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Holiday Rentals and Homes in Gilboa, NY

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    Don't let other travellers get your favourite Gilboa area holiday rental. You're so close to securing your perfect getaway. Book today.

    The following rentals are within 25 kilometers of Gilboa, New York.

    1 / 44
    5 of 5 bubbles (4) Excellent
    Roxbury
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 15
    5 of 5 bubbles (5) Excellent
    Hobart
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 34
    5 of 5 bubbles (1) Excellent
    West Kill
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    1 / 14
    5 of 5 bubbles (7) Excellent
    West Kill
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Mountain Views
    • Grill
    • Parking
    • Outdoor Dining Area
    • DVD Player
    • Washer
    • Internet Access
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Beautiful, 1925 Sunbeam Sears house settled quietly in the middle of Catskills Forest Preserve on 1.5 usable acres with private access to West Kill and 360 mountain views. <BR><BR>There are three queen size bedrooms and a large updated bathroom with an Italian style shower located on the upper... View all property information
    Location Information
    West Kill, Catskill Region 12492
    1 / 15
    Windham
    5 Bedrooms, 3 Bathrooms, Sleeps 15 | Quick View
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    • Patio
    • Hot Tub
    • Satellite TV
    • Grill
    • Washer
    • Mountain Views
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful five bedroom home on three acres backing up to a stream. Four bedrooms on ground level and Master Bedroom on second floor with his and her bathrooms. Basement is newly refinished gameroom with brand new pool table, foosball, ping pong, card table, darts, and a bar. This house is ideal... View all property information
    Location Information
    Windham, Catskill Region 12444
    1 / 24
    5 of 5 bubbles (27) Excellent
    Windham
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Mountain Views
    • Washer
    • Wi-Fi
    • Satellite TV
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Windham, Catskill Region 12496
    5 of 5 bubbles Reviewed 2 weeks ago
    This place has everything you would want or need for a retreat away from New York. Although located on a mildly busy road, it's pretty isolated and has a hot tub, a fire pit...
    5 of 5 bubbles Reviewed 22 October 2016
    We had experience Flip Key rentals in the past. And just like the last place we rented this place was fantastic. It had more than we could imagine! It was perfectly locate for all...
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    1 / 22
    5 of 5 bubbles (10) Excellent
    Hobart
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Patio
    • Internet Access
    • Satellite TV
    • Washer
    • Mountain Views
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Charming 2-bedroom country cottage with gorgeous mountain views from every room, located in the Western Catskills. Open floor plan downstairs containing living area with satellite TV, dining area, kitchen, and a half bath. Both bedrooms located upstairs along with full bath and separate laundry... View all property information
    Location Information
    Hobart, Catskill Region 13788
    5 of 5 bubbles Reviewed 9 September 2016
    This is my 1st time renting a home instead of a hotel. My wife, 2 daughters, and I wanted something quiet and closer to nature. The drive there took us through some amazingly...
    5 of 5 bubbles Reviewed 2 August 2016
    The cottage had everything one could think of to make your stay as enjoyable as possible. The view from the windows was especially breathtaking. We spent a lot of our time just...
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    1 / 23
    5 of 5 bubbles (1) Excellent
    Windham
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Balcony
    • Central Heating
    • Wi-Fi
    • Skiing: Property Is...
    • Mountain Views
    • Grill
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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
    5 of 5 bubbles 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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    1 / 16
    4 of 5 bubbles (2) Very good
    West Kill
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Completely renovated cabin...EVERYTHING is new, clean and ready to be enjoyed :-) Brand new well-water system from the ground up (literally!!), all new plumbing, and brand new water heater... 1 Bedroom (full sized bed), Living Room (full sized futon, twin sized fold-away-cot), 1 Bathroom, Full... View all property information
    Location Information
    West Kill, Catskill Region 12492
    3 of 5 bubbles Reviewed 22 July 2016
    The location of the cabin was great, as we climbed Westkill Mountain while staying, but we were a bit surprised by the place as it was promoted as a restored cabin, clean and...
    5 of 5 bubbles Reviewed 3 November 2014
    My Bf and I went just for a night to get away from it all, the Cabin was clean and cozy. There was however some left over food in the fridge from the previous guest. The owner was...
