389+ Private Villas and Holiday Rentals in Windham |
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Windham Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Windham

Discover more than 389 vacation rentals available in Windham. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Windham.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Windham, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Windham. On average, places to stay near Windham offer 1479.5 ft², with nightly prices averaging US $725.

With Casai, finding and comparing holiday rentals in Windham is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Windham

Type Count
Vacation Homes 239
Holiday Apartments 19
Villas 7
Cottages 1

Use these Quick Filters to Find a Holiday Rental in Windham

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Windham.

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

Top Attractions Around Windham, NY

Casai offers a large selection of top attractions around Windham . Research things to do on your vacation before you visit Windham.


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

Other Places to Stay in Windham, NY


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 holiday rentals in Windham?

With numerous options available in Windham, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Windham:

How many holiday rentals have private pools in Windham?

Discover a selection of holiday rentals with private pools near Windham with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Windham are best for families?

If you're searching for a family-friendly holiday home in Windham, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Windham:

How many Casai.com holiday rentals are available in Windham?

As of 2025, Casai boasts over 389 properties listed in the Windham area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Windham.


People Also Ask

There are 389 Windham, NY Holiday Rentals

Recently Booked Holiday Rentals in Windham