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Vacation Rentals in Windham, New York

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about Windham

Windham, New York Vacation Rentals and Tourism

Windham Vacation Rental Deals

Known as the “Gem of the Catskills” and the “land in the sky,” Windham is full of outdoor activities and sights. Come stay in a Windham discounted vacation rental during your next vacation and you can enjoy all the beauty and stillness this area has to offer. And with ongoing discounted rates and Windham last minute deals you will save money and get the best value vacation possible. Don’t wait another minute, bring your family to an affordable Windham rental and enjoy a fun filled vacation that will create memories for years to come.

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Check out more areas which feature homes, villas, cabins, cottages, or condos.

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* Nightly rates and average rates per bedroom are based on actual rates in this area. Learn More .

DEAL!! Chalet-Style Home on 34 Acres Thanksgiving Special!
Windham Chalet Rental Picture
  • Chalet Rental Deals and Discounts $100 off = $900 per week
  • bedrooms 3
  • sleeps 8
  • community
  • baths 1½
  • rental type Chalet
  • rates (USD) $650 - $1,900 /wk
 
 
 
 
 
Quads at Windham - Townhome
Windham Townhome Rental Picture
  • bedrooms 2
  • sleeps 6
  • community Quads at Windham
  • baths 2
  • rental type Townhome
  • rates (USD) $1,100 - $1,275 /mth
 
 
 
 
 
Townhouse at the Quads
Windham Townhome Rental Picture
  • bedrooms 2
  • sleeps 6
  • community Quads at Windham, NY
  • baths 2
  • rental type Townhome
  • rates (USD) $1,200 - $1,600 /mth
 
 
 
 
 
Ranch style condo at The Quads
Windham House Rental Picture
  • bedrooms 2
  • sleeps 6
  • community Windham
  • baths 2
  • rental type House
  • rates (USD) $1,100 - $1,600 /mth
 
 
 
 
 
Mountainview Condo between Windham & Hunter Mts
Windham Condo Rental Picture
  • bedrooms 2
  • sleeps 6
  • community Mountainview Estates
  • baths 2
  • rental type Condo
  • rates (USD) $125 - $240 /nt
    $900 - $1,200 /wk
    $1,400 - $2,000 /mth
 
 
 
 
 
Windham Mountain House
Windham Duplex Rental Picture
  • bedrooms 3
  • sleeps 8
  • community Windham
  • baths 1
  • rental type Duplex
  • rates (USD) $250 - $1,800 /wk
 
 
 
 
 
Catskill Log Cabin on 3 acres
Windham House Rental Picture
  • bedrooms 3
  • sleeps 8
  • community
  • baths 1½
  • rental type House
  • rates (USD) $1,400 - $1,400 /wk
 
 
 
 
 
Completely Renovated Windham Condo with Awesome View!
Windham Townhome Rental Picture
  • bedrooms 3
  • sleeps 8
  • community
  • baths 2
  • rental type Townhome
  • rates (USD) $750 - $1,000 /wk
 
 
 
 
 
Morning Star Mountain Retreat
Windham House Rental Picture
  • bedrooms 3
  • sleeps 10
  • community
  • baths 3
  • rental type House
  • rates (USD) $300 - $700 /nt
    $2,000 - $4,000 /wk
 
 
 
 
 
Holiday Court Ski Homes
Windham House Rental Picture
  • bedrooms 3
  • sleeps 8
  • community
  • baths 3
  • rental type House
  • rates (USD) $300 - $400 /nt
    $2,100 - $2,800 /wk
    $3,000 - $5,000 /mth
 
 
 
 
 
Upscale Large Ski Vacation Home
Windham Townhome Rental Picture
  • bedrooms 3
  • sleeps 8
  • community Elm Ridge Townhouses
  • baths 3½
  • rental type Townhome
  • rates (USD) $3,500 - $4,000 /mth
 
 
 
 
 
Windham Ski House
Windham House Rental Picture
  • bedrooms 5
  • sleeps 10
  • community
  • baths 3½
  • rental type House
  • rates (USD) $2,800 - $4,500 /wk
 
 
 
 
 
Private Rent Estate+Horses+B&B/Fall,Winter discount+Free Day
Windham House Rental Picture
  • bedrooms 5
  • sleeps 14
  • community
  • baths 5
  • rental type House
  • rates (USD) $550 - $2,200 /wk
 
 
 
 
 
location location location- Windham Mt walk to the slopes
Windham House Rental Picture
  • bedrooms 6
  • sleeps 10
  • community
  • baths 5
  • rental type House
  • rates (USD) $200 - $500 /nt
    $750 - $1,500 /wk
    $1,500 - $2,500 /mth
 
 
 
 
 
Streamside - Hunter Mtn Ski Windham Luxury Home
Windham House Rental Picture
  • bedrooms 7
  • sleeps 18
  • community
  • baths 6
  • rental type House
  • rates (USD) $3,200 - $5,200 /wk
 
 
 
 
 
Eight Bedroom Bed and Breakfast
Windham Bed & Breakfast Rental Picture
  • bedrooms 8
  • sleeps 1
  • community
  • baths 5
  • rental type Bed & Breakfast
  • rates (USD) $3,000 - $5,000 /wk