We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation Rentals nearby Windham Mountain

19 Resort Drive, Windham, New York 12496
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    C$495 Average
    |||
    |||
    C$0C$1,000+
    Suitability
    More filters
    Travellers to Windham are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    All 75 Rentals in Windham
    Secluded Charming Water Front Log Home1 / 53
    (6)Very good
    3.1 kilometres from Windham Mountain
    4 Bedrooms, 2 Bathrooms, Sleeps 15 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    *4 Season Nirvana*Hot Tub, WiFi, Fire Pit, Fireplace, 2 WEBERs, Wndhm Mtn Vw1 / 25
    (41)Excellent
    5.9 kilometres from Windham Mountain
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Mountain House Retreat1 / 26
    (6)Excellent
    5.2 kilometres from Windham Mountain
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    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
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Balcony
    • Air Conditioning
    • Mountain Views
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 20, 2020
    My boyfriend and I found this “romantic and magical” Domeo to stay in for a night and it was everything we could ask for. Very cozy and very clean, and definitely lived up to...
    Reviewed March 24, 2019
    This is a great romantic and cozy dome with a beautiful interior with amazing decorations. Every detail in the interior is inexplicably gorgeous. It was also very clean, quiet...
    See all reviews
    About this property
    This is a Must See, One of a kind Geodesic Dome! 12 feet tall! You will love it so much, it will feel like it is forbidden! ;) Beautiful birch work throughout the entire Dome. Truly magical Glamorous Camping (Glamping) experience! Detailed touches placed with love throughout our Domeo....
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    ***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
    other traveller has booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Grill
    • DVD Player
    • Mountain Views
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 24, 2014
    We rented this house for the July 4th weekend and just loved it. The location is just perfect and very close to a lot of activities. The place is very comfortable and can easily...
    See all reviews
    About this property
    Available for weekends and short-term rentals during Spring, Summer, & Fall. Charming and cozy 2 bedroom/2 bathroom house with gorgeous views of Windham Mountain and the best of both worlds--a 1.5 mile drive to the mountain (10 miles to Hunter) and less than a minute drive to town (10-15 min...
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Catskill Getaway - Ideal for Skiers Windham and Hunter Mountain Vacation Rental1 / 55
    (7)Excellent
    3.4 kilometres from Windham Mountain
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Cable/satellite TV
    • Balcony
    • Mountain Views
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 13, 2020
    This was perfectly located around the corner from Hunter Mountain and in a small center of town within walking distance to bars and restaurants. The space is quaint, updated...
    Reviewed August 8, 2018
    Ella is the most hospitable host we have met. It was a pleasure to visit Ella's cabin for the second time in two years. Now, there is also a beautiful tent in front of the house...
    See all reviews
    About this property
    CONTACT OWNER IF LOOKING FOR LARGER VACATION RENTAL OR IF the CALENDAR IS BOOKED. We rent other vacation rentals in the Catskills. Cozy, 1 bedroom unit, ideal for a couple. Great for skiers. 3rd person requests considered on case to case basis. Perfect for couples (or couple with a child). Beds:...
    View all property information
    Location Information
    Windham, Catskill Region
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    3.5 kilometres from Windham Mountain
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Hot Tub
    • Washer
    • Patio
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in windham just 3- miles from town. Luxury home on 4-fenced acres overlooking the lake, farm meadow and the Thomas cole mountain range. 4-bdrms, 3-baths, 20' vaulted open living, dining and kitchen with fireplace. Finished lower level with billiard table, TV and bar. Ski room. Boulder...
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    5.1 kilometres from Windham Mountain
    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • DVD Player
    • Parking
    • Patio
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Comfortable, two-story, 7-room family home on an acre of land. Recently redecorated, new carpeting, new appliances. Master bedroom has king-size bed, 2nd and 3rd bedrooms each have a twin bed. Living Room, separate Dining Room, Kitchen, and Playroom. Full Bath. Front and back porches. Ample...
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 4
    The Presidential Suite at Brie & Bordeaux1 / 20
    (1)Excellent
    0.9 kilometres from Windham Mountain
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Air Conditioning
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 27, 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...
    See all reviews
    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...
    View all property information
    Location Information
    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
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Mountain Views
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    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,...
    View all property information
    Location Information
    Windham, Catskill Region
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Save time - get the best Windham rentals sent straight to your email!
    Get the List
    4.8 kilometres from Windham Mountain
    4 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
    other traveller has booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Hot Tub
    • DVD Player
    • Mountain Views
    • Central Heating
    • Grill
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THE XENIA in Windham The many famous reasons for visiting Windham in the Catskill Mountains are all within short driving distances from this spacious, quiet and private mountain home. Whether hiking, bicycling, strolling to the neighbor's animal farm, skiing, hunting, seeking nature at its...
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 16
    1.4 kilometres from Windham Mountain
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Central Heating
    • Parking
    • Patio
    • DVD Player
    • 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...
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    3.0 kilometres from Windham Mountain
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Grill
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Mountain Views
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    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....
