Wheeling Holiday Rentals from €323: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Wheeling has to offer?

Luxury Home Away From Your Home : This holiday home rental outside of Wheeling is equipped with a BBQ, 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 that you can cook with friends or family.

Check Wheeling holiday rental availability

Holiday Rentals in Wheeling

"Another wonderful Friendsgiving in a beautiful condo. Perfect kitchen for this. "

"Great communication with owner/manager. Two train stations within walking distance. Used the garage for the extra fee, worth it since we took the train everywhere. "

"Just what I needed. The property was clean and the neighborhood is quiet. I would definitely stay again."

"Had a great stay! Thank you!"

Exclusive Room, Private Bathroom, Garden View (2nd Floor) | Lounge

"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."

"This property was clean and nice I enjoyed my stay "

"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!"

"Good location clean"

"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 "

"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."

"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 ...

"Very nice apartment. Could use more pillows (or fluffier). Just as advertised. "

"Amazing experience and location!"

"Stay was wonderful, property manager was wonderful! Would stay here again, and definitely recommend!"

"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...

includes taxes & fees

3 Dec - 4 Dec

"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! "

"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. "

includes taxes & fees

1 Dec - 2 Dec

"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...

1 bedroom, desk, iron/ironing board, travel cot

"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!! "

includes taxes & fees

30 Nov - 1 Dec

"Very nice apartment. Beds were comfy and kitchen was well equipped!"

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Other types of properties in Wheeling you may be interested in

"Nice place but tired"

includes taxes & fees

14 Dec - 15 Dec

"Good communal area"

includes taxes & fees

5 Dec - 6 Dec

"The staff was nice"

includes taxes & fees

1 Dec - 2 Dec

Find out more about Wheeling

Everything you need to know about Wheeling holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wheeling holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wheeling holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wheeling holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wheeling holiday rentals we have selected for you start as low as €323 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Wheeling rentals

At Expedia, we put the best Wheeling holiday 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 holiday.

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.

Recent reviews of Wheeling properties

SureStay Plus Hotel by Best Western Chicago Lombard

5/5 Excellent

"There is this air flow noise in the room … "

A verified traveller stayed at SureStay Plus Hotel by Best Western Chicago Lombard

Posted 1 day ago

5/5 Excellent

"The perfect spot for a visit to Chicago and suburbs. Great food options right across the street. Easy access to the subway station not too far away. The convention center is only a mile or two away plus so much more to like."

A verified traveller from Pompano Beach stayed at Hyatt Place Chicago/O'Hare Airport

Posted 2 days ago

Country Inn & Suites by Radisson, Schaumburg, IL

5/5 Excellent

"The staff is very friendly. Complimentary cookies at check-in. Plus complimentary Happy Hour (2 alcoholic) drinks and snacks. Breakfast is also included with our stay. The pool temperature is decent. Great staycation for my family! "

A verified traveller stayed at Country Inn & Suites by Radisson, Schaumburg, IL

Posted 3 days ago

Frequently asked questions

Are there holiday rentals in Wheeling?

Yes, there are holiday rentals close to the most popular sights in Wheeling, or you can select a more 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 holiday rentals that Wheeling has to offer?

Luxury Home Away From Your Home: This holiday home rental outside of Wheeling is equipped with a BBQ, 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 that you can cook with friends or family.

How many holiday rentals will I find in Wheeling?

Choose from 4 Expedia holiday rentals in Wheeling for a memorable holiday.

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 wider area, you’ll find Naval Base Great Lakes and Chevy Chase Country Club.

What are holiday rentals like in Wheeling?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wheeling. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for family gatherings.

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Holiday Rentals in Wheeling

Check Wheeling holiday rental availability

Holiday Rentals in Wheeling

NEW LUXURY CONDO WITH PATIO DECK

Stunning 3 BR in prime Chicago location

Roxan Corner

Chic Suite/Mins to L Train /Laundry/Free Parking

Historic Oak Park Residence

Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago

Luxury Home Away From Your Home

Walking distance to restaurants, shops and Lake Michigan,

Experience Chicago living near United Center

Wrigley/Southport Corridor Garden Oasis +parking!

Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!

Chic, Cozy home, by Blue Line Train Stop + Free parking

Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-parking!

Stay in “STYLE” Apartment, close to CHI downtown

LUXE 3 BR, 2 BA + Hot Tub

Stunning / Spacious 6BD Home + garage - Bucktown!

Game room+King Bed+WiFi+Near Chicago & O’Hare

Roscoe Village Inn | Guesthouse | Walk to Chicago's Wrigley Field

Bright Garden Studio

The Holiday Lake House - 2br 2bth - 50 steps from the beach!

Other types of properties in Wheeling you may be interested in

Hilton Chicago O'Hare Airport

Chicago Getaway Hostel

Holiday Inn Chicago O'Hare – Rosemont, an IHG Hotel

Find out more about Wheeling

Recent reviews of Wheeling properties

SureStay Plus Hotel by Best Western Chicago Lombard

Loews Chicago O'Hare Hotel

Holiday Inn Chicago O'Hare – Rosemont, an IHG Hotel

SpringHill Suites Chicago O'Hare by Marriott

Hyatt Place Chicago/O'Hare Airport

Comfort Suites Chicago O'Hare Airport

Hampton Inn Chicago-O'Hare International Airport

Country Inn & Suites by Radisson, Schaumburg, IL

Motel 6 Elk Grove Village, IL - O'Hare

Frequently asked questions