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Holiday Rentals near Shawangunk Mountains

Woodstock, New York 12525
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    Travellers to Woodstock are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    All 100 Rentals in Woodstock
    NEW: WOODSTOCK: FALL FOLIAGE, NATURE, ELEPHANT ART SANCTUARY1 / 7
    (1)Excellent
    38.9 kilometres from Shawangunk Mountains
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Cottage - Wildflower Suite1 / 8
    (9)Excellent
    41.9 kilometres from Shawangunk Mountains
    1 Bedroom, 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
    41.8 kilometres 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 / 49
    (15)Excellent
    44.5 kilometres from Shawangunk Mountains
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Woodstock, Catskill Region
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    41.6 kilometres 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
    4.8 kilometres 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
    4.4 kilometres 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
    Budokan21 / 23
    (1)Excellent
    4.1 kilometres 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
    42.4 kilometres 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
    Country Cabin in Woodstock, NY- Cozy and Pet Friendly1 / 30
    (27)Very good
    44.7 kilometres from Shawangunk Mountains
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 1 Bathroom, Sleeps 4
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    Hotel Woodstock - Dandelion Suite1 / 4
    (6)Excellent
    42.0 kilometres 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
    (7)Excellent
    42.0 kilometres 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 / 35
    (20)Excellent
    37.6 kilometres from Shawangunk Mountains
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Bearsville, Woodstock
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Hotel Woodstock - Iris Suite1 / 8
    (11)Excellent
    42.0 kilometres 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-Friendly Retreat Close to Town w/ Heated Pool, Hot Tub on Nearly 3 Acre1 / 42
    (73)Excellent
    40.2 kilometres 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
    Romantic + historic artist’s cottage in private woods ~ wake up to birdsong!1 / 23
    (53)Excellent
    38.5 kilometres 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
    Woodstock's Brook Cottage: TOP-RATED streamside luxury, fireplace, walk-to-town!1 / 30
    (140)Excellent
    41.6 kilometres 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
    Mountain Stream Retreat: rustic elegance, decks overlooking stream, wood stove!1 / 14
    (74)Very good
    43.6 kilometres 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
    LIVE IN NATURE - WALK TO TOWN- CHILDREN LOVE US- SIT BY THE CAMP FIRE1 / 38
    (8)Very good
    41.7 kilometres 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
    (8)Excellent
    41.6 kilometres 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
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    Brookside Retreat: Streamside Patio, Fireplace, Writer's Studio, Walk to Villag1 / 18
    (71)Excellent
    41.7 kilometres from Shawangunk Mountains
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
    NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!1 / 15
    (111)Excellent
    42.9 kilometres 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
    COUNTRY HOME Fenced Backyard, 1 mi. to Town, Kids & Dogs OK!1 / 22
    (45)Excellent
    40.3 kilometres from Shawangunk Mountains
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Woodstock, Catskill Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace1 / 28
    (10)Excellent
    39.5 kilometres 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
    40.9 kilometres 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
    Private Apartment in Woodstock, near town1 / 16
    (3)Excellent
    43.0 kilometres 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
    Modern Glass House, Minutes to Town1 / 50
    (6)Excellent
    44.1 kilometres from Shawangunk Mountains
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Family Rental - Log House & Renovated Modern Home in One, Heated Saltwater Pool1 / 33
    (18)Excellent
    48.1 kilometres 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
    Hotel Woodstock - Queen Anne's Lace Suite1 / 6
    (15)Very good
    42.0 kilometres 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
    Best of Both Worlds: Mtn Views, Fireplace, Pool, Walk to Village Green!1 / 22
    (51)Excellent
    42.0 kilometres 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
    Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!1 / 40
    (14)Excellent
    43.5 kilometres 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
    Margaret's Cottage New listing Woodstock Village1 / 19
    (23)Very good
    41.7 kilometres 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
    Hotel Woodstock - Starflower Suite1 / 6
    (13)Excellent
    41.9 kilometres from Shawangunk Mountains
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Woodstock, Catskill Region
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Hotel Woodstock - Sunflower Suite1 / 7
    (10)Very good
    42.0 kilometres 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
    Pristine Mountaintop Log Cabin in Pine Forest, 1.5 Miles to Town!1 / 13
    (98)Excellent
    39.1 kilometres 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
    SPRING at CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi1 / 14
    (50)Excellent
    43.0 kilometres 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
    Hotel Woodstock - Daisy Suite1 / 6
    (3)Excellent
    42.0 kilometres 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
    Mid-Century Gem with Heated Pool 1 Mile from Town1 / 22
    (10)Excellent
    43.3 kilometres 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
    Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!1 / 24
    (107)Excellent
    42.9 kilometres from Shawangunk Mountains
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Hotel Woodstock - Tiger Lilly Suite1 / 6
    (11)Excellent
    42.0 kilometres 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
    SLED HILL SUITE #1  Fabulous 3BR, 2Baths Central, yet private, steps to town.1 / 24
    (12)Excellent
    41.8 kilometres 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
    43.4 kilometres from Shawangunk Mountains
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 1
    Mountain Gardens - DOGS WELCOME!!!1 / 30
    (49)Very good
    47.9 kilometres 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
    (64)Excellent
    40.6 kilometres from Shawangunk Mountains
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    LIFE  ABOVE   1200’1 / 17
    (4)Excellent
    39.4 kilometres from Shawangunk Mountains
    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 3
    Beautiful Woodstock Mountain House with Hot Tub and Ping Pong1 / 35
    (136)Excellent
    44.5 kilometres 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
    43.8 kilometres from Shawangunk Mountains
    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
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    Woodstock, Catskill Region
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 3
    Updated/Pet-Friendly Cabin By Hikes and Woodstock!1 / 24
    (14)Excellent
    38.0 kilometres from Shawangunk Mountains
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    Bearsville, Woodstock
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
    Woodstock Historic Artist Estate, The Pond House1 / 19
    (1)Excellent
    41.2 kilometres 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
    42.9 kilometres from Shawangunk Mountains
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
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    • Sauna
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    Woodstock, Catskill Region
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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