397+ Rental Villas and Private Getaways in Windham |
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Windham Villa Rentals

About Windham Vacation Rentals

There are more than 397 incredible getaway rentals that are available in Windham. These choices include villas, 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. Relax with BedroomVillas and uncover great stays in Windham.

BedroomVillas features numerous last-minute deals on villas, hotels, and 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 BedroomVillas 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 BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Windham. Places to stay near Windham are 1506.74 ft² on average, with prices averaging CA $1,028 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime 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 place to stay today.

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Top Private Villas, Resorts, and Rentals in Windham

Type Count
Vacation Homes 243
Cabin Rentals 34
Ski Chalet Rentals 24
Holiday Apartments 19
Villas 7
Others 6
B&B 5
Cottages 1
Unique Vacation Rentals 1

Use these Quick Filters to Find a Vacation Rental in Windham

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses 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 BedroomVillas.

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

Stay Near Windham's Top Attractions

A Large Selection of Villas and Vacation Rentals from Around the World Windham's Research Top Attractions For Your Vacation


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 Hotels, Resorts, and Rentals Nearby 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 hotels or resorts 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 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 vacation rentals have private pools in Windham?

We have 13 luxury villas and vacation rentals featuriung 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 hotel or resort in Windham is best for families?

Searching for a family-friendly getaway in Windham? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Windham?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 397 in the Windham area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Windham. 


People Also Ask

There are 17 hotels in Windham and 303 rentals

Recently Booked Hotels, Resorts, or Rentals in Windham