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Vacation Rentals near Windham Mountain

19 Resort Drive, Windham, New York 12496
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    Travelers to Windham are booking May dates now. Secure your vacation rental today, and have the perfect trip.
    All 168 Rentals in Windham
    Catskill Domeo - Romantic and Magical Geodesic Glamping Dome in the Catskills!1 / 79
    (6)Excellent
    2.0 miles 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
    1.2 miles from Windham Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    The Presidential Suite at Brie & Bordeaux1 / 20
    (1)Excellent
    0.6 miles from Windham Mountain
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Chickadee Chalet1 / 12
    0.8 miles 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
    Windham Mountain Ski House1 / 9
    0.8 miles from Windham Mountain
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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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
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Windham Townhouse - Base of Mountain1 / 18
    (13)Excellent
    0.2 miles from Windham Mountain
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Windham, Catskill Region
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Ski Mountain Chalet w/ Hot tub, Fireplace, Game Room -Windham Mountain1 / 30
    (5)Excellent
    2.0 miles from Windham Mountain
    6 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    Windham, Catskill Region
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 15
    Hunter/Windham Area - Winter Rental1 / 23
    (2)Very good
    3.4 miles from Windham Mountain
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Windham, Catskill Region
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Fish, Golf, Bike, Hike; steps to Windham Ski resort.1 / 30
    0.2 miles from Windham Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Windham, Catskill Region
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Late Season discounts!1 / 25
    (7)Very good
    1.8 miles from Windham Mountain
    5 Bedrooms, 6 Bathrooms, Sleeps 5 Quick View
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    Windham, Catskill Region
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 5
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    Luxury Windham Chalet with Spa/11 acre/15 sleeps1 / 30
    2.6 miles from Windham Mountain
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Windham, Catskill Region
    Rental Home - 7 Bedrooms, 5 Bathrooms, Sleeps 16
    SKI Slope views, ski 1 mile drive or walk, Golf Course & walk to town.1 / 17
    1.2 miles from Windham Mountain
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Windham, Catskill Region
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Affordable Getaway in the Best of the Catskills - 5 minutes to Windham Mountain1 / 21
    (6)Very good
    3.0 miles from Windham Mountain
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Windham, Catskill Region
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 7
    Charming Mountain Retreat Lg Mod/Kit on Stream/Fire-pit/Hot Tub1 / 29
    (123)Excellent
    3.1 miles from Windham Mountain
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Windham, Catskill Region
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Foot of fresh SNOW Amazing skiing & snowboarding1 / 30
    (23)Excellent
    0.9 miles from Windham Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Windham, Catskill Region
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Windham Mountain A Frame Ski House with Central A/C1 / 28
    (7)Excellent
    1.7 miles from Windham Mountain
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Windham, Catskill Region
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Private family home! 4 miles to Windham Mtn!1 / 29
    (11)Excellent
    3.2 miles from Windham Mountain
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Windham, Catskill Region
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    Luxury Home on Windham Mountain! Walk to Slopes1 / 30
    (27)Excellent
    0.5 miles from Windham Mountain
    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    Windham, Catskill Region
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 11
    Tuscan Year Round Beauty / Weddings - Gatherings - Outdoor Kitchen - PickleBall1 / 30
    (27)Very good
    2.6 miles from Windham Mountain
    6 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Windham, Catskill Region
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 14
    2 BDRM/2 Bath in Windham Mountain Village Walking Distance To Mountain with view1 / 22
    (2)Very good
    0.1 miles from Windham Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Windham, Catskill Region
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 9
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    Windham Log Cabin on 35 Acres1 / 22
    1.9 miles from Windham Mountain
    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Windham, Catskill Region
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 16
    Catskill Mountain Home In Windham, NY1 / 27
    (7)Excellent
    1.9 miles from Windham Mountain
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Windham, Catskill Region
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Windham Mtn.-Walking distance to trail and base lodge!1 / 30
    (47)Excellent
    0.3 miles from Windham Mountain
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Windham, Catskill Region
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Dancing Horse Farm - Ski Lodge and Farm 3 Miles from Windham Mountain1 / 30
    (94)Excellent
    3.2 miles from Windham Mountain
    9 Bedrooms, 5 Bathrooms, Sleeps 30 Quick View
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    Windham, Catskill Region
    Rental Home - 9 Bedrooms, 5 Bathrooms, Sleeps 30
