Windham Rentals Are Going Fast in Windham, Catskills, New York

Known as one of the 20 wildest, tastiest mountain communities in America, Windham, NY is the only spot to be for your winter vacation. You will have so much fun you will want to book for the summer too!

Book One of the Windham Rentals Today


Because they are found in a hot vacation spot, Windham rentals are in high demand. Check the availability of Windham vacation rentals easily and be sure to book that vacation spot early.

Popular Windham cottages at the foot of Windham Mountain put you in clear view of ski conditions right outside the large windows. You will know right away if you should strap on those skis or nestle back into the comfortable bed!

Windham Vacation Rentals Save Your Vacation Dollars


Face it: with economic times as they are, it can be hard to take a vacation. Windham rentals open up a world of luxurious choices at extremely reasonable rates. Save money by booking Windham vacation rentals and you have plenty left over to browse through the treasure shops lining our wide streets.

Windham cottages provide luxury accommodations at rock-bottom prices. You can have the vacation of your dreams without leaving all your hard-earned money behind.

Establish Your Base Camp in Windham Cottages


Whether you are hunting birds and beasts or bargains, Windham rentals are perfect base camps. Spread out in our large living spaces and get comfy in our fully-equipped kitchens, then venture out to enjoy golf, fishing, art galleries, and the historic sights and sounds of the town. You might get so comfortable you don’t want to leave your Windham vacation rentals. You will be thrilled by the million-dollar views from Windham cottages, no matter what time of year you choose to visit. They do book up early, so book a prime location today and get started on the vacation of your dreams!

When looking for Catskills cabins, be sure to look into these other options in the area: Andes apartments, Belleayre Mountain cabins, Delaware River Valley cabins, Hunter Mountain condos and Woodstock cottages.

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Windham Vacation Rentals(50)

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WINDHAM
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HomeAway Sort is based on both the type of subscription purchased and property listing criteria. Criteria include items such as number of photos and reviews that are aimed at simplifying the process of finding your perfect vacation getaway.
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  • Viewed
5 Bedrooms, 2 Bathrooms, Sleeps 10

$350 - $400 night
$1,800 - $2,100 week
$4,200 - $5,200 month
  • Viewed
3 Bedrooms, 3 Bathrooms, Sleeps 8

$225 - $375 night
$1,400 - $1,800 week
Accepts Online Payments
  • Viewed
4 Bedrooms, 4 Bathrooms, 1 Half Bath, Sleeps 14

$700 - $2,500 night
$4,000 - $12,000 week
  • Viewed
4 Bedrooms, 2 Bathrooms, Sleeps 14

$200 - $500 night
$1,400 - $1,995 week
$2,800 - $3,995 month
  • Viewed
4 Bedrooms, 2 Bathrooms, Sleeps 10

$200 - $225 night
$1,300 week
$2,500 month
  • Viewed
4 Bedrooms, 3 Bathrooms, Sleeps 10

$200 - $450 night
$1,500 week
$5,000 month
  • Viewed
4 Bedrooms, 2 Bathrooms, Sleeps 8

$300 - $400 night
$1,500 week
$4,500 month
Accepts Online Payments
  • Viewed
4 Bedrooms, 2 Bathrooms, Sleeps 8

$200 - $400 night
$1,000 - $1,500 week
$3,000 month
  • Viewed
4 Bedrooms, 2 Bathrooms, Sleeps 8

$325 - $375 night
$2,500 week
Accepts Online Payments
  • Viewed
3 Bedrooms, 1 Bathroom, 1 Half Bath, Sleeps 8

$250 - $375 night
$1,900 - $2,000 week
  • Viewed
3 Bedrooms, 2 Bathrooms, Sleeps 8

$325 - $400 night
Accepts Online Payments
  • Viewed
4 Bedrooms, 2 Bathrooms, Sleeps 8

$1,200 week
Accepts Online Payments
  • Viewed
4 Bedrooms, 2 Bathrooms, 1 Half Bath, Sleeps 12

$400 - $450 night
$1,875 week
$6,000 month
  • Viewed
3 Bedrooms, 2 Bathrooms, Sleeps 6

$800 week
$1,500 month
  • Viewed
3 Bedrooms, 2 Bathrooms, Sleeps 7

$1,500 - $1,800 week
$4,000 - $4,500 month
  • Viewed
4 Bedrooms, 3 Bathrooms, Sleeps 8

$1,200 - $1,300 week
$9,000 month
  • Viewed
4 Bedrooms, 3 Bathrooms, Sleeps 10

$300 - $500 night
$2,000 week
$4,000 month
  • Viewed
2 Bedrooms, 2 Bathrooms, Sleeps 4

$225 night
$1,000 week
$3,500 month
  • Viewed
1 Bedrooms, 1 Bathroom, Sleeps 2

$90 - $120 night
$450 week
$1,600 month
  • Viewed
2 Bedrooms, 2 Bathrooms, Sleeps 6

$200 - $300 night
  • Viewed
3 Bedrooms, 2 Bathrooms, Sleeps 10

No rental rates available - please contact the owner
  • Viewed
1 Bedrooms, 1 Bathroom, Sleeps 2

$135 - $150 night
$1,300 week
  • Viewed
Studio, 1 Bathroom, Sleeps 4

$100 - $150 night
  • Viewed
5 Bedrooms, 2 Bathrooms, 1 Half Bath, Sleeps 12

$2,000 - $3,500 week
$3,000 month
  • Viewed
6 Bedrooms, 6 Bathrooms, Sleeps 16

No rental rates available - please contact the owner
  • Viewed
2 Bedrooms, 1 Bathroom, 1 Half Bath, Sleeps 8

$1,000 week
$2,000 month
  • Viewed
4 Bedrooms, 3 Bathrooms, 1 Half Bath, Sleeps 12

No rental rates available - please contact the owner
Accepts Online Payments
  • Viewed
3 Bedrooms, 1 Bathroom, 1 Half Bath, Sleeps 6

$145 - $195 night
$875 - $975 week
  • Viewed
4 Bedrooms, 2 Bathrooms, Sleeps 13

No rental rates available - please contact the owner
Sort Properties By: 
HomeAway Sort is based on both the type of subscription purchased and property listing criteria. Criteria include items such as number of photos and reviews that are aimed at simplifying the process of finding your perfect vacation getaway.
Compare Selected