397+ Pet Friendly Hotels and Vacation Rentals in Windham |
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Windham Pet Friendly Vacation Rentals

About Windham Vacation Rentals

There are more than 397 places to stay in Windham and many that are available that welcome pets. These options include dog-friendly 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 pet-friendly places to stay in Windham.

Are you seeking a last-minute pets-allowed 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 PetFriendly Windham, you can quickly compare different options to find the hottest deals with a single click. Looking for pet travel at 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 1506.58 ft² on average, with prices averaging US $718 a night.

PetFriendly 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 pet-friendly place to stay today.

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Top Dog Hotels, Pet-Friendly Vacation Rentals, and Places to Stay in Windham

Type Count
Vacation Homes 243
Holiday Apartments 19
Villas 7
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Windham

★ Pro Tip: PetFriendly™ has the best results when it comes to finding places to stay that accept pets anywhere around the world. Travelers can find and compare over 10 million listings from all over the world. Use the intelligent Filter feature to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, inns, resorts, and more. Enjoy Pet Travel without Hassle in Windham.

Weather in Windham, NY

View the weather forecast for Windham before booking your hotel or rental.

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, NY

PetFriendly finds and compares Pet-Friendly hotels, rentals, and resort listings near many of Windham's attractions.


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 vacation rentals in Windham?

Find the best options in or near Windham for pet-friendly travel. If you are planning a trip or vacation in Windham, consider a week or two at exciting pets-allowed hotels, resorts, or other suggested properties best known as Top Vacation Rentals and Places to Stay in Windham:

Which vacation homes in Windham are best for families?

Are you looking for a family-friendly and pet-friendly hotel, resort, or vacation home in Windham? Check these highly-rated pet accommodations and places to stay with excellent reviews for families or groups staying in Windham:

How many PetFriendly vacation rentals are available in Windham?

PetFriendly™ updates its properties regularly to bring you a great selection of places to stay with their pet policies clearly spelled out. At present, the total number of active properties listed by PetFriendly in 2025 is over 397 in the Windham area, and still growing every day. When we combine listings from multiple websites and travel providers, PetFriendly can provide you with a huge selection of the best places to stay that welcome pets in Windham.


People Also Ask

There are 397 Windham, NY Vacation Rentals

Recently Booked Pet Friendly Hotels and Vacation Rentals in Windham