Windham Mountain Resort Summer Rentals, Cottages & Cabins

Book a Place to Stay in Windham Mountain Resort for Your Summer Getaway

About Windham Mountain Resort Summer Rental on PickleTrip

PickleTrip™'s summer rentals in Windham Mountain Resort are perfect for your next summer getaway. We offer a wide range of properties to choose from, including homes with top-notch pickleball courts or nearby facilities, private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, and more. Whether you're traveling with family, friends, or a group, we have a rental that will suit your needs.

Enjoy the perfect summer vacation in Windham Mountain Resort with PickleTrip™. Our summer rental homes are designed to provide you with maximum comfort and relaxation. Choose from a variety of properties, including condos, resorts, villas, bungalows, cozy cabins, RVs, and cottages. Stay and play pickleball when you travel with PickleTrip™.

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Frequently Asked Questions About Windham Mountain Resort Luxury Rentals

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

In 2025, PickleTrip offers 300 summer rentals in or around Windham Mountain Resort. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
The average price per night for a summer rental in Windham Mountain Resort is $675. Check the full list of summer accommodations in Windham Mountain Resort.
There are 300 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with PickleTrip.

Yes, here are some popular summer holiday rentals in Windham Mountain Resort that have a private or indoor pool:

Check all holiday rentals with a pool in Windham Mountain Resort on PickleTrip.

Yes, We have 300 summer rental homes in Windham Mountain Resort and types of place to stay in Windham Mountain Resort include:

  • Vacation Homes: 300 available for rent
  • Villas: 300 Rentals available for rent
  • Holiday Apartments: 300 Rentals available for rent
  • Hotels with Suites: 300 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Windham Mountain Resort. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in Windham Mountain Resort.