Windsor Summer Rentals, Cottages & Cabins

Book a Place to Stay in Windsor for Your Summer Getaway

About Windsor Summer Rental on Online Reservations

With 389 top-notch stay to make the most of your summer travels? Consider a summer resort or summer villa rental in or near Windsor. Choosing a suitable holiday rental for your upcoming summer getaway on Online Reservations is easy. Whether you are traveling with family, friends, or in a group to Windsor or areas nearby, Online Reservations has plenty of luxury summer accommodations to choose from. Many of these stays provide top amenities such as private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, nearby parks, luxury bedrooms, bathtubs, and pet-friendly environments.

Looking for a relaxing place to stay in Windsor for a summer holiday that will make for an unforgettable experience? Online Reservations summer rental homes are available to provide you with the maximum comfort you deserve. Whether you're needing a premium summer condo, luxury flat, luxury resort, villas, bungalow, cozy cabin, RV, or cottage in Windsor, Online Reservations has got you covered for your next summer holiday.

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Frequently Asked Questions About Windsor Luxury Rentals

In 2025, Online Reservations offers 389 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 $323. Check the full list of summer accommodations in Windsor.
There are 389 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Online Reservations.

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 Online Reservations.

Yes, We have 389 summer rental homes in Windsor and types of place to stay in Windsor include:

  • Vacation Homes: 389 available for rent
  • Villas: 389 Rentals available for rent
  • Holiday Apartments: 389 Rentals available for rent
  • Hotels with Suites: 389 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.