Wheeling Vacation Rentals

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Vacation Rentals in Wheeling

NEW LUXURY CONDO WITH PATIO DECK
10.0 out of 10, Exceptional, (151)
"Another wonderful Friendsgiving in a beautiful condo. Perfect kitchen for this. "
NEW LUXURY CONDO WITH PATIO DECK
Stunning 3 BR in prime Chicago location
9.8 out of 10, Exceptional, (79)
"Overall the house was beautiful! It was super clean, exactly as pictured and came stocked with some basic things like everything you need for morning coffee. The communication with the host for check in was inconsistent and confusing. We didn't get the check in code the night before as indicated so we scrambled a bit the day we arrived. He was quick to apologize and tried rectify the situation. The location was great, walking distance to a ton of restaurants and bars as well as Lincoln Park."
Stunning 3 BR in prime Chicago location
Roxan Corner
8.4 out of 10, Very good, (28)
"Just what I needed. The property was clean and the neighborhood is quiet. I would definitely stay again."
Roxan Corner
Chic Suite/Mins to L Train /Laundry/Free Parking
9.6 out of 10, Exceptional, (35)
"Was a great trip. Was a little further out of thwe city then i thought. But doable with the rail and bus line. Only reason for a 3 star check in process is because the entry door locks need to be replaced. Was hard to get into the building."
Chic Suite/Mins to L Train /Laundry/Free Parking
Historic Oak Park Residence
2.0 star property
9.4 out of 10, Exceptional, (6)
"This was quite a charming home. The access to public transportation was great. One mile walk or drive to parking garage. We ventured into the city every day but could have easily stayed in Oak Park."
The price is CA $264
CA $428 total
includes taxes & fees
Nov 30 - Dec 1
Historic Oak Park Residence
Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago
9.2 out of 10, Wonderful, (17)
"Really nice place and the host was super helpful (he even answered when we called at almost 3 in the morning). It has almost every kitchen utensils except for a comal (us mexicans use it a lot lol) "
Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago
Luxury Home Away From Your Home
9.0 out of 10, Wonderful, (116)
"Had a great time at Ms. Linnie’s place! She was incredibly responsive and helpful. The house was clean and comfortable, and I loved that there were 2 full bathrooms! I was a little nervous about the neighborhood as we were definitely looked at as outsiders, but no one bothered us and we walked to Maxwell Street Polish and back just fine (which is fantastic, btw). I did love the gated yard in back with two parking spots, so we had our own space. Would definitely stay again!"
Luxury Home Away From Your Home
Walking distance to restaurants, shops and Lake Michigan,
9.6 out of 10, Exceptional, (173)
"Good location clean"
Walking distance to restaurants, shops and Lake Michigan,
Experience Chicago living near United Center
9.4 out of 10, Exceptional, (12)
"Our family stayed for a corporate training and we had a great experience. The neighborhood wasn't the best but we felt very secure with having a garage to use. Very thankful for the quick communication! from the p "
Experience Chicago living near United Center
Wrigley/Southport Corridor Garden Oasis +parking!
9.8 out of 10, Exceptional, (66)
"This little apartment is close to my cousin in Wrigleyville and a perfect location to get downtown and to see a Bears game (they are terrible right now). Entry instructions were easy and apartment was very clean."
Wrigley/Southport Corridor Garden Oasis +parking!
Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!
10.0 out of 10, Exceptional, (118)
"We were a group of 20 family members coming from all over the country for a wedding just a few blocks away. There was room for everyone, plus hairdryers, ironing board, iron, etc. needed to prepare for the big day. Target and Aldi, train station, and several coffee shops and restaurants, and parks within close walking distance made this the perfect location. Everyone loved staying here. We had good weather for porch sitting, and gathering outside after dark. Very helpful and available hosts too ...
Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!
Chic, Cozy home, by Blue Line Train Stop + Free parking
9.6 out of 10, Exceptional, (35)
"Very nice apartment. Could use more pillows (or fluffier). Just as advertised. "
Chic, Cozy home, by Blue Line Train Stop + Free parking
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-parking!
9.0 out of 10, Wonderful, (70)
"Cozy duplex a short walk away to anything. "
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-parking!
Stay in “STYLE” Apartment, close to CHI downtown
9.8 out of 10, Exceptional, (69)
"Clean space. Neighborhood felt safe. Beds are super hard though so not ideal for everyone. Also the blinds in the bedrooms don’t block out light very well so be prepared to be up when the sun is up if you stay here"
Stay in “STYLE” Apartment, close to CHI downtown
LUXE 3 BR, 2 BA + Hot Tub
8.8 out of 10, Excellent, (15)
"Older property which matched description well. Comfortably fit 5 adults and teens for 4 night stay. Quiet neighborhood even though it is right next to highway. Grocery store within a few mins. We traveled several times to downtown Chicago and Rosemont without issues (other than normal chicago traffic). There are stairs from any entrance, so just be prepared if you have a heavy cooler like we did. :) Could have been a bit cleaner, but that would not stop me from staying again. The host...
The price is CA $384
CA $640 total
includes taxes & fees
Nov 25 - Nov 26
LUXE 3 BR, 2 BA + Hot Tub
Stunning / Spacious 6BD Home + garage - Bucktown!
9.2 out of 10, Wonderful, (27)
"I invited 5 guest to join me in Chicago for a birthday trip. This home is perfectly located between MDW and ORD. We had no trouble getting to our activities, great restaurants, downtown, or quick stores (Target, CVS, etc). The layout of the home is perfect with rooms and bathrooms on each level. The homeowner is also a wonderful communicator, great at responding. We had no trouble getting a hold of them prior to the trip or during the trip. Highly recommend! "
Stunning / Spacious 6BD Home + garage - Bucktown!
Near Chicago & O’Hare/ King Bed + Game room
10.0 out of 10, Exceptional, (22)
"We had 5 people stay. 3 bedrooms and the two couches that fold out into beds. We hung out on the deck each night, but never ended up using the fire pit. Was a warm night anyway. Great stay. "
The price is CA $308
CA $606 total
includes taxes & fees
Dec 3 - Dec 4
Near Chicago & O’Hare/ King Bed + Game room
Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field
10.0 out of 10, Exceptional, (163)
"The location is close to the bus, and then easy to the Metro. It was about a 40ish min travel to the Art Institute when we were there. Roscoe Village is picturesque. There is a Starbucks at the end of the street if you want your pumpkin spice latte, but they've also got plenty of local talent- the owner of Rudy's Bakery (try the butter cookies YUM!!)-was lovely. There were plenty of other places--we just didn't have time! We arrived on Halloween; the entire neighborhood came out on their front...
Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field
Bright Garden Studio
8.6 out of 10, Excellent, (15)
"Cute place, close to Northwestern. Craig the manger was very nice and helpful! Responded to all my questions, very quickly! Would stay again for for sure!! "
The price is CA $219
CA $460 total
includes taxes & fees
Nov 30 - Dec 1
Bright Garden Studio
The Holiday Lake House - 2br 2bth - 50 steps from the beach!
10.0 out of 10, Exceptional, (34)
"Very clean and well thought out/supplied apartment on a lovely street a 30 second walk to Lake Michigan. There are 2 bedrooms, one larger master with en suite bathroom, and a second full bathroom and smaller bedroom. The unit is on the bottom floor so windows are high. Diane is friendly and responsive. The walk along the beach & out to an old lighthouse was a bonus. The street has mature trees and people walking dogs. There is a 7-11 on the corner and several restaurants walking distance. ...
The Holiday Lake House - 2br 2bth - 50 steps from the beach!
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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Other types of properties in Wheeling you may be interested in

