Wheeling Vacation Rentals

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Oct 6 - Oct 7
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Oct 7 - Oct 8
This weekend
Oct 10 - Oct 12
Next weekend
Oct 17 - Oct 19

Vacation Rentals in Wheeling

The Gem Museum Suites
Suite, 2 Bedrooms, Kitchen (Three Beds, Washer/Dryer) | Private kitchen | Full-size fridge, microwave, stovetop, dishwasher

The Gem Museum Suites

3.5 star property
9.4 out of 10, Exceptional, (89)
"Super nice hotel and staff "
$208 nightly
The price is $239
Oct 19 - Oct 20
Total with taxes and fees
The Gem Museum Suites
Wrigleyville Suites
Living area

Wrigleyville Suites

2.0 star property
9.6 out of 10, Exceptional, (19)
"Excellent location and very clean! Would stay again!"
Wrigleyville Suites
Clean & Equipped 1BR Apt
1 bedroom, iron/ironing board, WiFi, bed sheets

Clean & Equipped 1BR Apt

9.4 out of 10, Exceptional, (26)
"Good experience. Would stay there again "
$168 nightly
The price is $186
Nov 3 - Nov 4
Total with taxes and fees
Clean & Equipped 1BR Apt
Relaxing Chicago Studio
Desk, iron/ironing board, WiFi, bed sheets

Relaxing Chicago Studio

10.0 out of 10, Exceptional, (17)
"Had a great stay. Great location. "
$145 nightly
The price is $179
Nov 4 - Nov 5
Total with taxes and fees
Relaxing Chicago Studio
Charming 2BR in Vibrant Lakeview
2 bedrooms, iron/ironing board, travel crib, WiFi

Charming 2BR in Vibrant Lakeview

9.4 out of 10, Exceptional, (19)
"This place was great! Loved my stay!"
$193 nightly
The price is $213
Oct 21 - Oct 22
Total with taxes and fees
Charming 2BR in Vibrant Lakeview
Bright & Modern Lakeview Studio
WiFi, bed sheets

Bright & Modern Lakeview Studio

9.0 out of 10, Wonderful, (9)
"The property wasn’t cleaned from the previous renters. bed unmade, dirty, all the towels were dirty and dishes still dirty"
$170 nightly
The price is $190
Nov 3 - Nov 4
Total with taxes and fees
Bright & Modern Lakeview Studio
Stylish 1BR in Lakeview Chicago
Fridge, microwave, oven, stovetop

Stylish 1BR in Lakeview Chicago

8.8 out of 10, Excellent, (18)
"Terrific overall stay. Great location and nice place. Highly recommend."
$180 nightly
The price is $200
Nov 3 - Nov 4
Total with taxes and fees
Stylish 1BR in Lakeview Chicago
Lakeview 2BR Apartment
Fridge, microwave, oven, stovetop

Lakeview 2BR Apartment

9.4 out of 10, Exceptional, (16)
"Great location, charming building. The photos in the listing are very accurate. Super close to the L and restaurants."
$190 nightly
The price is $209
Oct 15 - Oct 16
Total with taxes and fees
Lakeview 2BR Apartment
Cozy studio in Andersonville Chicago
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy studio in Andersonville Chicago

9.2 out of 10, Wonderful, (34)
"Great studio apartment. Needed just one night and worth the price. Would recommend."
$130 nightly
The price is $160
Oct 28 - Oct 29
Total with taxes and fees
Cozy studio in Andersonville Chicago
Nice 1BR Spot, Unwind & Relax
TV

Nice 1BR Spot, Unwind & Relax

10.0 out of 10, Exceptional, (17)
"This location was perfect for our nights in Chicago. We were within walking distance of great shopping and eating. "
$163 nightly
The price is $180
Oct 14 - Oct 15
Total with taxes and fees
Nice 1BR Spot, Unwind & Relax
Experience Chicago living near United Center
Fridge, microwave, oven, stovetop

