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Catskill Region Holiday Rentals

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    Travellers to Catskill Region are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 4
    Hobart
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 24
    5 of 5 bubbles (27) Excellent
    Windham
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 20
    5 of 5 bubbles (2) Excellent
    Roscoe
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 14
    5 of 5 bubbles (2) Excellent
    Shandaken
    2 Bedrooms, 4 Bathrooms, Sleeps 5 | Quick View
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    • Patio
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    About this property
    Our Midcentury home sits on 6+ acres and backs up to state land. It's the perfect retreat to get away from the hustle and bustle. The sounds of the stream will lull you to sleep. It is furnished with period midcentury furnishings. Perfect place to relax and enjoy time away from the hustle and... View all property information
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    Shandaken, Catskill Region 12480
    1 / 18
    5 of 5 bubbles (5) Excellent
    Deposit
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    The Cabin has 1BR/1BA and a sleeper sofa. full and a twin<BR><BR><BR><BR><BR>The Eagle Valley Cabins is about 500 square feet and approximately 200 feet from Delaware River. The cabin has it's own fire pit. There is a picnic area and barbeque. The cabin sits on 260 feet of riverfront. The West... View all property information
    Location Information
    Deposit, Catskill Region 13754
    1 / 18
    5 of 5 bubbles (21) Excellent
    Hobart
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    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
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    Hobart, Catskill Region 13788
    1 / 4
    4 of 5 bubbles (1) Very good
    Livingston Manor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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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    Livingston Manor, Catskill Region 12758
    1 / 22
    5 of 5 bubbles (11) Excellent
    Hobart
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    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
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    Hobart, Catskill Region 13788
    1 / 18
    5 of 5 bubbles (6) Excellent
    Catskill
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    • Porch
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    • Air Conditioning
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    • Pet-friendly
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    • x
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    • x
    About this property
    Circa 1811 Creekside Farm. Beautiful two bedroom cottage on the Cauterskill Creek. Queen size bed and single bed in second bedroom. TV, air conditioning, heating and WiFi. two summer porches. Parking. Creek access for swimming & trout fishing. Ideal location to Woodstock, Hudson, Catskill,... View all property information
    Location Information
    Catskill, Catskill Region 12414
    1 / 21
    4 of 5 bubbles (1) Very good
    Woodstock
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Pet-friendly
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    • x
    About this property
    Restore yourself at this lovely vacation home while you explore Woodstock, the Hudson Valley and the Catskills. You will be surrounded by woods, mountains and hundreds of acres of public land, and visited often by deer and turkeys -- but you are 10 minutes from the center of Woodstock, a lively,... View all property information
    Location Information
    Woodstock, Catskill Region 12495
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    1 / 11
    4 of 5 bubbles (4) Very good
    Hunter
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Our A-Frame is conveniently located with a couple of hundred feet from all Hunter Mountain activities. Skiing in the Winter.. Hiking, mountainbiking, Irish and Gernam Festivals, TAP NY.. Beer and Wine tasting in the Fall.. Enjoy all that the Great Northeastern Catskills has to offer all within... View all property information
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    Hunter, Catskill Region 12442
    1 / 37
    5 of 5 bubbles (4) Excellent
    Windham
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
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    • x
    About this property
    NO BOOKING FEE. CONTACT OWNER IF LOOKING FOR LARGER VACATION RENTAL OR IF the CALENDAR IS BOOKED. We rent 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. Beds: 1... View all property information
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    Windham, Catskill Region 12439
    1 / 22
    Saugerties
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Patio
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    About this property
    A beautiful one bedroom apartment with all amenities. Property is behind the Diamond Mill Hotel in Saugerties. Back Deck faces the Esopus River and waterfalls. Decorated beautifully and very comfortable settings. Pots, dishes, linen and towels are available in the rental. Minutes from HITS,... View all property information
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    Saugerties, Catskill Region 12477
    1 / 29
    Saugerties
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Patio
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    • Balcony
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    • Pet-friendly
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    • x
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    • x
    About this property
    "We are new to TRIPADVISOR/FLIPKEY and look forward to welcoming our new clientele and visiting their comments." 357 MAIN STREET, SAUGERTIES, NEW YORK 12477 USA Casual Elegance with detailed amenities, comfortable and new furnishings, fine linens, every kitchen accessory needed for cooking &... View all property information
    Location Information
    Saugerties, Catskill Region 12477
    1 / 15
    Tannersville
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • Skiing: Property Is...
