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Holiday Homes and Apartments Woodbourne, NY and nearby

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    All 28 Rentals in the Woodbourne Area
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    The following rentals are within 25 kilometres of Woodbourne, New York.

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    $255
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    1 / 28
    5 of 5 stars (6) Excellent
    Livingston Manor
    3 Bedrooms / 2 Bathrooms / Sleeps 12
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    $98
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    1 / 10
    5 of 5 stars (5) Excellent
    Napanoch
    2 Bedrooms / 1 Bathroom / Sleeps 4
    traveller have booked this property
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    $384
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    1 / 15
    4.5 of 5 stars (3) Very good
    Napanoch
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (3) Make Enquiry
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    $256
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    1 / 18
    5 of 5 stars (1) Excellent
    Sundown
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Mountain Views
    • Private Fishing...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Lots of reviews of my house on other websites. A beautiful country house nestled in a valley between two mountains with a shallow river flowing by. It's a serene and peaceful setting. Awaken to the sight of mountains and trees outside. Make some pancakes and enjoy breakfast while gazing outside... View all property information
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    Location Information
    Sundown, New York 12740
    5 of 5 stars Reviewed 17 March 2015
    This was such a wonderful experience through and through. Allen was so accommodating in every way! To start, my boyfriend and I had other plans that fell through. Frantically we...
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    $320
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    1 / 14
    5 of 5 stars (1) Excellent
    Claryville
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Mountain Views
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Beautiful Catskills home on 12 private wooded acres. This is the place to get away and have a special romantic time or a family vacation. Beautiful house with floor to ceiling windows and views of trees as far as you can see. Completely private and situated above a creek which you can hear from... View all property information
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    Location Information
    Claryville, Catskill Region 12725
    5 of 5 stars Reviewed 25 August 2014
    My wife and our two young children (3 and 4) stayed here for a week in August of 2014. It was everything we could have asked for in a house. Amazing location that, wonderfully...
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    1 / 8
    4 of 5 stars (1) Very good
    Ellenville
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Cozy 2 bedroom 1 bath cottage, sleeps 6, is available for summer rental. Beautiful wooded property leading to your private beach. Swim, fish or boat in a pristine 100 acre lake. The house is fully furnished, enclosed porch and a deck with lakeviews. Lots of hiking trails nearby. Ideal for... View all property information
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    Location Information
    Ellenville, Catskill Region 12428
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    $256
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    1 / 23
    5 of 5 stars (1) Excellent
    Livingston Manor
    3 Bedrooms / 1 Bathroom / Sleeps 8
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Enjoy a getaway in the cozy restored 1901 Arts & Crafts home in Catskill Mountains, 2 hrs from NYC. Steps from the front door are logging roads for hours of hiking plus the shops, galleries & food of Livingston Manor's quaint Main Street. Filled with eclectic antiques, art, books, and all the... View all property information
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    Location Information
    Livingston Manor, Catskill Region 12758
    5 of 5 stars Reviewed 11 June 2014
    I've rented a number of places in the Catskills for my annual fishing trip and this one fit the bill exactly. It's centrally located and close to several major streams and a...
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    $768
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    1 / 15
    5 of 5 stars (2) Excellent
    Bethel
    5 Bedrooms / 5 Bathrooms / Sleeps 13
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Our cabin was built to allow you to enjoy the best of Catskill living. Five minutes from Bethel Woods Performing Arts Center, 15 Minutes from skiing at Holiday Mountain, 15 minutes from swimming at Lake Superior, minutes from boating and fishing at White Lake and 15 minutes from golf and tennis at... View all property information
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    Location Information
    Bethel, Catskill Region 12749
    5 of 5 stars Reviewed 2 December 2014
    Craig was very responsive, so anything that came up before or during our stay was quickly resolved. He also made sure to check in on the check in day to ensure everything was set...
    5 of 5 stars Reviewed 10 July 2014
    This was my first attempt at renting a place on Flip Key. I wanted a big place with lots of bedrooms to fit my friends and I couldn't have been happier with my choice. The place...
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    1 / 19
    5 of 5 stars (2) Excellent
    Monticello
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Beautiful log cabin private setting, sit on large porch sipping your morning coffee. Warm up to a roaring fire on chilly nights. Beautiful drive up from the city (1.5 hours from Manhattan GWB) enjoy the changing foliage that fall brings to the Catskills. Or summer hikes or swimming in nearby... View all property information
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    Location Information
    Monticello, Catskill Region 12701
    5 of 5 stars Reviewed 27 January 2015
    Matteo the owner of this property was a Great Guy. Met us upon arrival, to ensure our stay was going to be a comfortable one. His home was spotless and a Perfect getaway from NYC...