Experience Chicago living near United Center

9.2 out of 10, Wonderful, (26)
"Plenty of room, very nice amenities, short walk to bus line. Felt great coming back every day to that rather than a hotel room. Much more personal."
Experience Chicago living near United Center
Luxurious 3 Bedroom Apartment in Chicago
Microwave, oven, stovetop, dishwasher

Luxurious 3 Bedroom Apartment in Chicago

9.4 out of 10, Exceptional, (30)
"The place was nice, clean, and in a beautiful neighborhood. "
Luxurious 3 Bedroom Apartment in Chicago
Sleek Style 3BR Haven - Free Parking
3 bedrooms, iron/ironing board, travel crib, WiFi

Sleek Style 3BR Haven - Free Parking

9.6 out of 10, Exceptional, (15)
"Lived our stay here. 3 big bedrooms, clean environment. Close to things we wanted to visit. We will stay here again for sure!"
$316 nightly
The price is $350
Oct 27 - Oct 28
Total with taxes and fees
Sleek Style 3BR Haven - Free Parking
Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field
Smart TV, fireplace, printers

Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field

10.0 out of 10, Exceptional, (108)
"This was a great house, location, host....made our weekend easy and enjoyable!!"
Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field
2-bedroom apartment just 2 minutes drive to Wrigley Field
Exterior

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.6 out of 10, Exceptional, (45)
"Great place to stay when you’re in town for the Cubbies! "
$292 nightly
The price is $360
Oct 19 - Oct 20
Total with taxes and fees
2-bedroom apartment just 2 minutes drive to Wrigley Field
Wrigley Field/Lakeview -Entire Home- Large Groups!
Fridge, microwave, oven, stovetop

Wrigley Field/Lakeview -Entire Home- Large Groups!

10.0 out of 10, Exceptional, (84)
"We had a fantastic experience staying here. The layout was spacious and worked perfectly for our group of 10 adults—plenty of room for everyone to relax and spread out. The home was clean, well-kept, and exactly as described. Check-in and check-out were a breeze, and the neighborhood was quiet and welcoming with easy access to public transportation, which made getting around simple. Overall, a 10/10 stay—we really enjoyed our time and would definitely book again!"
Wrigley Field/Lakeview -Entire Home- Large Groups!
Walk to Wrigley Field/Monthly Discounts Available
Fridge, microwave, oven, stovetop

Walk to Wrigley Field/Monthly Discounts Available

9.8 out of 10, Exceptional, (161)
"Great property and location! Host very good at responding and was extremely helpful!"
Walk to Wrigley Field/Monthly Discounts Available
Experience Chicago living near United Center
Fridge, microwave, oven, stovetop

Experience Chicago living near United Center

8.6 out of 10, Excellent, (21)
"Immaculately clean property"
Experience Chicago living near United Center
2BR Fitness Pad • Private Gym • Sleeps 7
Fridge, microwave, oven, stovetop

2BR Fitness Pad • Private Gym • Sleeps 7

9.6 out of 10, Exceptional, (5)
"I really liked how quiet and nice it was around the area "
$244 nightly
The price is $289
Oct 15 - Oct 16
Total with taxes and fees
2BR Fitness Pad • Private Gym • Sleeps 7
3BR Complete and Spacious Apt
TV

3BR Complete and Spacious Apt

8.6 out of 10, Excellent, (8)
"Spacious and well appointed. Great location with plenty of eating/drinking options within walking distance. "
$297 nightly
The price is $333
Oct 8 - Oct 9
Total with taxes and fees
3BR Complete and Spacious Apt
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

Hyatt Place Chicago/O'Hare Airport

Hyatt Place Chicago/O'Hare Airport

10/10 Excellent
"Breakfast was good"
Rosie 1-night trip
Posted 1 day ago
Hyatt Place Chicago/O'Hare Airport

Find out more about Wheeling

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 $160 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

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?

Wrigley Field/Lakeview -Entire Home- Large Groups!: This vacation home rental outside of Wheeling is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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.