Wheeling Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Wheeling, Illinois, USA

New Bright 3BR Gem in Wheeling
From CA $438 per night
New
2 Bedrooms 6 Guests
|
10.0 (1 Review)
4 Bedrooms 11 Guests
From CA $193 per night
10.0 (8 Reviews)
1 Bedroom 3 Guests
From CA $1,262 per night
|
New
3 Bedrooms 6 Guests
|
9.0 (800 Reviews)
1 Bedroom 2 Guests
From CA $674 per night
10.0 (3 Reviews)
3 Bedrooms 12 Guests
From CA $620 per night
|
New
2 Bedrooms 6 Guests
From CA $278 per night
|
8.8 (1004 Reviews)
1 Bedroom 2 Guests
From CA $735 per night
10.0 (1 Review)
3 Bedrooms 12 Guests
|
New
5 Bedrooms 10 Guests
|
8.4 (236 Reviews)
108 Bedrooms 29 Guests
From CA $2,710 per night
9.8 (7 Reviews)
6 Bedrooms 20 Guests
From CA $347 per night
|
8.2 (131 Reviews)
191 Bedrooms 59 Guests
From CA $745 per night
9.6 (5 Reviews)
5 Bedrooms 16 Guests
8.1 (224 Reviews)
48 Bedrooms 34 Guests
9.4 (13 Reviews)
4 Bedrooms 11 Guests
7.7 (120 Reviews)
122 Bedrooms 14 Guests
9.0 (2 Reviews)
3 Bedrooms 6 Guests
|
7.2 (503 Reviews)
120 Bedrooms 12 Guests
From CA $527 per night
8.0 (4 Reviews)
3 Bedrooms 8 Guests
From CA $186 per night
|
7.2 (104 Reviews)
301 Bedrooms 24 Guests
New
4 Bedrooms 8 Guests
|
6.8 (276 Reviews)
141 Bedrooms 14 Guests
From CA $578 per night
New
3 Bedrooms 10 Guests
From CA $871 per night
9.0 (4 Reviews)
3 Bedrooms 6 Guests
5.0 (4 Reviews)
3 Bedrooms 8 Guests
5.0 (1 Review)
5 Bedrooms 10 Guests
From CA $578 per night
New
3 Bedrooms 10 Guests
From CA $527 per night
New
3 Bedrooms 12 Guests
From CA $195 per night
|
8.4 (1002 Reviews)
1 Bedroom 2 Guests
8.2 (1332 Reviews)
1 Bedroom 2 Guests
|
8.2 (1001 Reviews)
1 Bedroom 2 Guests
7.6 (925 Reviews)
1 Bedroom 2 Guests
7.4 (488 Reviews)
1 Bedroom 2 Guests
|
6.4 (1001 Reviews)
1 Bedroom 2 Guests

About Wheeling Vacation Rentals

With more than 46 Wheeling vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Wheeling.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Wheeling, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Wheeling. Places to stay near Wheeling are 1398.61 ft² on average, with prices averaging CA $470 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Wheeling with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Other Places to Stay in Wheeling, IL


Frequently Asked Questions About Wheeling?

What are the top vacation rentals in Wheeling?

How many Rentbyowner vacation rentals are available in Wheeling?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 46 in the Wheeling area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Wheeling.