Windham Condos, Vacation Rentals & more


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Areas near Windham

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Great rentals within 20 miles that match your search

1 / 4

Village Suites at Fleischmanns - Suite 1

  • 1
  • 5
  • 2 nights min

$121

Details

1 / 9

Beautiful country estate offers two bedroom apartment.

  • 2
  • 6
  • 1 night min

$181

Details

1 / 45

Beautiful Bedroom in Historic Townhouse

  • 2
  • 1 night min

$150

Details

1 / 20

Winter Rental For Upstate New York

  • 4
  • 8
  • 90 nights min

$118

Details

1 / 11

Expanded Cabin facing Hunter Mountain in NY

  • 4
  • 7
  • 2 nights min

$600

Details

1 / 21

3BR, 4-season Ski House in heart of the Catskills

  • 3
  • 8
  • Min stay varies

$160

Details

1 / 112

LUXURY SKI CABIN LAKEFRONT LOG HOME 4 KAYAKS/1 PADDLEBOARD.ONE MAN PONTOON BOAT

  • 6
  • 23
  • Min stay varies

$1501

Details

1 / 18

Top of the Pass. Cozy Craftsman Style

  • 4
  • 8
  • 2 nights min

$250

Details

1 / 6

Cozy Cottage

  • 2
  • 4
  • 2 nights min

$201

Details

1 / 8

Charming Townhouse

  • 3
  • 6
  • 2 nights min

$200

Details

1 / 7

Hunter Mountain Ski House Condo Ski Season Rental

  • 1
  • 6
  • 3 nights min

$100

Details

1 / 6

LAKE FRONT DESIGN Log Cabin - CATSKILLS, NY.

  • 3
  • 6
  • 2 nights min

$300

Details

1 / 22

Mountain House Retreat-Catskill Mountains-Windham, NY:

  • 5
  • 10
  • 2 nights min

$300

Details

1 / 20

Windham Mountain Ski House with Great Views

  • 3
  • 9
  • 2 nights min

$351

Details

1 / 23

The Catskills Tranquility House

  • 3
  • 10
  • 2 nights min

$300

Details

1 / 23

Windham Family Funhouse and Nature Retreat

  • 5
  • 15
  • 2 nights min

$501

Details

1 / 24

Two-Story, 3-Bedroom Family Home

  • 3
  • 4
  • 2 nights min

$201

Details

1 / 26

***2BR/2BA Beautiful Mountain Views, Close to Mtn & Downtown***

  • 2
  • 5
  • Min stay varies

$226

Details

1 / 45

Brand new 4-bedroom ski chalet with bucolic mountain, lake and meadow views.

  • 4
  • 10
  • Min stay varies

$551

Details

1 / 9

The Presidential Suite at Brie & Bordeaux

  • 3
  • 6
  • 2 nights min

$425

Details

1 / 12

Chickadee Chalet

  • 2
  • 4
  • 2 nights min

$351

Details

1 / 14

Amazing Mountain Views, Total Privacy

  • 4
  • 13
  • 2 nights min

$290

Details

1 / 7

Windham Mountain NY Thanksgiving, Nov/Dec Specials

  • 7
  • 14
  • 2 nights min

$800

Details

1 / 34

The Mountain House: The Perfect 4 Season Retreat

  • 8
  • 22
  • 3 nights min

$2500

Details

1 / 16

A Stunning Upstate NY Property

  • 4
  • 8
  • 2 nights min

$750

Details

1 / 21

Windham Ski Chalet

  • 3
  • 8
  • 1 night min

$401

Details

1 / 15

Mountain Treasure Cottage, WIndham, NY

  • 2
  • 8
  • 2 nights min

$249

Details

1 / 8

Cristal pound at Windham ski resort

  • 4
  • 10
  • 4 nights min

$201

Details

1 / 20

Country Convenient 2, 2bd townhouse Windham Hunter

  • 2
  • 4
  • 2 nights min

$76

Details

1 / 14

Cozy Cape Code Right By Hunter Mountain!

  • 3
  • 8
  • 2 nights min

$300

Details

1 / 17

Country Convenient - cozy 2bd apartment in Windham

  • 2
  • 4
  • 2 nights min

$85

Details

1 / 54

WINDHAM MAGNIFICENT HOLIDAY GETAWAY

  • 5
  • 14
  • 2 nights min

$899

Details

1 / 9

Windham Mountain Ski House

  • 5
  • 10
  • 90 nights min

$501

Details

1 / 14

Beautiful apartment with great views!

  • 2
  • 4
  • 2 nights min

$201

Details

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