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Woodbourne Holiday Homes

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    Don't let other travellers get your favourite Woodbourne area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 23 Rentals in Woodbourne
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    The following rentals are within 25 kilometres of Woodbourne.
    Lakefront 3BR Catskills Cabin w/Wifi, Multiple Covered Decks, Private Dock & Captivating Water Views - Easy Access to Shopping, Wine/Beer Tasting, Hiking & More!1 / 30
    (1)Excellent
    Wurtsboro
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Large Modern Cabin with Hot Tub Tucked in Woods1 / 15
    (4)Excellent
    Bethel
    5 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    Secluded Getaway by the River1 / 20
    (2)Excellent
    Sundown
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Smallwood
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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!...
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    Smallwood, New York 12778
    Cabin Holiday Rental - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Guesthouse at 30s Bungalow Colony with 5.5 acres Al yours!1 / 35
    (2)Very good
    Kerhonkson
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Amenities & Details
    • Air Conditioning
    • Grill
    • Parking
    • Private Garden
    • DVD Player
    • Outdoor Dining Area
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 October 2015
    I chose this guesthouse because it is located close to the Mohonk preserve. This house is comfortable for 5 to six people (two couples and two singles) if two do not mind a...
    Reviewed 8 July 2015
    The guesthouse fits really comfortably 4 adults, but there's enough space for 2 extra persons. The location is surrounded with forest, but is really easy to find with a GPS. If...
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    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...
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    Kerhonkson, Catskill Region 12446
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    Rock Hill
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Private Garden
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful lakefront home on private highly desired Wanaksink Lake. Home has three bedrooms, one full bath, living area and full kitchen. Home looks right out onto beautiful lake. Three kayaks and a dingy boat available for your enjoyment. Hiking, biking, fishing, swimming, ice fishing all right...
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    Rock Hill, New York 12775
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Bethel
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Central Heating
    • Washer
    • Outdoor Dining Area
    • Balcony
    • Waterfront
    • Mountain Views
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Bethel, Catskill Region 12720
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Monticello
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Central Heating
    • Patio
    • Balcony
    • Terrace
    • DVD Player
    • Grill
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    CONTEMPORARY SPRAWLING LAKEFRONT HOME ON SWINGING BRIDGE RESERVIOR, THE LARGEST MOTOR BOAT LAKE IN SULLIVAN COUNTY. UNOBSTRUCTED VIEWS WITH FLOOR TO CEILING WINDOWS. 5 ACRES. HOT TUB. IN-GROUND HEATED POOL. ATV'S. JET SKIES. POOL TABLE. FUN ACTIVITIES FOR EVERYONE! Amazing for both winter and...
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    Monticello, Catskill Region 12701
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    Bethel
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Porch
    • Balcony
    • Grill
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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, or Spring! Just a...
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    Bethel, Catskill Region 12778
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Smallwood
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hello welcome to our Log sided Cabin-this is an original condition 1939 one owner cabin in excellent condition. wood all around you-Sun shines on our cabin from sunrise to sunset with Beautiful Hiking Trails-Pond-Swimming Lake- Antiquing-Restaurants-Farming-all within minutes drive. We are a family...
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    Location Information
    Smallwood, New York 12786
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Amazing  Mid-Century Modern home on 12 completely private acres1 / 26
    (2)Excellent
    Claryville
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Central Heating
    • Hot Tub
    • Waterfront
    • Grill
    • Patio
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 October 2016
    Can't say enough about this hidden fairytale cabin. Fireplace, hot tub, two hammocks, huge deck, two grills, walls of windows overlooking a creek, and completely private. As...
    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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    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...
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    Claryville, Catskill Region 12725
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Claryville
    4 Bedrooms, 1 Bathroom, Sleeps 11 Quick View
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    Amenities & Details
    • Porch
    • Washer
    • Mountain Views
    • Patio
    • Grill
    • Satellite TV
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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.