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    4.8 kilometres from Windham Mountain
    8 Bedrooms, 7 Bathrooms, Sleeps 22 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the Mountain House. Sitting on five beautiful acres with views of 4 of the highest peaks in the Catskills, this is the perfect family getaway spot for all seasons. Ask about All-Inclusive Packages, which can include, on-site concierge, car and chef services and much more! In the winter...
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 22
    Windham Townhouse - Base of Mountain1 / 18
    (6)Excellent
    0.4 kilometres from Windham Mountain
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Parking
    • Washer
    • Air Conditioning
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    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
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Central Heating
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    View all property information
    Location Information
    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
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Washer
    • Cable/satellite TV
    • Central Heating
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    2.5 kilometres from Windham Mountain
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Parking
    • Patio
    • Sauna
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
    'Windham Manor' on 45 Acres - 5 Mi. to Ski Resort!1 / 52
    (5)Excellent
    5.4 kilometres from Windham Mountain
    12 Bedrooms, 10 Bathrooms, Sleeps 33 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 4, 2020
    What a perfect place to spend a fall week end in this beautiful part of the country! The Manor is extremely comfortable, large but yet intimate. We enjoyed the very well...
    Reviewed December 14, 2019
    This spacious and meticulously clean home set the stage for my large family to come together to celebrate our patriarch's 90th birthday. Susan went above and beyond to...
    See all reviews
    About this property
    A one-of-a-kind experience in the 'Gem of the Catskills' awaits at this spectacular Windham mansion. Spanning over 11,000 square feet, this vacation rental sits on a 45-acre property lined with beautiful trees and distant views of the Catskill Mountains. With 12 bedrooms and 10 bathrooms, 'Windham...
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 12 Bedrooms, 10 Bathrooms, Sleeps 33
    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
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • Washer
    • Patio
    • Parking
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
    List your property for free!
    List your holiday rental where Tripadvisor travellers can find it.
    Add a Listing
    Charming Mountain Retreat Lg Mod/Kit on Stream/Fire-pit/Hot Tub1 / 36
    (81)Excellent
    5.4 kilometres from Windham Mountain
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    • Parking
    • Washer
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Windham Quads Condo! Ski '20/'21. Scroll to bottom for Rates ⬇️1 / 24
    (118)Very good
    3.6 kilometres from Windham Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Patio
    • Central Heating
    • Parking
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Windham, Catskill Region
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Windham Mountain Getaway 2BD 2BA Condo1 / 27
    (23)Very good
    3.6 kilometres from Windham Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Washer
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Central Heating
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    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
    (72)Excellent
    0.9 kilometres from Windham Mountain
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Patio
    • Cable/satellite TV
    • Internet Access
    • Washer
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    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
    (26)Excellent
    0.7 kilometres from Windham Mountain
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Parking
    • Internet Access
    • Balcony
    • Central Heating
    • Terrace
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    NEW! Luxury Home on Windham Mountain! Walk to Slopes1 / 42
    (10)Very good
    0.9 kilometres from Windham Mountain
    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Hot Tub
    • Patio
    • Sauna
    • Internet Access
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 11
    Spacious Retreat with Luxurious View1 / 28
    (14)Excellent
    5.7 kilometres from Windham Mountain
    5 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Patio
    • Washer
    • Internet Access
    • Parking
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 16
    Windham Mountain Village - Walk to Slopes - 2 Bedroom/2 Bathroom Condo1 / 18
    (7)Excellent
    0.3 kilometres from Windham Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Internet Access
    • Parking
    • Hot Tub
    • Central Heating
    • Washer
    • Patio
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Windham, Catskill Region
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Windham Mtn.-Walking distance to trail and base lodge!1 / 30
    (34)Excellent
    0.5 kilometres from Windham Mountain
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Washer
    • Parking
    • DVD Player
    • Patio
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    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
    (67)Excellent
    5.2 kilometres from Windham Mountain
    9 Bedrooms, 5 Bathrooms, Sleeps 30 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Parking
    • Air Conditioning
    • Internet Access
    • Patio
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    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 / 36
    (12)Excellent
    3.1 kilometres from Windham Mountain
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Housekeeping Included
    • Internet Access
    • Washer
    • Cable/satellite TV
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    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
    (32)Excellent
    2.5 kilometres from Windham Mountain
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Washer
    • Patio
    • Balcony
    • Central Heating
    • Cable/satellite TV
    • Internet Access
    • Parking
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    2.5 kilometres from Windham Mountain
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Balcony
    • Terrace
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Get outdoors in the Catskill Mountains with a trip to this 2-bedroom, 1-bathroom Windham vacation rental! Windham Mountain sits only 2.2 miles from the cozy condo where you can spend the day skiing the slopes. Go for a hike through the Kaaterskill Wild Forest, shop and dine in the Village of...
    View all property information
    Location Information
    Windham, Catskill Region
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2.5 kilometres from Windham Mountain
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Balcony
    • Terrace
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Get away from the hustle and bustle of city life with a retreat to this 2-bedroom, 1-bath Windham vacation rental! The condo has room for 4 to relax and feel at home with a fully equipped kitchen and extra sleeping space in the loft. Get bundled up for a day skiing the slope of Windham Mountain,...
