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House Rentals in Woodstock, NY

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    Travelers to Woodstock are booking June dates now. Secure your vacation rental today, and have the perfect trip.
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    1 / 30
    5 of 5 stars (5) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    1 / 20
    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    1 / 9
    4.5 of 5 stars (2) Very good
    6 Bedrooms / 3 Bathrooms / Sleeps 15
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    $295
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    1 / 31
    5 of 5 stars (3) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Ping Pong Table
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    Immaculate Woodstock Craftsman luxury home on secluded 7 acres with private stream, pool and hot tub. Top of the line brand new furnishings from ABC Home. Ideal for hiking, biking, swimming and nature explorations. Property backs up to Comeau Nature preserve and yet is only 5 min away from the... View all property information
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    5 of 5 stars Reviewed January 12, 2015
    Three Guys Looking To Kick Back From Our Busy Lifestyles And Boy We Found It A Deam Come True, We Put Logs In The Fireplace And Warmed Up The Lasagna And We Each Poured A...
    5 of 5 stars Reviewed October 7, 2014
    We spent an extended weekend at this beautiful modern house in the countryside a short drive from downtown Woodstock. Everything was top notch. The rooms are spacious and...
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    1 / 10
    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Dryer
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    • Safe
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    • Suitable for children
    • ?
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    About this property
    Welcome to our spacious Woodstock home. 2200 sq ft sunny rustic comtemporary, three large bedrooms, loft like living room with 20 foot vaulted ceilings, 20 x15 dining room with 16 foot ceilings,18 x15 upper family/media room, hi end hi-fi system, chefs fully equipped kitchen. Solid hardwood floors... View all property information
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    5 of 5 stars Reviewed February 19, 2014
    I rented this house over President's Weekend with a group of my friends. The house was very clean and comfortable and had everything needed during our stay. The owners were...
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    1 / 25
    5 of 5 stars (2) Excellent
    3 Bedrooms / 4 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • x
    About this property
    Private, modern home centered around a geodesic dome has every luxury you need for a city reprieve. The home is situated on 2 acres off a private road within walking distance to the Village of Woodstock, restaurants, shops and galleries. Each bedroom has its own full bath with a steam... View all property information
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    1 / 28
    5 of 5 stars (7) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    A contemporary and cool house with luxurious pool, sauna, basketball court, on 30 acres, perched on a hill, looking out at ancient Catskill Mountains. WiFi, cell service, a cooks kitchen, huge stone fireplace, outdoor grill and dining; ViewHouse is a place to hang out and relax. If you do... View all property information
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    5 of 5 stars Reviewed December 12, 2014
    This was a beautiful house with amazing views that is wonderfully managed. I would highly recommend this house for a family stay or a girl's get away. Bravo, View House!
    5 of 5 stars Reviewed December 9, 2014
    I stayed in this house w/a large group of women and it was amazing! The house is extremely clean and cozy. Anything you could want is at your fingertips and there are directions...
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    1 / 10
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    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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    $285
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    1 / 29
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Welcome to our sanctuary in the woods. It has all the amenities you could want for an escape to the magic that is Woodstock. The property can accommodate 6 adults comfortably, with ample space for more. In the middle of the beautiful Catskills with a 1.5 of yard at your disposal, but a mere 5... View all property information
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    $220
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    1 / 12
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Our beautiful country home boasts cathedral ceilings, skylights and an open floor plan. Large covered deck (with hot tub) off the living room makes it perfect for entertaining and outdoor dining rain or shine! Only 30 min. from Hunter mountain skiing and many swimming holes. Your kids will love the... View all property information
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    $375
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    1 / 8
    5 Bedrooms / 2 Bathrooms / Sleeps 8
    travelers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    This special home is a converted barn with the original 1790's foundation. We want our guests to feel at peace and have a relaxing vacation! The house is filled with unique collectibles and folk art. You'll find an eclectic collection of original paintings throughout the house. Each room has a... View all property information
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    $450
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    1 / 13
    4 Bedrooms / 4 Bathrooms / Sleeps 9
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    • x
    • x
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    About this property
    Newly built 3-story cedar Farmhouse sleeps 9, secluded on 5+ acres of wooded land surrounded by mountains, mature trees and wildflowers. Finely decorated with antiques in bright airy rooms and pine wood floors. Every window has amazing views of nature yet The Woodstock Farmhouse is only an 8 minute... View all property information
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    1 / 30
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • 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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    $325
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    1 / 18
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Woodstock New York--- Sunset cottage is an award winning vacation home. This home has been featured in NY Magazine and architectural Digest It is fully furnished, has a completely equipped stainless steel kitchen, wifi, cable TV DVD, AC & HEAT, tile bathroom with tub & shower, hand hewn beams,... View all property information
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    $225
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    1 / 10
    4.5 of 5 stars (2) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dryer
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Lalita's Guest House are newly renovated two bedroom suites in a turn of the century country Victorian designed to make your stay in Woodstock memorable. Unplug and leave your worries behind. You can walk to all destinations on Tinker Street. It is a 5 minute walk from where the Adirondack... View all property information
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    4 of 5 stars Reviewed October 21, 2013
    We stayed at Lalita's Guesthouse over a peak fall foliage weekend in October 2013. The area is just gorgeous. The house is 1-2 blocks from the main street in Woodstock, makes...
