In and Out Parking
1 bedroom, desk, iron/ironing board, travel cot

Bright & Cozy 1BR Near UChicago

Bright & Cozy 1BR Near UChicago
Hyde Park
9.6 out of 10, Exceptional, (7 reviews)
"Everything was nice per the price. The property is located in very accessible place to all commodities at a few minutes walk. The lift seemed very old and thus made me feel anxious that I may get stuck into it. For this reason, I would use stairs to 3rd floor everytime."
United States
Abdul Qahar
The price is HK$674
HK$1,531 total
includes taxes & fees
17 Jun - 18 Jun
Bright & Cozy 1BR 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

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

2/10 Terrible
"Paid for a skyview of Chicago but I end up getting a view of the brickwalls and other windows. I was so disappointed."
Khin 2-night trip
Posted 3 hours ago
Holiday Inn Chicago Dwtn - The Mart by IHG

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:

  • View our selection of featured holiday rentals in Orland Park
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  • Enter your travel dates to view the best deals on holiday rentals in Orland Park while they last

Look no further and take a look at our great range of rental properties in Orland Park!

Frequently asked questions

Are there holiday rentals in Orland Park?

Yes, there are holiday rentals in Orland Park close to Orland Park Sportsplex, or you can select a more secluded option if you're looking for a relaxing stay. 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 are some of the best holiday rentals that Orland Park has to offer?

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: This holiday home rental outside of Orland Park offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

How many holiday rentals are there in Orland Park?

Expedia has 3 holiday rentals for your stay in Orland Park.

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 holiday rentals like in Orland Park?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Orland Park. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for family gatherings.