Windham Vacation Rentals - HolidayHomes base64Hash Windham Vacation Rentals - HolidayHomes

Windham Vacation Rentals

Browse 497 available vacation homes and compared across 11 trusted partners

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Top-Rated Vacation rentals in Windham

Book the highest-rated Windham vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Windham
Vacation home with heated pool, patio & barbeque | Mountain view
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Chalet Windham
Family-Friendly Windham Estate, Swimming Pond, Spa
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Apartment Windham
Cozy Caboose in the city
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House Windham
Catskills Home, 5 Mins to Windham Mtn Resort!
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House Windham
Child-friendly house with pool & terrace | Mountain view
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House Windham
Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace
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House Windham
Lovely house with patio | City view
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House Windham
House with garden, grill & patio | Mountain view
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Cabin Windham
Cabin with barbeque, yard & terrace | Nature view
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House Windham
House with patio, garden & barbecue | Mountain view
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House Windham
"New Home" Idyllic Mt Views, Pond & Horse farm views 2 min to Town
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Apartment Windham
Relaxing Catskills Apt < 3 Mi to Windham Mountain!
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Chalet Windham
Family-oriented pleasant chalet with garden, terrace & hot tub | Mountain view | Ski nearby
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House Windham
'The Mountain House:' Windham Retreat w/ Hot Tub!
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Condo Windham
5-Star Lux Condo, Heated Pool, Hot Tub, Ski in/out @ Windham
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Top 15 most Recommended Vacation Rentals in Windham

Discover your ideal Windham vacation rental with real-time comparisons of 497 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Windham
House ∙ 6 guests ∙ 3 bedrooms

202 m² House

Windham, Greene County, New York, United States
This house rental in Windham accommodates 6 guests and features a family-friendly kitchen for your convenience.
from $216
per night
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Villa Windham
Villa ∙ 16 guests ∙ 5 bedrooms

353 m² Villa

Windham, Greene County, New York, United States
This spacious 16-person villa in Windham features a heated pool and offers stunning mountain views for a perfect getaway.
from $1,175
per night
(12)
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House Windham
House ∙ 8 guests ∙ 4 bedrooms

139 m² House

Windham, Greene County, New York, United States
Spacious house rental in Windham for 8 guests featuring a family-friendly kitchen and a beautiful mountain view.
from $266
per night
(6)
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House Windham
House ∙ 6 guests ∙ 2 bedrooms

89 m² House

Windham, Greene County, New York, United States
This house rental in Windham accommodates 6 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $287
per night
(10)
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House Windham
House ∙ 6 guests ∙ 2 bedrooms

232 m² House

Windham, Greene County, New York, United States
This house rental in Windham accommodates 6 guests and features a spacious yard for outdoor activities.
from $476
per night
(5)
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House Windham
House ∙ 17 guests ∙ 5 bedrooms

297 m² House

Windham, Greene County, New York, United States
This spacious house rental in Windham accommodates 17 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $710
per night
(143)
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House Windham
House ∙ 6 guests ∙ 2 bedrooms

102 m² House

Windham, Greene County, New York, United States
This house rental in Windham accommodates 6 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $173
per night
(87)
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House Windham
House ∙ 8 guests ∙ 3 bedrooms

209 m² House

Windham, Greene County, New York, United States
Spacious house rental in Windham for 8 guests featuring a family-friendly kitchen and ample parking for your convenience.
from $200
per night
(12)
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House Windham
10 guests ∙ 3 bedrooms

House

Windham, Greene County, New York, United States
Spacious house rental in Windham for 10 guests featuring a cozy fireplace and a beautiful yard for outdoor relaxation.
from $655
per night
(42)
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