454+ Luxury Vacation Rentals & Cabins in Windsor |
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Windsor Cabin Rentals

About Windsor Vacation Rentals

There are more than 454 incredible getaway rentals that are available in Windsor. These choices include cabins, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Stay Close to Nature with Cabinns.com and uncover great stays in Windsor.

Cabinns.com features numerous last-minute deals on private villas, hotels, and cabin rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Cabinns.com in Windsor, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the Cabinns.com vacation rentals, resorts, and Airbnb-style properties in Windsor. Places to stay near Windsor are 1506.24 ft² on average, with prices averaging $317 a night.

Cabinns.com helps you find the ideal holiday rental to create a lifetime of travel memories in Windsor. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect cabin retreat today.

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Top Cabin Rentals, Cottages, and Holiday Home Rentals in Windsor

Type Count
Vacation Homes 254
Villas 106
Holiday Apartments 56
B&B 10
Cottages 2
Hostels 1
Others 1
Ski Chalet Rentals 1

Use these Quick Filters to Find a Vacation Rental in Windsor

★ Pro Tip: Cabinns.com is a cabin vacation rental website, pulling some of the top cabins, luxury resorts, and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible cabin resorts and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Windsor with Cabinns.com.

Find Nearby Cabin Rentals in these Cities & Neighborhoods


Saint Andrew Parish 623 Properties

Frequently Asked Questions About Windsor?

What are the top cabins, lake houses & summer homes in Windsor?

We provide an array of great vacation destinations in Windsor. If you are looking to stay in or around the Windsor area, make sure to browse our options to find a premium cabin resort or rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Windsor:

How many cabin rentals and resorts have private pools in Windsor?

We have 43 cabins, luxury resorts, and holiday home rentals featuring a private pool in and near Windsor. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which cabin rental, resort, or holiday home in Windsor is best for families?

Searching for a family-friendly cabin in Windsor? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfectly fit families of all sizes.

How many hotels, resorts, or cabin rentals are available in Windsor?

Cabinns.com offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.com in 2025 is over 454 in the Windsor area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.com can provide you with a diverse amount of choices of the best luxury stays in Windsor.


People Also Ask

Finding the best prices in Windsor

There are 4 hotels in Windsor 19 resorts, and 416 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Windsor