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    • x
    About this property
    Cozy two-bedroom home located in a small townhouse community within walking distance to the quaint Village of Tannersville in the Catskill Mountains - Short walk to a playground and public lake. JUST 5 MINS AWAY FROM HUNTER MOUNTAIN - 2hrs from NYC! ~~The Space~~ This newly updated 2-bedroom home... View all property information
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    Tannersville, Catskill Region 12485
    1 / 49
    4 of 5 bubbles (1) Very good
    Livingston Manor
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • x
    About this property
    The Space Fall in the Catskills! GOR-geous! Even make it a Country Christmas! *Please read discription carefully My Cottage is unique. I create not just your average country get away but and experience! The house has a double bed and a cot in the closet. The guest bedroom is actually a barn... View all property information
    Location Information
    Livingston Manor, Catskill Region 12758
    1 / 21
    5 of 5 bubbles (2) Excellent
    Palenville
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • x
    About this property
    Welcome to the Arlington, a historic house rental in Palenville, New York. Originally built during the Civil War as a summer retreat, this 4-bedroom self-catering property offers the quiet, space, and charms of the country. Located in the first art colony of America on the banks of the Kaaterskill... View all property information
    Location Information
    Palenville, Catskill Region 12463
    1 / 6
    4.5 of 5 bubbles (3) Very good
    Hunter
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Nice clean remodeled cottage 1 1/2 miles to town 2 miles to North Lake state park and beach, 200ft water fall, golf ,fishing, hiking. Hunter mountain is 5 miles with zip lines and other summer activities and skiing and snowboarding all winter. The cottage is also available for the winter or summer... View all property information
    Location Information
    Hunter, Catskill Region 12436
    1 / 30
    5 of 5 bubbles (1) Excellent
    Wurtsboro
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    If you’re in need of a peaceful lakefront retreat, look no further than this lovely Catskills vacation rental cabin, ideally situated on the pastoral shores of Yankee Lake in a quiet, family-oriented lake community! With 3 bedrooms, 1 bathroom and enough sleeping arrangements for 6 guests to... View all property information
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    Wurtsboro, Catskill Region 12790
    1 / 11
    Woodstock
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Housekeeping...
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    • Pet-friendly
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    • x
    About this property
    IDEAL LOCATION FOR UPSTATE NEW YORK, WOODSTOCK / CATSKILLS GETAWAY... Cozy, private & light-filled Woodstock cottage designed for comfort, relaxation & rejuvenation. Perfect for romantic weekends, country getaways, or solo retreats. Private deck with mountain views. 5-minute drive to downtown... View all property information
    Location Information
    Woodstock, Catskill Region 12498
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    1 / 13
    5 of 5 bubbles (1) Excellent
    Saugerties
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • ?
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    • x
    About this property
    Sophistication and Country Charm. Nestled in the foothills of the Catskills with your own private 1000’ of stream frontage and paths to waterfall views, A Stream Side Cottage is the perfect choice for that weekend getaway, writing retreat or romantic holiday. A Stream Side Cottage is ideally... View all property information
    Location Information
    Saugerties, Catskill Region 12477
    1 / 26
    5 of 5 bubbles (1) Excellent
    Pine Hill
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Central Heating
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    About this property
    Walk into town for dining and shopping and activities. Just minutes from Belleayre Ski center,Catskill Mt Sports Center with indoor pool and new gym,hospital,religious institutions,library,museum and all shopping . Walk or drive to Hiking trails and state land .Pine Hill Lake with Lifeguard... View all property information
    Location Information
    Pine Hill, Catskill Region 12465
    1 / 19
    Saugerties
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
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    • Pet-friendly
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    • x
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    • x
    About this property
    Waterfront home on the Esopus Creek with spectacular views making your getaway a perfect escape. Located in the Village of Saugerties where shopping, local restaurants, and HITS (horses in the sun), Garlic Festival are just minutes away. Our home is in a quiet and peaceful neighborhood, on a... View all property information
    Location Information
    Saugerties, Catskill Region 12477
    1 / 9
    Palenville
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
    About this property
    47 acres of sheer serenity. Gorgeous landscaping with trout Ponds and streams, power producing water wheel, covered bridge, and Paddle boats on premises. Balcony with mountain views. Less then 5 miles to HITS, Lazy Swan golf course, Katerskill falls and village of Saugerties. Under 10 miles to... View all property information
    Location Information
    Palenville, Catskill Region 12477
    1 / 13
    4.5 of 5 bubbles (12) Very good
    Woodstock
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Sauna
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    • Internet Access
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    • Private Indoor Pool
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    • Pet-friendly
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    • ?