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    1 / 8
    Roxbury
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • DVD Player
    • Parking
    • Washer
    • Grill
    • Mountain Views
    • Balcony
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Short term rentals are not out of the question, but I would prefer a seasonal rental, from 1/1/2017-3/31/2017. The price and term are negotiable. Christmas week is also an option and negotiable.This 3 bedroom, 2 bath townhouse has cathedral ceilings and a large fieldstone fireplace. Downstairs the... View all property information
    Location Information
    Roxbury, Catskill Region 12421
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    1 / 21
    4.5 of 5 bubbles (3) Very good
    Lexington
    3 Bedrooms, 1 Bathroom, Sleeps 10 | Quick View
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    • Hot Tub
    • DVD Player
    • Washer
    • Satellite TV
    • Mountain Views
    • Air Conditioning
    • Wi-Fi
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    On a road less traveled, this very private Catskill Mountain Retreat is just minutes to skiing, hiking, fishing, swimming, restaurants, clubs, boating, tubing, etc...Just 2 1/2 hours from NYC and 8 miles from Hunter Mountain, the location could not be better. Close to all yet located on a quiet... View all property information
    Location Information
    Lexington, New York 12452
    5 of 5 bubbles Reviewed 11 March 2016
    My friends and I were looking for a getaway for a few nights, and this house was absolutely perfect. It is a good size and had everything we needed. The hot tub is great, there is...
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    1 / 19
    5 of 5 bubbles (1) Excellent
    Roxbury
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Shared Garden
    • Parking
    • Air Conditioning
    • Mountain Views
    • Grill
    • Outdoor Dining Area
    • Wi-Fi
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Bed & Eggs offers a comfortable one-bedroom apartment, including a queen bed & full kitchen, with private outside entrance & located on 10-acres with a fishing stream, outdoor stone patio, and sweeping views of the mountains, valleys & skies. Fresh half doz. eggs from our chickens provided for... View all property information
    Location Information
    Roxbury, Catskill Region 12474
    5 of 5 bubbles Reviewed 3 August 2016
    It was really pleasant to come back to an apartment and not just a room. It felt like coming home every night. The price was excellent for the space. It was peaceful and quiet and...
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    1 / 18
    5 of 5 bubbles (1) Excellent
    Oak Hill
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
    • Central Heating
    • Wi-Fi
    • Patio
    • Washer
    • Secure Parking
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Oak Hill, Durham 12460
    5 of 5 bubbles Reviewed 27 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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    1 / 26
    5 of 5 bubbles (1) Excellent
    Windham
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Washer
    • Grill
    • DVD Player
    • Mountain Views
    • Secure Parking
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    ***Full season rental only in winter. $8000 from 12/2-4/2, not including utilities. $500 refundable damage deposit. One pet allowed.*** 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... View all property information
    Location Information
    Windham, Catskill Region 12496
    5 of 5 bubbles 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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    1 / 18
    5 of 5 bubbles (20) Excellent
    Hobart
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Central Heating
    • Porch
    • Washer
    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Come spend a weekend or longer in our cozy farmhouse located in the northern Catskills farm country of Delaware County. For your group of six or less, the house is a perfect place to relax, explore the area's bookstores or take a bike ride or a hike on the Catskill Scenic Trail. If you're... View all property information
    Location Information
    Hobart, Catskill Region 13788
    5 of 5 bubbles Reviewed 10 October 2016
    This had to be one of the nicest experiences we have ever had traveling! Great house, extremely clean, stocked beyond my expectations! Rail to Trails in the backyard! Fire pit...
    5 of 5 bubbles Reviewed 18 September 2016
    I rented this with three friends for a writer's festival weekend in Hobart, NY, and all of us loved this place so much we actually skipped events to come back and spend time at...
