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Holiday Rentals in Woodstock

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    All 41 Rentals in Woodstock
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    Charming Artist's Cottage1 / 18
    (74)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Woodstock Cottage: walk to Town1 / 22
    (3)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Woodstock-Pool, Hot Tub, Stream; 7 Acres; Hike&Ski1 / 33
    (7)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Woodstock In-town cottage1 / 23
    (46)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Secure Parking
    • Hot Tub
    • Mountain Views
    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 April 2018
    Loved this cottage. Had a great time, and it was cozy and comfy. Super friendly people. Highly recommended.
    Reviewed 22 November 2016
    Ellen could not have been more accomodating or gracious a hostess. She met us in the parking lot, saving us a spot - all smiles and happy energy. She put some basic...
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    About this property
    Located right in the middle of Woodstock, this recently renovated cottage with a cozy, open floor plan affords you both privacy and convenience. There's no need for a car. Walk to everything, including the NYC bus stop, Woodstock's unique shops and galleries, or hiking trails. Cook your own meals...
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    Woodstock, Catskill Region 12477
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Woodstock Retreat, Sauna, Steam Shower, Decks1 / 22
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Mountain Views
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 December 2016
    The accommodations were very comfortable even with 3 kids. Location was very private with lots of skylights and scenic views. We enjoyed the sauna and steamy showers and...
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    About this property
    Restore yourself at this lovely vacation home while you explore Woodstock, the Hudson Valley and the Catskills. You will be surrounded by woods, mountains and hundreds of acres of public land, and visited often by deer and turkeys -- but you are 10 minutes from the center of Woodstock, a lively,...
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    Woodstock, Catskill Region 12495
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    JUNE SALE! Jun 14-17 $230/night at Pet Friendly Cabin Doh-Ray Up At 1450ft1 / 30
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    • Porch
    • Central Heating
    • Washer
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 July 2017
    The cabin is comfortable and well equipped. The grounds are well kept and lovely. There is easy access to Woodstock and other towns. We were there when the weather was hot...
    Reviewed 15 November 2014
    My family and I wanted to get away from all the noise and hectic schedule of our everyday lives. Cabin Doh-Ray was the perfect home away from home. The cozy house had all the...
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    About this property
    Pet Friendly Cabin surrounded by the forests of Mt. Guardian at an altitude of 1500 feet. 3 Day Minimum Christmas. + Large summer porch overlooks a beautiful pond + Stays cool in the summer (has only reached the 90s two summers in the last 10 years) + Beautifully furnished + Pine...
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    Woodstock, Catskill Region 12409
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    New Hot Tub & Heated Pool in Prime Woodstock Gut Renovated Modern Home1 / 82
    (3)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    • Mountain Views
    • Wi-Fi
    • Washer
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 June 2017
    Very clean,spacious and relaxing house ! enjoyed every moment staying there.!Owner was very friendly and responsivw when needed. definitely will come again soon !!!!
    Reviewed 30 May 2017
    We rented this house for a long weekend -- several adults and a few babies included. Our travel time from Brooklyn was a little over 2 hours, so it's a great getaway that's not...
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    About this property
    Welcome to Woodstock! This spacious 5 bedroom/3 bathroom home features wide open spaces, a master bedroom with an en suite bathroom, an in ground pool, and game room with a ping pong table, a toasty wood stove for chilly nights, and all the benefits of being a two to three minute drive from...
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    Woodstock, Catskill Region 12498
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 13
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    Romantic Country Barn By the Stream1 / 26
    (18)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Grill
    • Patio
    • Hot Tub
    • Porch
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 June 2018
    Great place, so beautiful. We went fishing, grilled and enjoyed the clean hot tub. We will definitely be back for a longer visit.
    Reviewed 7 November 2017
    Very nice, clean, pet friendly cottage. Owner was very accommodating and flexible when we had to change our rental date. Home is fully stocked with everything you would need...
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    About this property
    Nestled between two streams, a large, cozy private barn, on five acres of wooded land, and large lawn. A smaller stream just outside your window. Comfortable, with modern accommodation and beautiful artistic details. A perfect place for a peaceful romantic getaway, soak yourself in the outdoor...
