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Wheeling Vacation Rentals

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Our top choices for Wheeling vacation rentals

ENVITAE Hotel, 4BR Luxury Modern Apartments

ENVITAE Hotel, 4BR Luxury Modern Apartments
Near North Side
9.6 out of 10, Exceptional, (13 reviews)
"Apartment looked exactly like the photos, very clean, great location, and perfect for our quick stay! The check-in process was very easy and we had no issues. The host is very responsive to any questions or concerns. "
United States
Jessica S.
The price is CA $1,439
CA $2,388 total
includes taxes & fees
Jul 30 - Jul 31
ENVITAE Hotel, 4BR Luxury Modern Apartments

Premium Urban 4BR - Perfect Mix of Comfort & Location

Premium Urban 4BR - Perfect Mix of Comfort & Location
Near North Side
10.0 out of 10, Exceptional, (1 review)
"Nice place, clean property, great views "
United States
Zach L.
Premium Urban 4BR - Perfect Mix of Comfort & Location

Spacious House ~3min walk WrigleyField~Free Prkg

Spacious House ~3min walk WrigleyField~Free Prkg
Lakeview
9.4 out of 10, Exceptional, (34 reviews)
"Beautiful property! Great time enjoying a “treat yourself” weekend. Nice amenities and thoughtful touches. "
United States
Julie F.
The price is CA $1,092
CA $1,954 total
includes taxes & fees
Jul 2 - Jul 3
Spacious House ~3min walk WrigleyField~Free Prkg

Wrigley Field MVP Suite 1 Bedroom Apartment

Wrigley Field MVP Suite 1 Bedroom Apartment
Lakeview
9.6 out of 10, Exceptional, (14 reviews)
"Great location. 30 steps to Wrigley field. Clean. Safe. Very clean apt."
United States
Curt M.
The price is CA $254
CA $960 total
includes taxes & fees
Jul 5 - Jul 6
Wrigley Field MVP Suite 1 Bedroom Apartment

Wrigley Field All Star Suite 3 Bedrooms 2 Bath

Wrigley Field All Star Suite 3 Bedrooms 2 Bath
Lakeview
9.6 out of 10, Exceptional, (24 reviews)
"Enjoyed a dinner party with friends Place was perfect Management helpful "
United States
Vince K.
The price is CA $538
CA $1,359 total
includes taxes & fees
Jul 5 - Jul 6
Wrigley Field All Star Suite 3 Bedrooms 2 Bath

Wrigley Field Home Run 4 Bedroom, 2 Bathroom

Wrigley Field Home Run 4 Bedroom, 2 Bathroom
Lakeview
9.6 out of 10, Exceptional, (20 reviews)
"Would definitely stay there again "
United States
Enrique
The price is CA $680
CA $1,559 total
includes taxes & fees
Jul 5 - Jul 6
Wrigley Field Home Run 4 Bedroom, 2 Bathroom

Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
9.0 out of 10, Wonderful, (39 reviews)
"We had a great stay! Perfect location for cubs games and hanging out in wrigleyville."
United States
Kate
The price is CA $225
CA $264 total
includes taxes & fees
Jun 30 - Jul 1
Wrigleyville Suites

Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake

Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake
Uptown
9.4 out of 10, Exceptional, (16 reviews)
"I don’t know if I recommend that place! ends up charging fees that make the total cost much higher than the nightly room rate."
United States
flor
The price is CA $121
CA $411 total
includes taxes & fees
Jul 1 - Jul 2
Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake

Expertly designed 2BR Art Deco sanctuary.

Expertly designed 2BR Art Deco sanctuary.
Lakeview
10.0 out of 10, Exceptional, (7 reviews)
"Location was perfect and super convenient for Wrigley Field area activities. Hosts were super friendly and helpful with all of our questions."
United States
Lynne V.
The price is CA $248
CA $802 total
includes taxes & fees
Jul 27 - Jul 28
Expertly designed 2BR Art Deco sanctuary.

3BR Art Deco retreat with garage.

3BR Art Deco retreat with garage.
Lakeview
10.0 out of 10, Exceptional, (8 reviews)
"Great spot, location, host and accommodation."
United States
Adam L.
The price is CA $353
CA $1,105 total
includes taxes & fees
Jul 27 - Jul 28
3BR Art Deco retreat with garage.

