Southern Wisconsin Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Southern Wisconsin, Wisconsin, USA

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10.0 (8 Reviews)
3 Bedrooms 9 Guests
From US $95 per night
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10.0 (190 Reviews)
1 Bedroom 2 Guests
10.0 (336 Reviews)
2 Bedrooms 6 Guests
From US $126 per night
10.0 (107 Reviews)
1 Bedroom 2 Guests
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10.0 (6 Reviews)
3 Bedrooms 6 Guests
From US $210 per night
10.0 (4 Reviews)
1 Bedroom 2 Guests
From US $130 per night
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10.0 (6 Reviews)
3 Bedrooms 6 Guests
10.0 (221 Reviews)
1 Bedroom 4 Guests
10.0 (6 Reviews)
4 Bedrooms 12 Guests
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10.0 (4 Reviews)
4 Bedrooms 14 Guests
10.0 (189 Reviews)
1 Bedroom 4 Guests
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10.0 (4 Reviews)
6 Bedrooms 20 Guests
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10.0 (4 Reviews)
2 Bedrooms 7 Guests
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10.0 (4 Reviews)
1 Bedroom 3 Guests
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10.0 (4 Reviews)
2 Bedrooms 6 Guests
10.0 (4 Reviews)
3 Bedrooms 8 Guests
10.0 (165 Reviews)
2 Bedrooms 6 Guests
From US $203 per night
10.0 (4 Reviews)
4 Bedrooms 8 Guests
From US $90 per night
10.0 (160 Reviews)
2 Bedrooms 3 Guests
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10.0 (3 Reviews)
3 Bedrooms 10 Guests
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10.0 (3 Reviews)
1 Bedroom 7 Guests
10.0 (139 Reviews)
2 Bedrooms 6 Guests
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10.0 (3 Reviews)
2 Bedrooms 6 Guests
10.0 (137 Reviews)
2 Bedrooms 6 Guests
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10.0 (3 Reviews)
4 Bedrooms 10 Guests
10.0 (136 Reviews)
2 Bedrooms 6 Guests
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10.0 (3 Reviews)
2 Bedrooms 6 Guests
From US $132 per night
10.0 (130 Reviews)
1 Bedroom 2 Guests
From US $153 per night
10.0 (126 Reviews)
2 Bedrooms 5 Guests
10.0 (125 Reviews)
2 Bedrooms 4 Guests
10.0 (116 Reviews)
2 Bedrooms 6 Guests
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10.0 (3 Reviews)
3 Bedrooms 8 Guests
10.0 (65 Reviews)
1 Bedroom 2 Guests
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10.0 (3 Reviews)
3 Bedrooms 8 Guests
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10.0 (1 Review)
1 Bedroom 2 Guests
10.0 (65 Reviews)
2 Bedrooms 8 Guests
From US $211 per night
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10.0 (3 Reviews)
1 Bedroom 2 Guests
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10.0 (1 Review)
1 Bedroom 2 Guests
From US $188 per night
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10.0 (3 Reviews)
3 Bedrooms 7 Guests
10.0 (64 Reviews)
1 Bedroom 4 Guests
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10.0 (2 Reviews)
5 Bedrooms 13 Guests
10.0 (63 Reviews)
2 Bedrooms 6 Guests
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10.0 (2 Reviews)
3 Bedrooms 6 Guests
10.0 (63 Reviews)
2 Bedrooms 6 Guests
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10.0 (2 Reviews)
2 Bedrooms 6 Guests
From US $110 per night
10.0 (62 Reviews)
2 Bedrooms 4 Guests
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10.0 (2 Reviews)
2 Bedrooms 3 Guests
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10.0 (2 Reviews)
2 Bedrooms 6 Guests
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10.0 (2 Reviews)
1 Bedroom 6 Guests
From US $339 per night
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10.0 (2 Reviews)
8 Bedrooms 8 Guests
10.0 (60 Reviews)
1 Bedroom 4 Guests
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10.0 (2 Reviews)
4 Bedrooms 8 Guests

About Southern Wisconsin Vacation Rentals

With more than 11937 Southern Wisconsin 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 Southern Wisconsin.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Southern Wisconsin, 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 Southern Wisconsin. Places to stay near Southern Wisconsin are 911.1 ft² on average, with prices averaging US $380 a night.

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

Southern Wisconsin Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Southern Wisconsin?

How many Rentbyowner vacation rentals are available in Southern Wisconsin?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 11937 in the Southern Wisconsin 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 Southern Wisconsin. 

Nearby Neighborhood (16)

Neighborhood Property Count
East Town Vacation Rentals in Wisconsin 465
Downtown Vacation Rentals in Wisconsin 235
Historic Downtown La Crosse Vacation Rentals in Wisconsin 183
Lower East Side Vacation Rentals in Wisconsin 146
Spring Brook Vacation Rentals in Wisconsin 98
Fifth Ward Vacation Rentals in Wisconsin 82
Brewers Hill Vacation Rentals in Wisconsin 29
Historic Third Ward Vacation Rentals in Wisconsin 911
Marquette Vacation Rentals in Wisconsin 880
Upper East Side Vacation Rentals in Wisconsin 794
Big Bay Vacation Rentals in Wisconsin 74
Indian Hills Vacation Rentals in Wisconsin 213
Regent Vacation Rentals in Wisconsin 148
Maplewood Vacation Rentals in Wisconsin 42
Concordia Vacation Rentals in Wisconsin 924
Downtown Vacation Rentals in Wisconsin 61