
Vacation rentals in Wheeling
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Top-rated vacation rentals in Wheeling
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Wheeling vacation rentals
Other great vacation rentals in Wheeling

Where Family & Friends Gather to Create & Remember
We had an amazing stay! The place is beautiful & looked exactly like the pictures. We would highly recommend staying here.

Great location-King beds-Kids playroom
Ninna's place was fantastic! It was exactly as described, and the process was proactive. Ninna communicated very well and anticipated questions we may have. We had friends from the area join us for dinner, and Ninna was accommodating of that request. Her place was perfect, with everything we may need during our stay. The kitchen was stocked with all the things we needed, and the coffee nook was a nice touch! The kids enjoyed the little playroom upstairs, and the mattresses were very comfortable.

Elegant 4Bedroom with Free Parking in Albany Park
Wonderful stay as always, thank you so much!

City Gem: Stylish 3BR for Urban Explorers
Peaceful, felt like home, very spacious and comfortable

Entertain on The Chain! water sports and sauna.
Tucked along the quiet northern edge of Antioch, this house doesn’t just offer a place to stay - it gives you something to feel. Vaulted ceilings, custom barnwood beds, and raw concrete countertops set the tone: warm, solid, and built with intent. The private beach isn’t flashy - it’s better. Soft sand, still water, and no reason to rush. Grill outside, gather at the big family-style table, then sweat it all out in the sauna that feels like it was made to erase stress. The beds hit the sweet spot between firm and forgiving. Every corner of the place feels curated without being pretentious. Jewel is just up the road if you need supplies, but you’ll quickly forget the outside world exists. And Waylon? The kind of host you rarely get - quick to respond, genuinely helpful, and fully dialed in without hovering. This isn’t just a weekend rental - it’s the kind of place that makes you rethink how you spend your time off. You’ll leave better than you arrived.

Living the Lakehouse Dream
We really enjoyed our stay and all the amenities your place has to offer. Thank you!

Home away from home
Delbert’s place was nice, and Delbert was a good host. Would definitely stay again.

Spacious Home in Chicago Suburbs
It was great! The house was lovely and looked newly renovated. It was much roomier than I expected. The beds were very comfortable.
Quick stats about vacation rentals in Wheeling
Total rentals
10 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
200 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Bob Chinn's Crab House, Walmart Supercenter, and Superdawg Drive-In
Frequently Asked Questions
Do house rentals in Wheeling have wifi?
Absolutely! We offer over 10 house rentals with wifi in Wheeling. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wheeling have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Wheeling. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wheeling have free parking?
Absolutely! We offer over 10 house rentals with free parking in Wheeling. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Wheeling?
Experience the best of Wheeling with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Oak Street Beach
- Shedd Aquarium
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- 875 North Michigan Avenue
- Wilmot Mountain Ski Resort
- Six Flags Great America
- The Field Museum
- Lincoln Park Zoo
- Lincoln Park
- Wicker Park
- Museum of Science and Industry
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- Chicago History Museum
- Willis Tower
- Racine North Beach
- Brookfield Zoo
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