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Windham Vacation Rentals

Our Favorite Vacation Rentals in Windham

See all 404 vacation rentals in Windham

Windham Vacation Rentals with a Pool

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Windham Vacation Rentals with Wi-Fi

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Windham Pet-Friendly Vacation Rentals

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Windham New York Travel Guide

In New York's Catskill Mountain region, Windham is the perfect spot to venture to escape the busy city vibes of the Big Apple for a day or two, and enjoy getting back to basics among nature.

Things to Do in Windham New York

Windham is known as the home of the Windham Mountain Resort -- a popular vacation spot for avid skiers and snowboarders. The less nimble can opt to hang out at the snow-themed amusement park where kids and families can try their hand at ice skating and tubing. In the fall and spring months, visitors can sample the fresh produce and concoctions conjured up by the Windham wineries and vineyards.

Best Time to Visit Windham New York

Windham is a year-round travel destination. Those hoping to visit the Windham mountain resort are best to visit Windham in the winter months (December to February) when conditions are optimum for snow sports. Those hoping to go wine tasting or walking will enjoy the crisp, fresh temperatures of spring and fall.

Price and Availability in Windham

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The most expensive month to stay in a vacation rental in Windham is in January, while the cheapest month is in April. The most popular time to book a vacation rental in Windham is in the high season in February. Windham has its low season in April, when less people are visiting and the vacation home occupancy rate drops.
The cheapest day to stay at a vacation rental in Windham tends to be Monday, while the most expensive day tends to be Friday. Vacation homes in Windham tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.

The Weather in Windham

90º 41º
97º 48º
97º 51º
96º 57º
94º 43º
83º 27º
62º 13º
63º -10º
70º 19º
Rainy days
This climate histogram shows you the weather patterns in Windham. The hottest month in Windham is June, when temperatures peak at 97 ˚F. The coolest month is January, when temperatures drop to -10 ˚F. The wettest month in Windham is September with 5.62 inches of rain, while the driest month is May with 1.64 inches of rain.

What Expert Travelers Think

Vacation Rentals in Windham

Find the perfect vacation rental for your trip at AllTheRooms.com. We compare Airbnb, Homeaway, VRBO and many more. AllTheRooms has 404 vacation rentals, hotels and other great places to stay while you enjoy Windham, with everything from budget hostels and homestays to luxury Airbnbs and hotels. For those wanting to keep costs down, the cheapest place to stay in Windham is only $50 a night. An average accommodation in Windham costs on average $361 a night.

If you need to stay connected during your vacation, then you can choose from over 221 accommodations in Windham that have WiFi. 11 of our accommodations come with breakfast in the price. Fitness fanatics can get a workout in during their stay by choosing from 8 accommodations that have gyms. Driving to Windham? Then choose one of the 227 places to stay that comes with a parking spot included. 16 places to stay have a a pool or jacuzzi

Those traveling with a cat, dog or some other animal can stay in any of 65 accommodations that are designated as pet-friendly.

We combine a wide variety of Windham accommodations including vacation rentals, home stays, hostels and other unique places to stay into one easy search. We show results from more than 5 providers, including 159 places to stay from Airbnb, 40 accommodations from Homeaway and 39 places to stay from VRBO.

283 accommodations in Windham have been reviewed; 73% are rated highly. 126 accommodations allow instant booking.

Destinations near Windham