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Windham House Rentals

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    Travellers to Windham are booking October dates now. Secure your holiday rental today, and have the perfect trip.
    15 Matching Rentals in WindhamView all 30 rentals
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    Catskill Cottage Vacation Rental - Cozy Getaway by Windham and Hunter Mountain1 / 45
    (19)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    *4SeasonNirvana*Hot Tub, WiFi, Fire Pit, Fireplace, 2 WEBERs, Wndhm Mtn Vw1 / 48
    (33)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Mountain House Retreat-Catskill Mountains-Windham, NY:1 / 18
    (4)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Secluded Charming Water Front Log Home1 / 53
    (1)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 15 Quick View
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    Amenities & Details
    • Mountain Views
    • Cable/satellite TV
    • DVD Player
    • Waterfront
    • Central Heating
    • Sauna
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 days ago
    We had a wonderful time at your beautiful log cabin. The interior and exterior were perfect, allowing for us to sleep 14 people. The loft sleeping was interesting...daughters...
    Reviewed 2 weeks ago
    My family and I had a wonderful time. There was deer on the back lawn, great blue heron in the creek and fish in the pond for my grandchildren to learn how to fish. There’s...
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    About this property
    This beautiful getaway in the heart of the Catskill mountain region is the perfect oasis for creating memories that will last a lifetime! Whether planning a memorable reunion with family and friends, a spring/summer vacation for the kids, or looking for the perfect setting for an intimate wedding,...
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    Location Information
    12496, Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 15
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    The Catskills Tranquility House1 / 23
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    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 27 July 2017
    Went up here for a long weekend with family. Comfortable home and in good shape. Astonishing estate, I strongly recommend renting it.
    Reviewed 11 October 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...
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    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...
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    12496, Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    ***2BR/2BA Beautiful Mountain Views, Close to Mtn & Downtown***1 / 26
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Washer
    • Grill
    • DVD Player
    • Mountain Views
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 September 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...
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    About this property
    Available for weekends and short-term rentals during Spring, Summer, & Fall. ***Full season rental only in winter. $8500 from 12/1-4/1, not including utilities. $750 refundable damage deposit. One pet allowed.*** Charming and cozy 2 bedroom/2 bathroom house with gorgeous views of Windham Mountain...
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    12496, Windham, Catskill Region
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    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...
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    Location Information
    12454, Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 4
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    Amazing Mountain Views, Total Privacy1 / 20
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    • Grill
    • Secure Parking
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 March 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...
    Reviewed 19 March 2018
    My family and I spent 4 nights at Windham. The house was very clean,specious and well decorated. The view was amazing! Everything you need is already there for your use . The...
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    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,...
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    Location Information
    12496, Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 13
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    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...
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    Location Information
    12496, Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    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...
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    Location Information
    12193, Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    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....
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    Location Information
    12496, Windham, Catskill Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    4 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    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...
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    Location Information
    12496, Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 16
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    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...
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    Location Information
    12496, Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    WINDHAM MAGNIFICENT HOLIDAY GETAWAY1 / 54
    (3)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 18 Quick View
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    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 9 March 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 12 January 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...
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    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....
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    Location Information
    12496, Windham, Catskill Region
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 18
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    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    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...
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    Location Information
    12496, Windham, Catskill Region
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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