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Windsor Cottage Rentals & Holiday Homes

Find the best cottages in Windsor - We found 12 exact matches

About Windsor Cottage Rentals on SunSkiResorts

Searching for cottages to rent near Windsor? SunSki features more than 12 cottages that are perfect for your next trip. Escape the snow and slopes and discover luxury cottage rentals just a few miles away from the lake or beach. These cottage rentals in Windsor offer hot baths, are kid-friendly & family-friendly, and are situated near top local attraction spots, ensuring guests have the best travel experience possible. SunSki’s cottage listings come in all shapes and sizes, catering to large groups, friends, or couples in Windsor.

Planning to travel to the lakeside, beach, or mountain area? SunSki’s cottage rentals offer a wide selection, providing direct access to the owners of these cottage rentals and offering you the best opportunity to find a good price.

SunSki boasts of 12 holiday cottages and places to stay in Windsor. The site provides unique Airbnb, VRBO, ski-style cottages to fit your trip or getaway with your friends and family. Whether it's a weekend getaway, spring break, summer vacation, or annual holiday, all fit within your budget.

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Frequently Asked Questions About Windsor Rental Cottages

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 Cottage Rentals in Windsor:

The average cost for a cottage rental in Windsor is $230 per night. SunSki has a wide list of great cottages near Windsor that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Yes, here are the top cottage rentals in Windsor that allow you to bring your pet:

See all pet-friendly vacation rentals in Windsor on SunSkiResorts

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Windsor to find one that works for you.
As of 2025, the data from SunSkiResorts shows that there are Over 12 private swimming pools or cottages with indoor pools in the Windsor area along with other great amenities.
About 12 cottages in Windsor boast of premium hot tubs. Some of the popular places to stay with hot tubs include:See all holiday vacation rentals in Windsor on SunSkiResorts
Yes, there are luxury cottages in Windsor. Find more luxury, lakefront, winter, & last-minute cottage rentals near Windsor.