Wheeling Holiday Rentals

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Holiday Rentals in Wheeling

Cozy Outdoor Space + BBQ | LCP Collection
9.0 out of 10, Wonderful, (2)
"Good"
United States
Bridget O.
The price is AU$798
includes taxes & fees
27 Oct - 28 Oct
Cozy Outdoor Space + BBQ | LCP Collection
4BR Corporate Suite Central and Modern
2.0 star property
10.0 out of 10, Exceptional, (4)
"We loved at our stay at this property. It was one of the best stays we have had on vacation."
United States
Javeria
The price is AU$631
includes taxes & fees
29 Oct - 30 Oct
4BR Corporate Suite Central and Modern
A quiet stay while you are away
9.8 out of 10, Exceptional, (32)
"We stayed a few nights and everything was nice and clean. Thank you!"
United States
Karigan H.
The price is AU$300
includes taxes & fees
29 Oct - 30 Oct
A quiet stay while you are away
Prime Location! 2BR Near Wrigley
9.2 out of 10, Wonderful, (5)
"Great location! Parking not included is a bummer."
United States
Gary
The price is AU$363
includes taxes & fees
19 Nov - 20 Nov
Prime Location! 2BR Near Wrigley
Beautifully Set Up 2BR Space
10.0 out of 10, Exceptional, (14)
"Great apartment, plenty of room for 4 after a Cubs game, right by Wrigley. Would definitely stay here again for a ballgame."
United States
J.T.
The price is AU$319
includes taxes & fees
11 Nov - 12 Nov
Beautifully Set Up 2BR Space
Wrigleyville Suites
2.0 star property
9.6 out of 10, Exceptional, (24)
"The entirety of my experience was excellent. Thank you!"
United States
Julian
The price is AU$189
includes taxes & fees
23 Oct - 24 Oct
Wrigleyville Suites
Relaxing Chicago Studio
9.8 out of 10, Exceptional, (25)
"Had a great stay. Great location. "
United States
Justin
The price is AU$250
includes taxes & fees
4 Nov - 5 Nov
Relaxing Chicago Studio
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
8.8 out of 10, Excellent, (18)
"Had a great stay! Perfect for our needs. Great location. It was an easy walk to the lake and lots of great restaurants nearby!"
United States
Rodney S.
The price is AU$345
includes taxes & fees
23 Oct - 24 Oct
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
1BR Apartment in Chicago
8.6 out of 10, Excellent, (8)
"Good location for us. Host was easy to communicate with"
United States
Kayla K.
The price is AU$279
includes taxes & fees
4 Nov - 5 Nov
1BR Apartment in Chicago
Historic Oak Park Residence
2.0 star property
9.6 out of 10, Exceptional, (12)
"Absolutely awesome "
United States
Erik
The price is AU$415
includes taxes & fees
6 Nov - 7 Nov
Historic Oak Park Residence
Montrose Studio:Your Uptown Base
9.6 out of 10, Exceptional, (5)
"The property was exactly as pictured. The area was safe, had restaurants and coffee shops within a short walk. "
United States
Jamie
The price is AU$273
includes taxes & fees
6 Nov - 7 Nov
Montrose Studio:Your Uptown Base
The Gem Museum Suites
3.5 star property
9.4 out of 10, Exceptional, (92)
"Super nice hotel and staff "
United States
EMILY
The price is AU$329
includes taxes & fees
11 Nov - 12 Nov
The Gem Museum Suites
Getaway Near ORD With Great Local Amenities
8.8 out of 10, Excellent, (3)
"Very nice and clean place to stay at. Great communication from property manager. I would absolutely stay here again!"
United States
Stephanie G.
The price is AU$430
includes taxes & fees
28 Oct - 29 Oct
Getaway Near ORD With Great Local Amenities
Chic Urban Retreat Near Wrigley Field w/Parking
10.0 out of 10, Exceptional, (40)
"The property was amazing, clean and well organized. Parking was a breeze and check in was easy. Would recommend this place to anyone looking to stay in the area."
United States
Todd
The price is AU$697
includes taxes & fees
23 Oct - 24 Oct
Chic Urban Retreat Near Wrigley Field w/Parking
Historic Oak Park Home
2.0 star property
10.0 out of 10, Exceptional, (5)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
United States
Janette
The price is AU$415
includes taxes & fees
9 Nov - 10 Nov
Historic Oak Park Home
Chic Studio - In Downtown Highland Park, by Metra
8.4 out of 10, Very good, (16)
"I enjoyed my stay at this property. It is in a great location, very unique and super clean! The host is really kind and helpful. "
United States
Deborah
The price is AU$223
includes taxes & fees
18 Nov - 19 Nov
Chic Studio - In Downtown Highland Park, by Metra
Charming 2BR in Vibrant Lakeview
9.4 out of 10, Exceptional, (22)
"Great stay. Place was spic and span on arrival and host very easy to communicate with. "
United States
Lukas H O.
The price is AU$321
includes taxes & fees
3 Nov - 4 Nov
Charming 2BR in Vibrant Lakeview
2BR Apt Beautifully Furnished
10.0 out of 10, Exceptional, (8)
"We loved the place. The feeling of home away from home."
United States
Sataish
The price is AU$321
includes taxes & fees
4 Nov - 5 Nov
2BR Apt Beautifully Furnished
Master qtr close to nature & easy urban facilities
9.8 out of 10, Exceptional, (69)
"Beautiful, quiet space."
United States
Mary
The price is AU$289
includes taxes & fees
3 Nov - 4 Nov
Master qtr close to nature & easy urban facilities
At Home in Oak Park
3.5 star property
9.4 out of 10, Exceptional, (8)
"Great location in Oak Park- walkable, wondering area for restaurants and strolling through the beautiful neighborhoods."
United States
Kathryn
The price is AU$410
includes taxes & fees
11 Nov - 12 Nov
At Home in Oak 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.
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Top Wheeling Hotel Reviews

Find out more about Wheeling

Everything you need to know about Wheeling holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wheeling holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Wheeling holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Wheeling holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wheeling holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wheeling holiday rentals we have selected for you start as low as AU$189 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Wheeling rentals

At Expedia, we put the best Wheeling holiday 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 Wheeling 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 Wheeling holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wheeling. 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 holiday rentals in Wheeling?

Yes, there are holiday rentals close to the most popular sights in Wheeling, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Wheeling. Make sure you have time to check out the riverfront and ecotours during your trip.

What are some of the best holiday rentals that Wheeling has to offer?

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: This holiday home rental outside of Wheeling 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 will I find in Wheeling?

Choose from 4 Expedia holiday rentals in Wheeling for a memorable holiday.

What can I see and do in Wheeling?

Explore the area and family-friendly sights such as Six Flags Great America, or get out into nature at a spot like Heritage Park. In the wider area, you’ll find Naval Base Great Lakes and Chevy Chase Country Club.

What are holiday rentals like in Wheeling?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wheeling. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for family gatherings.