Clear Spring Winter Rentals & Holiday Homes

Discover winter rentals Clear Spring - We found 47 exact matches

About Clear Spring Winter Rental on SunSkiResorts

Planning a winter vacation in Clear Spring? Discover 47 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Clear Spring, 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 Clear Spring start at US $320. The most popular properties in Clear Spring 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 Clear Spring, 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 Clear Spring and unlock incredible deals.

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Frequently Asked Questions About Clear Spring Winter Rentals

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

The average cost for winter rentals in Clear Spring is $320 per night. SunSki has a wide list of great winter places to stay near Clear Spring 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 Clear Spring that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Clear Spring on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Clear Spring to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 47 private swimming pools or indoor pools accommodations near Clear Spring along with other great amenities.

About 47 holiday rentals in Clear Spring 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 Clear Spring for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Clear Spring with all the best amenities for your next trip.