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Vacation Rentals in Gilboa, NY and nearby

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

    1 / 14
    5 of 5 stars (4) Excellent
    Hobart
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    1 / 24
    5 of 5 stars (25) Excellent
    Windham
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 15
    Windham
    5 Bedrooms, 3 Bathrooms, Sleeps 15 | Quick View
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    1 / 27
    5 of 5 stars (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
    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 walk). Situated on a little less than 2 acres of land on Route 23, but set back... View all property information
    Location Information
    Windham, Catskill Region
    5 of 5 stars 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 / 15
    5 of 5 stars (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
    5 of 5 stars 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 stars Reviewed 31 August 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 / 22
    5 of 5 stars (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
    5 of 5 stars Reviewed 2 weeks ago
    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 stars 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 / 25
    5 of 5 stars (4) Excellent
    Roxbury
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Internet Access
    • Mountain Views
    • Satellite TV
    • Air Conditioning
    • Children's Pool
    • Washer
    • Skiing: Property Is...
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    The Catskill Mountain View House offers secluded, end of road 9 acres with large field for play. Access to 160 acres of private hiking trails. Wonderful fire pit with no light pollution for enjoying star lit nights. A great rooms with loft ceilings, new designer kitchen with granite, stainless... View all property information
    Location Information
    Roxbury, Catskill Region
    5 of 5 stars Reviewed 28 July 2014
    The family had a great time celebrating our mother's 60th birthday at the Catskill Mountain View House. We have two small dogs who are just as much family as the rest of us and so...
    5 of 5 stars Reviewed 13 July 2014
    My wife and I wanted to rent a secluded spot in the Catskills that allowed dogs and was kid friendly this place was perfect. Close to good swimming and dining and house was...
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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
    1 / 18
    5 of 5 stars (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
    5 of 5 stars 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 / 44
    5 of 5 stars (4) Excellent
    Roxbury
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Grill
    • Balcony
    • Parking
    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    ESCAPE THE CITY and explore the fun and always changing Catskill Mountains. From wine tours to new foodie and farm to table restaurants, there truly is something for everyone up here. We can provide names of great hikes, beautiful picturesque bicycle rides and fantastic farmers markets.Visit farms... View all property information
    Location Information
    Roxbury, Catskill Region
    5 of 5 stars Reviewed 19 November 2015
    Theresa was a great host, she helped me book this place on such short notice and was very informative and nice. We had dinner at her recommended place, peekamoose, a very nice...
    5 of 5 stars Reviewed 27 September 2015
    I would recommend this place. Theresa was very nice and helpful with any questions you had. The house is perfect and away from anything for that nice peace of mind away from the...
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    1 / 18
    5 of 5 stars (19) 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
    5 of 5 stars Reviewed 6 days ago
    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...
    5 of 5 stars Reviewed 8 October 2015
    A great farm house equipped with every comfort facility to satisfy every need located in a wonderful area to enjoy the countryside of the Catskills. Scott is the best host who...
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    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
    1 / 7
    4.5 of 5 stars (9) Very good
    Roxbury
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Central Heating
    • DVD Player
    • Mountain Views
    • Shared Outdoor Pool...
    • Washer
    • Satellite TV
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Description Enjoy views and privacy from this lovely 3 bedroom 2 bath townhouse in the Roxbury Run Village complex! The great room with open dining/kitchen area has a beautiful fieldstone fireplace and a wall of windows that overlook the mountains and forests. Master bedroom and private full master... View all property information
    Location Information
    Roxbury, Catskill Region
    5 of 5 stars Reviewed 4 September 2014
    We had 3 couples (one with a small child) staying in the home. We had come to Roxbury to attend a wedding and this place was a great find. Price was really quite reasonable, the...
    4 of 5 stars Reviewed 8 August 2013
    A very good place for a holiday stay and for exploring the region. The house is well equipped with three big bedrooms. The terrace was out of use (I knew this prior to rental...
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    1 / 23
    4.5 of 5 stars (16) 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
    5 of 5 stars Reviewed 27 October 2015
    First time staying with Cynthia and we can't wait to go back. We truly fell in love with her warm, cozy carriage house . Everything about it was perfect. She was a gracious...
