Orland Park Vacation Rentals

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Our top choices for Orland Park vacation rentals

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,159 reviews)
"Spacious apartment with stunning view. A great stay!!"
United States
Tina
$174 nightly
The price is $204
May 25 - May 26
Total with taxes and fees
Sentral Michigan Avenue

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (192 reviews)
"Great property - would come back. Decent size rooms and generally good all around"
United States
Suyash
$334 nightly
The price is $392
May 27 - May 28
Total with taxes and fees
Kasa River North Chicago

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.
$520 nightly
The price is $595
May 26 - May 27
Total with taxes and fees
River North Rooftop With In and Out Parking 3

Sunlit 1BR Apartment | Warm & Welcoming Space

Sunlit 1BR Apartment | Warm & Welcoming Space
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.
$316 nightly
The price is $361
May 21 - May 22
Total with taxes and fees
Sunlit 1BR Apartment | Warm & Welcoming Space

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
9.8 out of 10, Exceptional, (10 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.
$254 nightly
The price is $287
May 20 - May 21
Total with taxes and fees
West Loop Living – Bright 1BR

LIVN West Loop Chicago King Studio

LIVN West Loop Chicago King Studio
Downtown Chicago
10.0 out of 10, Exceptional, (4 reviews)
"Amazing studio apartment style room, super clean, very helpful staff, and great location."
United States
William
$208 nightly
The price is $246
May 20 - May 21
Total with taxes and fees
LIVN West Loop Chicago King Studio

LIVN Millennium Park Downtown Chicago 2BR

LIVN Millennium Park Downtown Chicago 2BR
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Excellent location... Very cleaned....it is perfect"
United States
Granada
$199 nightly
The price is $235
May 20 - May 21
Total with taxes and fees
LIVN Millennium Park Downtown Chicago 2BR

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
$231 nightly
The price is $260
May 19 - May 20
Total with taxes and fees
1BR Modern Luxe Apt with In-Unit Laundry

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.
$378 nightly
The price is $420
May 19 - May 20
Total with taxes and fees
River North Rooftop With In and Out Parking 6

Modern West Loop Gem-City Views & Prime Location 3

Modern West Loop Gem-City Views & Prime Location 3
Downtown Chicago
10.0 out of 10, Exceptional, (7 reviews)
"Loved the place 4 bedroom & 4 bathrooms was ideal for our stayGreat locationLoved the well stocked convenience store a block away "
United States
Tina Y.
$525 nightly
The price is $578
May 20 - May 21
Total with taxes and fees
Modern West Loop Gem-City Views & Prime Location 3

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.
$287 nightly
The price is $326
May 26 - May 27
Total with taxes and fees
Chicago-Themed 1BR in a Central Spot near Downtown

Cozy Charm Studio Apt in Chicago

Cozy Charm Studio Apt in Chicago
Hyde Park
9.8 out of 10, Exceptional, (10 reviews)
"Room was clean, check in was easy, and the owner was very communicative."
United States
David
$161 nightly
The price is $180
May 19 - May 20
Total with taxes and fees
Cozy Charm Studio Apt in Chicago

Cabin 105 by 747 Lofts

Cabin 105 by 747 Lofts
2.0 star property
West Town
10.0 out of 10, Exceptional, (1 review)
$185 nightly
The price is $217
Jun 3 - Jun 4
Total with taxes and fees
Cabin 105 by 747 Lofts

Downtown Chicago Stay with Free In & Out Parking 6

Downtown Chicago Stay with Free In & Out Parking 6
Downtown Chicago
$441 nightly
The price is $497
May 25 - May 26
Total with taxes and fees
Downtown Chicago Stay with Free In & Out Parking 6

Cozy Boho Chicago - 10 Minutes to Downtown Chicago

Cozy Boho Chicago - 10 Minutes to Downtown Chicago
Lawndale
9.8 out of 10, Exceptional, (10 reviews)
"Wonderful space and convenient location. Really responsive host and super quiet neighborhood! "
United States
Jess S.
$192 nightly
The price is $215
May 14 - May 15
Total with taxes and fees
Cozy Boho Chicago - 10 Minutes to Downtown Chicago

Studio Unit | Chic + Prime Location

Studio Unit | Chic + Prime Location
Hyde Park
9.6 out of 10, Exceptional, (4 reviews)
"Location was just perfect!"
United States
Meg D.
$166 nightly
The price is $185
May 19 - May 20
Total with taxes and fees
Studio Unit | Chic + Prime Location

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
$183 nightly
The price is $205
May 20 - May 21
Total with taxes and fees
Cozy Well-Equipped Studio Apartment

Relaxed City Stay in Hyde Park | Cozy Studio Unit

Relaxed City Stay in Hyde Park | Cozy Studio Unit
Hyde Park
10.0 out of 10, Exceptional, (4 reviews)
"My stay was really good"
United States
Paramita B.
$182 nightly
The price is $202
May 18 - May 19
Total with taxes and fees
Relaxed City Stay in Hyde Park | Cozy Studio Unit

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.
$202 nightly
The price is $231
May 19 - May 20
Total with taxes and fees
Chic Suite/Mins to L Train /Laundry/Free Parking

Sunlit & Chic 2BR Retreat

Sunlit & Chic 2BR Retreat
Hyde Park
10.0 out of 10, Exceptional, (4 reviews)
"Great location in Hyde Park! Super clean and comfortable. Bus stop by the front door and walkable to so many things we wanted to do! "
United States
Allison K.
$228 nightly
The price is $254
May 19 - May 20
Total with taxes and fees
Sunlit & Chic 2BR Retreat
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

Find out more about Orland Park

Everything you need to know about Orland Park vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Orland Park vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Orland Park vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Orland Park vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orland Park. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Orland Park in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $204 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Orland Park rentals

At Expedia, we put the best Orland Park vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Orland Park rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Orland Park vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Orland Park. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Luxury Home Away From Your Home: Visitors like this Orland Park vacation home rental. It is equipped with a barbecue grill, air-conditioning, and cable TV to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Orland Park?

Expedia has 3 vacation 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 Space Golf, whereas Centennial Park is a spot to enjoy the outdoors. Orland Square and Centennial Park Aquatic Center 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.