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    Woodstock, Catskill Region 12457
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Mid Century Ranch-Hot Tub-Minutes to Center ofTown1 / 36
    (5)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Mountain Views
    • Washer
    • Patio
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 June 2018
    What a great place to gather with friends and family for an extended weekend! The decor of Casa Real is so much fun and the spacious interior and property on which the Casa is...
    Reviewed 2 August 2016
    The house is beautiful, interesting, spacious, and cozy, with so many different places to sit, gather, read, perfect for our group of 8 consisting of 3 generations including 4...
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    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- 'we...
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    Woodstock, Catskill Region 12498
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Margaret's Cottage in Woodstock Village1 / 22
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Outdoor Dining Area
    • Air Conditioning
    • Balcony
    • Patio
    • Grill
    • Cable/satellite TV
    • Secure Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 August 2016
    Nice owners who have been living in the area for years gave us everything we needed. Pantry was well-stocked. They gave us their bbq gas when ours ran out mid-cooking!
    Reviewed 29 August 2015
    I stayed here with my mom and my 4-year-old son. Mary helped to make the visit perfect for all three generations. She set up a wading pool and fire pit in the beautiful back...
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    About this property
    Margaret's Cottage Located the in the village of Woodstock , stroll to restaurants, Tinker St movie theater, take a dip in the Millstream, or follow the Comeau trail past the steam through the woods to the meadow with the best mountain vista in town. On the NYC bus route Two bedroom cottage ,...
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    Location Information
    Woodstock, Catskill Region 12498
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Woodstock Secluded MT Top Home with  Swimming pool1 / 9
    (4)Excellent
    6 Bedrooms, 3 Bathrooms, Sleeps 15 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Mountain Views
    • DVD Player
    • Washer
    • Internet Access
    • Patio
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 September 2015
    The Pictures of this Glorious....Peaceful Place does not do it justice as too how Stunning it truly is......The house was Immaculate......The Swimming Pool was not just inviting...
    Reviewed 29 July 2015
    I don't often right reviews but I really wanted to share with everyone how wonderful this location is. This is our third year renting homes as a family of 15 and this house was...
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    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...
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    Woodstock, Catskill Region 12498
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 15
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    Stunning Vacation Country & Ski House1 / 23
    (4)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Balcony
    • Cable/satellite TV
    • Porch
    • Internet Access
    • Patio
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 weeks ago
    Perfect house and location for the Taste of Country Festival at Hunter Mountain. Everything you need to make your stay comfortable. Quiet and peaceful location. Would be a...
    Reviewed 12 August 2016
    We had a great time. It's secluded so no worries about bothering the neighbors. House was very clean. Kitchen is fully stocked. We spent the whole weekend on the shaded back deck.
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    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...
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    Woodstock, Catskill Region 12463
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Mountain Views
    • Patio
    • Air Conditioning
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The home is secluded and warm but with all the modern amenities. It sits in the middle of four wooded acres, with no other house in sight, but is only 1.8 miles from the center of the town of Woodstock. I bought it in the summer of 2013 and have enjoyed many relaxing weekends away from NYC. I've...
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    Woodstock, Catskill Region 12498
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    50 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Private Garden
    • Parking
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Originally built in the 1870's as a small barn on the estate. The cottage was fully renovated, new bath, new kitchen, refinished hardwood floors, pillow top mattress in the sleeping loft, and a queen size Murphy bed if you prefer not to use the sleeping loft. This is a petite one room studio...
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    Woodstock, Catskill Region 12498
    Holiday Rental House - 50 Bedrooms, 1 Bathroom, Sleeps 4
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    A Little Woodstock Love Nest. Walk to everything!1 / 17
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2016
    Lovely apartment very close to all the quirky shops, delicious delis and fabulous bars/restaurants in Woodstock.Extremely comfy and clean with everything you would need for your...
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    About this property
    Your new place to stay in Woodstock! Romantic 1BR right on Tinker Street a short stroll from Woodstock's amazing restaurants, galleries and specialty stores. No car required- Bus from NYC drops you within three minutes walk from our front door. Hiking, skiing, swimming close by. .Lovely one...
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    Woodstock, Catskill Region 12498
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    A Little Woodstock Love Inn. Walk to everything!1 / 18
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 June 2016
    Kerry's place was lovely and extremely convenient to all nearby attractions. It was our home base for local hikes and exploring all Tinker Street had to offer. Very clean and...
