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Preston Hollow Holiday Homes

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    Don't let other travellers get your favourite Preston Hollow area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 65 Rentals in Preston Hollow
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    Preston Hollow
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Preston Hollow
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    The following rentals are within 15 kilometres of Preston Hollow.
    FAB FUN GREEN BUILT FARMHOUSE ON 17 ACRES1 / 33
    (5)Excellent
    Medusa
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    *4 Season Nirvana*Hot Tub, WiFi, Fire Pit, Fireplace, 2 WEBERs, Wndhm Mtn Vw1 / 25
    (40)Excellent
    Windham
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Certificate of Excellence
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    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Mountain Views
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 September 2019
    This is the best experience we had, certainly after we have two kids (3 and 1). Everything has been carefully thought about. We BBQed for two nights in a row. We also had a...
    Reviewed 14 August 2019
    Our family stayed for 4 nights. We have 3 children - 11, 9 and 5. The house had everything we needed for a comfortable stay! Plenty of towels, the beds were SOOO comfortable...
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    About this property
    WELCOME HOME TO YOUR OASIS AWAY FROM IT ALL! Le Chalet Montreuil is set up as a TRUE SECOND HOME FURNISHED with all that you need and want for the entire length of your stay. There is no reason to ever leave the COMFORTS & CONVENIENCES of the chalet, if you so desired to stay on the property with...
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    Location Information
    Windham, Catskill Region 12496
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Lovely country home in the Catskills1 / 16
    (1)Excellent
    East Durham
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Washer
    • Porch
    • Grill
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2016
    My family and I, (6 of us) stayed her for a weekend in August and I highly recommend it to everyone looking to relax and enjoy the Catskills. The owners couldn't have been more...
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    About this property
    Our home is nestled in the woods. On the main floor is a large living room with a piano and fireplace. There are two bedrooms, one queen size bed and the other a twin trundle and one bathroom with tub/shower on this floor. There is a large, well equipped country kitchen leading to a screened in...
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    Location Information
    East Durham, Durham 12423
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Secluded Charming Water Front Log Home1 / 53
    (6)Very good
    Windham
    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 2 December 2019
    Our family had a wonderful stay, great for the kids, and you feel like your far in the woods but just a 2 minute ride to the town... great location! Thank you Mihir
    Reviewed 13 January 2019
    We stayed 5 nights during Christmas week here with our immediate family which included 5 children under the age of 5. It was beautiful to say the least. The pond was frozen so...
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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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    Windham, Catskill Region 12496
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 15
    Mountain House Retreat1 / 27
    (5)Excellent
    Windham
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Washer
    • Grill
    • Mountain Views
    • Central Heating
    • Secure Parking
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 August 2018
    This is a place you would like to spend a weekend or even longer with friends and family. The lake is right near the house, with everything you need. The fire pit next to the...
    Reviewed 15 August 2017
    This house has it all. The private lake and view are beautiful, you can spend the whole day out there! We really enjoyed the house, very clean, not cluttered, big open living...
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    About this property
    The Mountain House Retreat is situated on 10+ beautiful acres in the Catskill mountains with panoramic views, a private fresh water pond and lovely forest landscape. This fully furnished mountain house, has an open living space with fireplace. 5 bedrooms, 2 baths, internet service, 2 outdoor decks...
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    Location Information
    Windham, Catskill Region 12496
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    Catskill Cottage Vacation Rental - Cozy Getaway by Windham and Hunter Mountain1 / 52
    (22)Excellent
    Windham
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Patio
    • Balcony
    • Mountain Views
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 January 2019
    We had an amazing experience at Ella's. She was super responsive to our questions. The house was cozy. We had a great time stay over. Neighbors were friendly. Overall a great...
    Reviewed 7 January 2019
    The place was great, everything we wanted and more. Ella was a great host and communicated well and on time. Also the cottage is in a great location.
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    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...
