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Holiday Rentals near Windham Mountain Outfitters

61 State Route 296, Windham, New York 12496-5308
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    Travellers to Windham are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    All 194 Rentals in Windham
    Catskill Domeo - Romantic and Magical Geodesic Glamping Dome in the Catskills!1 / 79
    (6)Excellent
    1.3 miles from Windham Mountain Outfitters
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    ***2BR/2BA Beautiful Mountain Views, Close to Mtn & Downtown***1 / 26
    (1)Excellent
    0.5 miles from Windham Mountain Outfitters
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Catskill Getaway - Ideal for Skiers Windham and Hunter Mountain Vacation Rental1 / 54
    (7)Excellent
    1.2 miles from Windham Mountain Outfitters
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    The Presidential Suite at Brie & Bordeaux1 / 20
    (2)Excellent
    1.1 miles from Windham Mountain Outfitters
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Air Conditioning
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    Reviewed 27 October 2015
    Beautiful guesthouse tucked away in Windham, NY. Great view of the mountain from the living and dining room. Guesthouse has full working kitchen, large Presidential Suite with...
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    About this property
    An upscale and contemporary suite located in the heart of the Catskills, above Zicatela's 2, on Main Street, in Windham, NY. Create you getaway weekends, weeks and season stays. The suite has a king bed, queen bed, and one bunk bed. The great room, incorporates the living room with flat screen TV,...
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    Windham, Catskill Region
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    0.6 miles from Windham Mountain Outfitters
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    About this property
    Great views of Windham Mountain and the valley left and right. The house is 1.3 miles from Ski Windham. Large living room/dinning area with birds eye view of mountain and valley from a wraparound deck. Enjoy an adult cocktail watching the New Years Fire works or the stars. BBQ grill on the deck....
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    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Windham Townhouse - Base of Mountain1 / 18
    (13)Excellent
    1.3 miles from Windham Mountain Outfitters
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    1.1 miles from Windham Mountain Outfitters
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Windham, Catskill Region
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Late Season discounts!1 / 25
    (7)Very good
    1.3 miles from Windham Mountain Outfitters
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
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    Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
    0.4 miles from Windham Mountain Outfitters
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Affordable Getaway in the Best of the Catskills - 5 minutes to Windham Mountain1 / 21
    (6)Very good
    4.3 miles from Windham Mountain Outfitters
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Foot of fresh SNOW Amazing skiing & snowboarding1 / 30
    (23)Excellent
    2.0 miles from Windham Mountain Outfitters
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Windham Mountain A Frame Ski House with Central A/C1 / 28
    (7)Excellent
    3.0 miles from Windham Mountain Outfitters
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    "New Home" Idyllic  Mt Views ,Pond & Horse farm views 2 min to Town1 / 30
    (7)Excellent
    2.1 miles from Windham Mountain Outfitters
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    FRESH SNOWSTORM Cutest Cabin in Windham for 2 People1 / 30
    (45)Excellent
    2.0 miles from Windham Mountain Outfitters
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Reviewed 18 April 2017
    The cutest cabin was just what we needed! We thoroughly enjoyed our extended weekend up in the mountains. The owners Tammy & Ed were both gracious and informative (offering...
