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Windham Vacation Rentals

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Our Favorite Vacation Rentals in Windham

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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 Index 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 Tuesday, 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

54º 4º
3.13
74º 3º
2.85
66º 5º
4.08
87º 27º
2.88
94º 36º
5.98
95º 44º
5.12
88º 52º
4.01
54º 4º
3.13
54º 4º
3.13
80º 31º
2.8
54º 4º
3.13
53º -5º
1.93
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This climate histogram shows you the weather patterns in Windham. The warmest months in Windham are July and August, when temperatures reach 95 ˚F. The coolest month is December, when temperatures drop to -5 ˚F. The wettest month in Windham is May with 5.98 inches of rain, while the driest month is December with 1.93 inches of rain.

Vacation Rentals in Windham

Browse accommodations from all the best providers including Airbnb, Homeaway, VRBO and more at AllTheRooms.com. Windham has 386 hotels, vacation rentals and other unique places to stay, with prices to suit budget travelers, luxury travelers and everything in between. For those trying to keep costs down, the lowest priced place to stay in Windham comes in at $10 per night. A typical accommodation in Windham costs on average $359 per night.

If you need an internet connection during your stay in Windham, then you can choose from over 222 places to stay that provide WiFi internet. 19 of our accommodations in include a breakfast in the price. You can keep up with your workout regime by staying at one of 9 accommodations that provide gym facilities. Driving to Windham? Then choose one of the 223 places to stay that comes with a parking spot included. 19 accommodations come with a pool or jacuzzi

If you're traveling with a furry friend, then be sure to choose one of the 71 pet-friendly accommodations available.

We combine a wide variety of Windham accommodations including vacation rentals, homestays, hostels and other unique places to stay into one easy search. We show results from more than 5 providers, including 150 places to stay from Airbnb, 45 accommodations from Homeaway and 41 places to stay from VRBO.

262 of our places to stay in Windham have been rated by previous guests. They rated 68% as excellent or good. You can instantly book any of 138 places to stay right now.

Destinations near Windham

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