Vacation rentals in Wheeling

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Popular amenities for Wheeling vacation rentals

Stay near Wheeling's top sights

Superdawg Drive-In26 locals recommend
Bob Chinn's Crab House11 locals recommend
Garden Fresh Market7 locals recommend

Other great vacation rentals in Wheeling

Superhost
Home in Kenosha
4.92 out of 5 average rating, 271 reviews

Where Family & Friends Gather to Create & Remember

AliciaRating, 5 stars3 weeks ago
We had an amazing stay! The place is beautiful & looked exactly like the pictures. We would highly recommend staying here.
Top guest favorite
Home in Schaumburg
5 out of 5 average rating, 51 reviews

Great location-King beds-Kids playroom

AdamRating, 5 stars3 weeks ago
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.
Guest favorite
Apartment in Albany Park
4.86 out of 5 average rating, 42 reviews

Elegant 4Bedroom with Free Parking in Albany Park

MatthewRating, 5 stars2 months ago
Wonderful stay as always, thank you so much!
Superhost
Apartment in Jefferson Park
4.63 out of 5 average rating, 24 reviews

City Gem: Stylish 3BR for Urban Explorers

AnnikaRating, 5 stars1 month ago
Peaceful, felt like home, very spacious and comfortable
Guest favorite
Home in Antioch
4.92 out of 5 average rating, 116 reviews

Entertain on The Chain! water sports and sauna.

JoshuaRating, 5 stars2 weeks ago
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.
Guest favorite
Cabin in Trevor
4.92 out of 5 average rating, 346 reviews

Living the Lakehouse Dream

Andrea NicoleRating, 5 stars3 days ago
We really enjoyed our stay and all the amenities your place has to offer. Thank you!
Superhost
Home in Richton Park
4.86 out of 5 average rating, 14 reviews

Home away from home

KennyRating, 5 stars2 weeks ago
Delbert’s place was nice, and Delbert was a good host. Would definitely stay again.
Top guest favorite
Home in Lombard
5 out of 5 average rating, 25 reviews

Spacious Home in Chicago Suburbs

JenniferRating, 5 stars2 weeks ago
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.

Destinations to explore

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Wheeling