    5 of 5 stars Reviewed 10 June 2015
    It reminded me on my childhood-long forgotten place of quite innocence.Me and my girlfriend loved it.
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    1 / 8
    4.5 of 5 stars (3) Very good
    Windham
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Washer
    • Porch
    • Internet Access
    • Grill
    • Patio
    • Satellite TV
    • Parking
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    4 bedroom chalet (upper apartment, duplex,) with 2 baths. Traditional ski chalet ready for this ski season. Very clean 4 bedrooms, two full bath, Windham Ski House. 6 beds in 4 bedrooms, 2 couches. Great for young ski families. Two bedrooms and full bath on main level and two bedrooms and bath on... View all property information
    Location Information
    Windham, Catskill Region
    1 / 13
    5 of 5 stars (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
    1 / 33
    5 of 5 stars (1) Excellent
    Roxbury
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Patio
    • Washer
    • Skiing: Property Is...
    • Satellite TV
    • Air Conditioning
    • Mountain Views
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Maple House offers stunning views from every room. Luxuriously appointed 3 bedroom +den, 3 bath 2800 sq foot home. Private setting at the end of well maintained short dead end road. Near to all ski areas, Belleayre, Plattekill, Windham and Hunter (15 to 30 minutes). Large main living room... View all property information
    Location Information
    Roxbury, Catskill Region
    5 of 5 stars Reviewed 8 November 2014
    e had an amazing stay at the Catskill Maple House. My husband and I were visiting family in the New York area, but wanted a romantic getaway to see the fall foliage. The house...
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    1 / 39
    5 of 5 stars (32) Excellent
    Windham
    1 Bedroom, 1 Bathroom, Sleeps 3 | 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
    5 of 5 stars 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...
    4 of 5 stars Reviewed 25 September 2015
    When we first arrived ,I was a little takin back by the size of the cottage. I turned out to be perfect . Everything was clean . Ella , the owner was quick in returning our text...
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    1 / 6
    Stamford
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    ...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
    Location Information
    Stamford, Catskill Region
    1 / 22
    5 of 5 stars (1) Excellent
    Windham
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Washer
    • Outdoor Dining Area
    • Air Conditioning
    • Mountain Views
    • Parking
    • Internet Access
    • Satellite TV
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Available for rent by owner is a 4 bedroom, 2 bathroom, four season country home which is about a mile from Windham mountain, and 8 miles to Hunter Mountain in the Catskill Mountains. You will find this house clean and charming, and it is especially family friendly. It is situated on a spur road... View all property information
    Location Information
    Windham, Catskill Region
    5 of 5 stars Reviewed 24 June 2014
    The house was close to good resteraunts and small shops. Very close to Ski Slopes and Hiking trails. Also some good fishing not far away. Super Market was a trip, so stop on...
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    1 / 10
    Stamford
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Charming and quiet 2 bedroom 1 bath off grid cabin on 50 acres of mixed field and woodland located in the northern tier of the Catskills, outside of Stamford, New York. AMENITIES INCLUDE: Wood stove, generator to provide water/hot water when needed and to charge batteries/phones, and a... View all property information
    Location Information
    Stamford, Catskill Region
    1 / 37
    5 of 5 stars (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
    5 of 5 stars Reviewed 4 weeks ago
    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 stars 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 / 14
    Windham
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Parking
    • Washer
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    1 / 21
    Windham
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Mountain Views
    • Wi-Fi
    • Secure Parking
    • Terrace
    • Balcony
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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
    Location Information
    Windham, Catskill Region
    1 / 24
    Windham
    3 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Private Garden
    • DVD Player
    • Parking
    • Patio
    • Mountain Views
    Suitability
    • 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
    1 / 4
    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
    1 / 39
    5 of 5 stars (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
    5 of 5 stars Reviewed 4 weeks ago
    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 stars 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 / 23
    Roxbury
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Grill
    • Satellite TV
    • Mountain Views
    • Wi-Fi
    • Patio
    • DVD Player
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    <BR><BR><BR><BR>Our beautiful 4-season townhouse in the Catskills is for rent- 4 bedroom 2.5 bath townhouse (sleeps 8) in Roxbury Run Village - perfect for a fall getaway, winter ski weekend/and or week, spring hike or summer retreat (with pool and tennis court). This house comes with all... View all property information
    Location Information
    Roxbury, Catskill Region
    1 / 20
    Windham
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • DVD Player
    • Grill
    • Washer
    • Wi-Fi
    • Satellite TV
    • Mountain Views
    • Patio
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Windham, Catskill Region
    1 / 19
    5 of 5 stars (1) Excellent
    Roxbury
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Shared Garden
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    • Pet-friendly
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    • x
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    • 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
    5 of 5 stars 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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    Roxbury
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    This 3 bedroom, 2 bath townhouse has cathedral ceilings and a large fieldstone fireplace. Downstairs the open livingroom, kitchen and dining area create the perfect atmosphere for relaxing around the fire after a long day of skiing or after enjoying the changing colors outside. Downstairs... View all property information
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    Roxbury, Catskill Region
    1 / 12
    Windham
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Skiing: Property Is...