    5 of 5 stars Reviewed 8 July 2014
    The Cabin was in perfect condition. Matt (Owner) was very nice and even offered to drop us off at the local walmart for some last minute grocercies and snacks. The fire pit added...
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    $230
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    1 / 8
    5 of 5 stars (39) Excellent
    Ellenville
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (39) Make Enquiry
    Amenities & Details
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Emerald Forest Bungalows is an enchanted locatin tucked away in Ellenville, NY. The White Pine is our brand new Chalet style Cabin. This unit was designed to blend perfectly with our forested landscape (we have just under 75 acres to frolic in). Ellenville is just a 2 hour drive north of... View all property information
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    Location Information
    Ellenville, Catskill Region 12428
    5 of 5 stars Reviewed 19 February 2015
    The remote location of the chalet and property were exactly what we were seeking for a long weekend escape from Manhattan, yet it was very conveniently located for exploring...
    5 of 5 stars Reviewed 30 October 2014
    Trust me, you will not be disappointed! Beautiful area, wonderful chalet, great little town with plenty of restaurants, Mike/Jake is a great host, you could not ask for a more...
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    $3,198
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    1 / 27
    5 of 5 stars (1) Excellent
    Smallwood
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    MONTHLY RENTALS ONLY: This 2 BR 1.5 BA cabin in the Hamlet of Smallwood sleeps 6 comfortably. Cabin has fireplace, 2 decks, screened in porch, gas grill, fully equipped kitchen, board and lawn games, stereo, wifi, and access to the non-motorboat lake where you can swim, fish, or paddle around.... View all property information
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    Location Information
    Smallwood, New York 12778
    5 of 5 stars Reviewed 24 June 2014
    Overall, I enjoyed my stay there. Its a nice place to hang out with friends. There is also a nice lake around the area that you can swim in, fish, and paddle a boat.
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    $256
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    1 / 4
    Livingston Manor
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Our light-filled house is designed for entertaining, with an open layout, a fully-stocked kitchen & a deck with a bbq grill/smoker. It has recently been renovated. There is a creek behind the house (Sprague Brook) & the Willowemoc Creek, known for its amazing fly fishing, is 3 minutes away. Our... View all property information
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    Location Information
    Livingston Manor, Catskill Region 10603
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    $288
    / Night
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    1 / 13
    Smallwood
    3 Bedrooms / 1 Bathroom / Sleeps 7
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Enjoy a relaxing getaway in the heart of the Catskills!!! Situated in the picturesque private lake community of smallwood in Bethel NY (home of the original Woodstock) During your stay take in all that the beautiful mountain and lake scenery has to offer in the Summer, Fall, Winter or Spring!... View all property information
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    Location Information
    Smallwood, New York 12778
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    $137
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    1 / 4
    Livingston Manor
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Located in small lake community in the beautiful Catskill Mountains of New York, is this 3 Bedroom, +den/office, 2 full bathroom Swiss chalet style home. The house is located 4.5 miles up Shandalee Mountain, between the towns of Youngsville and Livingston Manor, NY. Enjoy the crystal clear lake... View all property information
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    Location Information
    Livingston Manor, Catskill Region 12758
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    $320
    / Night
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    1 / 16
    Claryville
    4 Bedrooms / 1 Bathroom / Sleeps 11
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Anita's Casita is a lovely 4 bedroom, 1.5 bathroom vacation rental home in Claryville, NY. Highlights of the home include a wood burning stove, top of the line kitchen appliances, and breathtaking views from the front porch. View all property information
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    Location Information
    Claryville, Catskill Region 12725
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    $505
    / Night
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    1 / 24
    Monticello
    5 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Waterfront
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Paddle Boards, Kayaks, Fire Pit, BBQ, Hammock and a Big Pier... We Have it All!! Welcome to Heller High Water, a five bedroom, two and a half bathroom water front property retreat located on the nine mile Swinging Bridge Lake in Monticello New York. The house is seven miles from the Village of... View all property information
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    Location Information
    Monticello, Catskill Region 12701
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    $237
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    1 / 45
    Livingston Manor
    2 Bedrooms / 1 Bathroom / Sleeps 5
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • Grill
    • Mountain Views
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    FABULOUS ! SEXY ! FRESH ! MODERN ! COUNTRY ! FUNKY ! COOL ! A VERY country Mid-Century Modern getaway! Summer / Fall in the Catskills! GOR-geous! ***Please read description carefully. A wonderful getaway on top of the mountain where there are GORgeouS views as you drive or walk up to the top.... View all property information
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    Location Information
    Livingston Manor, Catskill Region 12758
    From
    $704
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    1 / 24
    Bethel
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Private Fishing...
