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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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Bedrooms: Min 0, Max 5

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

DEAL!! Windham/Hunter Contempoary Ski Lake House
Windham House Rental Picture
  • House Rental Deals and Specials Premium Views, No Taxes/New Appliances ($500)
  • bedrooms 4
  • community Yes
  • rental type House
  • sleeps 12
  • baths 3
  • rates (USD) $276 - $600 /nt
    $1,000 - $4,000 /wk
 
 
 
 
 

1 reviews write a review

Large home with spectacular views close to ski slopes & golf
Windham House Rental Picture
  • bedrooms 5
  • community Windham & Hunter Mt,
  • rental type House
  • sleeps 12
  • baths 3
  • rates (USD) $300 - $400 /nt
    $1,400 - $1,600 /wk
    $2,500 - $4,000 /mth
 
 
 
 
 

3 reviews write a review

4 Season Nirvana Getaway, Hot Tub, Mtn View, Minutes to Town
Windham House Rental Picture
  • bedrooms 4
  • community
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $450 - $650 /nt
 
 
 
 
 

9 reviews write a review

Morning Star Vacation Home
Windham Chalet Rental Picture
  • bedrooms 3
  • community Windham & Hunter Mt,
  • rental type Chalet
  • owner badgeowner badge
  • sleeps 10
  • baths 3
  • rates (USD) $149 - $699 /nt
    $1,995 - $3,995 /wk
    $2,500 - $6,000 /mth
 
 
 
 
 

15 reviews write a review

location location location- Windham Mt walking to slopes
Windham House Rental Picture
  • bedrooms 6
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 16
  • baths 5
  • rates (USD) $200 - $800 /nt
    $750 - $4,500 /wk
    $1,500 - $8,500 /mth
 
 
 
 
 

25 reviews write a review

Streamside - Hunter Mtn Ski Windham Luxury Home
Windham House Rental Picture
  • bedrooms 7
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 18
  • baths 6
  • rates (USD) $700 - $1,400 /nt
    $3,200 - $7,700 /wk
 
 
 
 
 

3 reviews write a review

Lovely Windham Mountain townhome/ condo
Windham Townhome Rental Picture
  • bedrooms 3
  • community Brainard Ridge
  • rental type Townhome
  • sleeps 9
  • baths 2
  • rates (USD) $300 - $500 /nt
    $1,500 - $3,500 /wk
 
 
 
 
 

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Nehapwa
Windham House Rental Picture
  • bedrooms 4
  • community
  • rental type House
  • sleeps 8
  • baths
  • rates (USD) $225 /nt
    $1,420 /wk
    $5,400 /mth
 
 
 
 
 

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Windham Mountain Ski Weeks and Weekends Available
Windham Condo Rental Picture
  • bedrooms 2
  • community Quads at Windham
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $200 - $400 /nt
    $1,000 - $2,100 /wk
 
 
 
 
 

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Ranch style condo at The Quads
Windham House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $1,200 - $1,800 /mth
 
 
 
 
 

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Eight Bedroom Bed and Breakfast
Windham House Rental Picture
  • bedrooms 8
  • community
  • rental type House
  • sleeps 16
  • baths
  • rates (USD) $575 - $1,000 /nt
    $3,500 - $7,000 /wk
 
 
 
 
 

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Private Rental Estate+HORSES/Winter Deck/Swim/Skiing/Pets OK
Windham House Rental Picture
  • bedrooms 5
  • community
  • rental type House
  • sleeps 12
  • baths 5
  • rates (USD) $115 - $475 /nt
    $900 - $2,200 /wk
 
 
 
 
 

16 reviews write a review

Great Windham House on 5 Private Acres; Hot Tub, Fireplace, Grill
Windham House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths 2
  • rates (USD) $450 /nt
 
 
 
 
 

11 reviews write a review

Luxury Log Home with Ski Windham views
Windham Estate Rental Picture
  • bedrooms 4
  • rental type Estate
  • owner badgeowner badge
  • sleeps 14
  • baths
  • rates (USD) $800 - $2,500 /nt
    $5,600 - $12,000 /wk
 
 
 
 
 

30 reviews write a review

Tuscan Year Round Beauty 1-3 Families - Weddings / Gatherings - outdoor kitchen
Windham House Rental Picture
  • bedrooms 6
  • rental type House
  • owner badgeowner badge
  • sleeps 14
  • baths 3
  • rates (USD)
 
 
 
 
 

16 reviews write a review

Cozy Cottage For Two Or Two Couples with Outdoor Spa
Windham Cottage Rental Picture
  • bedrooms 2
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 6
  • baths 1
  • rates (USD) $200 - $250 /nt
    $1,000 /wk
    $2,500 /mth
 
 
 
 
 

4 reviews write a review

Log Cabin with Stocked Pond and Stream on 4 acres. Complete Privacy
Windham Cabin Rental Picture
  • bedrooms 4
  • rental type Cabin
  • owner badgeowner badge
  • sleeps 13
  • baths 2
  • rates (USD) $250 /nt
    $1,500 /wk
    $3,000 /mth
 
 
 
 
 

16 reviews write a review