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Holiday Rentals near Windham Mountain

19 Resort Drive, Windham, New York 12496
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    Travellers to Windham are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    All 98 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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    Catskill Getaway - Ideal for Skiers Windham and Hunter Mountain Vacation Rental1 / 54
    (7)Excellent
    3.4 kilometres from Windham Mountain
    1 Bedroom, 1 Bathroom, Sleeps 3 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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    • Mountain Views
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    Reviewed 28 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 Bistro Brie & Bordeaux, 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...
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    Windham, Catskill Region
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1.3 kilometres from Windham Mountain
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Skiing: Property Is In A Ski Resort
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    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
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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
    1.4 kilometres from Windham Mountain
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
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    • Private Garden
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    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
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    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
    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
    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
    Modern Mountain-view modern cabin , 15 Min to Windham Slopes1 / 40
    (11)Very good
    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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    Windham, Catskill Region
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    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 / 31
    (114)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
    FRESH SNOWSTORM Cutest Cabin in Windham for 2 People1 / 44
    (45)Excellent
    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 Quads Condo! Ski '20/'21. Scroll to bottom for Rates ⬇️1 / 25
    (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, Gorgeous View, Spacious Living1 / 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
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    Foot of fresh SNOW Amazing skiing & snowboarding1 / 47
    (23)Excellent
    1.4 kilometres from Windham Mountain
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
    Windham Mountain Getaway 2BD 2BA Condo1 / 26
    (33)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 Season: Wkds & Midweek- 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
    0.7 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
    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
    NEW! 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
    Spacious Retreat with Luxurious View1 / 28
    (18)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
    Windham Log Cabin on 35 Acres1 / 22
    (58)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
    Mountain House Retreat1 / 34
    (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
    Windham Mtn.-Walking distance to trail and base lodge!1 / 32
    (46)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
    (87)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
    (18)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
    Relax!! Escape the city!! Updated condo w Mtn views from deck w/ turbo internet1 / 25
    (36)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
    Modern Mountain House 5Bd/3Ba, HotTub, 4 Season Room, 5 min from Windham Mtn1 / 19
    (6)Excellent
    3.4 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
    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
    Waterfront Secluded Log-house w/Sauna, Games, More, Mins To Town & Activities1 / 50
    (32)Excellent
    3.1 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
    2-Story-TOWN-HOUSE-LOFT-Mt View/6 BEDS/ Sleeps  91 / 48
    (21)Very good
    1.0 kilometres from Windham Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Windham, Catskill Region
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    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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    • Air Conditioning
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    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    NEW! Cozy Catskills Getaway w/ Yard & Mtn Views!1 / 26
    (2)Very good
    3.2 kilometres from Windham Mountain
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Patio
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    Location Information
    Windham, Catskill Region
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, 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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    • DVD Player
    • Balcony
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    Location Information
    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
    0.8 kilometres from Windham Mountain
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
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    • Hot Tub
    • Skiing: Property Is In A Ski Resort
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    • Mountain Views
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    ******NOW ACCEPTING RESERVATION REQUESTS FOR 2021/2022 SKI SEASON****** ***EARLY BOOKING DISCOUNT FOR 21/22 SEASON DATES IF BOOKED BEFORE 6/1/21*** (OCTOBER - JANUARY 4th - DATES STILL AVAILABLE!) Perfect Windham Mountain slope side chalet. Short walk to slopes in winter and bike trails in...
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    Location Information
    Windham, Catskill Region
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
    NEW! Chic Catskills Getaway 2 Miles to Windham Mtn1 / 27
    (4)Very good
    3.1 kilometres from Windham Mountain
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Central Heating
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    Location Information
    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Luxury Ski Windham Resort directly on Ski Mountain. Enjoy direct ski in/out1 / 33
    (1)Excellent
    1.1 kilometres from Windham Mountain
    6 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Location Information
    Windham, Catskill Region
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 8
    3.3 kilometres from Windham Mountain
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    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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    • Central Heating
    • Internet Access
    • DVD Player
    • Washer
    • Terrace
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    • Balcony
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    Location Information
    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Year-Round Relaxing Mountain Escape1 / 33
    (18)Excellent
    3.0 kilometres from Windham Mountain
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    Location Information
    Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    8.2 kilometres from Windham Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
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    Location Information
    Windham, Catskill Region
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Luxury Mountain Log Home, Ski-In/Ski-Out to Windham Resort1 / 34
    (5)Excellent
    0.7 kilometres from Windham Mountain
    5 Bedrooms, 8 Bathrooms, Sleeps 22 Quick View
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    Location Information
    Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 8 Bathrooms, Sleeps 22
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