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Holiday Homes near Windham Mountain

19 Resort Drive, Windham, New York 12496
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    Travellers to Windham are booking October dates now. Secure your holiday rental today, and have the perfect trip.
    All 163 Rentals in Windham
    Catskill Domeo - Romantic and Magical Geodesic Glamping Dome in the Catskills!1 / 79
    (6)Excellent
    3.2 kilometres from Windham Mountain
    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
    1.9 kilometres from Windham Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    The Presidential Suite at Brie & Bordeaux1 / 20
    (1)Excellent
    0.9 kilometres from Windham Mountain
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    1.3 kilometres from Windham Mountain
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
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    Pet friendly
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    Smoking allowed
    About this property
    2015 Ski Season rental available. Located 5 minutes from Windham Mountain Ski Resort. The apartment features 2 bedrooms, one bath, furnished with quaint country antiques, and new furniture. Spotlessly clean, convent. The kitchen is fully equiped with dishes, utensils, pots, and pans, microwave,...
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    Windham, Catskill Region
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    3.0 kilometres from Windham Mountain
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Grill
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    • Mountain Views
    • Patio
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    Pet friendly
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    Smoking allowed
    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
    1.4 kilometres from Windham Mountain
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large beautiful home on 6 acres of land only a couple minutes to Ski Windham Mountain and snow tubing park. Large outdoor fire-pit surrounded by huge rocks with Adirondack chairs. Nice outdoor hot tub. Out side cooking grill and outside deck looking at Ski Windham Mountain. Home has 5 bedrooms...
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    Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Windham Townhouse - Base of Mountain1 / 18
    (12)Excellent
    0.4 kilometres from Windham Mountain
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    2.1 kilometres from Windham Mountain
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    In the land of Rip Van Winkle lies this 20-acre elevated mountain campsite with surrounding pine and cedar trees. Enjoy great views and lots of private space just one mile from the hamlet of Windham, NY. During your camping adventure enjoy platinum member access to Christman's Windham House...
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    Windham, Catskill Region
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
    0.4 kilometres from Windham Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Rare Ski Mountain View!1 / 25
    (7)Very good
    2.5 kilometres from Windham Mountain
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    2.0 kilometres from Windham Mountain
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Affordable Getaway in the Best of the Catskills - 5 minutes to Windham Mountain1 / 21
    (6)Very good
    4.7 kilometres from Windham Mountain
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
    Charming Mountain Retreat Lg Mod/Kit on Stream/Fire-pit/Hot Tub1 / 30
    (121)Excellent
    5.0 kilometres from Windham Mountain
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Foot of fresh SNOW Amazing skiing & snowboarding1 / 42
    (23)Excellent
    1.4 kilometres from Windham Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 2
    Windham ski house!  4 miles to Windham Mtn!1 / 29
    (11)Excellent
    5.2 kilometres from Windham Mountain
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    Luxury Home on Windham Mountain! Walk to Slopes1 / 42
    (27)Excellent
    0.9 kilometres from Windham Mountain
    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 11
    Windham Log Cabin on 35 Acres1 / 22
    (59)Excellent
    3.1 kilometres from Windham Mountain
    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
    Windham Mtn.-Walking distance to trail and base lodge!1 / 33
    (47)Excellent
    0.5 kilometres from Windham Mountain
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Dancing Horse Farm - Ski Lodge and Farm 3 Miles from Windham Mountain1 / 50
    (92)Excellent
    5.2 kilometres from Windham Mountain
    9 Bedrooms, 5 Bathrooms, Sleeps 30 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 9 Bedrooms, 5 Bathrooms, Sleeps 30
    'New Home' Idyllic  Mt Views ,Pond & Horse farm views 2 min to Town1 / 35
    (19)Excellent
    3.5 kilometres from Windham Mountain
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Relax!! Escape the city!! Updated condo w Mtn views from deck w/ turbo internet1 / 26
    (38)Excellent
    2.5 kilometres from Windham Mountain
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    ON MOUNTAIN - 4 BED, 4 BATH RETREAT - WALK TO SLOPES!1 / 30
    (29)Excellent
    0.5 kilometres from Windham Mountain
    4 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 13
    6.0 kilometres from Windham Mountain
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Crystal Pond New 4BR & 3.5 bath1 / 23
    (7)Excellent
    4.0 kilometres from Windham Mountain
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Windham, Catskill Region
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    1.4 kilometres from Windham Mountain
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Reviewed 19 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 Condominium! Strong Private WiFi! 2BR/2B, Sleeps 6-8 ⬇️1 / 26
    (125)Very good
    3.6 kilometres from Windham Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Windham, Catskill Region
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Beautiful home, beautiful views, spacious living room1 / 28
    (10)Excellent
    4.2 kilometres from Windham Mountain
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Redwood Retreat in Windham - Pool! Tennis!1 / 31
    (34)Very good
    3.6 kilometres from Windham Mountain
    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:  Ski Weeks/Wknds Avail! High Speed WIFI, Private deck, Watch Video1 / 24
    (83)Excellent
    0.9 kilometres from Windham Mountain
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    ****ON Mountain!*** Steps From Slopes! Welcome to our Windham Mountain Escape!1 / 49
    (35)Excellent
    0.5 kilometres from Windham Mountain
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Spacious Retreat with Luxurious View1 / 28
    (21)Excellent
    5.7 kilometres from Windham Mountain
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
    Windham Mountain Village - Walk to Slopes - 2 Bedroom/2 Bathroom Condo1 / 18
    (9)Excellent
    0.3 kilometres from Windham Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Windham, Catskill Region
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Mountain House Retreat1 / 31
    (52)Excellent
    5.4 kilometres from Windham Mountain
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    Ski Windham House Family Friendly!1 / 13
    (65)Excellent
    1.7 kilometres from Windham Mountain
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
    3.7 kilometres from Windham Mountain
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Windham, Catskill Region
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    3.0 kilometres from Windham Mountain
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    0.2 kilometres from Windham Mountain
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Windham, Catskill Region
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Cozy townhouse steps away from Windham Mountain-  zip code 124961 / 24
    (14)Excellent
    0.2 kilometres from Windham Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 9
    Ready for your family if you need a retreat.1 / 23
    (19)Excellent
    5.7 kilometres from Windham Mountain
    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 / 25
    (62)Excellent
    4.8 kilometres from Windham Mountain
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
    All Season Luxury Condo in Windham/ Ski On - Ski Off1 / 17
    (9)Excellent
    0.0 kilometres from Windham Mountain
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Windham, Catskill Region
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    5.7 kilometres from Windham Mountain
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    4.4 kilometres from Windham Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    3.1 kilometres from Windham Mountain
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Central Heating
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    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    0.9 kilometres from Windham Mountain
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Location Information
    Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    3.3 kilometres from Windham Mountain
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2.4 kilometres from Windham Mountain
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Windham - Hot Tub�Game RoomFire Pit�Ski Views �1 / 51
    (1)Excellent
    8.5 kilometres from Windham Mountain
    5 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Location Information
    Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 16
    4.1 kilometres from Windham Mountain
    10 Bedrooms, 10 Bathrooms, Sleeps 30 Quick View
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    • Cable/satellite TV
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    Location Information
    Windham, Catskill Region
    Holiday Rental House - 10 Bedrooms, 10 Bathrooms, Sleeps 30
    NEW! Stylish Mtn Escape w/ Hot Tub, 3 Miles to Ski1 / 39
    (2)Excellent
    3.2 kilometres from Windham Mountain
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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