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The Keep Winter Rentals & Holiday Homes

Discover winter rentals The Keep - We found 39 exact matches

About The Keep Winter Rental on SunSkiResorts

Planning a winter vacation in The Keep? Discover 39 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in The Keep perfect for your seasonal escape. Our listings include private vacation homes, cabins, condos, villas, resorts, and pet-friendly apartments. SunSki's winter vacation homes feature top amenities such as Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.

Winter accommodations in The Keep start at US $640. The most popular properties in The Keep include cabins, bungalows, and rental homes. Planning a snowboarding adventure? Explore our snowboard-friendly ski resorts, chalets, and cabins available for short-term or long-term stays. Whether it's a weekend getaway, monthly retreat, or an extended stay, SunSki ensures a memorable winter trip.

To book your winter vacation homes in The Keep, visit SunSki's filter option, enter your travel dates, narrow down your preferences, and choose from our extensive list of rentals hassle-free. Explore our interactive map to uncover all accommodations in or around The Keep and unlock incredible deals.

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Frequently Asked Questions About The Keep Winter Rentals

There are a lot of options in The Keep. If you plan on staying in the The Keep area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in The Keep:

The average cost for winter rentals in The Keep is $640 per night. SunSki has a wide list of great winter places to stay near The Keep that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Yes, here are the top cottage/chalet rentals in The Keep that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in The Keep on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in The Keep to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 39 private swimming pools or indoor pools accommodations near The Keep along with other great amenities.

About 39 holiday rentals in The Keep boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:

Yes, there are many luxury places to stay in The Keep for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near The Keep with all the best amenities for your next trip.