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Windham Vacation Rentals

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  2. United States of America
  3. New York
  4. Windham

Our Favorite Vacation Rentals in Windham

  • PENTHOUSE w/ SunRoom, deck, Mt view
     Home/Apartment
    Booking.com
    From
    $325
  • Secluded Charming Water Front Log Home
    Excellent4br Home/Apartment
    HolidayLettings
    From
    $859
  • Tentrr - Pleasant Valley Maplecroft Camp
     Country House
    Booking.com
    From
    $163
  • Beautiful apartment with great views!
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $231
  • Hunter near Ski Slopes, Catskills Amazing Views!
     Country House
    Booking.com
    From
    $588
  • Catskill Getaway - Ideal for Skiers Windham and Hunter Mountain Vacation Rental
    ExcellentHome/Apartment
    HolidayLettings
    From
    $137
  • Tentrr - Moon Song Farm
     Country House
    Booking.com
    From
    $124
  • Mountain House Retreat
    Excellent5br Home/Apartment
    HolidayLettings
    From
    $618
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Windham Vacation Rentals with a Pool

  • Windham Condo
    Good2br Home/Apartment
    Airbnb
    From
    $283
  • Caracas Top neighborhood Apartment
     3br Home/Apartment
    Airbnb
    From
    $58
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Windham Vacation Rentals with Wi-Fi

  • Knollwood Acres, Windham, NY
    ExcellentHome/Apartment
    Airbnb
    From
    $107
  • Mountainside Ski Deluxe Windham Apt - 1Br 1Bath
    ExcellentHome/Apartment
    Airbnb
    From
    $311
  • Stargazers paradise
    Excellent2br Home/Apartment
    Airbnb
    From
    $325
  • Windham Mountain Retreat
    Excellent2br Home/Apartment
    Airbnb
    From
    $297
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Windham Pet-Friendly Vacation Rentals

  • Historic Catskill Mountain House close to Windham
     7br Home/Apartment
    HolidayLettings
    From
    $887
  • Entire House Mountain Getaway Windham / Hunter / Belleayre / Lexington
     3br Home/Apartment
    HolidayLettings
    From
    $174
  • On A Road Less Traveled -Catskill Mountain Retreat
    Good3br Home/Apartment
    HolidayLettings
    From
    $303
  • Downtown Tannersville Apt - 3 Mi to Hunter Mtn
     3br Home/Apartment
    HolidayLettings
    From
    $366
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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.

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Price and Availability in Windham

Most expensive
Most availability
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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 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.
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The Weather in Windham

Rainy days
64° 4°
6
62° 13°
3
63° -10°
2
73° 2°
3
56° 7°
3
70° 19°
4
90° 41°
2
97° 48°
3
97° 51°
5
96° 57°
4
94° 43°
6
83° 27°
4
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Rainy days

This climate histogram shows you the weather patterns in Windham. The warmest months in Windham are July and June, when temperatures reach 97 ˚F. The coolest month is December, when temperatures drop to -10 ˚F. The wettest month in Windham is April with 5.62 inches of rain, while the driest month is August with 1.64 inches of rain.

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