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Lakefront Contemporary Home, Sleeps 10, walk to Bethel woods, Private lakefront and Dock. Game room, pinball, foosball, large screen TV, Cable, internet wifi, Kayaks, Peddle Boat, rowboat, fire pit, and more... View all property information
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    Location Information
    Bethel, Catskill Region 12720
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    $831
    / Night
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    1 / 24
    Livingston Manor
    5 Bedrooms / 3 Bathrooms / Sleeps 15
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Fishing...
    • Safe
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Welcome to Clearwater Cabin on Sand Pond. Nestled in the foothills of the Catskill Mountains this lake house offers a serene sense of comfort for couples, friends and families alike. The design of the home offers a laid back, rustic and modern vibe. The private wooded 8 acre estate and pristine... View all property information
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    Location Information
    Livingston Manor, Catskill Region 12758
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    $189
    / Night
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    1 / 16
    Ellenville
    1 Bedroom / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    The deluxe lodge is located on our amenity filled resort and includes a private bedroom with a queen-sized bed. An 8' x 12' carpeted loft for kids with 3 pull-out single mattresses. A full kitchen and living room with a double-bed futon sofa, hardwood floors and a 8' x 12' screened in porch! There... View all property information
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    Location Information
    Ellenville, Catskill Region 12435
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    $512
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    1 / 3
    Monticello
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Idyllic Catskill romantic hideaway, 19 acres, private lake next to designer house, minutes from Monticello raceway and casino and Bethel Woods, 2-3 bedrooms, 90 minutes from Manhattan, Memorial Day to Labor Day, $12,000, no pets. View all property information
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    Location Information
    Monticello, Catskill Region
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    $160
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    1 / 38
    Kerhonkson
    2 Bedrooms / 1 Bathroom / Sleeps 8
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    We have purchased an old Catskill-style bungalow colony near the village of Kerhonkson in a semi-rural area of Ulster County, NY. It consists of a main guesthouse, and three quaint bungalows. We have decided to rent the newly refurbished 3-bedroom back of the main guesthouse to vacationers when we... View all property information
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    Location Information
    Kerhonkson, Catskill Region 12446
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    $150
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    Forestburgh
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    traveller have booked this property
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    • Dishwasher
    • Dryer
    • Fireplace
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Woodsy Catskill Summer House in Merriewold. Merriewold is a private enclave of summer homes dating back to the late 1890's. The house was built in 1931 by John Moody, the financier. The house is in a mature pine forest, surrounded by ferns and mountain laurel. Merriewold is entirely private,... View all property information
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    Location Information
    Forestburgh, Catskill Region 12777
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    $160
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    1 / 12
    Liberty
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    2 Bedrooms, 2 Bathrooms, Sleeps 6 This newly renovated house is in a very nice and quiet place! It has 2 bedrooms, the kitchen fully equipped: a freezer, microwave oven, a gas stove, a coffer maker. Cozy living room space, one of bedrooms has 2 stories bed for kids or more people occupancy.... View all property information
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    Location Information
    Liberty, New York
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    $256
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    1 / 26
    Hurleyville
    3 Bedrooms / 1 Bathroom / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Enjoy life from a better view. Unforgettable property with 25 acres private land, lrge swimming pond, nice detailing with unobstructed views from every single window of home. Long driveway through beautiful landscaped property leads to immaculate elevated home, surrounded by old trees,... View all property information
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    Location Information
    Hurleyville, New York 12747
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    $243
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    1 / 10
    Kerhonkson
    Studio / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Grill
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Only 90 miles from New York City and located on 7 acres with a private pond, Blackberry Barn is a unique vacation rental great both for a weekend getaway from the city or an extended vacation. Blackberry Barn itself is a beautifully preserved antique barn modernized into unique lofted living... View all property information
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    Location Information
    Kerhonkson, Catskill Region 12446
    From
    $576
    / Night
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    1 / 10
    Monticello
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    The home is located in Monticello New York on Swinging Bridge Lake in the Catskills, just 10 miles from the Monticello Gambling Casino and Bethel Woods Center for the Arts. It is located adjacent to an eagle preserve as close to the water as you can get! This lake-house features a multilevel cedar... View all property information
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    Location Information
    Monticello, Catskill Region 12701
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    $7,164
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    Livingston Manor
    28 Bedrooms / 28 Bathrooms / Sleeps 50
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Grill
    • Hot Tub
    • Housekeeping...
    • Internet Access
    • Mountain Views
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • x
    About this property
    The Shandelee Lake Inn is a 28 room, 25 Bathroom Inn located on the Lake in Shandelee in the heart of the beautiful Catskill Mountains two hours north of NYC, New York. Our guests enjoy gourmet catering & fabulous parties at an additional fee upon request. Guests are more then welcome to bring... View all property information
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    Location Information
    Livingston Manor, Catskill Region 12758