Jamestown Windmill Summer Rentals, Cottages & Cabins

Book a Place to Stay in Jamestown Windmill for Your Summer Getaway

About Jamestown Windmill Summer Rental on PickleTrip

PickleTrip™'s summer rentals in Jamestown Windmill 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 Jamestown Windmill 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™.

Show more
Show less

Frequently Asked Questions About Jamestown Windmill Luxury Rentals

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

In 2025, PickleTrip offers 263 summer rentals in or around Jamestown Windmill. 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 Jamestown Windmill is $543. Check the full list of summer accommodations in Jamestown Windmill.
There are 263 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 Jamestown Windmill that have a private or indoor pool:

Check all holiday rentals with a pool in Jamestown Windmill on PickleTrip.

Yes, We have 263 summer rental homes in Jamestown Windmill and types of place to stay in Jamestown Windmill include:

  • Vacation Homes: 263 available for rent
  • Villas: 263 Rentals available for rent
  • Holiday Apartments: 263 Rentals available for rent
  • Hotels with Suites: 263 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Jamestown Windmill. 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 Jamestown Windmill.