280+ Jamestown Windmill Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Jamestown Windmill

Discover more than 280 holiday rentals in Jamestown Windmill. PickleTrip™ holiday homes has everything you need to find a place to stay near Jamestown Windmill, RI.

Whether you are looking for luxury villas in Jamestown Windmill, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartment for family holidays, or stylish accommodation for a business trip, we can help you find the perfect place with private pickleball courts or nearby facilities. Our holiday rentals include top amenities such as indoor/outdoor swimming pools, kitchen facilities, gyms, hot tubs, Internet connectivity, and more.

If you are planning to travel to Jamestown Windmill with a whole family or group, PickleTrip™ holiday accommodations can make your trip more memorable. We have plenty of places to stay in Jamestown Windmill for families, large parties, or private owner accommodations for long or short trips. Pet-friendly holiday rentals are available as well. Book your favorite vacation rentals in Jamestown Windmill with PickleTrip™. Stay and play pickleball when you travel.

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Frequently Asked Questions About Jamestown Windmill Holiday 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 Holiday Home Rentals in Jamestown Windmill:

There are many holiday rentals available in Jamestown Windmill; however, here are a few of the most popular holiday homes listed in Jamestown Windmill on our website:
At PickleTrip most of our places to stay are perfect for families. Check out the complete list of holiday homes in Jamestown Windmill to find one that works for you.
Yes, there are 280 self-catering family homes and holiday rentals in Jamestown Windmill.
There are more than 280 luxury holiday homes in or near Jamestown Windmill, according to 2025 data from PickleTrip. Consider these homes for your next holiday:
Yes, there are 280 pet friendly rentals that are available in Jamestown Windmill.