Compare Southern Wisconsin Vacation Rentals

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Southern Wisconsin Rentals

Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

3.5 out of 5
7020 Grand Geneva Way Lake Geneva WI
Free Cancellation
Reserve now, pay when you stay
80.18 mi from city center
$171 nightly
The price is $191 total per night
$191 total
May 20 - May 21
Total with taxes and fees
Timber Ridge Lodge and Waterpark features a golf course, a full-service spa, and a free water park. There's free parking and limo/town car service. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, luggage storage, and securing valuables. Other amenities at this ski aparthotel include an indoor pool, an outdoor pool, and a lazy river.
Pool
Hot Tub
The Dylin

The Dylin

4 out of 5
611 E Dayton St Madison WI
25.22 mi from city center
$93 nightly
The price is $108 total per night
$108 total
May 31 - Jun 1
Total with taxes and fees
The Dylin features a 24-hour gym, free WiFi in public areas, and meeting rooms. Self parking is offered for USD 30 per night. Staff members can answer questions about accommodations, and also provide luggage storage. Additional amenities include coffee/tea in a common area, express check-out, and laundry facilities.
Kitchen
Washer
The Plaza Hotel

The Plaza Hotel

3 out of 5
1007 N Cass Street Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
85.29 mi from city center
$168 nightly
The price is $198 total per night
$198 total
May 18 - May 19
Total with taxes and fees
Guests of The Plaza Hotel enjoy free WiFi in public areas, meeting rooms, and laundry facilities. Self parking is available for USD 15.00 per night. The 24-hour front desk has staff standing by to help with luggage storage and tours/tickets. This smoke-free aparthotel also has a vending machine.
Kitchen
Pet friendly
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

2.5 out of 5
708 Niagara Avenue Sheboygan WI
Free Cancellation
Reserve now, pay when you stay
92.67 mi from city center
$118 nightly
The price is $134 total per night
$134 total
May 17 - May 18
Total with taxes and fees
Guests of Grandstay Residential Suites Hotel - Sheboygan have access to an indoor pool, a 24-hour gym, and free WiFi in public areas. If you decide to drive, there's free parking. The 24-hour front desk has multilingual staff ready to help with dry cleaning or laundry, and answer any questions about the area. Additional amenities include a 24-hour business center, a meeting room, and a computer station.
Pool
Breakfast included
Tamarack Wisconsin Dells a Ramada by Wyndham

Tamarack Wisconsin Dells a Ramada by Wyndham

3 out of 5
874 Xanadu Rd. Wisconsin Dells WI
18.67 mi from city center
$141 nightly
The price is $158 total per night
$158 total
May 17 - May 18
Total with taxes and fees
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.
Bluegreen Odyssey Dells

Bluegreen Odyssey Dells

3.5 out of 5
1701 Wisconsin Dells Parkway Wisconsin Dells WI
18.77 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 concierge services, and answer any questions about the accommodations.
Kitchen
Air conditioning
Bonanza Camping Resort

Bonanza Camping Resort

2.5 out of 5
1170 Wisconsin Dells Pkwy Wisconsin Dells WI
18.28 mi from city center
$151 nightly
The price is $170 total per night
$170 total
May 19 - May 20
Total with 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
Kasa Westown Milwaukee

Kasa Westown Milwaukee

4 out of 5
840 West Juneau Avenue Milwaukee WI
84.27 mi from city center
$188 nightly
The price is $222 total per night
$222 total
Jun 10 - Jun 11
Total with taxes and fees
Guests staying at Kasa Westown Milwaukee enjoy a gym, a rooftop terrace, and free WiFi in public areas. Self parking is available for USD 13 per night. Additional amenities include a business center, an arcade/game room, and express check-out.
Kitchen
Washer
Mill Creek Hotel

Mill Creek Hotel

2.5 out of 5
123 Center Street Lake Geneva WI
79.62 mi from city center
$223 nightly
The price is $253 total per night
$253 total
May 17 - May 18
Total with taxes and fees
At Mill Creek Hotel, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. Free parking is available if you drive. Front-desk staff can answer questions 24/7, and assist with tours or tickets, securing valuables, and dry cleaning/laundry. Additional amenities include a hot tub, express check-out, and free newspapers.
Modern Lakefront Condo, Weekly Stays Welcome, Work & Relax by the Lake

Modern Lakefront Condo, Weekly Stays Welcome, Work & Relax by the Lake

Lake Geneva WI
77.25 mi from city center
$269 nightly
The price is $300 total per night
$300 total
May 18 - May 19
Total with taxes and fees
At this condo, guests have access to an outdoor pool, laundry facilities, and barbecue grills.
Pool
Kitchen
Wisconsin Dells | Pool & Waterpark Access | 2BR Cabin

Wisconsin Dells | Pool & Waterpark Access | 2BR Cabin

Wisonsin Dells WI
21.27 mi from city center
Guests staying at this cabin have access to laundry facilities, a garden, and barbecue grills. Helpful staff is there to provide concierge services, as well as offer insight about the area.
*Pool/Hot Tub| Cozy 2 BR Condo | Waterfront | Downtown | Riverwalk Retreat

*Pool/Hot Tub| Cozy 2 BR Condo | Waterfront | Downtown | Riverwalk Retreat

Wisconsin Dells WI
19.05 mi from city center
$382 nightly
The price is $429 total per night
$429 total
Jun 11 - Jun 12
Total with taxes and fees
This condo features a water park, an indoor pool, and an outdoor pool. Other amenities at this family-friendly condo building include a hot tub and laundry facilities.
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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.

Southern Wisconsin Large Group Rentals

How to Book Vacation Rentals in Southern Wisconsin



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

Southern Wisconsin vacation rentals range in price, starting at $108 per night.


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

Orbitz offers a wide range of Southern 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 Southern Wisconsin condo rentals.


🏠 Is it free to cancel my Southern 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 Southern 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 Southern 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 Southern 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 Southern Wisconsin apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Southern 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 Southern Wisconsin package deals will get you even more savings.

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