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Windsor Summer Rentals, Cottages & Cabins

Book a Place to Stay in Windsor for Your Summer Getaway

About Windsor Summer Rental on PetFriendly

With 391 place to stay in the summer or for your summer holiday, consider a summer resort or summer rental in or near Windsor. Explore all the best for your upcoming summer getaway on PetFriendly. Whether you are traveling with family, friends, or in a group to Windsor or areas nearby, PetFriendly has plenty of summer rentals to choose from. These summer rentals have private pools, beach access, bathtubs, hot tubs, indoor/outdoor pools, WiFi, nearby dog parks, luxury bedrooms, and pet-allowed environments.

Want to chill and have an amazing time in Windsor this summer? Pet Friendly summer rental homes are available to provide you with the maximum comfort you deserve. Whether you need a unique style condo, luxury resort, villas, bungalow, cozy cabin, RV, or cottage in Windsor, PetFriendly is your best place to have the summer of a lifetime.

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Frequently Asked Questions About Windsor Luxury Rentals

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 Summer Rentals in Windsor:

In 2025, PetFriendly offers 391 summer rentals in or around Windsor. 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 Windsor is $354. Check the full list of summer accommodations in Windsor.
There are 391 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with PetFriendly.

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

Check all holiday rentals with a pool in Windsor on PetFriendly.

Yes, We have 391 summer rental homes in Windsor and types of place to stay in Windsor include:

  • Vacation Homes: 391 available for rent
  • Villas: 391 Rentals available for rent
  • Holiday Apartments: 391 Rentals available for rent
  • Hotels with Suites: 391 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Windsor. 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 Windsor.