5 Minutes to Wrigley and Beach - Games and Arcades - Garage - Sleeps 10 - Pet Friendly

5 Minutes to Wrigley and Beach - Games and Arcades - Garage - Sleeps 10 - Pet Friendly
Lakeview
9.6 out of 10, Exceptional, (7 reviews)
"This was a wonderful stay! The apartment was clean, well furnished, and the communication with the manager was wonderful. My son and I really enjoyed the video games, especially golden tee. The location is fantastic, giving us access to most everything in the Lincoln Park area, as well as Wrigley Field. I can’t recommend this enough. We had a wonderful time!"
United States
Matthew B.
The price is CA $270
CA $576 total
includes taxes & fees
Jul 27 - Jul 28
5 Minutes to Wrigley and Beach - Games and Arcades - Garage - Sleeps 10 - Pet Friendly

Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
10.0 out of 10, Exceptional, (56 reviews)
"Hosts were great, location is great, and it was a great stay."
United States
Ryan G.
The price is CA $383
CA $857 total
includes taxes & fees
Jul 21 - Jul 22
Chic Urban Retreat Near Wrigley Field w/Parking

Cozy apartment with AC and WiFi in awesome Chicago

Cozy apartment with AC and WiFi in awesome Chicago
Rogers Park
7.6 out of 10, Good, (12 reviews)
"Cozy, private, clean. A quick walk to the train and busses. Would stay again."
United States
John D.
The price is CA $177
CA $485 total
includes taxes & fees
Jun 30 - Jul 1
Cozy apartment with AC and WiFi in awesome Chicago

Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (83 reviews)
"Great stay i loved it"
United States
Cedes W.
The price is CA $179
CA $308 total
includes taxes & fees
Jul 28 - Jul 29
Cozy studio in Andersonville Chicago

This 2 bedroom 2 bathroom elegantly furnished home is ready for all your needs. Featuring a primary bedroom suite, TV room, dining room, and additional sitting areas.

This 2 bedroom 2 bathroom elegantly furnished home is ready for all your needs. Featuring a primary bedroom suite, TV room, dining room, and additional sitting areas.
Rogers Park
10.0 out of 10, Exceptional, (14 reviews)
"Great location, quiet, lovely apartment "
United States
Tera F.
The price is CA $322
CA $928 total
includes taxes & fees
Jul 1 - Jul 2
This 2 bedroom 2 bathroom elegantly furnished home is ready for all your needs. Featuring a primary bedroom suite, TV room, dining room, and additional sitting areas.

Elegantly Designed 1BR Right Next to Beach

Elegantly Designed 1BR Right Next to Beach
South Evanston
8.8 out of 10, Excellent, (6 reviews)
"Great location and lovely spot near Niethwestern and downtown Evanston!"
United States
Teresa R.
The price is CA $383
CA $682 total
includes taxes & fees
Jul 3 - Jul 4
Elegantly Designed 1BR Right Next to Beach

Charming Retreat in Evanston Right Next to Beach

Charming Retreat in Evanston Right Next to Beach
South Evanston
8.2 out of 10, Very good, (10 reviews)
"It was really easy to access stores and restaurants. It was also very clean and nice."
United States
matthew z.
The price is CA $426
CA $729 total
includes taxes & fees
Jul 28 - Jul 29
Charming Retreat in Evanston Right Next to Beach

Modern Aesthetic 2BR in Evanston Near the Beach

Modern Aesthetic 2BR in Evanston Near the Beach
South Evanston
8.6 out of 10, Excellent, (27 reviews)
"Amazing location. Completely thrilled with our choice of this beautiful place. Thank you!"
United States
Emily M.
The price is CA $426
CA $737 total
includes taxes & fees
Jul 16 - Jul 17
Modern Aesthetic 2BR in Evanston Near the Beach

Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley

Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley
North Center
9.6 out of 10, Exceptional, (83 reviews)
"Great location for a short trip "
United States
Eric W.
The price is CA $226
CA $519 total
includes taxes & fees
Jun 30 - Jul 1
Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley

The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (148 reviews)
"Perfect place to stay!"
United States
Anton
The price is CA $278
CA $319 total
includes taxes & fees
Jul 1 - Jul 2
The Gem Museum Suites
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Wheeling. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 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.