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Estill County Winter Rentals & Holiday Homes

Discover winter rentals Estill County - We found 126 exact matches

About Estill County Winter Rental on SunSkiResorts

Planning a winter vacation in Estill County? Discover 126 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Estill County, 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 Estill County start at US $228. The most popular properties in Estill County 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 Estill County, 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 Estill County and unlock incredible deals.

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Frequently Asked Questions About Estill County Winter Rentals

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

The average cost for winter rentals in Estill County is $228 per night. SunSki has a wide list of great winter places to stay near Estill County 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 Estill County that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Estill County on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Estill County to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 126 private swimming pools or indoor pools accommodations near Estill County along with other great amenities.

About 126 holiday rentals in Estill County 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 Estill County for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Estill County with all the best amenities for your next trip.