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    About this property
    Your perfect romantic retreat in the heart of Woodstock! Old world charm meets modern European luxury woth all amenities. Restaurants, cafes, bars, galleries on your doorstep. Hiking, skiing close by. No car required- Trailways Bus service direct from Port Authority, NYC A Little Woodstock Love...
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    Woodstock, Catskill Region 12498
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    . This is an 1870's post and beam barn. For 20 years, before we owned it, the barn was a Montessori school. After we purchased the property, we converted the school to a guest cottage. The hand hewn beams you see in the photos are preserved in their original condition, as are the hardwood...
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    Woodstock, Catskill Region 12498
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Mountain Views
    • Patio
    • Grill
    • Washer
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Salutations from this sunlit, solar powered house with mountain views! We are little over a mile to the village green/Woodstock central! Four bedrooms (two master suites) sleep eight comfortably, with one king bed, two queens and two twin beds (ACs in each bedroom in the summer). Two and a half...
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    Woodstock, Catskill Region 12498
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Secluded, Luxury Home with Hot Tub1 / 19
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Grill
    • Wi-Fi
    • Patio
    • DVD Player
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 September 2017
    Mirav was very responsive and friendly. The house was perfect and had everything you needed. The hot tub was a very nice addition as well. My hubby and i had a very relaxing...
    Reviewed 1 March 2017
    this place is perfect. the house has all the amenities you will need, its warm and welcoming. the owners were very communicative. its close to both Woodstock and Saugerties. we...
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    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...
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    Woodstock, Catskill Region 12477
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Mountain Views
    • Private Outdoor Pool (Heated)
    • Grill
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two miles from the center of the renowned artist colony of Woodstock, New York, a long driveway off a peaceful country road leads you to the grace and charm of this turn of the century farm house.Set amidst acres of rolling meadows and magnificent pines, encircled by the Catskill Mountains, the...
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    Woodstock, Catskill Region 12498
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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    Woodstock Stone Cottage Swim Lake 3 ski resorts fishing hiking biking music arts1 / 21
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Cable/satellite TV
    • Internet Access
    • Patio
    • Housekeeping Included
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *****PLEASE SEE THE PAGE WITH ALL DETAILS JANNA RITZ DOTT COME****quintessential woodstock stone cottage with original large 11 ft artist window and stone fireplace. completely gutted and new everything but with cottage flair. new kitchen huge thermador pro range, baths, plumbing, electric,...
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    Woodstock, Catskill Region 12457
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Marigold cabin by the stream -  Heart of Woodstock with Hot Tub & Fireplace1 / 27
    (6)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Balcony
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Air Conditioning
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 April 2018
    Cute little well designed cabin a couple of miles walk from the village of Woodstock. As the weather was unseasonably miserable when we stayed, we certainly enjoyed the hot tub...
    Reviewed 10 July 2017
    We had an amazing time. the place was clean, well designed. Everything we needed was there. The hot tub under the starts was a great treat. LOVED the covered deck, we were able...
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    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...
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    Woodstock, Catskill Region 12498
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Woodstock Village  Serene &  Spacious1 / 10
    (5)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Air Conditioning
    • DVD Player
    • Porch
    • Washer
    • Outdoor Dining Area
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 July 2016
    I highly recommend Woodstock Village Serene & Spacious. This was my second stay there and I love it! The location is perfect and the owner keeps the place immaculate. The...
    Reviewed 29 June 2016
    This stay comprised one house divided into two. Our cottage was Citrus the other Plum. Ours was on the darker side which was good in summer as it was hot. But Plum would have...
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    About this property
    Choose from two newly renovated private two bedroom suite/deplex apartments ( Citrus and Plum) 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...
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    Woodstock, Catskill Region 12498
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Sioux Tipi on the waterfall1 / 12
    (1)Terrible
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    --------Authentic 18 foot Sioux Tipi, handmade and painted by the artists at Nomadics Tipi Makers in Oregon. The tipi overlooks a waterfall on the Sawkill Creek that runs through our estate. Across the river is Comeau Park, with a 2 mile walking trail. The center of Woodstock Village [and...
