Wheeling Vacation Rentals

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Vacation Rentals in Wheeling

The Gem Museum Suites

3.5 star property
9.4 out of 10, Exceptional, (80)
"Excellent hotel. Would stay again."
The price is CA $284
CA $325 total
includes taxes & fees
Aug 5 - Aug 6
The Gem Museum Suites

Wrigleyville Suites

2.0 star property
9.4 out of 10, Exceptional, (9)
"Absolutely loved staying here! Would 10/10 recommend this place!"
The price is CA $141
CA $234 total
includes taxes & fees
Jul 27 - Jul 28
Wrigleyville Suites

Lakeview 2BR Apartment

8.8 out of 10, Excellent, (3)
"Great location, charming building. The photos in the listing are very accurate. Super close to the L and restaurants."
The price is CA $128
CA $258 total
includes taxes & fees
Jul 27 - Jul 28
Lakeview 2BR Apartment

Clean & Equipped 1BR Apt

8.0 out of 10, Very good, (6)
The price is CA $128
CA $258 total
includes taxes & fees
Jul 27 - Jul 28
Clean & Equipped 1BR Apt

Cozy, Fully Set-Up 1BR Space

9.4 out of 10, Exceptional, (6)
"Great place! 15 min walk to Wrigley "
The price is CA $128
CA $258 total
includes taxes & fees
Jul 27 - Jul 28
Cozy, Fully Set-Up 1BR Space

Charming 2BR in Vibrant Lakeview

9.6 out of 10, Exceptional, (4)
"This place was great! Loved my stay!"
The price is CA $132
CA $262 total
includes taxes & fees
Jul 27 - Jul 28
Charming 2BR in Vibrant Lakeview

Huge Projector and Designated Workspace - Near Wrigley!

The price is CA $80
CA $379 total
includes taxes & fees
Aug 12 - Aug 13
Huge Projector and Designated Workspace - Near Wrigley!

Luxurious 3 Bedroom Apartment in Chicago

9.6 out of 10, Exceptional, (12)
"Great property! Would visit again!"
Luxurious 3 Bedroom Apartment in Chicago

Cozy studio in Andersonville Chicago

9.2 out of 10, Wonderful, (13)
"It was a great location, internet was a little spotty on streaming services but we were in walking distance to so much it was worth it "
The price is CA $129
CA $240 total
includes taxes & fees
Aug 11 - Aug 12
Cozy studio in Andersonville Chicago

Nice 1BR Spot, Unwind & Relax

10.0 out of 10, Exceptional, (2)
"Great area and accommodation was nice. Host was great at communicating with. Ravenswood is a great location with lots of restaurants and little shops."
The price is CA $120
CA $245 total
includes taxes & fees
Jul 30 - Jul 31
Nice 1BR Spot, Unwind & Relax

Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater

The price is CA $310
CA $1,362 total
includes taxes & fees
Jul 28 - Jul 29
Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater

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

The price is CA $253
CA $363 total
includes taxes & fees
Jul 28 - Jul 29
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi

9.0 out of 10, Wonderful, (7)
"We stayed here for my son’s Navy boot camp graduation, and overall it was a great experience. The home was clean and had everything we needed. The area was okay and felt safe. Communication with the owner was smooth—she responded quickly and was very helpful. The location was super convenient, only about 10 minutes from the base. I would definitely recommend this place for anyone attending a graduation or visiting the area."
The price is CA $252
CA $493 total
includes taxes & fees
Jul 28 - Jul 29
3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi

Experience Chicago living near United Center

9.0 out of 10, Wonderful, (16)
"Clean and cozy . Great communication . Not the best neighborhood but felt secure with passcode locks ! Would stay again "
Experience Chicago living near United Center

Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!

9.0 out of 10, Wonderful, (32)
"It was what I thought it would be "
Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.6 out of 10, Exceptional, (31)
"Easy to find, slept like a baby. "
The price is CA $182
CA $442 total
includes taxes & fees
Jul 27 - Jul 28
2-bedroom apartment just 2 minutes drive to Wrigley Field

Stylish 1BR in Lakeview Chicago

6.8 out of 10, (3)
"Very comfortable space. Only thing is no dresser to unpack, there is space in the laundry room and the area underneath the TV. The one shade in the living room didn’t seem to close fully. All that being said re-booked for my next trip in a couple of weeks. "
The price is CA $146
CA $279 total
includes taxes & fees
Jul 27 - Jul 28
Stylish 1BR in Lakeview Chicago

Luxury Home Away From Your Home

9.0 out of 10, Wonderful, (124)
"Property manager was very responsive and the communication was clear and helpful. The house was very clean. Although the neighborhood was very concerning, dirty with a lot of people standing on the block, no one was threatening and nothing happened during our stay. Parking on street was safe. "
Luxury Home Away From Your Home

Great 3 bedroom rental unit near Logan Square

9.6 out of 10, Exceptional, (48)
"This is a really cute property close to a lot of neighborhood restaurants and bars. The host is really nice and even moved his car for us so we could have his spot when we arrived. We would definitely stay here again. "
Great 3 bedroom rental unit near Logan Square

Spacious 3-bedroom apartment in gorgeous Chicago with WiFi, AC

2.0 out of 10, (1)
"We showed up with our two grandchildren. The host does not have a working phone number in the account by the way. He said we didn’t actually have a reservation and would not give us access. We were left to find a hotel. Do not recommend 100%. "
Spacious 3-bedroom apartment in gorgeous Chicago with WiFi, AC
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

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 is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

How many vacation rentals will I find in Wheeling?

Choose from 4 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.