Rolling Fields Winter Rentals & Holiday Homes

Discover winter rentals Rolling Fields - We found 118 exact matches

About Rolling Fields Winter Rental on SunSkiResorts

Planning a winter vacation in Rolling Fields? Discover 118 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Rolling Fields, KY 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 Rolling Fields start at US $1,297. The most popular properties in Rolling Fields 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 Rolling Fields, 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 Rolling Fields and unlock incredible deals.

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Frequently Asked Questions About Rolling Fields Winter Rentals

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

The average cost for winter rentals in Rolling Fields is $1,297 per night. SunSki has a wide list of great winter places to stay near Rolling Fields 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 Rolling Fields that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Rolling Fields on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Rolling Fields to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 118 private swimming pools or indoor pools accommodations near Rolling Fields along with other great amenities.

About 118 holiday rentals in Rolling Fields 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 Rolling Fields for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Rolling Fields with all the best amenities for your next trip.