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    Location Information
    Windham, Catskill Region 12496
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    DeWitt Oak Hill, Historic 1865 Inn1 / 18
    (1)Excellent
    Oak Hill
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Waterfront
    • Central Heating
    • Wi-Fi
    • Patio
    • Washer
    • Secure Parking
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 September 2015
    The Dewitt is located in the charming and quiet village of Oak Hill.The place is beautifully decorated with very nice pieces of vintage furniture and design which gives a lot of...
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    About this property
    The DeWitt, Oak Hill is a mix of eclectic style and complete comfort. It has been designed for a clientele that loves to be surrounded by beautiful pieces, but still wants to kick back and relax. Lounge in the two-story great room, where a beautiful Hollywood Regency curved velvet sofa holds...
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    Location Information
    Oak Hill, Durham 12460
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Cornwallville
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Washer
    • Mountain Views
    • DVD Player
    • Central Heating
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Rustic Log Cabin located in Cornwallville, NY is a perfect spot for the outdoor enthusiast. Open year round, the changing seasons of the Catskills offer spectacular painted vistas and a myriad of outdoor activities to suit everyone's interests. The Fall season offers spectacular mountain...
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    Location Information
    Cornwallville, Durham 12418
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Catskill Bungalow, Tiny House, Cozy Getaway Cabin for 2 by Hunter and Windham1 / 43
    (39)Excellent
    Windham
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Balcony
    • Mountain Views
    • Porch
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 November 2018
    Place was cozy and cute, very clean. You are in residential area as stated with other houses very close next door. We loved it.
    Reviewed 1 May 2018
    We went to stay in the bungalow to visit the NY beer and food festival and it was amazing! It’s the perfect size for two. Any questions we had Ella answered right away! It’s...
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    About this property
    CONTACT OWNER IF YOU'RE LOOKING FOR A BIGGER RENTAL OR IF DATES ARE BOOKED. We have other rentals in the area. Recently Renovated Tiny House Vacation Rental. If you want to get away from everyday city noise, hear the birds, or just simply enjoy outdoors, we invite you to relax in our cute...
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    Location Information
    Windham, Catskill Region 12496
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 2
    WINDHAM MAGNIFICENT HOLIDAY GETAWAY1 / 54
    (3)Excellent
    Windham
    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 10 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
    Windham, Catskill Region 12496
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 18
    Windham
    8 Bedrooms, 7 Bathrooms, Sleeps 22 Quick View
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    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...
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    Location Information
    Windham, Catskill Region 12496
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 22
    ***2BR/2BA Beautiful Mountain Views, Close to Mtn & Downtown***1 / 26
    (1)Excellent
    Windham
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Grill
    • DVD Player
    • Mountain Views
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 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. 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...
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    Location Information
    Windham, Catskill Region 12496
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Windham
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • 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
    Windham, Catskill Region 12193
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Windham
    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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    Windham, Catskill Region 12496
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    East Durham
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy modern amenities, in a quiet neighborhood in the Catskill mountain region. Our beautiful 3 acre property borders a private lake with beautiful sculpted gardens and grounds, private decks and a swimming pool. Relax, rejuvenate and connect with family and friends in our recently renovated home....
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    Location Information
    East Durham, Durham 12423
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Windham
    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
    Windham, Catskill Region 12496
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 16
    The Presidential Suite at Brie & Bordeaux1 / 9
    (1)Excellent
    Windham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Air Conditioning
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 October 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...
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    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...
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    Windham, Catskill Region 12496
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Windham
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • 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
    Windham, Catskill Region 12496
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Catskill Domeo - Romantic and Magical Geodesic Glamping Dome in the Catskills!1 / 78
    (5)Excellent
    Windham
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Balcony
    • Air Conditioning
    • Mountain Views
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 March 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...
    Reviewed 23 December 2018
    Had an amazing time at the Catskill Domeo! It was cozy, clean, and comfortable! Ella and Doug have done a great job with the little space!
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    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....
