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.

Windham House Rentals

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$477 Average
    |||
    |||
    C$0C$1,000+
    Suitability
    More filters
    Travellers to Windham are booking November dates now. Secure your vacation rental today, and have the perfect trip.
    16 Matching Rentals in WindhamView all 30 rentals
    Sort by:
    Default
    *4SeasonNirvana*Hot Tub, WiFi, Fire Pit, Fireplace, 2 WEBERs, Wndhm Mtn Vw1 / 24
    (34)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Certificate of Excellence
    Check in Check out
    Show Prices
    Payment Protection
    Mountain House Retreat-Catskill Mountains-Windham, NY:1 / 36
    (5)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Secluded Charming Water Front Log Home1 / 53
    (2)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 15 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Catskill Cottage Vacation Rental - Cozy Getaway by Windham and Hunter Mountain1 / 45
    (20)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other travellers have booked this property
    Certificate of Excellence
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Grill
    • Parking
    • Mountain Views
    • Porch
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 25, 2018
    The cottage is within walking distance to Pratssville town center. Comfortable beds and very quite neighborhood. Our host was very good at communicating in a timely manner.
    Reviewed July 2, 2018
    Ella was fantastic!! Cottage was spotless and very clean. Check in process was simple. Cottage is centrally located between Windham and Hunter. Highly recommend to stay with...
    See all reviews
    About this property
    CONTACT US IF CALENDAR SHOWS BOOKED. We also offer other vacation rentals. Get away from everyday city noise and enjoy the outdoors and the beautiful Catskill Mountains region! Breathe in the fresh mountain air. If you're looking for a Catskills weekend cabin rental, week long getaway, or seasonal...
    View all property information
    Location Information
    Windham, Catskill Region 12496
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
    The Catskills Tranquility House1 / 23
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Central Heating
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Grill
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 27, 2017
    Went up here for a long weekend with family. Comfortable home and in good shape. Astonishing estate, I strongly recommend renting it.
    Reviewed October 11, 2016
    Everything was amazing! As soon as you drive up the driveway, you feel like you are in a different world. The house itself was truly spectacular along with the views! It...
    See all reviews
    About this property
    This property is located on 5 natural acres, in the majestic Catskill Mountains. The house itself is overlooking a 1 acre spring-fed pond. Kayak, fish, or swim out to the floating dock, or just relax on the deck overlooking the pond. Some of the amenities include: wood stove, barbecue, and...
    View all property information
    Location Information
    Windham, Catskill Region 12496
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Enquiry
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    other traveller has 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 12496
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Enquiry
    ***2BR/2BA Beautiful Mountain Views, Close to Mtn & Downtown***1 / 26
    (1)Excellent
    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 12496
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Enquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Private Garden
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Lake house with 3 bedrooms 2 baths, Vaulted ceilings and a floor to ceiling fireplace. Large deck with amazing lake views. One bedroom is under renovation so currently only a 2 bedroom. Bedroom 1 sleeps 2 (Queen Bed).Bedroom 2 sleeps 2 (Queen Bed). Office futon sleeps 1 and couch bed in...
    View all property information
    Location Information
    Windham, Catskill Region 12496
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 9 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 12496
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    Make Enquiry
    Amazing Mountain Views, Total Privacy1 / 20
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    • Grill
    • Secure Parking
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 days ago
    We had a fantastic weekend away at this home just outside Windham. Hoda was very easy to deal with in the lead up to our trip and provided us with lots of useful information...
    Reviewed March 24, 2018
    Last weekend we spent a weekend at this rental. Location was great, five minutes drive to the ski resort. The view is stunning and the house has a great cozy warmth to it. The...
    See all reviews
    About this property
    Wake up to amazing views of Windham Mountain & enjoy the peace and quiet that surrounds you. The house sits on 15 beautiful acres. You will enjoy absolute privacy. You can explore on property. There is a private pond where you can fish. Also tons of nearby activities which include hiking, fishing,...
    View all property information
    Location Information
    Windham, Catskill Region 12496
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 13
    Make Enquiry
    Save time - get the best Windham rentals sent straight to your email!
    Get the List
    WINDHAM MAGNIFICENT HOLIDAY GETAWAY1 / 54
    (3)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 18 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Patio
    • Washer
    • Housekeeping Included
    • Hot Tub
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 9, 2017
    Rented this house from Mike with a group of friends for Mountain Jam festival. The house has a ton of space and the backyard was perfect for an evening fire and BBQ.
    Reviewed January 12, 2017
    Me and the Fiance rented the house to usher in the New Year and I have to say I was floored by the amount of amenities / how well kept the house was ! View of the Mountain is...
    See all reviews
    About this property
    We are looking for families to treat this nice place like their own. Enjoy some quality time with family and friends!One of the loveliest homes in Windham not only for its quality and style but for its direct views of Windham Mt ski slopes. Views are so spectacular they'll take your breath away....
    View all property information
    Location Information
    Windham, Catskill Region 12496
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 18
    Make Enquiry
    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 12454
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    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 12496
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Balcony
    • Washer
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The chic, laid-back beauty and authentic comfort of our farm, house & gardens, will inspire you! Enjoy the soothing, peaceful and relaxing rural countryside. Just 25 min. driving to Albany and 35 min. to Hudson. - THE HOUSE .- Originally built in the mid to late 19th Century, the farmhouse was...
    View all property information
    Location Information
    Windham, Catskill Region 12193
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    4 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
    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 12496
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 16
    Make Enquiry
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Grill
    • Washer
    • Patio
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home is 2 miles to Windham and 7.9 miles to Hunter Mountains, 1 mile from busy Main Street full of stores and restaurants. It is a welcoming place located on the main road on 1.6 acres of landscaped property with great views all around. The house is fully equipped for gracious living and...
    View all property information
    Location Information
    Windham, Catskill Region 12496
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
    Make Enquiry
    List your property
    Owner log in