Discover winter rentals Wisconsin - We found 17170 exact matches
About Wisconsin Winter Rental on Vacation Cottage
At Vacation Cottage, we showcase a diverse array of accommodations in Wisconsin, WI perfect for your winter retreat or seasonal escape. Our listings encompass hotels, private vacation homes, cabins, condos, villas, resorts, and pet-friendly apartments, ensuring travelers find their ideal accommodation. Vacation Cottage's winter vacation homes boast premier amenities such as Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Whether you're seeking to escape the snow or embrace it, Vacation Cottage facilitates your connection to the finest cabins, bungalows, lodges, rent-by-owner homes, and the best accommodations in both sunny retreats and ski resorts. Vacation Cottage ensures your winter getaway becomes an unforgettable experience.
Vacation Cottage presents luxury options for travelers seeking to rent a place in Wisconsin. To access these benefits and book your winter vacation home, simply utilize the Vacation Cottage filter option. Enter your travel dates, refine your search with filters for property type and amenities, then choose from our extensive list of exceptional winter vacation rentals hassle-free. Our interactive map further enhances your experience, allowing you to explore destinations worldwide or within Wisconsin and unlock incredible deals. Life is Better at the Cottage with Vacation Cottage.
Frequently Asked Questions About Wisconsin Winter Rentals
What are the top rated Winter Rentals in Wisconsin?
There are a lot of options in Wisconsin. If you plan on staying in the Wisconsin area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Wisconsin:
- Stunning Door County Cabin In The Woods, Wi-Fi, Firepit, Fireplace, Game Room
- Stunning, serene, rustic house in the woods near Spring Green, Wisconsin
- Secluded, Romantic, Family Friendly and Cozy, Last House in the Valley.
- Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.
- The Honey Barn & Honey House LLC
- A Home Away from Home in the Quaint Village of New Glarus
- Rocky Glen Condo - forest nest on Baraboo bluff
- Private Beach & Pier Lake Front w/Fireplace on Lake Como - Walk to Mars Resort!
- Amazingly comfortable and secluded Northwoods getaway
- Immaculate Hand-Hewn Log Cabin ~ Private Wooded Setting In Egg Harbor
How much does it cost to rent a place to stay near Wisconsin in the wintertime?
The average cost for winter rentals in Wisconsin is $422 per night. Vacation Cottage has a wide list of great winter places to stay near Wisconsin that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Wisconsin that allow pets?
Yes, here are the top cottage/chalet rentals in Wisconsin that allow you to bring your pet or dog:
- Stunning Door County Cabin In The Woods, Wi-Fi, Firepit, Fireplace, Game Room
- Inn at the River
- Cabin Style Condo with shared pool, hot tub, golf, & much more!
- Stunning, serene, rustic house in the woods near Spring Green, Wisconsin
See all pet-friendly vacation rentals in Wisconsin on Vacation Cottage
Do you have any winter rentals in Wisconsin that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Wisconsin to find what works for you.
Are there winter accommodations in Wisconsin that have indoor swimming pools?
As of 2025, the data from Vacation Cottage shows that there are over 17170 private swimming pools or indoor pools accommodations near Wisconsin along with other great amenities.
Do any winter holiday rentals in Wisconsin have hot tubs?
About 17170 holiday rentals in Wisconsin boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Wisconsin?
Yes, there are many luxury places to stay in Wisconsin for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Wisconsin with all the best amenities for your next trip.
