Middlebury Center Winter Rentals & Holiday Homes

Discover winter rentals Middlebury Center - We found 112 exact matches

About Middlebury Center Winter Rental on SunSkiResorts

Planning a winter vacation in Middlebury Center? Discover 112 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Middlebury Center, PA 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 Middlebury Center start at US $269. The most popular properties in Middlebury Center 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 Middlebury Center, 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 Middlebury Center and unlock incredible deals.

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Frequently Asked Questions About Middlebury Center Winter Rentals

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

The average cost for winter rentals in Middlebury Center is $269 per night. SunSki has a wide list of great winter places to stay near Middlebury Center 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 Middlebury Center that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Middlebury Center on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Middlebury Center to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 112 private swimming pools or indoor pools accommodations near Middlebury Center along with other great amenities.

About 112 holiday rentals in Middlebury Center 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 Middlebury Center for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Middlebury Center with all the best amenities for your next trip.