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Holiday Rentals near Shawangunk Mountains

Woodstock, New York 12525
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    Travellers to Woodstock are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    All 30 Rentals in Woodstock
    NEW: WOODSTOCK: FALL FOLIAGE, NATURE, ELEPHANT ART SANCTUARY1 / 7
    (1)Excellent
    24.1 miles from Shawangunk Mountains
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Stay and Play! Walk to Town, Onsite Restaurant, Golf Included.1 / 23
    (2)Very good
    26.0 miles from Shawangunk Mountains
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    House on 35 Acres w/Mt Views, Private Trails & Creeks1 / 48
    (9)Excellent
    27.6 miles from Shawangunk Mountains
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    3.0 miles from Shawangunk Mountains
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    About this property
    Built in 1900 in the Cragsmoor Artists Colony on top of the Shawangunk Ridge. Beautiful views of the Catskill Mountains from the sun room and both bedrooms. There is a wood burning stove in the main room downstairs as well as an oil furnace with controls in 4 different areas. The house has a...
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    Cragsmoor, Catskill Region
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    4.9 miles from Shawangunk Mountains
    1 Bedroom, 1 Bathroom, Sleeps 10 Quick View
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    Pet friendly
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    About this property
    Beautiful and secluded with tons of wildlife and a little pond just behind the site through the woods that we now have a boat to float around in. You can visit our friendly farm animals, which include two mini-donkeys, horse, chickens, ducks, cat and the dogs, Rocco and Juno. The town of Pine...
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    Walker Valley, Catskill Region
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 10
    2.7 miles from Shawangunk Mountains
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Waterfront
    • Patio
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    Pet friendly
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    About this property
    A picturesque forest camp a hundred yards away from the Sandburg Creek that offers hiking, fishing and swimming as well as proximity to multiple attractions. The property includes 60 acres of forested land and multiple mountain biking trails. A big part of buying this property from its original...
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    Ellenville, Catskill Region
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
    2.6 miles from Shawangunk Mountains
    3 Bedrooms, 1 Bathroom, Sleeps 9 Quick View
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    About this property
    Nice quiet and secure and comfortable.Flat screensTV’s , mechanical beds; Alexa. Balcony , grills . Washing available. Exercise equipment. Cozy , romantic setting , private. Parking on site . Great restaurants near by theater. 30 minutes from major town and casino. Airport and an hour and half from...
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    Ellenville, Catskill Region
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 9
    26.3 miles from Shawangunk Mountains
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Country Cabin in Woodstock, NY- Cozy and Pet Friendly1 / 30
    (27)Very good
    27.7 miles from Shawangunk Mountains
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 1 Bathroom, Sleeps 4
    Charming and spacious Woodstock farmhouse walking distance to town.1 / 14
    (23)Very good
    25.6 miles from Shawangunk Mountains
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    COUNTRY HOME Fenced Backyard, 1 mi. to Town, Kids & Dogs OK!1 / 22
    (37)Very good
    25.0 miles from Shawangunk Mountains
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    SPRING at CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi1 / 14
    (37)Excellent
    26.7 miles from Shawangunk Mountains
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace1 / 28
    (10)Excellent
    24.5 miles from Shawangunk Mountains
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Modern Glass House, Minutes to Town1 / 50
    (6)Excellent
    27.4 miles from Shawangunk Mountains
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    LIVE IN NATURE - WALK TO TOWN- CHILDREN LOVE US- SIT BY THE CAMP FIRE1 / 33
    (3)Very good
    25.9 miles from Shawangunk Mountains
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
    Spacious, Private, Close to Town, Work From Home1 / 17
    (4)Excellent
    25.8 miles from Shawangunk Mountains
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Margaret's Cottage New listing Woodstock Village1 / 19
    (20)Very good
    25.9 miles from Shawangunk Mountains
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    12 PVT AC. Mtn. Views, Stone Fireplace, Opt. Guest House, WiFi, Summer Pool1 / 24
    (12)Excellent
    26.0 miles from Shawangunk Mountains
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Woodstock, Catskill Region
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!1 / 24
    (83)Excellent
    26.7 miles from Shawangunk Mountains
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
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    Woodstock, Catskill Region
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Spacious, peaceful Zen Cabin in the woods1 / 24
    (49)Excellent
    26.3 miles from Shawangunk Mountains
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
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    • Terrace
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    Woodstock, Catskill Region
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Mountain Gardens - DOGS WELCOME!!!1 / 30
    (28)Very good
    29.8 miles from Shawangunk Mountains
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    SECLUDED POOL, SPA & STREAM on 7 Acres, JUST 5 MINUTES FROM TOWN1 / 46
    (57)Excellent
    25.2 miles from Shawangunk Mountains
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
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    Woodstock, Catskill Region
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    4.9 miles from Shawangunk Mountains
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    1st-year start-up homestead. The campsite is located on the backside of the homestead, Hacienda Don Pedro. We have goats, ducks, and chickens at the moment and looking forward to growing hemp and veggies in the spring. Option to enjoy seasonal local farm-to-tent food all year round. Porta-Johns and...
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    Pine Bush, Catskill Region
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    4.9 miles from Shawangunk Mountains
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    1st-year start-up homestead. The campsite is located on the backside of the homestead, Hacienda Don Pedro. We have goats, ducks, and chickens at the moment and looking forward to growing hemp and veggies in the spring. Option to enjoy seasonal local farm-to-tent food all year round. Porta-Johns and...
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    Pine Bush, Catskill Region
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Private Home, Mins. to Woodstock1 / 26
    (72)Excellent
    27.7 miles from Shawangunk Mountains
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Patio
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    Woodstock, Catskill Region
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    Streamside Cottage Walking Distance to Town of Woodstock1 / 35
    (95)Excellent
    26.0 miles from Shawangunk Mountains
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    3.1 miles from Shawangunk Mountains
    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
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    • Sauna
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    Pet friendly
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    About this property
    Enjoy the beautiful mountains and still be central and convenient to all the area amenities! Two blocks to the historic D&H canal and the O&W rail trail. Biking, hiking, horseback riding, fishing, wineries, fresh farms visits, music venues, skiing,  casino action, and waterpark!  Wow, so many...
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    Napanoch, Catskill Region
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 8
    Tannery Brook Cottage: Terraced Garden with Patio, Cascade and Fire Pit.1 / 46
    (3)Excellent
    25.9 miles from Shawangunk Mountains
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Gorgeous Villa w/ Mountain Views, pool, hot tub!1 / 33
    (6)Very good
    23.5 miles from Shawangunk Mountains
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Patio
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    Woodstock, Catskill Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Stay Central to Woodstock & Unwind w/ Mountain Views1 / 22
    (34)Excellent
    25.4 miles from Shawangunk Mountains
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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