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    1 / 21
    5 of 5 bubbles (1) Excellent
    West Kill
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Grill
    • Balcony
    • Patio
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    This home has it all. Amazing mountain views, wrap around deck, open floor plan, wood burning fireplace, chef's dream kitchen with 12ft granite island. Hiking trails nearby. Only 25 minutes to Hunter Mountain, Belleayre or Windham. 2.5Hrs from NYC! Families will love this house for the spacious... View all property information
    Location Information
    West Kill, Catskill Region 12492
    1 / 23
    4.5 of 5 bubbles (18) Very good
    Hensonville
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
    • Porch
    • DVD Player
    • Mountain Views
    • Internet Access
    • Grill
    • Patio
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Tucked away over a turn of the century barn this two bedroom rental will take you back to a simpler time and place. One comfy queen and one single bed accommodates your sleeping needs. Awaken to the rooster's crow and prepare your morning breakfast in the fully equipped kitchen. The separate... View all property information
    Location Information
    Hensonville, Catskill Region 12439
    5 of 5 bubbles Reviewed 1 week ago
    We loved the charm of the apartment, not brash or modern but tastefuly quaint. Perfect for the mountian setting.Coffe and fine dinning within easy walking distance from the...
    5 of 5 bubbles Reviewed 1 week ago
    Just got back from an amazing getaway, this listing is exactly as published. Everything was well taken care of, Cynthia dropped some heaven smelling donuts and they were...
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    1 / 37
    5 of 5 bubbles (3) Excellent
    Windham
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Satellite TV
    • DVD Player
    • Parking
    • Air Conditioning
    • Mountain Views
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    NO BOOKING FEE. CONTACT OWNER IF LOOKING FOR LARGER VACATION RENTAL OR IF the CALENDAR IS BOOKED. We rent and manage other vacation rentals in the Catskills. Scroll down for rates and more info. Cozy, 1 bedroom apartment, ideal for a couple. 3rd person requests considered on case to case basis.... View all property information
    Location Information
    Windham, Catskill Region 12439
    5 of 5 bubbles Reviewed 23 August 2016
    My wife and I had a wonderful weekend at the cabin, and Ella, the owner, was very friendly and helpful at answering our questions. Hensonville, though small, has several nice...
    5 of 5 bubbles Reviewed 22 February 2016
    This little suite (bath/kitchenette next to bedroom) is terrifc for a couple's getaway in our opinion. Walk right out your private entrance to excellent restaurants - or venture 3...
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    1 / 31
    5 of 5 bubbles (1) Excellent
    Jewett
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
    • Wi-Fi
    • Parking
    • Grill
    • Balcony
    • Private Garden
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Five minutes to Windham, eight minutes to Hunter, our house sits on 5 acres of beautiful land. It features 3 bedrooms, 2 baths, fully equipped kitchen, open living area with wood stove , porch with Adirondack chairs, a gas grill and a fire pit. We provide the wood. There's a wooden table by the... View all property information
    Location Information
    Jewett, New York 12444
    5 of 5 bubbles Reviewed 15 January 2016
    I have rented many houses but this house was the most well appointed house ever. The owners were marvelous, very open, friendly and helpful. I HIGHLY recommend this house!
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    1 / 13
    5 of 5 bubbles (2) Excellent
    Windham
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Washer
    • Grill
    • Mountain Views
    • Central Heating
    • Parking
    • DVD Player
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    The Mountain House Retreat is situated on 7 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... View all property information
    Location Information
    Windham, Catskill Region 12496
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    1 / 39
    5 of 5 bubbles (33) Excellent
    Windham
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
    • Grill
    • Wi-Fi
    • Porch
    • Mountain Views
    • Parking
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    NO BOOKING FEE. CONTACT OWNER IF YOU'RE LOOKING FOR A BIGGER RENTAL OR IF DATES ARE BOOKED. Scroll down for rates and more info. 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 bungalow. Surround yourself with nature... View all property information
    Location Information
    Windham, Catskill Region 12496
    5 of 5 bubbles Reviewed 3 weeks ago
    If you are looking to explore the area, hiking, nature etc, sking, or like me, just looking for a cozy place to settle in for a quiet weekend and you don't need too much space...
    5 of 5 bubbles Reviewed 8 June 2016
    I'm a doctoral student and I've been trying to finish writing my dissertation but there are always distractions, so I decided to rent this cabin for a week for a little R&R and...
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    1 / 24
    Cornwallville
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Washer
    • Mountain Views
    • DVD Player
    • Central Heating
    • Skiing: Property Is...