    About this property
    Aspects Inn & Spa in the heart of Woodstock, NY offers a unique retreat with a two apartment 2 bedroom each w/ full kitchen and all amenities with direct access to our indoor spa with 40' saline pool, ionized Jacuzzi and infrared sauna. at the rate of $250 per night 1 couple... View all property information
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    Woodstock, Catskill Region 12498
    1 / 40
    3.5 of 5 bubbles (8) Average
    Big Indian
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Satellite TV
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    About this property
    Cold Spring Lodge in the heart of the Catskill Mountains (Shandaken, NY) has rustic cabins. The pet-friendly cabins have real, indoor wood-burning fireplaces for winter and outdoor fire pits for summer. Each has an eat-in-kitchen, TV, DVD player and WI FI. We have 40 acres of land adjacent to... View all property information
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    Big Indian, Catskill Region 12410
    1 / 23
    Bethel
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    • 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, or Spring! Just a... View all property information
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    Bethel, Catskill Region 12778
    1 / 31
    5 of 5 bubbles (5) Excellent
    Woodstock
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
    About this property
    Luxurious 3 BR / 3 BA, handmade craftsman style home, in the heart of Woodstock! Pamper yourself with a private pool, spa and stream. Enjoy serenity and privacy, as this property is located on 7 acres, at the end of a private road, yet is still only 5 min to the heart of town. Tastefully... View all property information
    Location Information
    Woodstock, Catskill Region 12498
    1 / 8
    Woodstock
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Private Garden
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    Aspects Inn and Spa! Lio and Sharon invite you to their Aspects Inn and Spa in the heart of the historic artists colony of Woodstock, NY. Nestled in the gentle streams and valleys of the ancient Catskill Mountains, Woodstock is just a two hour scenic drive up the thruway from NYC or a... View all property information
    Location Information
    Woodstock, Catskill Region 12498
    1 / 18
    5 of 5 bubbles (11) Excellent
    Big Indian
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    About this property
    Our contemporary style home - BelleHouse - is clean, bright, sparkling new, and just 2 minutes from Belleayre skiing. Conveniently located in the town of Big Indian, guests can walk to Belleayre Beach in the summer, walk or bike the one mile to Peekamoose Restaurant, or drive 5 minutes to numerous... View all property information
    Location Information
    Big Indian, Catskill Region 12410
    1 / 41
    5 of 5 bubbles (4) Excellent
    Woodstock
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Certificate of Excellence
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    • x
    About this property
    Welcome to "Casa Reál" this Spanish style ranch is tastefully decorated with mid-century modern furnishing. It's got large open spaces, good flow and contemporary floor plan. This home also features a sunken living-room, formal dining room, sunken family room with wood-burning fireplace and a large... View all property information
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    Woodstock, Catskill Region 12498
    1 / 14
    5 of 5 bubbles (1) Excellent
    Windham
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Beautifully decorated & spacious lower level apt in a new log home in Windham, NY. It comes fully equipped & is conveniently located near town, close to restaurants & bars, golf courses, a mountain bike park, walking & hiking trails, lakes for kayaking, tubing, & sailing, waterfalls, music... View all property information
    Location Information
    Windham, Catskill Region 12496
    1 / 16
    4.5 of 5 bubbles (8) Very good
    Deposit
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    The Eagle Valley Cabins is about 500 square feet and approximately 200 feet from the Delaware River. The cabin has it's own fire pit. There is a picnic area and barbecue. The cabin sits on 260 feet of riverfront. The West Branch of the Delaware River is known as the best wild trout fishing east of... View all property information
    Location Information
    Deposit, Catskill Region 13754
    1 / 9
    5 of 5 bubbles (1) Excellent
    Margaretville
    3 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    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
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    Margaretville, Catskill Region 12438
    1 / 10
    5 of 5 bubbles (1) Excellent
    Woodstock
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This is a two bedroom modern house on a small hill. The location is perfect, walking distance to downtown Woodstock, easy access to community swimming holes, town events, galleries, shops & restaurants. You can enjoy the peace and quiet in the woods, and only 10 minutes walking, you are in the... View all property information
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    Woodstock, Catskill Region 12498
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    Hunter
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    Ski House Rental only 1/3rd mile from Hunter Mountain Lifts. Great view of the Mountain. Romantic sunsets! Look out your door to check conditions! Cozy One Bedroom ground floor Apartment with Fireplace, Cable TV and WiFi included. Trailways Bus stops nearby. Located right on Main Street in the... View all property information
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    Hunter, Catskill Region 12442
    1 / 42
    5 of 5 bubbles (5) Excellent
    Hunter
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    SKI LIFTS MINUTES FROM HOUSE EASY ACCESS TO ALL HUNTER MOUNTAIN ACTIVITIES,We take pride in ownership so we can offer a quality rental for your enjoyment, situated in the exclusive Colonels Chair Estates a quiet slope side hamlet,This Lakefront chalet is located less then a 1/2 mile from Hunter Mt,... View all property information
