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Wheeling Vacation Rentals

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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.
The price is ￥7,587
￥43,122 total
includes taxes & fees
Jul 27 - Jul 28
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.
The price is ￥12,970
￥30,751 total
includes taxes & fees
Jul 19 - Jul 20
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.
The price is ￥10,797
￥60,978 total
includes taxes & fees
Jul 27 - Jul 28
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
The price is ￥17,382
￥19,231 total
includes taxes & fees
Aug 9 - Aug 10
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.
The price is ￥18,328
￥30,881 total
includes taxes & fees
Jul 20 - Jul 21
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.
The price is ￥18,836
￥35,438 total
includes taxes & fees
Jul 23 - Jul 24
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.
The price is ￥11,527
￥69,370 total
includes taxes & fees
Jul 19 - Jul 20
3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
Living area

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
The price is ￥17,217
￥43,837 total
includes taxes & fees
Jul 29 - Jul 30
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.
The price is ￥16,500
￥53,030 total
includes taxes & fees
Aug 6 - Aug 7
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.
The price is ￥18,482
￥34,191 total
includes taxes & fees
Aug 9 - Aug 10
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.
The price is ￥17,509
￥31,605 total
includes taxes & fees
Jul 27 - Jul 28
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
The price is ￥25,096
￥28,731 total
includes taxes & fees
Aug 16 - Aug 17
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.
The price is ￥21,886
￥57,729 total
includes taxes & fees
Aug 2 - Aug 3
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.
The price is ￥21,886
￥41,277 total
includes taxes & fees
Jul 20 - Jul 21
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
The price is ￥17,439
￥19,294 total
includes taxes & fees
Aug 2 - Aug 3
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
The price is ￥22,762
￥55,009 total
includes taxes & fees
Jul 27 - Jul 28
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.
The price is ￥20,427
￥37,224 total
includes taxes & fees
Jul 30 - Jul 31
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
The price is ￥18,255
￥20,198 total
includes taxes & fees
Aug 9 - Aug 10
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.
The price is ￥37,125
￥68,554 total
includes taxes & fees
Jul 19 - Jul 20
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
The price is ￥29,457
￥51,726 total
includes taxes & fees
Aug 3 - Aug 4
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

Sheraton Suites Chicago O'Hare

Sheraton Suites Chicago O'Hare

10/10 Excellent
"Clean room and big"
Chris 1-night trip
Posted 1 hour ago
Sheraton Suites Chicago O'Hare

Find out more about Wheeling

Search for holiday rentals in Wheeling on Expedia! You can easily find your home rentals, villas, holiday apartments in Wheeling using one of the methods below:

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

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

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.