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    Claryville, Catskill Region 12725
    Cabin Holiday Rental - 4 Bedrooms, 1 Bathroom, Sleeps 11
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    Kerhonkson
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Balcony
    • Grill
    • Air Conditioning
    • Washer
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the ultimate getaway to the Hudson Valley area of New York at this beautifully designed 3-bedroom, 2.5-bathroom Kerhonkson vacation rental house, which sleeps 8 comfortably. As it is packed with one-of-a-kind modern amenities and has a spectacular, scenic location on 12 private acres,...
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    Location Information
    Kerhonkson, Catskill Region 12446
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Forestburgh
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Outdoor Dining Area
    • Satellite TV
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    Forestburgh, Catskill Region 12777
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    GREAT VACATION HOUSE IN UPSTATE NY1 / 47
    (2)Excellent
    Hurleyville
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Porch
    • Wi-Fi
    • Parking
    • Washer
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 July 2015
    This is an Amazing place to stay. The house is beautiful and well kept by the care taker George. The owner Michael is a great guy! Me and my family are having a great time here...
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    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,...
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    Hurleyville, New York 12747
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Stanhope Cottage1 / 10
    (4)Excellent
    Napanoch
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • DVD Player
    • Central Heating
    • Patio
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stanhope Cottage is a Grade II Listed terraced cottage conveniently located in the centre of Stanhope village in Durham, within walking distance of the shops (including local food shops) and several pubs which serve meals in the day time. The cottage is furnished and newly decorated to a high...
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    Napanoch, New York DL13 2UG
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Smallwood
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Parking
    • Wi-Fi
    • Private Garden
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Lake Front Lodge! Just renovated! Minutes away from Bethel Woods Performing Arts Center ( Home of the original 1969 Woodstock) Enjoy a relaxing getaway in the heart of the Catskills!!! Situated on the picturesque and peaceful private Mountain Lake of Smallwood in Bethel NY. Close to all...
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    Location Information
    Smallwood, New York 12701
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    Kerhonkson
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Housekeeping Included
    • Grill
    • Washer
    • Ocean Views
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Log cabin with rail trail access. Come relax at our 3 bedroom log cabin on 3 acres of property. Just a 10 minute drive from Mohonk Preserve, Peters Kill, and Minnewaska State park. Enjoy biking, walking, cross country skiing and snow shoeing with access right from the house onto a 5 mile rail...
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    Location Information
    Kerhonkson, Catskill Region 12446
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    White Lake
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Patio
    • Central Heating
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely home is located in the private Beechwood Community of White Lake, not to be confused with Beechwoods at Villa Roma. It features lovely rear views to dense woods with lots of wildlife stopping by daily! It is just up the hill from beautiful, sparkling spring-fed White Lake and comes with...
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    Location Information
    White Lake, New York 12786
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Woodridge
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Satellite TV
    • Private Garden
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Available to non-smokers from May 3rd to Columbus Day (Except Memorial Day Weekend) .. A fully furnished 2 bedroom cottage complete with linens and kitchenware, TV, A/C ,. Lake, large pool and tennis court on the premises. NOT a bungalow colony. 90 miles from New York City, one mile from the...
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    Woodridge, New York 12789
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Ellenville
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Satellite TV
    • Porch
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Ellenville, Catskill Region 12435
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Claryville
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Mountain Views
    • DVD Player
    • Central Heating
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 18th century, three story house has been completely rebuilt and is tastefully furnished. It has a full kitchen, living room, dining room and 3 bedrooms and bathrooms. With gorgeous country scenery, this is the perfect get away home. Please visit on site our Blue Hill Cafe which is open for...
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    Claryville, Catskill Region 12725
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Liberty
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Mountain Views
    • Central Heating
    • Housekeeping Included
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect get away great appeal for every taste and leisure activity. Great location: Close to Bethel Woods, hunting locations; casino; mins from shopping, restaurants, hiking / biking trails, antique shops or spend time on the 6-acre grounds to hike, relax in Adirondack chairs, wade in creek!...
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    Location Information
    Liberty, New York 12754
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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