433+ Luxury Vacation Rentals & Cabins in Windham |
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Windham Cabin Rentals

About Windham Vacation Rentals

There are more than 433 incredible getaway rentals that are available in Windham. 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 Windham.

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 Windham, 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 Windham. Places to stay near Windham are 1512.14 ft² on average, with prices averaging $670 a night.

Cabinns.com helps you find the ideal holiday rental to create a lifetime of travel memories in Windham. 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 Windham

Type Count
Vacation Homes 258
Holiday Apartments 34
Cabin Rentals 32
Ski Chalet Rentals 25
Villas 11
B&B 6
Others 6
Cottages 1
Unique Vacation Rentals 1

Use these Quick Filters to Find a Vacation Rental in Windham

★ 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 Windham with Cabinns.com.

Weather in Windham, NY

View the weather forecast for Windham before booking your Windham Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Activities WindhamGuest Reviews Local Attractions

A Large Selection of Cabins and Vacation Rentals from Around the World WindhamGuest Reviews Discover Top Attractions For Your Next Outdoor Adventure


Windham Mountain Resort
Windham Vineyards and Winery
Windham Country Club
Hunter Mountain
Catskill Mountains
Belleayre Mountain
Kaaterskill Falls
Plattekill Mountain
Copperhood Retreat & Spa
Zoom Flume
Emerson Place Kaleidoscope
Belleayre Beach at Pine Hill Lake
Bethel Woods Museum
Karma Triyana Dharmachakra Monastery
Pine Hill Community Center
Woodstock Golf Club
Woodstock Public Library
Hobart Book Village
Bailiwick Ranch and Discovery Zoo
Giant Ledge Trailhead

Find Nearby Cabin Rentals in these Cities & Neighborhoods


Windham Mountain Resort 384 Properties
Windham Country Club 358 Properties
Windham Vineyards and Winery 107 Properties
Ashland 72 Properties

Frequently Asked Questions About Windham?

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

We provide an array of great vacation destinations in Windham. If you are looking to stay in or around the Windham 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 Windham:

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

We have 10 cabins, luxury resorts, and holiday home rentals featuring a private pool in and near Windham. 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 Windham is best for families?

Searching for a family-friendly cabin in Windham? 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 Windham?

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 433 in the Windham 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 Windham.


People Also Ask

There are 19 hotels in Windham and 335 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Windham