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Our Rustic Log Cabin located in Cornwallville, NY is a perfect spot for the outdoor enthusiast.<BR><BR>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... View all property information
    Location Information
    Cornwallville, Durham 12418
    1 / 34
    Windham
    8 Bedrooms, 7 Bathrooms, Sleeps 22 | Quick View
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    • Skiing: Property Is...
    • Satellite TV
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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 12496
    1 / 13
    Windham
    4 Bedrooms, 3 Bathrooms, Sleeps 13 | Quick View
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    • Satellite TV
    • Private Garden
    • Wi-Fi
    • Grill
    • Secure Parking
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    1 / 43
    5 of 5 bubbles (16) Excellent
    Windham
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Air Conditioning
    • Grill
    • Parking
    • Mountain Views
    • Porch
    • Satellite TV
    • Wi-Fi
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    NO BOOKING FEE. CONTACT US IF CALENDAR SHOWS BOOKED. Scroll down for rates and more info. We own and manage other vacation rentals. See CatskillBungalow. Get away from everyday city noise and enjoy the outdoors and the beautiful Catskill Mountains region! Breathe in the fresh mountain air. If... View all property information
    Location Information
    Windham, Catskill Region 12496
    5 of 5 bubbles Reviewed 27 August 2016
    A very nice and quiet cottage for a romantic get away if you like the mountains. Place was very clean and kept up. Ella was great in preparing the place for us as we requested the...
    4 of 5 bubbles Reviewed 6 January 2016
    Ella ,whom we contacted for this rental , responded very promptly. It was a last minute arrangement on our part and we could not have done it without Ellla's prompt and efficient...
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    1 / 30
    4 of 5 bubbles (1) Very good
    Jewett
    5 Bedrooms, 4 Bathrooms, Sleeps 17 | Quick View
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    • Patio
    • Air Conditioning
    • Housekeeping...
    • Satellite TV
    • Hot Tub
    • Mountain Views
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    A renovated 5 bedroom house located on the back side of ski windham mountain . located 10 minutes from the town of windham and 12 minutes from the town of hunter . A fully furnished home with new furniture ,3 king size beds and 3 twin beds ,and a Queen size bed,all of the upstair bedrooms have... View all property information
    Location Information
    Jewett, New York 12444
    4 of 5 bubbles Reviewed 11 January 2016
    The house is in a very private setting with nice mountain views. The house is designed efficient for multifamily vacations. The house is recently renovated, and all bed rooms...
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    1 / 24
    Windham
    3 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Private Garden
    • DVD Player
    • Parking
    • Patio
    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    1 / 15
    5 of 5 bubbles (3) Excellent
    Windham
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
    • Parking
    • Satellite TV
    • Internet Access
    • Balcony
    • Air Conditioning
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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.<BR>This 2 level fully furnished cottage features a... View all property information
    Location Information
    Windham, Catskill Region 12454
    5 of 5 bubbles 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 a...
    5 of 5 bubbles 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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    1 / 6
    Stamford
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    ...through the scenic valleys and country roads brings you grazing sheep and cattle, meandering streams, open fields, mountains and lake views, and finally to a picture perfect lake front cabin called Green Acres in Whiting Hollow. GREEN ACRES on WHITING HOLLOW LAKE is for Artists, Designers,... View all property information
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    Stamford, Catskill Region 12167
    1 / 25
    Denver
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Grill
    • Mountain Views
    • Central Heating
    • Satellite TV
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    Enjoy a one-of-a-kind getaway at this 3-bedroom, 1-bathroom Denver vacation rental home. You’ll adore the cozy fireplace, spacious deck and tranquil environment away from it all, as well as a phenomenal location near skiing, golf, shopping and more! As soon as you arrive at this alluring property,... View all property information
    Location Information
    Denver, New York 12421
    1 / 5
    3.5 of 5 bubbles (3) Average
    Lexington
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Outdoor Dining Area
    • Porch
    • Patio
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    • Mountain Views
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Quaint Cabin located in the heart of the Catskills, just minutes from Windham and Hunter. The cabin has a brand new third bedroom, and brand new A/C and heating units, along with a brand new back deck. Great sized back yard great for families. Bikes, soccer nets, tent, and other outdoor and... View all property information
    Location Information
    Lexington, New York 12452
    5 of 5 bubbles Reviewed 26 June 2015
    We were a last minute booking as we were in town for a family emergency. The owner was incredibly patient and eager to work with us. The cabin is a super cute and clean little...
