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.

Use filters to narrow your search results!

Windham: Houses, Cabins & More(87)

87 Results
2 night minimum stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 14
#155527
(30)
  • 5 BR,
  • 3 BA,
  • Sleeps 10
#920655
(12)
2 night minimum stay
  • 7 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 14
#3665669
2 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 14
#3671588
(15)
2 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
#3520172
(6)
  • 6 BR,
  • 6 BA,
  • Sleeps 16
#205996
(25)
  • 5 BR,
  • 5 BA,
  • Sleeps 12
#170906
12 Reviews
  • 5 BR,
  • 3 BA,
  • Sleeps 10
#106754
1 Review
  • 4 BR,
  • 2 BA,
  • Sleeps 8
#318629
2 Reviews
2 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 9
#552212vb
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
#914098
(4)
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
#3320311
(11)
2 night minimum stay
  • 5 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 12
#283517
(7)
2 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 9
#125969
(5)
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 15
#243448
(20)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
#380511
(4)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
#385951
  • 2 BR,
  • 1 BA,
  • Sleeps 4
#268457
(5)
  • 4 BR,
  • 3 BA,
  • Sleeps 12
#491739vb
  • 2 BR,
  • 1 BA,
  • Sleeps 5
#3666047
$175
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
#3691110
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
#249063
  • 2 BR,
  • 1 BA,
  • Sleeps 8
#418985vb
  • 4 BR,
  • Sleeps 10
#368790vb
2 - 3 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
#174521
(14)
2 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
#488597vb
(9)
2 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
#330463
(19)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
#242542
2 Reviews
2 - 4 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
#3661259
2 Reviews
2 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
#3692544
2 Reviews
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