1. USA
  2. Massachusetts
  3. Windsor
  4. Vacation Rentals with Pools

Windsor Vacation Homes and Villas with Pools

Find Luxury Places to Stay Near Windsor with a Swimming Pool

About Windsor Vacation Rentals with Pools on StayAndPlay

StayAndPlay accommodations with private pools offer the ultimate blend of relaxation and adventure. StayAndPlay features a diverse selection of luxury golf resorts, private villas, and vacation rentals with private pools in Windsor, perfect for those seeking a refreshing escape after a day on the course. Whether you prefer a secluded villa with its own pool or access to a resort-style swimming area, our options cater to every preference.

Our collection of golf accommodations with swimming pools includes a variety of styles and sizes to suit your needs and budget. From luxurious golf resorts with infinity pools to private villas with spa-like amenities, each property provides a unique way to enhance your golf retreat. Amenities like Wi-Fi, fire pits, and fully equipped kitchens ensure a comfortable and memorable stay. Explore our range of StayAndPlay golf resorts and villas with private pools in Windsor and make your next golf getaway truly unforgettable!

Show more
Show less

Frequently Asked Questions About Windsor Rentals with Pools

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

We have many family-friendly luxury rentals in the Windsor. The Top family-friendly holiday rentals in Windsor are:

See all pet-friendly luxury rentals in Windsor on StayAndPlay

Yes, There are more than 46 villa rentals in Windsor that have indoor and private swimming pools. Check out our filter option to find your best villa or vacation home near Windsor.
Many of the holiday rentals on StayAndPlay have heated pool facilities. These are some popular apartment rentals in Windsor that you may consider:
There are 46 private rentals available for rent in Windsor