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Holiday Rentals, Apartments and Homes in Roxbury, NY

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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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    1 / 25
    5 of 5 stars (4) Excellent
    Roxbury
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    1 / 7
    4.5 of 5 stars (9) Very good
    Roxbury
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 3
    Roxbury
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    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
    Location Information
    Roxbury, 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 / 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 / 19
    5 of 5 stars (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
    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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    1 / 18
    5 of 5 stars (37) Excellent
    Roxbury
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Mountain Views
    • Central Heating
    • DVD Player
    • Washer
    • Satellite TV
    • Wi-Fi
    • Grill
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • 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 4 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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    The following rentals are within 15 kilometers of Roxbury, Catskill Region, New York.

    1 / 14
    5 of 5 stars (4) Excellent
    Hobart
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    • Parking
    • Grill
    • Satellite TV
    • Internet Access
    • DVD Player
    • Balcony
    • Washer
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    CENTRALLY LOCATED. BREATH TAKING VIEWS OF THE CATSKILL MOUNTAINS. Mountain top cottage can sleep up to 7 Inside all new hard wood floors, appliances, furniture Totally redone top to bottom. Wood burning fire place & electric heat for chilly nights. Full size washer/ dryer Brand new Kitchen Dish... View all property information
    Location Information
    Hobart, Catskill Region
    5 of 5 stars Reviewed 1 week ago
    Went as a group of 6 and we were very comfortable here. There were all the amenities we needed for an enjoyable and memorable stay. We picked a few apples and grapes, swam in the...
    5 of 5 stars Reviewed 4 weeks ago
    I rented this house with a few friends and it was the moat relaxing week Ive had in years. Its a quiet area surrounded by picturesque farms, stunning hiking trails, and enough...
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    1 / 6
    Stamford
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
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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 / 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 1 week 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 / 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 / 27
    5 of 5 stars (15) Excellent
    Margaretville
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
    • Internet Access
    • Outdoor Dining Area
    • Washer
    • Mountain Views
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Up on a hill with magnificent views, this large and spacious house offers comfort and privacy. Located just outside the village of New Kingston and close to Margaretville and Andes. <BR><BR>The living room with picture windows has a great view of the valley and mountains beyond. There is a 42 inch... View all property information
    Location Information
    Margaretville, Catskill Region
    5 of 5 stars Reviewed 8 February 2016
    I was surprised at the view from the house, which is situated on a hill. This rental home was also close to Belleayre Ski Resort. Rental home was clean, and spacious...
    5 of 5 stars Reviewed 14 August 2015
    This house is beautiful as are the mountain views. It is secluded and quiet...just what a city girl needs once in a while. The house was very clean and had all the amenities. Juda...
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    1 / 9
    5 of 5 stars (1) Excellent
    Margaretville
    3 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
    • Washer
    • Grill
    • Air Conditioning
    • Parking
    • Skiing: Property Is...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Log Home Lodging a great getaway, casually elegant log home living in the Catskill Mountain region only 2.5 hours from New York City. This beautiful log home is ideal for a ski vacation or just to get away for a while for family and friends to share. Centrally situated for the outdoor adventurer... View all property information
    Location Information
    Margaretville, Catskill Region
    5 of 5 stars Reviewed 11 August 2016
    We found the chalet comfortable, peaceful and very clean. We rented the chalet for for a months reprieve from the Florida heat. We were pleased to find our supply needs were...
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    1 / 29
    Stamford
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Balcony
    • Parking
    • Washer
    • Grill
    • Satellite TV
    • Terrace
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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
    Location Information
    Stamford, Catskill Region
    1 / 18
    4 of 5 stars (1) Very good
    Margaretville
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Patio
    • Air Conditioning
    • Mountain Views
    • Internet Access
    • Hot Tub
    • Grill
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This Victorian home dates back to 1909 and is in the heart of Margaretville village. Minutes away from Roxbury, Bovina and Andes.. Perfect for families or large groups, rent both suites and enjoy the entire house. This four season home is perfect for skiing,(discount packages are available for lift... View all property information
    Location Information
    Margaretville, Catskill Region
    4 of 5 stars Reviewed 28 June 2016
    It was like staying in a very quaint apartment; overall we enjoyed our stay for 3 days Pros: - First must give props to all the staff at the B&B up the mountain, and the...