    View all property information
    Location Information
    Windham, Catskill Region
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
    1.1 kilometres from Windham Mountain
    6 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Patio
    • Mountain Views
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the Catskills region, full of scenic mountain views and outdoor adventure! With 6 bedrooms and 2 bathrooms, this Windham vacation rental offers charming antique finishes, a fully equipped kitchen, and an open interior with ample natural light, ideal for entertaining. Discover rolling...
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 10
    0.9 kilometres from Windham Mountain
    8 Bedrooms, 3 Bathrooms, Sleeps 17 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Wi-Fi
    • Mountain Views
    • Washer
    • Parking
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Local wineries, delicious eateries, and all the beauty of the Catskill Mountains will be right at your fingertips at this lovely 5-bed, 3-bath family home. Along with an ideal location within walking distance to everything - including Windham Mountain Resort and Windham’s main drag - this vacation...
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 8 Bedrooms, 3 Bathrooms, Sleeps 17
    1.2 kilometres from Windham Mountain
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Wi-Fi
    • Parking
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled on a scenic road and overlooking an acre of private land with wooded surroundings, the ‘Windham View’ vacation rental provides a one-of-a-kind Catskills getaway! Built by the current owners, the cabin-style home exudes custom charm and comfort while offering 4 bedrooms, 3 baths, an open...
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
    1.6 kilometres from Windham Mountain
    5 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Central Heating
    • Mountain Views
    • Parking
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Clear the calendar for a trip to the Catskills and stay at this spacious vacation rental property! With 5 bedrooms and 2 bathrooms, this house is perfect for groups of 13 - whether it be a getaway with friends or grand family retreat! Enjoy a location perched on a peaceful hillside, yet just a mile...
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 13
    Modern Mountain House 5Bd/3Ba, HotTub, 4 Season Room, 5 min from Windham Mtn1 / 20
    (6)Excellent
    3.4 kilometres from Windham Mountain
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Washer
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    3.2 kilometres from Windham Mountain
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Washer
    • Mountain Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape the noise of the city and experience pure Catskill bliss at this deluxe 3-bedroom, 2-bathroom home! Ideally situated less than 3 miles from Windham Mountain’s year-round adventure, this vacation rental is the ultimate respite from the stress of daily life. After long days spent on the nearby...
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Spacious Mountain Escape - Minutes to Windham/Hunter1 / 19
    (1)Excellent
    5.6 kilometres from Windham Mountain
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Internet Access
    • Washer
    • Central Heating
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    0.8 kilometres from Windham Mountain
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Washer
    • Central Heating
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Waterfront
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ******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...
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
    Luxury Ski Windham Resort directly on Ski Mountain. Enjoy direct ski in/out1 / 45
    (1)Excellent
    1.1 kilometres from Windham Mountain
    6 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Balcony
    • Central Heating
    • Hot Tub
    • DVD Player
    • Patio
    • Internet Access
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 15
    0.9 kilometres from Windham Mountain
    6 Bedrooms, 4 Bathrooms, Sleeps 21 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Old-world charm meets modern luxury inside this 1901 converted firehouse, featuring 16-foot tin ceilings, a home theater system and a restored 1870’s Brunswick pool table. Offering 4 baths and 6 bedrooms, 2 of which are serviced by a private kitchen, this unique vacation rental townhome is for...
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 21
    Year-Round Relaxing Mountain Escape1 / 33
    (7)Excellent
    3.0 kilometres from Windham Mountain
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    • Internet Access
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Winsome Windham - Secluded Chalet with Ski Windham Views1 / 30
    (32)Excellent
    3.1 kilometres from Windham Mountain
    4 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Washer
    • Internet Access
    • Patio
    • Central Heating
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 14
    The perfect mountain getaway nestled in the woods 2 min from downtown Windham.1 / 38
    (14)Excellent
    2.7 kilometres from Windham Mountain
    4 Bedrooms, 3 Bathrooms, Sleeps 15 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Patio
    • Internet Access
    • Balcony
    • Washer
    • Cable/satellite TV
    • Terrace
    • Central Heating
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 15
    3.2 kilometres from Windham Mountain
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Grill
    • Mountain Views
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Surrounded by stellar mountain views and endless all-season adventure, this vacation rental is an ideal spot to jumpstart your next alpine escape! Boasting cozy living areas and a wood-burning stove, this 2-bedroom, 1-bathroom retreat is well-suited for any outdoor itinerary. Cast a line in the...
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Escape Winter... above & beyond. Perfect house for family, friends & fresh air.1 / 38
    (15)Excellent
    0.4 kilometres from Windham Mountain
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Patio
    • Internet Access
    • Parking
    • Shared Indoor Pool
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Windham, Catskill Region
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Windham Family Getaway (Brand New!)1 / 29
    (11)Excellent
    1.8 kilometres from Windham Mountain
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
    homeaway logo
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • Washer
    • Air Conditioning
    • Patio
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    1
    List your property
    Owner log in
    © 2021 TripAdvisor LLC All rights reserved.

    This is the version of our website addressed to speakers of English in Canada. If you are a resident of another country or region, please select the appropriate version of Tripadvisor for your country or region in the drop-down menu.