Compare Southwest Wisconsin Vacation Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Southwest Wisconsin Rentals

The Dylin

The Dylin

4 out of 5
611 E Dayton St, Madison, WI
42.01 mi from city center
$161 nightly
The price is $186 total per night
$186 total
Jul 9 - Jul 10
Total includes taxes and fees
Guests of The Dylin enjoy features like a 24-hour gym, free WiFi in public areas, and express check-out. Self parking is offered for USD 25 per night.
Kitchen
Washer
Tamarack Wisconsin Dells a Ramada by Wyndham

Tamarack Wisconsin Dells a Ramada by Wyndham

3 out of 5
874 Xanadu Rd., Wisconsin Dells, WI
13.93 mi from city center
This vacation home features an indoor pool, a children's pool, and a gym. You can put free parking to good use if you drive. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Other amenities at this family-friendly vacation home include indoor tennis courts, free WiFi in public areas, and a hot tub.
Pool
Hot Tub
Bonanza Camping Resort

Bonanza Camping Resort

2.5 out of 5
1170 Wisconsin Dells Pkwy, Wisconsin Dells, WI
16.08 mi from city center
$187 nightly
The price is $210 total per night
$210 total
Aug 6 - Aug 7
Total includes taxes and fees
Bonanza Camping Resort features karaoke, free WiFi in public areas, and a seasonal outdoor pool. A stay here includes free parking. Additional amenities include a microwave in a common area, laundry facilities, and a picnic area.
Pool
Kitchen
Bluegreen Odyssey Dells

Bluegreen Odyssey Dells

3.5 out of 5
1701 Wisconsin Dells Parkway, Wisconsin Dells, WI
16.33 mi from city center
Bluegreen Odyssey Dells offers a free water park, a gym, and laundry facilities. The 24-hour front desk has staff standing by to help with tours or tickets, and answer any questions about the accommodations.
Kitchen
Air conditioning
Caribbean Club Resort

Caribbean Club Resort

3 out of 5
1093 Canyon Road, Wisconsin Dells, WI
16.59 mi from city center
At Caribbean Club Resort, guests enjoy a private beach, an indoor pool, and an outdoor pool. Limited parking is available. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Other amenities at this beach condo building include a sauna, a hot tub, and a seasonal outdoor pool.
Pool
Hot Tub
Wisconsin Dells Cabin in the Woods

Wisconsin Dells Cabin in the Woods

17.13 mi from city center
$389 nightly
The price is $437 total per night
$437 total
Aug 6 - Aug 7
Total includes taxes and fees
Guests of this cabin enjoy access to a water park, laundry facilities, and barbecue grills. This smoke-free cabin also has a garden.
Kitchen
Washer
Rental Cabin #4 w/ Queen bed

Rental Cabin #4 w/ Queen bed

17.48 mi from city center
$230 nightly
The price is $243 total per night
$243 total
Jul 9 - Jul 10
Total includes taxes and fees
This cabin is a smoke-free cabin.
Pet friendly
Air conditioning
THE WASHINGTON HOUSE - A 4-Bedroom Home 1 Block from Downtown Wisconsin Dells

THE WASHINGTON HOUSE - A 4-Bedroom Home 1 Block from Downtown Wisconsin Dells

17.84 mi from city center
$513 nightly
The price is $575 total per night
$575 total
Jul 9 - Jul 10
Total includes taxes and fees
Guests of this vacation home enjoy access to a water park, laundry facilities, and barbecue grills.
Kitchen
Washer
The Maple at Treetop Villas

The Maple at Treetop Villas

15.08 mi from city center
$1,145 nightly
The price is $1,285 total per night
$1,285 total
Jul 9 - Jul 10
Total includes taxes and fees
At this cabin, guests have access to a sauna, a hot tub, and laundry facilities.
Hot Tub
Kitchen
Rental Cabin #3 w/ Queen bed

Rental Cabin #3 w/ Queen bed

17.48 mi from city center
$207 nightly
The price is $218 total per night
$218 total
Jul 9 - Jul 10
Total includes taxes and fees
This cabin is a smoke-free cabin.
Pet friendly
Air conditioning
5 Bedroom Wooded Paradise (mins from wi dells)

5 Bedroom Wooded Paradise (mins from wi dells)

23.21 mi from city center
Guests staying at this vacation home enjoy a water park, a hot tub, and laundry facilities. Other amenities at this family-friendly vacation home include a garden and barbecue grills.
Hot Tub
Kitchen
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells

Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells

21.59 mi from city center
$412 nightly
The price is $455 total per night
$455 total
Jul 13 - Jul 14
Total includes taxes and fees
Guests staying at this vacation home enjoy a water park, a hot tub, and laundry facilities. Other amenities at this family-friendly vacation home include a garden and barbecue grills.
Hot Tub
Kitchen
Don't see what you're looking for?
See all available properties in Southwest Wisconsin
View all properties
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.

Southwest Wisconsin Large Group Rentals

How to Book Vacation Rentals in Southwest Wisconsin



🏠 What is the best price for Southwest Wisconsin vacation rentals?

Southwest Wisconsin vacation rentals range in price, starting at $114 per night.


🏠 What types of vacation rentals in Southwest Wisconsin can I rent?

Orbitz offers a wide range of Southwest Wisconsin rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Southwest Wisconsin condo rentals.


🏠 Is it free to cancel my Southwest Wisconsin vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Southwest Wisconsin vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Southwest Wisconsin. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Southwest Wisconsin?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Southwest Wisconsin apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Southwest Wisconsin?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Southwest Wisconsin package deals will get you even more savings.

More Places To Stay in Southwest Wisconsin

Recommended Vacation Rental Locations

Book on Expedia