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Vacation Rentals near Windham Mountain Outfitters

61 State Route 296, Windham, New York 12496-5308
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    Travelers to Windham are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 170 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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    The Presidential Suite at Brie & Bordeaux1 / 20
    (1)Excellent
    1.2 miles from Windham Mountain Outfitters
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    1.6 miles from Windham Mountain Outfitters
    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
    0.5 miles from Windham Mountain Outfitters
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    • Mountain Views
    • Patio
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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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    1.5 miles from Windham Mountain Outfitters
    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 / 29
    (5)Excellent
    1.1 miles from Windham Mountain Outfitters
    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 / 22
    (2)Very good
    2.1 miles from Windham Mountain Outfitters
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Windham, Catskill Region
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1.2 miles from Windham Mountain Outfitters
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Windham, Catskill Region
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    1.3 miles from Windham Mountain Outfitters
    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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    1.3 miles from Windham Mountain Outfitters
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Windham, Catskill Region
    Rental Home - 7 Bedrooms, 5 Bathrooms, Sleeps 16
    0.5 miles from Windham Mountain Outfitters
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Windham, Catskill Region
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Affordable Getaway in the Best of the Catskills - 5 minutes to Windham Mountain1 / 20
    (6)Very good
    4.4 miles from Windham Mountain Outfitters
    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 / 28
    (123)Excellent
    2.8 miles from Windham Mountain Outfitters
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Skiing: Property Is In A Ski Resort
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    Windham, Catskill Region
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Foot of fresh SNOW Amazing skiing & snowboarding1 / 29
    (23)Excellent
    2.1 miles from Windham Mountain Outfitters
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
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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 / 25
    (7)Excellent
    3.1 miles from Windham Mountain Outfitters
    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 / 28
    (11)Excellent
    1.7 miles from Windham Mountain Outfitters
    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 / 29
    (27)Excellent
    2.0 miles from Windham Mountain Outfitters
    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 / 29
    (27)Very good
    2.1 miles from Windham Mountain Outfitters
    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 / 21
    (2)Very good
    1.5 miles from Windham Mountain Outfitters
    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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    Catskill Mountain Home In Windham, NY1 / 26
    (7)Excellent
    2.4 miles from Windham Mountain Outfitters
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Balcony
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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 / 29
    (47)Excellent
    1.8 miles from Windham Mountain Outfitters
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Windham, Catskill Region
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    5 Minutes To Windham Slopes! High End Amenities!  Entertainment Galore!1 / 23
    (17)Excellent
    1.1 miles from Windham Mountain Outfitters
    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 / 29
    (94)Excellent
    2.9 miles from Windham Mountain Outfitters
    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 / 29
    (19)Excellent
    2.1 miles from Windham Mountain Outfitters
    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
    1.8 miles from Windham Mountain Outfitters
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Windham, Catskill Region
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    1.8 miles from Windham Mountain Outfitters
    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 / 29
    (32)Excellent
    1.8 miles from Windham Mountain Outfitters
    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 / 29
    (11)Very good
    3.7 miles from Windham Mountain Outfitters
    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 / 22
    (7)Excellent
    1.0 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
    FRESH SNOWSTORM Cutest Cabin in Windham for 2 People1 / 29
    (45)Excellent
    2.1 miles from Windham Mountain Outfitters
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    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! Strong Private WiFi! 2BR/2B, Sleeps 6-8. Season ‘22/‘23. ⬇️1 / 29
    (126)Very good
    0.8 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
    Gorgeous Windham Retreat With Views Of The Slopes Only 3 Minutes To Town!1 / 21
    (16)Excellent
    1.6 miles from Windham Mountain Outfitters
    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 / 27
    (10)Excellent
    2.1 miles from Windham Mountain Outfitters
    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 / 29
    (35)Very good
    0.8 miles from Windham Mountain Outfitters
    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 / 20
    (1)Excellent
    1.4 miles from Windham Mountain Outfitters
    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/Wknds Avail! High Speed WIFI, Private deck, Watch Video1 / 23
    (83)Excellent
    1.2 miles from Windham Mountain Outfitters
    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 / 27
    (21)Excellent
    4.0 miles from Windham Mountain Outfitters
    5 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Windham, Catskill Region
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 14
    WINDHAM -SWIMMING POOL,TENNIS COURTS FAMILY FRIENDLY,2BR 2BA1 / 14
    (3)Very good
    0.8 miles from Windham Mountain Outfitters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Windham, Catskill Region
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    EXCLUSIVE, EXQUISITE & UNFORGETTABLE MOUNTAIN OASIS1 / 29
    (1)Excellent
    0.4 miles from Windham Mountain Outfitters
    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 / 17
    (9)Excellent
    1.5 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
    Mountain House Retreat1 / 29
    (52)Excellent
    3.3 miles from Windham Mountain Outfitters
    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 / 12
    (67)Excellent
    1.1 miles from Windham Mountain Outfitters
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Windham, Catskill Region
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 12
    Windham Mountain Ski House with great views of Windham and the Valley.1 / 27
    (10)Excellent
    0.5 miles from Windham Mountain Outfitters
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Windham, Catskill Region
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    2.5 miles from Windham Mountain Outfitters
    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 / 22
    (6)Excellent
    1.4 miles from Windham Mountain Outfitters
    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 / 23
    (14)Excellent
    1.5 miles from Windham Mountain Outfitters
    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 / 22
    (24)Excellent
    4.5 miles from Windham Mountain Outfitters
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Windham, Catskill Region
    Rental Home - 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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 14
    All Season Luxury Condo in Windham/ Ski On - Ski Off1 / 16
    (10)Excellent
    1.4 miles from Windham Mountain Outfitters
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Windham, Catskill Region
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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