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Wheeling Vacation Rentals

Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Wheeling vacation rentals

1 bedroom, iron/ironing board, travel crib, WiFi (free)

Studio Near Wrigley • Sleeps 4 • Games + Fireplace

Studio Near Wrigley • Sleeps 4 • Games + Fireplace
Irving Park
10.0 out of 10, Exceptional, (3 reviews)
"We had a great time at this property! After our previous rental cancelled at the last minute, we found this gem and couldn’t have been happier. Communication was clear, check-in was easy, and the property was clean and comfortable. Thanks for a great stay!"
United States
Emily G.
$225 nightly
The price is $266
Jul 27 - Jul 28
Total with taxes and fees
Studio Near Wrigley • Sleeps 4 • Games + Fireplace
TV

BF - Bright and Cozy 1BR Apartment in Logan Square!

BF - Bright and Cozy 1BR Apartment in Logan Square!
Logan Square
10.0 out of 10, Exceptional, (53 reviews)
"Perfect location for a peaceful stay in Chicago! Great place, great decoration, amenities, and Joan is a fantastic host. Highly recommended! "
United Kingdom
Fernando J.
$165 nightly
The price is $190
Jul 19 - Jul 20
Total with taxes and fees
BF - Bright and Cozy 1BR Apartment in Logan Square!
Dining

Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill

Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
Belmont Cragin
10.0 out of 10, Exceptional, (2 reviews)
"My group and I traveled to town this weekend for a music festival and had the opportunity to stay at this place and had a great time. Communication with the host was very prompt when we had any questions which I appreciate a lot. Also, the place was clean and spacious for our group and easy to come in and out. Would recommend this place to others looking for a place to stay in town."
United States
Marcos B.
$309 nightly
The price is $382
Jul 27 - Jul 28
Total with taxes and fees
Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
1 bedroom

Studio 6 Vernon Hills|Relax Queen Bed,Nsmk|Kitchen

Studio 6 Vernon Hills|Relax Queen Bed,Nsmk|Kitchen
Chicago
10.0 out of 10, Exceptional, (16 reviews)
"Great place to stay"
United States
Anonymous traveler
$108 nightly
The price is $119
Aug 9 - Aug 10
Total with taxes and fees
Studio 6 Vernon Hills|Relax Queen Bed,Nsmk|Kitchen
Outdoor spa tub

F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC

F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC
Barrington
9.8 out of 10, Exceptional, (14 reviews)
"Very nice little spot... Host was absolutely wonderful!!! Definitely stay here again!"
United States
Adam B.
$178 nightly
The price is $190
Jul 20 - Jul 21
Total with taxes and fees
F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC
Exterior detail

Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (85 reviews)
"It was great! Very quiet and clean."
United States
Tony G.
$206 nightly
The price is $218
Jul 23 - Jul 24
Total with taxes and fees
Master qtr close to nature & easy urban facilities
Smart TV, computer monitors

3BR Near O'Hare • Office • Coffee Bar • Sleeps 9

3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
O'Hare
10.0 out of 10, Exceptional, (2 reviews)
"The space was comfortable, clean and inviting.The host was fabulous! I recommend this place when visiting the Chicago area."
United States
Megan K.
$362 nightly
The price is $428
Jul 19 - Jul 20
Total with taxes and fees
3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
Smart TV

Luxury Retreat w/ King Bed, 3-in-1 Pool Table, 15 Min to Chicago, Free Parking

Luxury Retreat w/ King Bed, 3-in-1 Pool Table, 15 Min to Chicago, Free Parking
Oak Park
$217 nightly
The price is $248
Jul 26 - Jul 27
Total with taxes and fees
Luxury Retreat w/ King Bed, 3-in-1 Pool Table, 15 Min to Chicago, Free Parking
Interior

Sleeps 7 • Huge Projector • Designated Workspace

Sleeps 7 • Huge Projector • Designated Workspace
Irving Park
10.0 out of 10, Exceptional, (4 reviews)
"Great location and easy on street parking. "
United States
Lori A.
$273 nightly
The price is $323
Aug 6 - Aug 7
Total with taxes and fees
Sleeps 7 • Huge Projector • Designated Workspace
Interior

Stunning & Stylish Downtown Studio - Highland Park

Stunning & Stylish Downtown Studio - Highland Park
Highland Park
8.4 out of 10, Very Good, (7 reviews)
"Great location, quiet area, easy walking into town for breakfast etc"
United States
Tom B.
$194 nightly
The price is $206
Aug 9 - Aug 10
Total with taxes and fees
Stunning & Stylish Downtown Studio - Highland Park
1 bedroom, iron/ironing board, WiFi (free), bed sheets

Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (87 reviews)
"Wonderful hosts…very kind and communicative. Awesome area… highly recommended!"
United States
Andrew C.
$158 nightly
The price is $195
Jul 27 - Jul 28
Total with taxes and fees
Cozy studio in Andersonville Chicago
Breakfast, lunch and dinner served

The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (161 reviews)
"Love this place. Excellent free breakfast. Friendly staff. Cute rooms :) Would highly recommend and would stay again :)"
United States
Ines
$172 nightly
The price is $197
Aug 16 - Aug 17
Total with taxes and fees
The Gem Museum Suites
Exterior detail

Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (72 reviews)
"Fantastic location. Very clean. Great/quick communication with host. Definitely recommend!"
United States
Jaclyn Z.
$336 nightly
The price is $356
Aug 2 - Aug 3
Total with taxes and fees
Quaint Bungalow, near Great Lakes Naval Base
Paper towels

Just remodeled apartment close to airport and mall

Just remodeled apartment close to airport and mall
Elk Grove Village
10.0 out of 10, Exceptional, (17 reviews)
"Great place! "
United States
Isabella T.
$238 nightly
The price is $255
Jul 20 - Jul 21
Total with taxes and fees
Just remodeled apartment close to airport and mall
1 bedroom

Studio 6 Vernon Hills|ADA Queen bed,RI Shower,Nsmk|Kitchen

Studio 6 Vernon Hills|ADA Queen bed,RI Shower,Nsmk|Kitchen
Chicago
10.0 out of 10, Exceptional, (14 reviews)
"Big room with a kitchen,"
United States
Anonymous traveler
$108 nightly
The price is $119
Aug 9 - Aug 10
Total with taxes and fees
Studio 6 Vernon Hills|ADA Queen bed,RI Shower,Nsmk|Kitchen
Coffee/tea maker, fridge, microwave, oven

Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (77 reviews)
"The host responded quickly to my requests. Apartment was clean. Kitchen well stocked with cooking, utensils, spices, etc. He registered my car so I coiud park on the street without any problem. Close to the Blue Line stop to take the "L" into downtown Chicago."
United States
Michael
$296 nightly
The price is $339
Jul 27 - Jul 28
Total with taxes and fees
Cozy, Comfortable and Convenient apartment. Close to everything!
Interior

Apartment Attached to a 1900 historic Farm house

Apartment Attached to a 1900 historic Farm house
Old Mill Creek
8.6 out of 10, Excellent, (19 reviews)
"The place is very cozy and inviting. There was a smell we thought might have been cat urine on a blanket. Otherwise I'd recommend it."
United States
Matt H.
$228 nightly
The price is $230
Jul 30 - Jul 31
Total with taxes and fees
Apartment Attached to a 1900 historic Farm house
1 bedroom

1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Chicago
9.6 out of 10, Exceptional, (15 reviews)
"Room was okay, Very basic,"
United States
Anonymous traveler
$113 nightly
The price is $125
Aug 9 - Aug 10
Total with taxes and fees
1 King Bed | Non-Smoking, Kitchen, Shower
Outdoor dining

Tiny Home Retreat with hot tub

Tiny Home Retreat with hot tub
Lake Villa
9.0 out of 10, Wonderful, (4 reviews)
"Amazing stay, great host! "
United States
Aaron L.
$399 nightly
The price is $423
Jul 19 - Jul 20
Total with taxes and fees
Tiny Home Retreat with hot tub
Design Apartment, Private Bathroom (The Oak Park Loft) | Exterior

The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
9.2 out of 10, Wonderful, (7 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
$279 nightly
The price is $319
Aug 3 - Aug 4
Total with taxes and fees
The Oak Park Loft
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

Embassy Suites by Hilton Chicago O'Hare Rosemont

Embassy Suites by Hilton Chicago O'Hare Rosemont

10/10 Excellent
"The only negative thing was the toilet in the room leaked at the base so there was constant water in the floor between the toilet and the shower. Other than that, the room was spacious, clean and comfortable. The included buffet breakfast with custom omelet bar was good (except for those potatoes were tasteless and always cold). The included receptionist at night was ok depending on who the bartender was that day (I was there 4 nights). The in-house restaurant portions were huge and the food was good. And if you don’t want that, other restaurants and shopping were a short 5 minute walk through the garage. Fat Rosie’s restaurant has a great happy hour. Would stay here again."
Calista 4-night trip
Posted 2 hours ago
Embassy Suites by Hilton Chicago O'Hare Rosemont

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 $195 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.

Explore a world of travel with Expedia

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?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: This vacation home rental outside of Wheeling is located in the city center and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Wheeling?

Choose from 3 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 Chevy Chase Country Club and Marriott Theatre.

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.