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Pet Friendly Holiday Rentals in Woodstock

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    Travellers to Woodstock are booking August dates now. Secure your holiday rental today, and have the perfect trip.
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    $385
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    1 / 31
    5 of 5 stars (5) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    1 / 30
    5 of 5 stars (5) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    1 / 26
    5 of 5 stars (8) Excellent
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    $307
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    1 / 19
    Studio / 1 Bathroom / Sleeps 3
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    • Fireplace
    • Patio
    • Mountain Views
    • Grill
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Woodstock Way has been called Big Sur Inn East!! Cabin 21 is located right alongside the Tannery Brook. Laying in bed you can hear the flowing brook right outside your door. This newly renovated cabin is designed in a beautifully bohemian way, which will reduce your stress and make you want to... View all property information
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    Woodstock, Catskill Region 12498
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    $457
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    1 / 44
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Deck
    • Satellite TV
    • Stereo System
    • DVD Player
    • Fireplace
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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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    Woodstock, Catskill Region 12498
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    1 / 9
    4.5 of 5 stars (2) Very good
    6 Bedrooms / 3 Bathrooms / Sleeps 15
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    • Air Conditioning
    • Satellite TV
    • Mountain Views
    • DVD Player
    • Deck
    • Internet Access
    • Fireplace
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This home has 3600 sq ft of space 6 bedrooms, 3 baths, an extra sunroom that can be used as another bedroom and can accomodate a group of 12-15 or an average size family . Though it is very private on 15 acres its just 1 and half mile to the center of Woodstock.The village of Woodstock has many... View all property information
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    Woodstock, Catskill Region 12498
    4 of 5 stars Reviewed 19 September 2014
    We stayed at this property for 2 weeks and had a glorious time. The house accommodated our group at its largest (14) pretty comfortably. The weather stayed perfect. The pool was...
    5 of 5 stars Reviewed 1 July 2014
    Great house and location for a family reunion for 14 adults! We loved the pool and the available rooms to socialize in small groups. Our family loves to eat well and has great...
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    1 / 29
    5 of 5 stars (28) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • DVD Player
    • Internet Access
    • Stereo System
    • There Are Tennis...
    • Watersports Nearby
    • Mountain Views
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    SPRING SPECIAL! Book 2 nights or more in May and we'll give you 10% OFF! Located a short walk from the center of Woodstock, NY, the Blue Pearl is a private, quiet, comfortable, elegant and very romantic cottage! It is owned by an artist and is filled with original art work and unique details.... View all property information
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    Woodstock, Catskill Region 12498
    5 of 5 stars Reviewed 20 March 2015
    It was so nice there that it made it hard to leave. The ability to call someone with any problems (though there were none, except my own misunderstandings) was extremely helpful...
    5 of 5 stars Reviewed 26 October 2014
    We loved the Blue Pearl at 1st site! Evelyne was so kind in greeting us & showing us the place. So comfortable & cozy for an Oct. visit. Her decor & her artwork were beautiful...
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    1 / 14
    5 of 5 stars (3) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 3
    travellers have booked this property
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    Amenities & Details
    • Satellite TV
    • Deck
    • DVD Player
    • Patio
    • Air Conditioning
    • Mountain Views
    • Playground
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Woodstock, NY: Plan your vacation in an all new, light filled guest Cottage featuring mountain views, private parking, beamed ceilings, sky lights, hardwood floors, queen bed, luxury pottery barn linens. cozy couch to curl up on, fully equipped kitchen and eating area, large bathroom with tiled... View all property information
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    Woodstock, Catskill Region 12498
    5 of 5 stars Reviewed 5 August 2014
    We stayed at the cottage for a weekend and it absolutely exceeded our expectations! Tina did a wonderful job with the place- not only was it beautifully decorated, it was...
    5 of 5 stars Reviewed 5 June 2014
    Tina and Ivan are the best hosts possible. From the minute I booked the cottage to after I left, they made sure I was well taken care of. The cottage has everything you need for...
