1. USA
  2. New York
  3. Kingston
  4. Windham
  5. Beach Home Rentals

Windham Beach House Rentals & Places to Stay

Find the best beach rentals in Windham - We found 28 exact matches

About Windham Beach Home Rentals on PickleTrip

Looking for a pickleball stay or beach rental near Windham? PickleTrip™ features more than 28 pickleball stays or beach rentals that are perfect for your next holiday. Discover properties that are within walking distance away from Windham. Several of these vacation rentals in Windham are kid-friendly & family-friendly, and are near top local attraction spots, to give guests an unforgettable travel experience. PickleTrip™’s rental listings come in all shapes and sizes for large groups, friends, or couples, or wedding retreats in Windham.

PickleTrip™ Offers 28 holiday homes and places to stay in Windham. The site provides unique Airbnb, VRBO, PickleTrip-style accommodations to fit your trip or get away with your friends and family.

PickleTrip™ beachfront rentals give you the best travel experience that makes it easy to find and book the best place to stay at the best destinations.

Show more
Show less

Frequently Asked Questions About Windham Beach Rentals

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

The average cost for a beach rental in Windham is $801 per night. PickleTrip has a wide assortment of great beachfront homes near Windham that would suit your needs.
Yes, we have 28 beach rentals with pools available in Windham. Check our search bar to find a selection of vacation rentals available near Windham.
Yes, here are the top beach rentals in Windham that allow you to bring your pet:

See all pet-friendly beach rentals in Windham on PickleTrip

Most of the beach rentals we list are suitable for families or groups. Check out the complete list of the beach houses in Windham to find one that works for you.
As of 2025, the data from PickleTrip shows that there are over 28 properties with private swimming pools or private homes with indoor pools in the Windham area.
About 28 properties in Windham boast of having access to hot tubs.