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    1 / 25
    Denver
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Grill
    • Mountain Views
    • Central Heating
    • Satellite TV
    • Washer
    • DVD Player
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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
    1 / 29
    5 of 5 stars (1) Excellent
    Denver
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Mountain Views
    • Internet Access
    • Grill
    • Outdoor Dining Area
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Perfect getaway from it all! Beautiful Catskills Chalet with million dollar views of the mountain. 12.5 acres perfect for Summer/Fall outdoors wedding setting 3 spacious bedrooms with plenty of closet space. 3 bathrooms and a breathtaking Fire Pit and a whole lot of land to play in! Gorgeous deck... View all property information
    Location Information
    Denver, New York
    5 of 5 stars Reviewed 26 June 2013
    Everything was A1, clean apt with everything you need. I appreciated being able to call the owner at anytime, he was always available for us. The apt is near everything you want...
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    1 / 16
    Margaretville
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Outdoor Dining Area
    • Grill
    • Terrace
    • Balcony
    • Wi-Fi
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    if you're looking for an intimate, cozy space for 2 -4 people then the bungalow is for you. A large upstairs loft like bedroom with half bath offers a calming private oasis complete with a separate sitting area for reading, watching films or playing games. A modest second bedroom (full-size pullout... View all property information
    Location Information
    Margaretville, Catskill Region
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    1 / 9
    Margaretville
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Situated in the heart of the Catskill mountains on a horse farm lies this charming ranch house. Stroll down a country path and pet the horses just steps away from the front door. Minutes from Roxbury, Andes and, Bovina. The Space Situated on 300 acres lies this amazing Catskill Mountain property.... View all property information
    Location Information
    Margaretville, Catskill Region
    1 / 16
    Bloomville
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • Parking
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This lovely cabin is nestled on the banks of the Delaware River. We own hundreds of acres ideal for fishing and hunting. The cabin sits next to a hay meadow with corn growing near by. The Catskill Rail Trail, famous for its walking, running, biking, hiking and horseback riding, is 300ft from the... View all property information
    Location Information
    Bloomville, Catskill Region
    1 / 22
    Bloomville
    4 Bedrooms, 5 Bathrooms, Sleeps 18 | Quick View
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    • Patio
    • Waterfront
    • Porch
    • Central Heating
    • Internet Access
    • Secure Parking
    • Grill
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Rustic . . Simplistic. . . Elegance........Turquoise Barn is located in the Western Catskills on a former dairy farm. Our 3-story 3,000 sq. ft, converted 1800's Carriage House has large loft-style open spaces with high ceilings, artist designed & renovated with handcrafted furnishings and art... View all property information
    Location Information
    Bloomville, Catskill Region
    1 / 12
    Hobart
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Mountain Views
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Washer
    • Satellite TV
    • Grill
    • DVD Player
    Suitability
    • 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
    1 / 6
    Bloomville
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Central Heating
    • Wi-Fi
    • Private Garden
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    House is located on a working, family owned dairy farm. Wake up to sunrises kissing the mountains and enjoy the sunsets just a little walk to the top of the hill. You can see for miles and miles on a clear day. You can visit out farm and share your adventures with your friends. Watch the leaves... View all property information
    Location Information
    Bloomville, Catskill Region
    1 / 20
    Margaretville
    2 Bedrooms, 1 Bathroom, Sleeps 9 | Quick View
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    • DVD Player
    • Parking
    • Grill
    • Internet Access
    • Satellite TV
    • Patio
    • Air Conditioning
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Cabin located in the middle of the Catskills forest. Very comfortable, for up to 8 people. Two bedrooms, one in loft. Big living room with cast Iron stove and big windows to appreciate the surroundings landscapes. One comfortable bathroom with bathtub and plenty hot water to enjoy and relax on... View all property information
    Location Information
    Margaretville, Catskill Region
    1 / 18
    Margaretville
    3 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • Satellite TV
    • Porch
    • Central Heating
    • Parking
    • Patio
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Take a stroll or a paddle around the lake, shoot 16 holes of golf, go on a scenic train ride, take in a vintage baseball game, or just stretch out on the chaise longue with a cup of cappuccino and a good book and gaze out at the stream. Maybe you'll even catch a glimpse of the hummingbird!... View all property information
    Location Information
    Margaretville, Catskill Region
    1 / 18
    Stamford
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • DVD Player
    • Air Conditioning
    • Grill
    • Porch
    • Satellite TV
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Stamford, Catskill Region
    1 / 11
    Margaretville
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Sauna
    • Central Heating
    • Porch
    • Washer
    • Satellite TV
    • Internet Access
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Relax and refresh in the peaceful wooded setting and abundant fresh Catskill air. Take great hikes starting at the front door or throughout the Catskill Park. Our quiet winding road runs through the valley with majestic mountain views. It is a short ride to the center of Roxbury, Margaretville or... View all property information
    Location Information
    Margaretville, Catskill Region