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    $523
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    1 / 25
    5 of 5 stars (4) Excellent
    3 Bedrooms / 4 Bathrooms / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Fireplace
    • Washer
    • Hot Tub
    • DVD Player
    • Internet Access
    • Stereo System
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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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    Location Information
    Woodstock, Catskill Region 12498
    5 of 5 stars Reviewed 13 June 2015
    This has house everything…it is stunning to look at, it has a sense of privacy, is in a quiet neighbourhood, has space indoors and out, is comfortable, the kitchen has everything...
    5 of 5 stars Reviewed 15 May 2015
    So unique, with wonderful throwback furnishings and beautiful architecture, clean and everything work... good communication with the owner... and just a short walk into Woodstock...
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    $457
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    1 / 28
    5 of 5 stars (7) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    traveller have booked this property
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    Amenities & Details
    • Stereo System
    • Mountain Views
    • Internet Access
    • DVD Player
    • Satellite TV
    • Sauna
    • Private Outdoor...
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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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    Woodstock, Catskill Region 12498
    5 of 5 stars Reviewed 13 December 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 10 December 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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    $327
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    1 / 13
    5 of 5 stars (11) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (11) Make Enquiry
    Amenities & Details
    • Sauna
    • Mountain Views
    • Internet Access
    • Satellite TV
    • Private Indoor Pool
    • DVD Player
    • Air Conditioning
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Aspects Inn & Spa in the heart of Woodstock, NY offers a unique sensual 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
    5 of 5 stars Reviewed 22 April 2015
    What a wonderful get away. Thank you to Lio and Sharon for providing such a wonderful retreat! The spa area was absolutely perfect and afforded us a truly relaxing and enjoyable...
    5 of 5 stars Reviewed 16 April 2014
    My husband and I were in need of a relaxing and quiet getaway. Aspects Inn and Spa seemed like a great choice. This stay surpassed all our expectations. The apartment is clean and...
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    $327
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    1 / 26
    Studio / 1 Bathroom / Sleeps 3
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Stereo System
    • Internet Access
    • Fireplace
    • Waterfront
    • Mountain Views
    • DVD Player
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Guests have called it Big Sur Inn East!! This 800 sq. foot bohemian cabin is beautifully designed and steps from the center of town. The cottage has a king size bed, full living room, kitchen, and dining room. Directly off the living room is a outdoor patio with dining table and lounge chairs... View all property information
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    Location Information
    Woodstock, Catskill Region 12409
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    $255
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    1 / 11
    5 of 5 stars (8) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • DVD Player
    • TV
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    • Grill
    • Stereo System
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    A large and cozy private barn, in rural setting, on five acres of wooded land, with a stream outside your window and a larger stream at the front of the property. Comfortable, with modern accommodation and beautiful artistic details. A perfect place for a peaceful, romantic getaway. A year-round,... View all property information
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    Location Information
    Woodstock, Catskill Region 12457
    5 of 5 stars Reviewed 12 May 2015
    The Barn was a perfect weekend getaway, very peaceful yet close enough to Woodstock and other area towns/amenities as to be very convenient. Everything was very clean and modern...
    5 of 5 stars Reviewed 25 September 2014
    The owner, Mirav, has created a lovely getaway. The renovated barn is clean and comfortable with a lovely artistic vibe. My favorite spot was the back patio. Laying in the...
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    1 / 18
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • TV
    • Wi-Fi
    • DVD Player
    • Fireplace
    • Stereo System
    • Air Conditioning
    • Deck
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Located in the heart of Woodstock (Glasco Tpyk & Ricks Rd.) this cabin is the perfect romantic getaway. With 6 acres of of forest and open land as your back yard. Newly renovated, 2 bedrooms 1 bath, Wood-burning fireplace, private hot tub, a deck with (infrared) gas BBQ grill. High speed... View all property information
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    Location Information
    Woodstock, Catskill Region 12498
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    $255
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    1 / 18
    4.5 of 5 stars (2) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Deck
    • Wi-Fi
    • DVD Player
    • TV
    • Hot Tub
    • Stereo System
    • Air Conditioning
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Come for the perfect romantic getaway. Newly renovated, one bedroom, luxury cabin, in the heart of Woodstock. Secluded and private on 6 acres of forest and open land. Soak in the hot tub and watch deer meander, wild turkey and woodpeckers. Large deck to BBQ and entertain on. Stay connected with... View all property information
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    Location Information
    Woodstock, Catskill Region 12498
    5 of 5 stars Reviewed 31 May 2015
    My husband and I are celebrating our 5th wedding anniversary this year and saw this cabin on flip key and decided to try it! What a pleasure it was to deal with the owner. Quick...