    "New Home" Idyllic Mt Views ,Pond & Horse farm views 2 min to Town1 / 30
    (19)Excellent
    2.2 miles from Windham Mountain
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Windham, Catskill Region
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Relax!! Escape the city!! Updated condo w Mtn views from deck w/ turbo internet1 / 25
    (38)Excellent
    1.5 miles from Windham Mountain
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Windham, Catskill Region
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Warm, Open, Comfortable 3Br 3Ba Fully Renovated Condo, Minutes To Ski Slope1 / 16
    1.6 miles from Windham Mountain
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Windham, Catskill Region
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    ON MOUNTAIN - 4 BED, 4 BATH RETREAT - WALK TO SLOPES!1 / 30
    (32)Excellent
    0.3 miles from Windham Mountain
    4 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    Windham, Catskill Region
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 13
    Mountain-view modern secluded cabin with sauna1 / 30
    (11)Very good
    3.7 miles from Windham Mountain
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Windham, Catskill Region
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Crystal Pond New 4BR & 3.5 bath1 / 30
    (7)Excellent
    2.4 miles 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
    FRESH SNOWSTORM Cutest Cabin in Windham for 2 People1 / 30
    (45)Excellent
    0.9 miles from Windham Mountain
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    "Absolute tranquility in the mountains"
    Reviewed April 18, 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
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Windham Condominium! 2BR/2B, Sleeps 6-8. Strong Private Wi-Fi! ⬇️1 / 30
    (126)Very good
    2.2 miles 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
    Gorgeous Windham Retreat With Views Of The Slopes Only 3 Minutes To Town!1 / 22
    (16)Excellent
    2.0 miles from Windham Mountain
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Windham, Catskill Region
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    Beautiful home, beautiful views, spacious living room1 / 28
    (10)Excellent
    2.5 miles from Windham Mountain
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Windham, Catskill Region
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Redwood Retreat in Windham - minutes to the Mountain!1 / 30
    (35)Very good
    2.2 miles from Windham Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Windham, Catskill Region
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Windham Chalet+Gorgeous View1 / 21
    (1)Excellent
    2.6 miles from Windham Mountain
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Windham, Catskill Region
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 8
    Windham: Ski Weeks & Weekends AVAIL! High Speed WIFI, Close to Mountain1 / 24
    (83)Excellent
    0.6 miles from Windham Mountain
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Windham, Catskill Region
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Spacious Retreat with Luxurious View1 / 28
    (21)Excellent
    3.6 miles from Windham Mountain
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Windham, Catskill Region
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 14
    WINDHAM -SWIMMING POOL,TENNIS COURTS FAMILY FRIENDLY,2BR 2BA1 / 14
    (3)Very good
    2.2 miles from Windham Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Windham, Catskill Region
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Ski, Hike,Bike,Golf, Dine within a 6 min Drive. Perfect for a Family getaway1 / 30
    2.8 miles from Windham Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Windham, Catskill Region
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    EXCLUSIVE, EXQUISITE & UNFORGETTABLE MOUNTAIN OASIS1 / 30
    (1)Excellent
    1.0 miles from Windham Mountain
    9 Bedrooms, 8 Bathrooms, Sleeps 9 Quick View
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    Windham, Catskill Region
    Rental Home - 9 Bedrooms, 8 Bathrooms, Sleeps 9
    Windham Mountain Village - Walk to Slopes - 2 Bedroom/2 Bathroom Condo1 / 18
    (9)Excellent
    0.2 miles 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
    Retreat mountain home1 / 30
    (52)Excellent
    3.3 miles from Windham Mountain
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Windham, Catskill Region
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    Ski Windham House Family Friendly!1 / 13
    (67)Excellent
    1.1 miles from Windham Mountain
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Windham, Catskill Region
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 12
    Cozy Gateway Gem for 2 at Widham1 / 19
    2.3 miles 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
    Windham Mountain Ski House with great views of Windham and the Valley.1 / 28
    (10)Excellent
    1.8 miles from Windham Mountain
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Windham, Catskill Region
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Stunning Custom Built Craftsmen Style Home w 8person Hot Tub and fire Pit1 / 23
    1.8 miles from Windham Mountain
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Windham, Catskill Region
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Luxury 4BR/4BA Ski-In / Ski-Out Mountain Stay "The Four Ski-sons"1 / 23
    (6)Excellent
    0.0 miles 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
    0.1 miles from Windham Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Windham, Catskill Region
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 9
    Ready for your family if you need a retreat.1 / 23
    (24)Excellent
    3.3 miles from Windham Mountain
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Windham, Catskill Region
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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