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    Windham, Catskill Region 12439
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    East Durham
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Central Heating
    • Skiing: Property Is In A Ski Resort
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape the daily hustle and kick back in this tranquil 4-bedroom, 3-bath East Durham vacation rental cottage, offering all the comforts of home, including a private pool, fully equipped kitchen, and even a 12-foot boat. Enjoy the stunning fall foliage each autumn, check out to the area’s amazing...
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    Location Information
    East Durham, Durham 12423
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Beautiful apartment with great views!1 / 14
    (1)Excellent
    Windham
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 June 2016
    We rented this apartment for the 2015 ski season and could not have been happier! The unit is smartly laid out and beautifully furnished with a great kitchen! Easy access to...
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    About this property
    Beautifully decorated & spacious lower level apt in a new log home in Windham, NY. It comes fully equipped & is conveniently located near town, close to restaurants & bars, golf courses, a mountain bike park, walking & hiking trails, lakes for kayaking, tubing, & sailing, waterfalls, music...
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    Location Information
    Windham, Catskill Region 12496
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Windham
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • 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
    Windham, Catskill Region 12496
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Windham
    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • 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
    Windham, Catskill Region 12454
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 4
    Mountain Treasure  Cottage, WIndham, NY1 / 18
    (4)Very good
    Windham
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Parking
    • Cable/satellite TV
    • Internet Access
    • Balcony
    • Air Conditioning
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 January 2015
    We really enjoyed our brief stay over the Christmas break. Agnes was very accommodating by allowing us to have 7 people (as we had 3 kids). Its a cozy clean cottage and we had...
    Reviewed 1 September 2014
    Very pleased with my rental! Agnes was so wonderful with any questions I had and was very accommodating. She even suggested places to visit, which made my trip even better. The...
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    About this property
    Nestled on three acres of land with a panoramic view of the Catskill Mountain the Mountain Treasure Two-Bedroom Cottage is the ideal place to take in Mother Nature. Beautiful stream and an open space make this setting a truly magnificent place. This 2 level fully furnished cottage features a...
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    Windham, Catskill Region 12454
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Westerlo
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Central Heating
    • Balcony
    • Parking
    • Grill
    • Washer
    • Terrace
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Westerlo, New York 12193
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Country Convenient 2, 2bd townhouse Windham Hunter1 / 20
    (4)Very good
    Windham
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Balcony
    • Mountain Views
    • Terrace
    • Central Heating
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 January 2018
    We were so impressed during our recent stay here; this townhouse is a 10-15 minute drive to Windham and was well-appointed, extremely clean and quiet, had plenty of room, and...
    Reviewed 21 June 2017
    Clean, comfortable and easily accessible. The condo has all you need and is well worth the price. We stayed for two nights during a festival at Hunter and were able to get...
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    About this property
    Spacious 2 bedroom apartment with queen size beds great for couples or a family with beautiful natural lighting located in scenic Prattsville, NY. Two levels. Downstairs: full kitchen, living room, flat screen TV, half bath (sink, toilet, washer/dryer). Upstairs: two bedrooms, each with a queen...
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    Location Information
    Windham, Catskill Region 12496
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Westerlo
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
      The Van Winkle Inn was built during the 1820's while Isaiah Robbins and his sons lived in a log cabin (what is now the Lillian Suite).  The house and the adjacent store were completed in 1830 and became the epicenter of the property procured by Wm. Van Rensselaer in a grant from the East Indies...
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    Location Information
    Westerlo, New York 12083
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    Windham
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
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    • 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,...
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    Location Information
    Windham, Catskill Region 12496
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    'Windham Manor' on 45 Acres - 5 Mi. to Ski Resort!1 / 45
    (4)Excellent
    Windham
    12 Bedrooms, 10 Bathrooms, Sleeps 33 Quick View
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    • Skiing: Property Is In A Ski Resort
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 December 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...
    Reviewed 10 November 2019
    Recently I was invited to Windham Manor because I was interested in seeing Susan and Barry’s place for a future Yoga/Meditation retreat and I was blown away by the beautiful...
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    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 massive vacation rental home sits on a 45-acre property lined with beautiful trees and views of the Catskill Mountains in the distance. With 12 bedrooms and 10...