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    1 / 19
    5 of 5 stars (5) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • TV
    • Stereo System
    • Fireplace
    • Wi-Fi
    • Deck
    • DVD Player
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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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    Location Information
    Woodstock, Catskill Region 12477
    5 of 5 stars Reviewed 24 May 2015
    Great communication with owner. House was clean and the kitchen had everything that we needed to make our own meals. Hot tub was perfect. Would have appreciated a king bed
    5 of 5 stars Reviewed 19 August 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...
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    1 / 29
    5 of 5 stars (8) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Central Heating
    • Stereo System
    • Internet Access
    • Hot Tub
    • DVD Player
    • Mountain Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Charming Guest House in a compound of two houses In the rolling green hills of Bearsville, 2 miles from Woodstock Village Green. Brand new heated, saltwater, in-ground Pool and brand new Hot Tub, & fireplace. Renovated in a relaxed lodge style. Please Note the guest house only rents out with the... View all property information
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    Location Information
    Woodstock, Catskill Region 12498
    5 of 5 stars Reviewed 8 October 2014
    Two hours and a world away! Bearsville is just what I needed to take a break from NYC. Super clean, spacious, and with great light. It's back off the road so you really feel like...
    5 of 5 stars Reviewed 3 February 2013
    We loved our time at the Bearsville retreat Guesthouse. It really is the perfect little hideaway, wood-stove, hot-tub, peace and quiet. Everything we needed for a weekend out of...
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    $196
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    1 / 15
    5 of 5 stars (4) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Internet Access
    • Stereo System
    • DVD Player
    • Satellite TV
    • Grill
    • Fireplace
    • Patio
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Two bedroom family year round cabin, the original summer home of local Woodstock artist Joseph Garlock. Newly renovated and decorated with his original artwork. Very private location nestled at the foot of Overlook Mountain on six acres of wooded land with brook running by. Unique stone fireplace... View all property information
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    Location Information
    Woodstock, Catskill Region 12498
    5 of 5 stars Reviewed 2 June 2015
    My friends and I were determined to visit Woodstock on Memorial Day Weekend. We were not alone-- everything was booked on Airbnb and all the Bed and Breakfast places had jacked up...
    5 of 5 stars Reviewed 6 May 2015
    We stayed here several winters ago. I loved watching the wild turkeys through the window at eye level from the bed. I loved the details throughout the cabin from the artist...
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    1 / 27
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Patio
    • TV
    • Wi-Fi
    • Deck
    • Air Conditioning
    • Hot Tub
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    About this property
    Located at the heart of woodstock (on Ricks Rd) this newly built cabin is a dream gateway. Spacious, with all modern amenities, free wi-fi, cable TV, Netflix enabled, Gas fireplace, whisper quiet AC, romantic outdoor hot tub, large covered deck with infrared BBQ grill. Great lounging chairs to... View all property information
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    Location Information
    Woodstock, Catskill Region 12498
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    $430
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    1 / 20
    2 Bedrooms / 1 Bathroom / Sleeps 4
    traveller have booked this property
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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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    Location Information
    Woodstock, Catskill Region 12498
    From
    $425
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    1 / 18
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Deck
    • DVD Player
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool...
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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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    Location Information
    Woodstock, Catskill Region 12498
    From
    $327
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    1 / 23
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Stereo System
    • Air Conditioning
    • Washer
    • Deck
    • Hot Tub
    • TV
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • 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. Or... View all property information
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    Location Information
    Woodstock, Catskill Region 12498