Wheeling Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

This weekend
Next weekend

Vacation Rentals in Wheeling

The Gem Museum Suites
3.5 star property
9.4 out of 10, Exceptional, (94)
"Great stay. The studio is small but has everything necessary."
United States
Julia
$182 nightly
The price is $208
Nov 11 - Nov 12
Total with taxes and fees
The Gem Museum Suites
Wrigleyville Suites
2.0 star property
9.6 out of 10, Exceptional, (26)
"Excellent location and very clean! Would stay again!"
United States
Jacob
$80 nightly
The price is $94
Nov 4 - Nov 5
Total with taxes and fees
Wrigleyville Suites
Clean & Equipped 1BR Apt
9.4 out of 10, Exceptional, (33)
"Amazing location and even nicer place inside. Enjoyed my time there a lot!"
United States
Camron K.
$155 nightly
The price is $171
Dec 1 - Dec 2
Total with taxes and fees
Clean & Equipped 1BR Apt
Charming 2BR in Vibrant Lakeview
9.4 out of 10, Exceptional, (26)
"This place was great! Loved my stay!"
United States
Emily P.
$185 nightly
The price is $203
Nov 4 - Nov 5
Total with taxes and fees
Charming 2BR in Vibrant Lakeview
Relaxing Chicago Studio
9.8 out of 10, Exceptional, (29)
"Everything was pristine and comfortable. I highly recommend this place. "
United States
Joyce
$115 nightly
The price is $142
Nov 4 - Nov 5
Total with taxes and fees
Relaxing Chicago Studio
Lakeview 2BR Apartment
9.6 out of 10, Exceptional, (20)
"Had a great weekend! The listing is accurate and is in a great location! We did have an issue with one room because of a storm from the night before, but I contacted the hosts and they responded immediately and fixed the problem within a few hours. I would recommend this rental to friends and family!"
United States
Jessica H.
$183 nightly
The price is $201
Nov 4 - Nov 5
Total with taxes and fees
Lakeview 2BR Apartment
Cozy studio in Andersonville Chicago
9.4 out of 10, Exceptional, (44)
"Host was friendly and easy to get a hold of. Property was very nice and clean!"
United States
Rachel M.
$125 nightly
The price is $154
Nov 11 - Nov 12
Total with taxes and fees
Cozy studio in Andersonville Chicago
Nice 1BR Spot, Unwind & Relax
9.8 out of 10, Exceptional, (19)
"Great stay"
United States
Kayla K.
$162 nightly
The price is $179
Nov 6 - Nov 7
Total with taxes and fees
Nice 1BR Spot, Unwind & Relax
Experience Chicago living near United Center
9.2 out of 10, Wonderful, (27)
"overall place is good, the only bad thing is the location!"
United States
rebecca w.
Experience Chicago living near United Center
1BR Apartment in Chicago
8.8 out of 10, Excellent, (11)
"Great place to stay while in Chicago for the weekend. Right by the L to get around. We had a blast and would stay here again. "
United States
Riley M.
$159 nightly
The price is $176
Dec 2 - Dec 3
Total with taxes and fees
1BR Apartment in Chicago
NEW LUXURY PENTHOUSE CONDO
10.0 out of 10, Exceptional, (197)
"I cannot recommend this property enough! Easiest check-in/out ever. Excellent communication from the host. And the condo itself was fabulous! The area was so quiet and peaceful, it was hard to believe we were in a city the size of Chicago. Having a lot private garage was"
United States
Stacey
NEW LUXURY PENTHOUSE CONDO
Luxurious 3 Bedroom Apartment in Chicago
9.4 out of 10, Exceptional, (34)
"Great apartment! Had everything we needed, very easy check in and out. The only issue we had was finding parking on the street. "
United States
Lauren G.
Luxurious 3 Bedroom Apartment in Chicago
Wrigley Field/Lakeview -Entire Home- Large Groups!
10.0 out of 10, Exceptional, (84)
"We had a fantastic experience staying here. The layout was spacious and worked perfectly for our group of 10 adults—plenty of room for everyone to relax and spread out. The home was clean, well-kept, and exactly as described. Check-in and check-out were a breeze, and the neighborhood was quiet and welcoming with easy access to public transportation, which made getting around simple. Overall, a 10/10 stay—we really enjoyed our time and would definitely book again!"
United States
Joseph H.
Wrigley Field/Lakeview -Entire Home- Large Groups!
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
7.6 out of 10, Good, (12)
"The house was immaculate and very spacious. Beautifully decorated. The neighborhood was easy to get in and out of and close enough to downtown. Would highly recommend."
United States
Johanna
$226 nightly
The price is $241
Nov 4 - Nov 5
Total with taxes and fees
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Chic, Cozy home, by Blue Line Train Stop + Free parking
9.2 out of 10, Wonderful, (62)
"Nice, quiet neighborhood but finding parking was difficult. "
United States
Debra D.
Chic, Cozy home, by Blue Line Train Stop + Free parking
Beautifully Set Up 2BR Space
9.8 out of 10, Exceptional, (16)
"This is a very clean unit it has the perfect amount of space for a couple. We enjoyed the location it is a short walk to Wrigley Field. "
United States
Kersten
$185 nightly
The price is $203
Nov 10 - Nov 11
Total with taxes and fees
Beautifully Set Up 2BR Space
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
9.2 out of 10, Wonderful, (41)
"House was perfect, we stayed 2 nights for a work trip and enjoyed everything about it. definitely will stay again in the future"
United States
Jeffrey S.
$1,042 nightly
The price is $1,105
Nov 4 - Nov 5
Total with taxes and fees
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
10.0 out of 10, Exceptional, (111)
"Loved staying at Jamie’s place. Wonderful neighborhood and well kept apartment. Jamie was friendly and very helpful. "
United States
Bud F.
Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
Luxury Home Away From Your Home
9.0 out of 10, Wonderful, (133)
"House was very nice extremely comfortable bed"
United States
Kris B.
Luxury Home Away From Your Home
Stylish 1BR in Lakeview Chicago
8.8 out of 10, Excellent, (24)
"Terrific overall stay. Great location and nice place. Highly recommend."
United States
Robin
$162 nightly
The price is $179
Nov 4 - Nov 5
Total with taxes and fees
Stylish 1BR in Lakeview Chicago
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Wheeling Hotel Reviews

Find out more about Wheeling

Everything you need to know about Wheeling 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 Wheeling 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 Wheeling vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wheeling vacation 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 low season months. For more hustle and bustle, you may prefer to visit Wheeling 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 $94 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 Wheeling rentals

At Expedia, we put the best Wheeling 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 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 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 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 vacation rentals in Wheeling?

Yes, we offer vacation rentals close to popular attractions in Wheeling, or you can choose a 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 vacation rentals that Wheeling has to offer?

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: This vacation home rental outside of Wheeling offers a patio, a barbecue grill, 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 vacation rentals will I find in Wheeling?

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

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 larger area, you’ll find Naval Base Great Lakes and Chevy Chase Country Club.

What are vacation rentals like in Wheeling?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in Wheeling. Vacation rentals offer extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a family getaway.