    3 of 5 bubbles Reviewed 15 February 2014
    Cozy place with limited amenities. Bring a good book or two. There is no internet, cable or tv service. About ten to fifteen minutes from windham.
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    1 / 21
    Windham
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Mountain Views
    • Wi-Fi
    • Secure Parking
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    Great Fall Getaway!!! Call or email now for last minute tour of Catskills reservation!! This home is a super immaculate, upscale, classic ski chalet nestled on 1 private wooded acre. Home features 3 bedrooms and 2 full baths and comfortably sleeps 4 adults and 4 children. Den with wood burning... View all property information
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    Windham, Catskill Region 12496
    1 / 20
    Windham
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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
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    Windham, Catskill Region 12496
    1 / 14
    Windham
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • x
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    • x
    About this property
    This is a cozy 3 bedroom Cape Cod with open loft and skylights. Less than 1 mile to Hunter Mountain! Great for Festivals! Wooded end of road location with Apple Trees during season. Stone wood-burning fireplace in living room, deck for outdoor dining in the front of the house with a large back... View all property information
    Location Information
    Windham, Catskill Region 12450
    1 / 29
    Stamford
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Balcony
    • Parking
    • Washer
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    • Satellite TV
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    For your next Catskills escape, reserve this classic lakefront 3-bedroom, 2.5-bath Stamford vacation rental home. Encompassed by gorgeous trees and overlooking a private 28-acre lake, this secluded dwelling ensures a thoroughly revitalizing getaway! You’ll certainly feel a million miles away from... View all property information
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    Stamford, Catskill Region 12167
    1 / 19
    Windham
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Mountain Views
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    2 bedroom, 2 bathroom Mountain view condo two miles from Windham Mountain Four Season cozy two bedroom condo sleeps 4 adults and 2 young children comfortably with two bedrooms, 2 full bathrooms, fully equipped kitchen, living room with wood burning fireplace and private deck. Two miles from... View all property information
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    Windham, Catskill Region 12496
    1 / 16
    Windham
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
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    • Pet-friendly
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    • x
    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
    1 / 17
    Jewett
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Private Garden
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    This lovely home is on 1.5 acres and is perfectly situated 10 minutes from Hunter Mountain and 10 minutes from Windham Mountain. We welcome you with a bottle of wine, coffee and minimum 2-ply toilet paper. What more could you ask for? The front of the house has a large covered porch that is the... View all property information
    Location Information
    Jewett, New York 12444
    1 / 26
    3.5 of 5 bubbles (3) Average
    Windham
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • ?
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    • ?
    About this property
    Cozy, two bedroom apartment, ideal for couples or family. Beds: 1 queen, two singles. Stones throw from Ski Windham, 7 miles to Hunter Mountain. Located in Hensonville (part of Windham, NY) Walking distance to grocery, diner, 4 star restaurant, bar and lounge. Off street parking. BBQ area and... View all property information
    Location Information
    Windham, Catskill Region 12439
    5 of 5 bubbles Reviewed 8 July 2015
    I was happy to find the apartment on the Internet, after searching for accommodations to attend a family wedding. First, the price was great!. Second, Ella answered all my...
    5 of 5 bubbles Reviewed 27 March 2015
    The cozy apartment was just that. Everything was very clean and warm and inviting. The kitchen is just right. We could either eat in or dine out within easy walking distance...
