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Windham Hotels, Resorts, and Rentals

About Windham Vacation Rentals

There are more than 391 places to stay in Windham that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Windham.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Windham, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Windham. Places to stay near Windham are 1479.85 ft² on average, with prices averaging GB £521 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Windham with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

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Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in Windham

Type Count
Vacation Homes 240
Cabin Rentals 32
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: Hotala.uk has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay 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

Stay Near Windham's Top Attractions

Hotala.uk can help you find hotels, resorts, and rentals near many of Windham's top attractions, neighborhoods, and points of interest.


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?

You have a lot of choices in or near Windham. If you need a hotel in the Windham area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Windham:

How many vacation rentals have private pools in Windham?

There are 16 accommodation options with private pools in or near Windham. Top-rated hotels, resorts, and places to stay that have access to a swimming pool include:

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

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 391 in the Windham area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Windham.


People Also Ask

There are 16 hotels in Windham and 298 rentals

Recently Booked Hotels, Resorts, or Rentals in Windham