Hilton Chicago O'Hare Airport
4.0 star property
7.8 out of 10, Good, (2062)
"The staff was amazing. Lovely hotel and grounds. "
The price is CA $288
CA $338 total
includes taxes & fees
Nov 25 - Nov 26
Hilton Chicago O'Hare Airport
Chicago Getaway Hostel
2.0 star property
8.8 out of 10, Excellent, (1005)
"A very nice hostel in a great location. I'd definitely recommend it for anyone looking for cheap accommodations in a nice neighborhood."
The price is CA $70
CA $92 total
includes taxes & fees
Nov 26 - Nov 27
Chicago Getaway Hostel
Holiday Inn Chicago O'Hare – Rosemont, an IHG Hotel
3.0 star property
8.8 out of 10, Excellent, (1559)
"I stayed here for a night for a trip. Super close to the airport. The transportation was convenient as they took my family and I to the airport! Super friendly staff. I will be staying here again."
The price is CA $144
CA $166 total
includes taxes & fees
Nov 28 - Nov 29
Holiday Inn Chicago O'Hare – Rosemont, an IHG Hotel
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.
Beautiful view of the beach with palm trees

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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?

Luxury Home Away From Your Home: This vacation home rental outside of Wheeling is equipped with a barbecue grill, air-conditioning, and a Smart TV to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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.