Wheeling Vacation Rentals

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Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Wheeling vacation rentals

Smart TV, books
Flexhome Ukrainian Village 2BR D1

Flexhome Ukrainian Village 2BR D1

Flexhome Ukrainian Village 2BR D1
West Town
9.6 out of 10, Exceptional, (5)
"It was clean and ready for our arrival. A big plus is having a washer and dryer on the premises."
United States
Ray R.
The price is ￥11,894
￥28,213 total
includes taxes & fees
Jan 11 - Jan 12
Flexhome Ukrainian Village 2BR D1
2 bedrooms, iron/ironing board, travel crib, WiFi
Prime Location! 2BR Near Wrigley

Prime Location! 2BR Near Wrigley

Prime Location! 2BR Near Wrigley
Lakeview
9.6 out of 10, Exceptional, (8)
"Great overall experience. The host was very communicative and the apartment was clean. Good location too. "
United States
Ella
The price is ￥10,969
￥30,036 total
includes taxes & fees
Jan 12 - Jan 13
Prime Location! 2BR Near Wrigley
TV, offices
Stylish and Roomy 2BR in Chicago

Stylish and Roomy 2BR in Chicago

Stylish and Roomy 2BR in Chicago
Edgewater
9.0 out of 10, Wonderful, (14)
"Location was perfect for the weekend festivities. The unit was clean and well appointed. Communication with the host was easy and timely. "
United States
Maribeth
The price is ￥10,812
￥29,853 total
includes taxes & fees
Jan 12 - Jan 13
Stylish and Roomy 2BR in Chicago
2 bedrooms, iron/ironing board, travel crib, WiFi
Modern 2BR with Reliable Wi-Fi

Modern 2BR with Reliable Wi-Fi

Modern 2BR with Reliable Wi-Fi
Lakeview
9.0 out of 10, Wonderful, (6)
"Great location for seeing a Cubs game. Easy to follow "
United States
David A.
The price is ￥10,969
￥30,036 total
includes taxes & fees
Jan 12 - Jan 13
Modern 2BR with Reliable Wi-Fi
TV, offices
Boystown Chic 2BR Escape

Boystown Chic 2BR Escape

Boystown Chic 2BR Escape
Lakeview
10.0 out of 10, Exceptional, (14)
"Very clean and amazing comfortable stay!!"
United States
Justin M.
The price is ￥10,029
￥28,935 total
includes taxes & fees
Jan 12 - Jan 13
Boystown Chic 2BR Escape
Interior
Stylish Luxe King bed w/Free Parkng near DT Oak Pk

Stylish Luxe King bed w/Free Parkng near DT Oak Pk

Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Oak Park
9.6 out of 10, Exceptional, (97)
"The kitchen was fully equipped and the whole apartment was very comfortable. I especially liked the two very clean bathrooms. There were even curling and flat irons for me to do my hair. Wow! So thoughtful!"
United States
Masooma
The price is ￥10,577
￥31,843 total
includes taxes & fees
Jan 14 - Jan 15
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Terrace/patio
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Uptown
10.0 out of 10, Exceptional, (49)
"Clean and quiet, perfect for nights to rest after exploring the city"
United States
Joe T.
The price is ￥9,026
￥38,204 total
includes taxes & fees
Jan 12 - Jan 13
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Interior
Comfortable 2BR Chicago Apt

Comfortable 2BR Chicago Apt

Comfortable 2BR Chicago Apt
Albany Park
9.6 out of 10, Exceptional, (4)
"Perfect location for our trip. Very functional and comfortable. "
United States
Michael
The price is ￥11,439
￥30,586 total
includes taxes & fees
Jan 18 - Jan 19
Comfortable 2BR Chicago Apt
TV, offices
Sleek Style 3BR Haven - Free Parking

Sleek Style 3BR Haven - Free Parking

Sleek Style 3BR Haven - Free Parking
Lincoln Park
9.8 out of 10, Exceptional, (32)
"Awesome place to stay. "
United States
Gary
The price is ￥12,379
￥40,095 total
includes taxes & fees
Jan 12 - Jan 13
Sleek Style 3BR Haven - Free Parking
Living area
Wrigleyville Suites

Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
9.6 out of 10, Exceptional, (27)
"Nice place "
United States
Barry
The price is ￥23,038
￥27,045 total
includes taxes & fees
Jan 10 - Jan 11
Wrigleyville Suites
TV, offices
Deluxe 1BR Near Shops & Cafés

Deluxe 1BR Near Shops & Cafés

Deluxe 1BR Near Shops & Cafés
Edgewater
10.0 out of 10, Exceptional, (11)
"Nicely updated apartment. Great location in Andersonville. Would stay again if in the area."
United States
Ticia B.
The price is ￥9,872
￥26,401 total
includes taxes & fees
Jan 15 - Jan 16
Deluxe 1BR Near Shops & Cafés
2 bedrooms, WiFi, bed sheets
Spacious 2BR Near Dining & Shops