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    1 / 10
    Lexington
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    • x
    About this property
    Perfect privacy and seclusion. This cute little home is located at the end of a private road and is nestled in the woods far away from your nearest neighbor. This is a true nature-lovers' paradise, and you can hike into the 12 acre property and beyond without ever seeing another soul. When you're... View all property information
    Location Information
    Lexington, New York 12468
    1 / 8
    Windham
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Balcony
    • Central Heating
    • Wi-Fi
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    This amazing 4 bedroom apartment is located at Crystal Pond Condos in Windham near the ski resort on Windham Mountain. you can rent for Thanksgiving till end of March including the new year and Christmas. Free transportation is provided from the condo to the ski resort on Windham. best for every... View all property information
    Location Information
    Windham, Catskill Region 12439
    1 / 9
    5 of 5 bubbles (1) Excellent
    Windham
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Mountain Views
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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 12496
    5 of 5 bubbles Reviewed 27 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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    1 / 18
    5 of 5 bubbles (38) Excellent
    Roxbury
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Mountain Views
    • Central Heating
    • DVD Player
    • Washer
    • Satellite TV
    • Wi-Fi
    • Grill
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    • x
    About this property
    Voted one of the TOP VACATION RENTALS by Flipkey. Hot tub is open for season and ready for relaxation while enjoying stunning mountain views!Please check availability calendar before inquiring. Rates vary from $225 to $400 per night depending on day of week and number of guests.Two night minimum... View all property information
    Location Information
    Roxbury, Catskill Region 12474
    5 of 5 bubbles Reviewed 4 weeks ago
    Stayed as a couple at the beautiful cabin over the weekend and had an incredible time! Everything about the cabin is wonderful and set up to really make you feel at home. It's...
    5 of 5 bubbles Reviewed 28 August 2016
    The home was everything we wanted. The view was amazing and hot tub just added to the relaxation of the trip! The kitchen was well stocked and the fireplace made the living room...
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    Hobart
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Mountain Views
    • Air Conditioning
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This cozy house has three bedrooms, 1 and 1/2 baths, and sleeps 6. The kitchen is fully equipped. Linens, blankets, and towels are provided. There are 3 TVs, basic cable, DVD/VCR, WiFi, books, movies, and games available for use. There is also a washer and dryer, if needed. More people could fit,... View all property information
    Location Information
    Hobart, Catskill Region 13788
    1 / 20
    5 of 5 bubbles (1) Excellent
    Windham
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • x
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    • x
    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... View all property information
    Location Information
    Windham, Catskill Region 12496
    5 of 5 bubbles 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 all...
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    1 / 23
    Windham
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Sauna
    • DVD Player
    • Mountain Views
    • Hot Tub
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Pinnacle Condominiums are the newest and closest lodging at Hunter Mountain. Conveniently perched on top of Hunter Mountain base Lodge these 7 units offer easy access to all amenities, 5 dining choices and an easy walk to town. The ultimate for ski on ski off, tubing, dining, festivals,... View all property information
    Location Information
    Windham, Catskill Region 12442
    1 / 24
    5 of 5 bubbles (1) Excellent
    Windham
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
    • Balcony
    • Mountain Views
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Windham, Catskill Region 12496
    5 of 5 bubbles Reviewed 13 June 2016
    We rented this brand new condo to take care of overflow on our family reunion. The place is perfect, brand new, nicely decorated and easy to find and use. The town is nice and...
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    1 / 12
    Windham
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Parking
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    • Wi-Fi
    • Skiing: Property Is...
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    • Pet-friendly
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    • x
    • x
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    • x
    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 12496
    1 / 6
    Cornwallville
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Garden
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Beautiful panoramic 5 state views. Close to Ski Windham and Hunter Mountain. 2 Bedrooms, queen bed in master, bunk beds in second bedroom, queen sofa bed in living room, sleeps 6. 2 full bathrooms. Crib available upon request. Five minutes to Zoom Flume, horseback riding and antique shops.... View all property information
    Location Information
    Cornwallville, Durham 12418
    1 / 7
    Windham
    7 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Hot Tub
    • Balcony
    • Washer
    • Skiing: Property Is...
    • DVD Player
    • Mountain Views
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Gorgeous Windham Mountain home with spectacular views (sleeps up to 14). Celebrate Thanksgiving, Christmas (through 12/29) and other weekends/weeks in November and December (2 night minimum). Ski in/ski out-snow permitting.But regardless, blissful, idyllic relaxation guaranteed. Thanksgiving week... View all property information
    Location Information
    Windham, Catskill Region 12496