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    Windham, Catskill Region
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Windham Chalet+Gorgeous View1 / 21
    (1)Excellent
    1.4 miles from Windham Mountain Outfitters
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
    1.6 miles from Windham Mountain Outfitters
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    1.7 miles from Windham Mountain Outfitters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    0.3 miles from Windham Mountain Outfitters
    9 Bedrooms, 8 Bathrooms, Sleeps 20 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 9 Bedrooms, 8 Bathrooms, Sleeps 20
    Charming Mountain Retreat Lg Mod/Kit on Stream/Fire-pit/Hot Tub1 / 30
    (123)Excellent
    2.8 miles from Windham Mountain Outfitters
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Private family home! 4 miles to Windham Mtn!1 / 29
    (11)Excellent
    1.8 miles from Windham Mountain Outfitters
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Luxury Home on Windham Mountain! Walk to Slopes1 / 30
    (8)Excellent
    1.9 miles from Windham Mountain Outfitters
    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 11
    2.1 miles from Windham Mountain Outfitters
    6 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 14
    0.9 miles from Windham Mountain Outfitters
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
    Catskill Mountain Home In Windham, NY1 / 30
    (6)Excellent
    2.4 miles from Windham Mountain Outfitters
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    1.1 miles from Windham Mountain Outfitters
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Ultimate Windham Mountain Farm Retreat: Spectacular 9 Bedroom Home on 30 Acres1 / 30
    (7)Excellent
    3.0 miles from Windham Mountain Outfitters
    9 Bedrooms, 5 Bathrooms, Sleeps 30 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 9 Bedrooms, 5 Bathrooms, Sleeps 30
    Relax!! Escape the city!! Updated condo w Mtn views from deck w/ turbo internet1 / 25
    (38)Excellent
    1.8 miles from Windham Mountain Outfitters
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Crystal Pond New 4BR & 3.5 bath1 / 30
    (7)Excellent
    1.1 miles from Windham Mountain Outfitters
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Windham, Catskill Region
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Windham Condominium! 2BR/2B, Sleeps 6-8. Strong Private Wi-Fi! ⬇️1 / 30
    (126)Very good
    0.9 miles from Windham Mountain Outfitters
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Windham, Catskill Region
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    1.6 miles from Windham Mountain Outfitters
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Redwood Retreat in Windham - minutes to the Mountain!1 / 30
    (7)Very good
    0.9 miles from Windham Mountain Outfitters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Windham Mountain Village - Walk to Slopes - 2 Bedroom/2 Bathroom Condo1 / 18
    (9)Excellent
    1.4 miles from Windham Mountain Outfitters
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Windham, Catskill Region
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Retreat mountain home1 / 30
    (6)Excellent
    3.3 miles from Windham Mountain Outfitters
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    1.4 miles from Windham Mountain Outfitters
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    2.0 miles from Windham Mountain Outfitters
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    1.6 miles from Windham Mountain Outfitters
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    1.1 miles from Windham Mountain Outfitters
    2 Bedrooms, 3 Bathrooms, Sleeps 2 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 2
    Windham Mountain Ski House with great views of Windham and the Valley.1 / 27
    (9)Excellent
    0.6 miles from Windham Mountain Outfitters
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Ready for your family if you need a retreat.1 / 23
    (4)Excellent
    4.4 miles from Windham Mountain Outfitters
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    The Xenia - A 4 Seasons Family Friendly Spacious Mountain Home1 / 24
    (62)Excellent
    2.8 miles from Windham Mountain Outfitters
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
    3.1 miles from Windham Mountain Outfitters
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Kid friendly
    Smoking allowed
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    Location Information
    Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    3.6 miles from Windham Mountain Outfitters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    • Internet Access
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Windham, Catskill Region
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    0.4 miles from Windham Mountain Outfitters
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
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    • Skiing: Property Is In A Ski Resort
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    Smoking allowed
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    Location Information
    Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    0.4 miles from Windham Mountain Outfitters
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Location Information
    Windham, Catskill Region
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Studio 3 BEDS-SLEEPS 31 / 30
    (6)Very good
    1.0 miles from Windham Mountain Outfitters
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Balcony
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    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Windham, Catskill Region
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    0.7 miles from Windham Mountain Outfitters
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Patio
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    • Hot Tub
    • Balcony
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    0.9 miles from Windham Mountain Outfitters
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Balcony
    • Grill
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    • Patio
    • Terrace
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
    4.8 miles from Windham Mountain Outfitters
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    1.2 miles from Windham Mountain Outfitters
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Patio
    • Terrace
    • Balcony
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    0.4 miles from Windham Mountain Outfitters
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Check-in Check-out
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    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Windham, Catskill Region
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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