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    Hunter, Catskill Region 12442
    1 / 23
    5 of 5 bubbles (1) Excellent
    Windham
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    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
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    Windham, Catskill Region 12496
    1 / 58
    4.5 of 5 bubbles (13) Very good
    Franklin
    4 Bedrooms, 2 Bathrooms, Sleeps 20 | Quick View
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    Escape to a natural oasis for family filled fun, guys trips, girls weekend, or a romantic getaway. This perfect vacation location is a 4 bedroom 2 bath partial log home that easily sleeps 13 in beds but also includes 2 recliners, a sectional, and plenty of floor space for blow up mattresses or... View all property information
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    Franklin, Catskill Region 13775
    1 / 12
    Woodstock
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Welcome to the Zen Den! Enjoy our beautiful, newly constructed, 2 story apt 60 seconds from the heart of town. Free parking, covered porch in the expansive back yard, full kitchen, full bathroom, BBQ, perfect for enjoying your stay in Woodstock! Enjoy this sweet and cozy retreat IN TOWN. Located... View all property information
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    Woodstock, Catskill Region 12498
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    Hancock
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Beautiful 3 bedroom 2 bath lake front home with large deck overlooking the lake. Swim and fish right off the deck. Kayaks, canoe, and inflatables provided. Close to grocery stores, movie theaters and multiple sleep away summer camps including French Woods Festival. We provide linens, towels,... View all property information
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    Hancock, Catskill Region 13783
    1 / 34
    5 of 5 bubbles (1) Excellent
    West Kill
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Where memories are made. Enjoy your own private resort 14 miles from Hunter and Windham Mountains. This house has everything you expect and then a lot more. Fireplace, fire pit, gas grill, surround sound stereo, cassette player, 5 disc CD, separate dish network in 4 rooms, 2 flat screen TVs, 5... View all property information
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    West Kill, Catskill Region 12492
    1 / 43
    5 of 5 bubbles (16) Excellent
    Windham
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • ?
    About this property
    NO BOOKING FEE. CONTACT US IF CALENDAR SHOWS BOOKED. Scroll down for rates and more info. We also offer 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 you're... View all property information
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    Windham, Catskill Region 12496
    1 / 7
    Saugerties
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Located midway between Woodstock ,Saugerties, Rhinebeck and Kingston on beautiful Glasco tpk. Right next to opus 40 and just down from the Red Onion. 1200 square feet. Open living room and kitchen. Large bedroom with 5 x 9 window looking into woods. Wide board floors, 42 inch flat screen, stocked... View all property information
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    Saugerties, Catskill Region 12477
    1 / 8
    Forestburgh
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    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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    Forestburgh, Catskill Region 12777
    1 / 54
    5 of 5 bubbles (3) Excellent
    Windham
    5 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • x
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    • x
    About this property
    We are looking for families to treat this nice place like their own. Enjoy some quality time with family and friends!One of the loveliest homes in Windham not only for its quality and style but for its direct views of Windham Mt ski slopes. Views are so spectacular they'll take your breath away.... View all property information
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    Windham, Catskill Region 12496
    1 / 16
    5 of 5 bubbles (1) Excellent
    East Durham
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    • x
    About this property
    Our home is nestled in the woods. On the main floor is a large living room with a piano and fireplace. There are two bedrooms, one queen size bed and the other a twin trundle and one bathroom with tub/shower on this floor. There is a large, well equipped country kitchen leading to a screened in... View all property information
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    East Durham, Durham 12423
    1 / 15
    5 of 5 bubbles (3) Excellent
    Windham
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
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    • ?
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    • 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
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    Windham, Catskill Region 12454
    1 / 21
    5 of 5 bubbles (1) Excellent
    Woodstock
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    *****PLEASE SEE THE PAGE WITH ALL DETAILS JANNA RITZ DOTT COME****quintessential woodstock stone cottage with original large 11 ft artist window and stone fireplace. completely gutted and new everything but with cottage flair. new kitchen huge thermador pro range, baths, plumbing, electric,... View all property information
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    Woodstock, Catskill Region 12457
    1 / 35
    4 of 5 bubbles (2) Very good
    Kerhonkson
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    • x
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    • 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
    Location Information
    Kerhonkson, Catskill Region 12446