Rolling Road Farms Winter Rentals & Holiday Homes

Discover winter rentals Rolling Road Farms - We found 13 exact matches

About Rolling Road Farms Winter Rental on SunSkiResorts

Planning a winter vacation in Rolling Road Farms? Discover 13 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Rolling Road Farms, MD 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 Road Farms start at US $488. The most popular properties in Rolling Road Farms 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 Road Farms, 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 Road Farms and unlock incredible deals.

Show more
Show less

Frequently Asked Questions About Rolling Road Farms Winter Rentals

There are a lot of options in Rolling Road Farms. If you plan on staying in the Rolling Road Farms 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 Road Farms:

The average cost for winter rentals in Rolling Road Farms is $488 per night. SunSki has a wide list of great winter places to stay near Rolling Road Farms 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 Road Farms that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Rolling Road Farms on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Rolling Road Farms to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 13 private swimming pools or indoor pools accommodations near Rolling Road Farms along with other great amenities.

About 13 holiday rentals in Rolling Road Farms 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 Road Farms for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Rolling Road Farms with all the best amenities for your next trip.