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    Location Information
    Windham, Catskill Region 13132
    Holiday Rental House - 12 Bedrooms, 10 Bathrooms, Sleeps 33
    Westerlo
    1 Bedroom, 1 Bathroom, Sleeps 8 Quick View
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    • Patio
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    • Central Heating
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is an exclusive Tentrr site. Tentrr partners with farmers, ranchers, and other property owners to offer unique outdoor accommodations on beautiful private land. Each Tentrr Signature site includes a 10'x12' safari-style canvas tent on a raised platform, and you'll find a queen-size single or...
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    Location Information
    Westerlo, New York 12193
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 8
    Westerlo
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Smoking allowed
    About this property
     The Castle Family Suite is a combination of two of our favorite rooms on the second floor of the inn,  In all these rooms can sleep as many as 6 guests!  They are adjacent to one another in the main hallway with the large shared bath immediately between them.  The larger of the two rooms (we call...
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    Location Information
    Westerlo, New York 12083
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Restored Firehouse w/Theater 1mi  to Windham Mtn!1 / 29
    (2)Excellent
    Windham
    4 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
    other traveller has booked this property
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    • Skiing: Property Is In A Ski Resort
    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 February 2019
    I rented this fabulous home for my group of 8-10 family members and friends for a ski weekend in early February. From the minute we walked in, we were blown away! What a house...
    Reviewed 13 December 2018
    I stayed here with friends in November. You will not find a better location in Windham. Close, I mean close, within feet to all Windham has to offer. Very new property with...
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    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 2 baths and 4 bedrooms, 2 of which are serviced by a private kitchen, this unique vacation rental townhome is ideal...
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    Location Information
    Windham, Catskill Region 12496
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 16
    Rensselaerville
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    The Tentrr Sacred Hollow campsite. We are on 90 acres, tucked into an open meadow with adjacent beaver ponds. Stargazing at it's finest! All waters are swimmable. There is an outdoor camping kitchen on site, with a propane camping stove, pots, pans, kettle, and 5 gallons of water. This is an...
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    Rensselaerville, New York 12147
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Medusa
    1 Bedroom, 1 Bathroom, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    This is an exclusive Tentrr site. Tentrr partners with farmers, ranchers, and other property owners to offer unique outdoor accommodations on beautiful private land. Each Tentrr Signature site includes a 10'x12' safari-style canvas tent on a raised platform, and you'll find a queen-size single or...
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    Location Information
    Medusa, New York 12120
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 8
    Freehold
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Skiing: Property Is In A Ski Resort
    • Grill
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    • Wi-Fi
    • DVD Player
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our farmhouse aka, 23 Trees is a charming, chicly updated 1840’s 3 bedroom/2 bath micro-estate that sleeps 6, just outside of the artistic Village of Catskill. The house is surrounded by towering pine trees and dotted with delicious old apple trees set on 5 rolling acres. hang out at the house and...
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    Freehold, Catskill Region 12431
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Westerlo
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
     This Suite is available for 1 night stays for the convenience of the on the go Traveler!  For longer stays at lower per diem rates see other rooms available at the inn.  Those would include our Peggy and Madeline, Hannah, and Lillian rooms! This is the largest of the rooms within the inn!  It...
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    Location Information
    Westerlo, New York 12083
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Catskill Getaway - Ideal for Skiers Windham and Hunter Mountain Vacation Rental1 / 54
    (7)Excellent
    Windham
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Parking
    • Cable/satellite TV
    • Balcony
    • Mountain Views
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 days ago
    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 8 August 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...
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    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:...
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    Location Information
    Windham, Catskill Region 12439
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    East Durham
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Central Heating
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is an exclusive Tentrr site. Tentrr partners with farmers, ranchers, and other property owners to offer unique outdoor accommodations on beautiful private land. Each Tentrr Signature site includes a 10'x12' safari-style canvas tent on a raised platform, and you'll find a queen-size single or...
