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Wheeling Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Wheeling vacation rentals

TV

4BR Retreat w/ Theater, Arcade, Gym and Firepit

4BR Retreat w/ Theater, Arcade, Gym and Firepit
Belmont Cragin
10.0 out of 10, Exceptional, (1 review)
"Great host any concerns that I had were addressed and handled!"
United States
Keana
$474 nightly
The price is $577
Jul 13 - Jul 14
Total with taxes and fees
4BR Retreat w/ Theater, Arcade, Gym and Firepit
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
$223 nightly
The price is $256
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

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
Near North Side
9.6 out of 10, Exceptional, (8 reviews)
"Excellent, clean, modern, fully furnished apartment in downtown Chicago that is a short car ride or walk to anything you need or want to visit. The neighborhood and building are very safe and the covered parking is well worth the extra expense. We loved the extra space to spread out and the skyline views were beautiful at night. The staff responded right away to any questions we had and even helped to accommodate us an extra night when an event kept us in town longer. The beds were comfortable...
United States
Kathryn
$632 nightly
The price is $780
Jul 16 - Jul 17
Total with taxes and fees
4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
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.
$314 nightly
The price is $387
Jul 16 - Jul 17
Total with taxes and fees
Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
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.
$372 nightly
The price is $439
Jul 13 - Jul 14
Total with taxes and fees
3BR Near O'Hare • Office • Coffee Bar • Sleeps 9
Property grounds

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, (85 reviews)
"Great place to stay. Within walking distance to breweries and restaurants. "
United States
Carrie K.
$296 nightly
The price is $365
Jul 13 - Jul 14
Total with taxes and fees
Explore Chicago: Stylish 2BR, 1 Block to El Train & Close to Wrigley
Interior

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Northlake
9.8 out of 10, Exceptional, (20 reviews)
"Great host and had everything you would need."
United States
Mj2green J.
$171 nightly
The price is $183
Jul 13 - Jul 14
Total with taxes and fees
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
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.
$334 nightly
The price is $354
Aug 2 - Aug 3
Total with taxes and fees
Quaint Bungalow, near Great Lakes Naval Base
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, (13 reviews)
"Very nice little spot... Host was absolutely wonderful!!! Definitely stay here again!"
United States
Adam B.
$179 nightly
The price is $192
Jul 20 - Jul 21
Total with taxes and fees
F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC
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.
$207 nightly
The price is $219
Jul 13 - Jul 14
Total with taxes and fees
Stunning & Stylish Downtown Studio - Highland Park
Interior

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, (102 reviews)
"Everything was good!"
United States
Brio
$275 nightly
The price is $315
Jul 13 - Jul 14
Total with taxes and fees
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Exterior

✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (69 reviews)
"2nd stay. Will stay again"
United States
Rusty D.
$303 nightly
The price is $321
Jul 26 - Jul 27
Total with taxes and fees
✽ Charming Cottage ✽ close to College/Town/Station
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
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (84 reviews)
"Wonderful hosts…very kind and communicative. Awesome area… highly recommended!"
United States
Andrew C.
$154 nightly
The price is $189
Jul 27 - Jul 28
Total with taxes and fees
Cozy studio in Andersonville Chicago
Fridge, microwave, oven, stovetop

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
$297 nightly
The price is $340
Jul 27 - Jul 28
Total with taxes and fees
Cozy, Comfortable and Convenient apartment. Close to everything!
Smart TV

Newly Remodeled Gem | Heart of Chicago

Newly Remodeled Gem | Heart of Chicago
Humboldt Park
9.4 out of 10, Exceptional, (6 reviews)
"Super clean, comfortable beds, easy to access, easy checkout, and a very communicable host. Overall a great stay. "
United States
Kevin R.
$351 nightly
The price is $441
Aug 3 - Aug 4
Total with taxes and fees
Newly Remodeled Gem | Heart of Chicago
Interior

Comfy Bed/Free Parking&Wifi /NearHosp/ORD/MDW/DT

Comfy Bed/Free Parking&Wifi /NearHosp/ORD/MDW/DT
Berwyn
9.4 out of 10, Exceptional, (22 reviews)
"A very comfy older building that has been upgraded in several areas. Convenient to transportation, restaurants and local events. "
United States
Carrie
$169 nightly
The price is $180
Jul 15 - Jul 16
Total with taxes and fees
Comfy Bed/Free Parking&Wifi /NearHosp/ORD/MDW/DT
Smart TV

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Maywood
8.0 out of 10, Very Good, (29 reviews)
"Was a very nice stay and the host was very helpful and got very quick responses "
United States
Eduardo
$284 nightly
The price is $303
Jul 13 - Jul 14
Total with taxes and fees
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Outdoor dining

Little Fox Cottage - A Cozy Riverview Getaway

Little Fox Cottage - A Cozy Riverview Getaway
Fox River Grove
10.0 out of 10, Exceptional, (18 reviews)
"Host and amenities were great!"
United States
Jeff P.
$236 nightly
The price is $250
Aug 12 - Aug 13
Total with taxes and fees
Little Fox Cottage - A Cozy Riverview Getaway
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.
$240 nightly
The price is $257
Jul 20 - Jul 21
Total with taxes and fees
Just remodeled apartment close to airport and mall
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 Express & Suites Chicago O'Hare Airport by IHG

Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

10/10 Excellent
"The only thing to make it "MO_Better"...awesome movie...you must see it...This is near a beautiful waterway; flowing river; near the airways; the bustle to the CHICAGO HUSTLE...MOVEMENT...MOVEMENT...MOVEMENT;everyone...everything...every place...MOVEMENT; are you a person a human a beign? Never stagnant should be "Your Groove"; great location it only needs a ROOFTOP TERRACE for sunning and meeting and greeting while awaiting YOUR NEXT MOVE; You can't be at Ohare Airport * CHI Town* Rosemont* Midway* and Not Feel The Need ...NEED TO ACHIEVE * THANK YOU HOLIDAY INN...THAT'S RIGHT...EXPRESS & SELECT...you must be and stay...SELECTIVE."
TOILYNNE 14-night trip
Posted less than an hour ago
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

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 $189 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 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.