    5 of 5 stars Reviewed September 26, 2013
    Immaculate, well maintained, perfect location rental, one block from main street, but feels like you're in the country with trails to explore and a nearby brook. Owner very...
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    $255
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    1 Bedroom / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Woodstock Holistic welcomes you to the Catskill Mountains and the Hudson Valley. We are an intimate bed and breakfast dedicated to wellness and serenity. Experience a holistic renewal in the tranquil setting of our guest suites. Cozy up and discover distinctive characteristics that create a... View all property information
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    $329
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    1 / 20
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    We specialize in providing a luxurious, relaxing, hotel experience centered on privacy, convenience and accessibility. Streamside Retreat is a newly remodeled vacation home conveniently located in the center of Woodstock Village in the heart of the Catskills yet quietly tucked away on a wooded,... View all property information
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    1 / 26
    5 of 5 stars (8) Excellent
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    Amenities & Details
    • Air Conditioning
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    The perfect getaway for family and groups, artists, writers, yoga and meditation lovers all are welcome. Escape to a magical land- private and secluded with a hot tub out door, relax, hike, ski, meditate or create your new masterpiece. The place invoke your imagination and stimulate your... View all property information
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    4 of 5 stars Reviewed September 18, 2014
    The place is as nice as promised, with the hot tub, grill, entertainment center, all in good working order. My only caveat, is that this rental is best for 2 couples. The...
    5 of 5 stars Reviewed June 25, 2014
    Me and my husband took our parents and our 5 month puppy for the very first family getaway. Dina (the owner) made it super easy for us. All the appliances are easily accessible...
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    1 / 23
    5 of 5 stars (2) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This NON SMOKING country home is privately nestled within 15 unspoiled wooded acres overlooking picturesque seasonal trout stream. With sunny, open floor plan the open kitchen / living room / dining room make for great family together time. High quality appliances, comfortable furniture and... View all property information
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    5 of 5 stars Reviewed November 4, 2013
    My friends and I went there for a relaxing birthday weekend and that's exactly what we had! The house is super private and beautiful! We had a blast! We didn't even leave the...
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    1 / 45
    5 of 5 stars (10) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Charming house In a compound of two houses in the green rolling hills of Bearsville. It is 5 mins to Woodstock Village Green. Heated, saltwater pool, hot tub, fireplace. Renovated in a relaxed lodge style. Local Spa 5 mins away. To relax your mind spirit and body Come and rejuvenate yourself in... View all property information
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    5 of 5 stars Reviewed March 9, 2015
    My girlfriend and I spent valentines day weekend with another couple and both of our dogs. The fenced in yard allowed our pups to play and run like crazy! We drove to Bellayre to...
    5 of 5 stars Reviewed December 18, 2014
    My 3 friends and I rented this amazing property over Thanksgiving. We rent a house every year and i have to tell you...this one was absolutely our favorite! the house is...
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    1 / 19
    5 of 5 stars (4) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    On the border line of Woodstock & Saugerties. 4.5 miles from the center of Woodstock village. Drive down a private country road to Saddle Hill where you will find a completely secluded retreat nestled, on 2.5 acres, between the Catskill Mountains and rolling fields. Beautifully renovated, spacious... View all property information
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    5 of 5 stars Reviewed August 18, 2014
    The photos really don't do this beautiful house justice. On hot summer August days it is a lovely haven to return to, with deer on the lawn and humming birds in the flower beds...
    5 of 5 stars Reviewed August 5, 2014
    House is filled w light, back deck in the trees. Beautifully decorated and comfortable. modern appliances, and pets accepted. would definitely return. 10 minutes to Woodstock,
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    1 / 19
    5 of 5 stars (3) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Perfect romantic getaway, totally private. Beautiful 1600 sq. ft modern house, newly constructed, 2 bedrooms/2 baths, tucked away in the woods on a 6 acres lot, at the heart of enchanted Woodstock, in the historic Byrdcliffe area. Enjoy your private hot tub, relax and watch the meandering deer.... View all property information
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    5 of 5 stars Reviewed April 13, 2015
    We stayed here for my boyfriend's 30th birthday and had a blast! The home looks the exact way it does in the photos. The owner was very helpful and gave great suggestions for...
    5 of 5 stars Reviewed October 16, 2014
    The house is very private. Backs to a secluded wooded area and all updates to the house are awesome. The gas fireplace fires right up and gives off a ton of heat. The hot tub...
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    1 / 23
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    At the Bearsville end of Woodstock, and off the famous and beautiful Cooper Lake Rd, this idyllic and romantic private country home awaits you, to care for you and to let you unwind. Private and quiet, set way back on a teeny dirt road with virtually no traffic, this perfectly clean and tidy home... View all property information
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