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Holiday Rentals near Shawangunk Mountains

Woodstock, New York 12525
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    All 73 Rentals in Woodstock
    Casa Minnewaska, Newly Renovated 5 Acres & Secluded Right in Minnewaska Park1 / 25
    (3)Excellent
    3.8 miles from Shawangunk Mountains
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Stony Mountain House1 / 43
    (3)Very good
    3.4 miles from Shawangunk Mountains
    5 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    Cottage - Wildflower Suite1 / 7
    (2)Excellent
    26.0 miles from Shawangunk Mountains
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    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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    Bearsville, Woodstock
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
    Bright, charming, close (but not too close) to town1 / 10
    (1)Excellent
    26.5 miles from Shawangunk Mountains
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Stay and Play! Walk to Town, Onsite Restaurant, Golf Included.1 / 23
    (1)Average
    26.0 miles from Shawangunk Mountains
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    27.0 miles from Shawangunk Mountains
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Bearsville, Woodstock
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    25.5 miles from Shawangunk Mountains
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    27.6 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
    25.8 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
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    3.0 miles from Shawangunk Mountains
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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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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    This is an exclusive Tentrr site. Tentrr partners with farmers, ranchers, and other property owners to offer unique outdoor accommodations on beautiful private land. Each Tentrr Signature site includes a 10'x12' safari-style canvas tent on a raised platform, and you'll find a queen-size single or...
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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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    This is an exclusive Tentrr site. Tentrr partners with farmers, ranchers, and other property owners to offer unique outdoor accommodations on beautiful private land. Each Tentrr Signature site includes a 10'x12' safari-style canvas tent on a raised platform, and you'll find a queen-size single or...
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    Ellenville, Catskill Region
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
    3.3 miles from Shawangunk Mountains
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Mountain Views
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    About this property
    Enjoy modern comforts and peaceful surroundings at this 3-bedroom, 1-bath cabin! Nestled in the heart of the Hudson Valley, this Kerhonkson vacation rental boasts a full kitchen, Smart TV, deck, and fire pit. Strap on your hiking boots for the scenic 7-minute stroll to Stony Kill Falls or drive...
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    Kerhonkson, Catskill Region
    Holiday Rental House - 3 Bedrooms, 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
    2.7 miles from Shawangunk Mountains
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Enthrall your senses in an unforgettable stay at this Cragsmoor glass home! Truly an architect's dream, this 3-bed, 4-bath vacation rental estate seamlessly blends the indoors and outdoors with floor-to-ceiling windows found in every single room. There's just the right amount of comfort between you...
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    Cragsmoor, Catskill Region
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!1 / 15
    (108)Excellent
    26.6 miles from Shawangunk Mountains
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    26.3 miles from Shawangunk Mountains
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Unheated)
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    Woodstock, Catskill Region
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Converted Barn with Waterfall, Walk to Town1 / 26
    (8)Very good
    26.5 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
    Charming & Private Guest Cottage1 / 11
    (8)Very good
    25.5 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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    25.1 miles from Shawangunk Mountains
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
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    • Housekeeping Included
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    Woodstock, Catskill Region
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    WITTENBERG HOUSE Comfortable, Spacious, Near Town, Fireplace, WiFi, GRILL,1 / 17
    (11)Excellent
    24.8 miles from Shawangunk Mountains
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Bearsville, Woodstock
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Country Cabin in Woodstock, NY- Cozy and Pet Friendly1 / 30
    (23)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
    COUNTRY HOME Fenced Backyard, 1 mi. to Town, Kids & Dogs OK!1 / 22
    (33)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
    Walk To Woodstock, Streamside W/In Ground Pool1 / 34
    (14)Excellent
    25.6 miles from Shawangunk Mountains
    6 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 10
    Private Luxury Estate with Indoor Pool/Gym/Spa, Perfect for Groups1 / 26
    (69)Excellent
    25.3 miles from Shawangunk Mountains
    6 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 16
    HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace1 / 28
    (5)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
    IMAGINE WOODSTOCK  FIELD STUDIO1 / 15
    (35)Very good
    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
    Hotel Woodstock - Dandelion Suite1 / 4
    (5)Excellent
    26.0 miles from Shawangunk Mountains
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Woodstock, Catskill Region
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Hotel Woodstock - Aster Suite1 / 7
    (3)Excellent
    26.0 miles from Shawangunk Mountains
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Woodstock, Catskill Region
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Private Apartment in Woodstock, near town1 / 16
    (3)Excellent
    26.7 miles from Shawangunk Mountains
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Woodstock, Catskill Region
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Custom Post and Beam Home on a Stream1 / 23
    (20)Excellent
    23.4 miles from Shawangunk Mountains
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Bearsville, Woodstock
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Hotel Woodstock - Iris Suite1 / 8
    (9)Excellent
    26.0 miles from Shawangunk Mountains
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Woodstock, Catskill Region
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Family Rental - Log House & Renovated Modern Home in One, Heated Saltwater Pool1 / 33
    (18)Excellent
    29.9 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
    Modern Glass House, Minutes to Town1 / 50
    (1)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
    Hotel Woodstock - Queen Anne's Lace Suite1 / 6
    (13)Very good
    26.0 miles from Shawangunk Mountains
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Woodstock, Catskill Region
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    NEW: Architect-designed historic CARRIAGE HOUSE w/heated pool, AC, walk to town!1 / 41
    (24)Excellent
    25.8 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
    Brigadoon--3 BR Magical Farmhouse for a Romantic or Family Vacation1 / 42
    (9)Excellent
    25.3 miles from Shawangunk Mountains
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Family-Friendly Retreat Close to Town w/ Heated Pool, Hot Tub on Nearly 3 Acre1 / 42
    (67)Excellent
    24.9 miles from Shawangunk Mountains
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    Best of Both Worlds: Mtn Views, Fireplace, Pool, Walk to Village Green!1 / 22
    (51)Excellent
    26.1 miles from Shawangunk Mountains
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Woodstock, Catskill Region
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    New Log Cabin/9 Acres/ Mountain views/Natural Swimming hole/1 / 44
    (34)Excellent
    24.8 miles from Shawangunk Mountains
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Woodstock Country Guest Suite1 / 10
    (5)Excellent
    24.7 miles from Shawangunk Mountains
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Woodstock, Catskill Region
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    25.1 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
    Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!1 / 40
    (13)Excellent
    27.0 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
    STONE COTTAGE 2 Pvt. Acres, Heated Pool, Tech, Sleeps 5 - 9, Opt Guest Cottage1 / 24
    (10)Excellent
    24.4 miles from Shawangunk Mountains
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Woodstock Historic Artist Estate - The Cottage House1 / 21
    (35)Excellent
    25.4 miles from Shawangunk Mountains
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    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 ACRES Main House Sleeps 6 + 4 more in Opt. Guest House - Stone Fireplace1 / 25
    (9)Excellent
    26.0 miles from Shawangunk Mountains
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Hotel Woodstock - Sunflower Suite1 / 7
    (8)Very good
    26.0 miles from Shawangunk Mountains
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Woodstock, Catskill Region
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
    Romantic + historic artist’s cottage in private woods ~ wake up to birdsong!1 / 23
    (47)Excellent
    23.9 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
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