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    Location Information
    East Durham, Durham 12423
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Cornwallville
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Washer
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    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Panoramic mountain vistas and year-round outdoor adventures await at this 3-bedroom, 2.5-bath vacation rental nestled in Cornwallville. This mountainside home boasts an open floor plan, fully equipped kitchen, and multiple decks with spectacular mountain views. Experience the thrills of Zoom Flume...
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    Cornwallville, Durham 12418
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    East Durham
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    Chateau Tina Luxury Cabin Has an Aquarium built into the wall, Kitchen , Bath AC, BBQ grill, Sleeps 6 Futon Queen Sleeps 2 , Queen bed in loft sleeps 2, , Bunk beds Sleeps 2 Keyless Entry System All cabins in our 'Tiny Cabin Collection' come with sheets , pillows with cases, towels, wash...
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    Location Information
    East Durham, Durham 12423
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
    Westerlo
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
    • Wi-Fi
    • Terrace
    • Patio
    • Balcony
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
       If you are looking for a 1 night stay only, please see our lovely Turner Suite.  https://www.*************/rental-property/the-turner-suite-at-the-van-winkle-inn-us.   Enter this historic room and look up.  Now take a closer look!  See those spikes driven into the hand hewn beams in the ceiling?...
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    Location Information
    Westerlo, New York 12083
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    East Durham
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Country Place Resort Home of Zoom Flume Water Park 1 Bed room , swimming pool , private lake with fishing facilities with paddle boat, mountain view , farm visit and zoom flume water park tickets included (depends on packages) 149.00 room only water park tickets not included . 99.00 per...
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    Location Information
    East Durham, Durham 12423
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Westerlo
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Parking
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
       If you are looking for a 1 night stay only, please see our lovely Turner Suite.  https://www.*************/rental-property/the-turner-suite-at-the-van-winkle-inn-us.   This vibrant room of red is named after Bert's two wonderful ninety five plus year old aunts who are just as vibrant and...
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    Location Information
    Westerlo, New York 12083
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
    East Durham
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Marie Luxury Cabin Has an Aquarium built into the wall, Kitchen , Bath AC, BBQ grill, Sleeps 4 Futon Queen, Full size in loft sleeps 2, Has a 200 sq ft deck , Keyless Entry System All cabins in our 'Tiny Cabin Collection' come with sheets , pillows with cases, towels, wash cloth, soap,...
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    Location Information
    East Durham, Durham 12423
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    East Durham
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy Cabin Guests agree that it’s the perfect name for this place. With Kitchen, H/C water, Airconditioning , Color Cable TV, Wi-Fi, Worlds most comfortable Futon (queen sleeps 2). Has a half bath (toilet). Showers (indoor and outdoor showers ) are located in the bath house nearby All cabins...
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    Location Information
    East Durham, Durham 12423
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Windham
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Central Heating
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is an exclusive Tentrr site. Tentrr partners with farmers, ranchers, and other property owners to offer unique outdoor accommodations on beautiful private land. Each Tentrr Signature site includes a 10'x12' safari-style canvas tent on a raised platform, and you'll find a queen-size single or...
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    Location Information
    Windham, Catskill Region 12496
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
    Westerlo
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
       If you are looking for a 1 night stay only, please see our lovely Turner Suite.  https://www.*************/rental-property/the-turner-suite-at-the-van-winkle-inn-us.   This wonderful room was added to the main house circa 1850.  It has gorgeous wide plank flooring, the headboard of the queen bed...
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    Location Information
    Westerlo, New York 12083
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
    Amazing 4 BR on Windham1 / 39
    (1)Excellent
    Windham
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Private Garden
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 July 2018
    We Rented this place for a holiday weekend. There was plenty of space and beds. The backyard was more than we could have asked for. We grilled food for dinner, made s'mores over...
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    About this property
    The villa features 2 spacious living rooms, 4 bedrooms, a fully equipped kitchen and 3 bathrooms. The main living room offers a comfortable seating area. The second living area provides a sofa, which can be used as an additional sleeping accommodation as well as flat screen television for your...
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    Location Information
    Windham, Catskill Region 12496
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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