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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
    1 / 17
    Windham
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • Pet-friendly
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    • ?
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    • x
    About this property
    The Christiansen House is located in the Northern Catskill Mountains of upstate New York. A charming destination year round, the Christiansen House features 3 bedrooms, 3 bathrooms, a fully equipped kitchen, dinning room, open living area with fireplace, over 1700+ sq. ft. in all. Enjoy the... View all property information
    Location Information
    Windham, Catskill Region
    1 / 16
    Windham
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
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    • Satellite TV
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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
    1 / 29
    Stamford
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Balcony
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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
    1 / 26
    3.5 of 5 stars (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
    5 of 5 stars 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 stars 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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    Stamford
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • DVD Player
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    • Porch
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
    About this property
    COME, GIVE PEACE A CHANCE! Leave the hectic pace of daily life behind when you arrive at SunnyHill, a place where the beauty of the Catskills & the sights & sounds of Nature can truly clear the mind & soothe the soul. BEING CENTRALLY LOCATED JUST 20-40 MIN. FROM THE AREA'S 4 MAJOR SKI RESORTS-... View all property information
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    Stamford, Catskill Region
    1 / 20
    5 of 5 stars (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
    5 of 5 stars 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 / 19
    Windham
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Mountain Views
    • Washer
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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
    1 / 21
    Windham
    6 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • x
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    • x
    About this property
    Among the nicest properties in Windham. Lovely large home nestled quietly on 12 usable acres with bucolic bridle paths joined to hiking trails. A true feel of Tuscany on the property beginnging at the front door. An all-season beauty. Pick wild Chanterelles / Porcini / Ramps and Blackberries in... View all property information
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    Windham, Catskill Region
    1 / 9
    5 of 5 stars (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
    5 of 5 stars 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 / 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
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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
    1 / 18
    5 of 5 stars (37) 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
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    • 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
    5 of 5 stars Reviewed 3 weeks ago
    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...
    5 of 5 stars Reviewed 2 August 2016
    My boyfriend and I were looking for an upstate cabin to escape the stresses of the city, and this cabin exceeded our expectations and was much more beautiful than the pictures...
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    1 / 24
    5 of 5 stars (1) Excellent
    Windham
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
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    • 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. Short drive to Ski Windham and Hunter Mountain. Nearby is a local grocery store, liquor store, laundry mat and florist in the Prattsville Plaza. Food &... View all property information
    Location Information
    Windham, Catskill Region
    5 of 5 stars 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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    Hobart
    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
    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
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    Hobart, Catskill Region
    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
    1 / 10
    Windham
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Central Heating
    • Satellite TV
    • Internet Access
    • Parking
    • DVD Player
    • Patio
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Two-story townhouse overlooking Windham Mountain less than 2 miles away. Large open floor plan consisting of a fully equipped kitchen and beautifully furnished living room & dining room. Includes 2 bathrooms and 2 bedrooms + a small sleeping loft and a den sleeping 6 adults. The home has a lovely... View all property information
    Location Information
    Windham, Catskill Region
    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