Spacious 2BR Near Dining & Shops

Spacious 2BR Near Dining & Shops
Rogers Park
8.4 out of 10, Very Good, (7)
"Loved this sweet space tucked into a special neighborhood in the city. Space was clean & comfortable, wonderful shower & a nice respite from city life. "
United States
Ever
The price is ￥10,812
￥29,853 total
includes taxes & fees
Jan 12 - Jan 13
Spacious 2BR Near Dining & Shops
TV, offices
2BR Apt Beautifully Furnished

2BR Apt Beautifully Furnished

2BR Apt Beautifully Furnished
Lakeview
10.0 out of 10, Exceptional, (9)
"We loved the place. The feeling of home away from home."
United States
Sataish
The price is ￥10,969
￥30,036 total
includes taxes & fees
Jan 14 - Jan 15
2BR Apt Beautifully Furnished
Fridge, microwave, oven, stovetop
Majestic Modern Style|13 mins DT|4 mins Lake

Majestic Modern Style|13 mins DT|4 mins Lake

Majestic Modern Style|13 mins DT|4 mins Lake
Uptown
9.4 out of 10, Exceptional, (13)
"Wonderful property, fabulous location, well-stocked with amenities, great gym, wonderful view, small but very comfortable, "
United States
Walt K.
The price is ￥8,462
￥37,527 total
includes taxes & fees
Jan 12 - Jan 13
Majestic Modern Style|13 mins DT|4 mins Lake
TV
Beautifully Set Up 2BR Space

Beautifully Set Up 2BR Space

Beautifully Set Up 2BR Space
Lakeview
9.6 out of 10, Exceptional, (23)
"It was a very nice place to stay"
United States
Bill P.
The price is ￥10,969
￥30,036 total
includes taxes & fees
Jan 12 - Jan 13
Beautifully Set Up 2BR Space
TV, offices
Charming 2BR in Vibrant Lakeview

Charming 2BR in Vibrant Lakeview

Charming 2BR in Vibrant Lakeview
Lakeview
9.2 out of 10, Wonderful, (39)
"We have stayed at this property several times. It’s a great location. The apartment is cute and comfortable. "
United States
Susie B.
The price is ￥10,969
￥30,036 total
includes taxes & fees
Jan 12 - Jan 13
Charming 2BR in Vibrant Lakeview
2 bedrooms, iron/ironing board, travel crib, WiFi
2BR on N Halsted St: Lakeview Living

2BR on N Halsted St: Lakeview Living

2BR on N Halsted St: Lakeview Living
Lakeview
9.4 out of 10, Exceptional, (8)
"Great stay! "
United States
Megan R.
The price is ￥10,969
￥30,036 total
includes taxes & fees
Jan 12 - Jan 13
2BR on N Halsted St: Lakeview Living
Iron/ironing board, travel crib, WiFi, bed sheets
Sunny Studio in Heart of Ravenswood

Sunny Studio in Heart of Ravenswood

Sunny Studio in Heart of Ravenswood
Uptown
9.4 out of 10, Exceptional, (6)
"Great neighborhood, easy check in/out. "
United States
Leah B.
The price is ￥8,932
￥23,732 total
includes taxes & fees
Jan 19 - Jan 20
Sunny Studio in Heart of Ravenswood
Smart TV, books
Private Chicago Apartment with Free Street Parking and In Unit Washer Dryer

Private Chicago Apartment with Free Street Parking and In Unit Washer Dryer

Private Chicago Apartment with Free Street Parking and In Unit Washer Dryer
West Ridge
10.0 out of 10, Exceptional, (5)
"This spot was perfect for our Chicago visit where we mostly needed a place to sleep, not hang out. It seemed to have been refinished recently, so beds were comfy, bathroom lovely, and sitting area big enough for the two of us. "
United States
Deb B.
The price is ￥15,936
￥47,314 total
includes taxes & fees
Jan 12 - Jan 13
Private Chicago Apartment with Free Street Parking and In Unit Washer Dryer
TV, offices
Great Layout – Spacious 2BR Apt

Great Layout – Spacious 2BR Apt

Great Layout – Spacious 2BR Apt
Rogers Park
10.0 out of 10, Exceptional, (5)
"Clean, comfortable, and would definitely stay again!"
United States
KM W.
The price is ￥10,812
￥29,853 total
includes taxes & fees
Jan 12 - Jan 13
Great Layout – Spacious 2BR Apt
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

Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

10/10 Excellent
"Everything was great"
Jona 1-night trip
Posted 1 day ago
Holiday Inn Chicago O'Hare – Rosemont by IHG

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
  • Use the map to find apartments and other holiday homes in the Wheeling neighbourhood you prefer
  • 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?

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 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 Northbrook Sports Complex, 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.