Winter Vacation Rentals & Cabin Rentals in Wisconsin

Compare 11,006 available vacation home properties, starts from $35

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ACCOMMODATION TYPES

Monthly & Short Term Winter Vacation Rentals in Wisconsin: Top Deals

Country Inn & Suites by Radisson, Platteville, WI
Country Inn & Suites by Radisson, Platteville, WI
Country Inn & Suites by Radisson, Platteville, WI
Country Inn & Suites by Radisson, Platteville, WI
Country Inn & Suites by Radisson, Platteville, WI
Country Inn & Suites by Radisson, Platteville, WI
Country Inn & Suites by Radisson, Platteville, WI
4.6 (98 reviews)
Country Inn & Suites by Radisson, Platteville, WI
Hotel
$66 /night
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Best Western Galena Inn & Suites
Best Western Galena Inn & Suites
Best Western Galena Inn & Suites
Best Western Galena Inn & Suites
Best Western Galena Inn & Suites
Best Western Galena Inn & Suites
Best Western Galena Inn & Suites
4.3 (315 reviews)
Best Western Galena Inn & Suites
Hotel
$72 /night
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Cobblestone Inn & Suites - Monticello
Cobblestone Inn & Suites - Monticello
Cobblestone Inn & Suites - Monticello
Cobblestone Inn & Suites - Monticello
Cobblestone Inn & Suites - Monticello
Cobblestone Inn & Suites - Monticello
Cobblestone Inn & Suites - Monticello
4.5 (53 reviews)
Cobblestone Inn & Suites - Monticello
Hotel
$89 /night
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Best Western Plus Dubuque Hotel and Conference Center
Best Western Plus Dubuque Hotel and Conference Center
Best Western Plus Dubuque Hotel and Conference Center
Best Western Plus Dubuque Hotel and Conference Center
Best Western Plus Dubuque Hotel and Conference Center
Best Western Plus Dubuque Hotel and Conference Center
Best Western Plus Dubuque Hotel and Conference Center
4.4 (236 reviews)
Best Western Plus Dubuque Hotel and Conference Center
Hotel
$80 /night
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Abe's Spring Street Guest House
Abe's Spring Street Guest House
Abe's Spring Street Guest House
Abe's Spring Street Guest House
Abe's Spring Street Guest House
Abe's Spring Street Guest House
Abe's Spring Street Guest House
Abe's Spring Street Guest House
Abe's Spring Street Guest House
4.8 (73 reviews)
Abe's Spring Street Guest House
House
$125 /night
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Country Inn & Suites by Radisson, Prairie du Chien, WI
Country Inn & Suites by Radisson, Prairie du Chien, WI
Country Inn & Suites by Radisson, Prairie du Chien, WI
Country Inn & Suites by Radisson, Prairie du Chien, WI
Country Inn & Suites by Radisson, Prairie du Chien, WI
Country Inn & Suites by Radisson, Prairie du Chien, WI
Country Inn & Suites by Radisson, Prairie du Chien, WI
4.0 (97 reviews)
Country Inn & Suites by Radisson, Prairie du Chien, WI
Hotel
$88 /night
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AmericInn by Wyndham Prairie du Chien
AmericInn by Wyndham Prairie du Chien
AmericInn by Wyndham Prairie du Chien
AmericInn by Wyndham Prairie du Chien
AmericInn by Wyndham Prairie du Chien
AmericInn by Wyndham Prairie du Chien
AmericInn by Wyndham Prairie du Chien
4.3 (32 reviews)
AmericInn by Wyndham Prairie du Chien
Hotel
$68 /night
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Black Horse Inn
Black Horse Inn
Black Horse Inn
Black Horse Inn
Black Horse Inn
Black Horse Inn
Black Horse Inn
Black Horse Inn
4.8 (17 reviews)
Black Horse Inn
Hotel
$125 /night
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AmericInn by Wyndham Dodgeville
AmericInn by Wyndham Dodgeville
AmericInn by Wyndham Dodgeville
AmericInn by Wyndham Dodgeville
AmericInn by Wyndham Dodgeville
AmericInn by Wyndham Dodgeville
AmericInn by Wyndham Dodgeville
4.2 (97 reviews)
AmericInn by Wyndham Dodgeville
Hotel
$61 /night
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Similar Inspirational Vacation Rental Destinations

Which Price Range Is Considered As A Good Deal in Wisconsin Area?
Vacation House & Cabin Rental Price Information in Wisconsin
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The graph shows the percentages of vacation homes in each price bucket. Wisconsin has the largest percentage (18.77%) of homes in $150 - $200 price range.
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What are the best places in Wisconsin that are snowbirds friendly?
Suggested Places for Snowbirds in Wisconsin
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Wisconsin offers a great variety of activities, communities and places of interest for snowbirds. With its unique location on the Great Lakes, it is home to stunning natural areas such as Apostle Islands National Lakeshore and great cities like Madison and Milwaukee offering plenty of entertainment options. The state also provides excellent healthcare services and facilities, which makes it an ideal destination for seniors.

  • Apostle Islands National Lakeshore

    This beautiful park provides a perfect opportunity to explore nature with hiking trails, kayaking, camping, and beaches. It's a great place for snowbirds who want to relax and enjoy the outdoors.

  • Madison

    The capital city of Wisconsin is a vibrant college town full of cultural attractions, great restaurants and bars, and lots of outdoor activities. It is a great place for snowbirds to spend some time in the heart of the Midwest.

  • Milwaukee

    Milwaukee is another great option for snowbirds looking for a fun city getaway. From art galleries and museums to amazing dining and nightlife, this city has something for everyone.

How Many Accommodations Are Pets Allowed in Wisconsin?
Pets Allowed vs Not Allowed in Wisconsin
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25.53% of vacation homes in Wisconsin are pet friendly. If you have pet allergies, make sure to check the home property and see whether it is a pet-friendly vacation home or not.

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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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