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    Location Information
    Woodstock, Catskill Region 12498
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Mountain Views
    • Patio
    • Grill
    • Hot Tub
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Woodstock, Catskill Region 12498
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    Woodstock Mediterranean Retreat1 / 26
    (3)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Grill
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Heated)
    • Private Garden
    • Cable/satellite TV
    • Air Conditioning
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2017
    Ayanna's meditaranian retreat was an amazing experience. The house is beautiful all of our needs were met, very clean and nicely decorated we felt so at home. The heated salt...
    Reviewed 18 August 2017
    My family and I stayed 5 nights. We had a great time, the house is beautiful and it's spacious. We were 5 adults and 3 children and we all had our own space. The house is...
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    About this property
    Say hello to your perfect vacation home! Bright and airy Woodstock home with all the amenities you will need. Located only 4 minutes from the Village of Woodstock. Four-bedroom house with 3 full bathrooms located on private roadway perfect for walking & running around neighborhood. The house...
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    Location Information
    Woodstock, Catskill Region 12498
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    Woodstock Modern House with a Pool1 / 37
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Washer
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    • Mountain Views
    • Air Conditioning
    • Skiing: Property Is In A Ski Resort
    • Grill
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 May 2018
    Love everything about this house. It is specious, bright, modern and very comfortable. The house is very clean and has everything you need. You can relax in the living room or...
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    About this property
    Welcome! Note: We have plenty of 5 star reviews, please asks and we can send you a link. This beautiful 2,000 sq. ft house is modern and clean. It sits on 3 acres of beautiful landscape and has a great 18 yard pool. The house, recently renovated and conveniently located between Woodstock and...
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    Location Information
    Woodstock, Catskill Region 12477
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Parking
    • Wi-Fi
    • Patio
    • DVD Player
    • Private Garden
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This comfortable and spacious family home (2,500sq ft) has four bedrooms upstairs and plenty of socializing space downstairs including a screened in porch, deck & bbq, a great room, playroom, fireplace room, surrounded by 80 ft pine trees and a level lawn. This spacious home, 5 mins drive into...
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    Location Information
    Woodstock, Catskill Region 12498
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Private Garden
    • Parking
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ”. The home is a classic saltbox contemporary and sits on approx. 5 private acres. The area is dotted with waterways and rock outcroppings that are part of the local landscape. This is a beautiful time of year to be here. The summer months are special and the area has a wonderful assortment of...
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    Location Information
    Woodstock, Catskill Region 12401
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Cozy & Serene Cottage in Woodstock1 / 13
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Housekeeping Included
    • Patio
    • Balcony
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 July 2017
    V's place was cozy, clean, and very quiet. The deck was our favorite! Lovely spot to sit and enjoy the country -- especially the outstanding view of Overlook Mountain. It was...
    Reviewed 29 June 2017
    Fascinating artistic community with unique shops, great restaurants and beautiful mountain vistas.This was my first trip to Woodstock and I can’t wait to come back to the...
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    About this property
    Cozy, clean & light-filled cottage designed for all-season comfort, relaxation & rejuvenation set on serene landscaped grounds & woods. Cottage is perfect for romantic weekends, country getaways, or solo retreats. Dreamcatcher is unique. The cottage sits on a beautiful 4.5 acre property but is less...
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    Location Information
    Woodstock, Catskill Region 12498
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Air Conditioning
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    Location Information
    Woodstock, Catskill Region 12498
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Olive Oasis Luxury with Hot Tub, Woodstock Area1 / 26
    (9)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Patio
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2017
    Enjoyed a weekend break here. Beautiful isolated location. Accommodation quite tired looking and very basic especially for the price paid.
    Reviewed 18 September 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...
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    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...
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    Location Information
    Woodstock, Catskill Region 12481
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our newly renovated, in town apartment is spacious, quiet, bright & close to everything. Enjoy the many music venues, movie theater, restaurants, shops, swimming holes and mountain fresh air. No car necessary. A perfect get away in charming Woodstock NY. Our apartment is right in the center of...
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    Woodstock, Catskill Region 12498
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 BR Cabin, Hot Tub, Fireplace, Heart of Woodstock1 / 20
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Porch
    • Air Conditioning
    • Washer
    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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, with wood-burning fireplace, Soak in the private hot tub and watch deer meander, wild turkey...
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    Woodstock, Catskill Region 12498
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Chic Retreat in Bearsville 2 m to Woodstock, Saline Pool, Fireplace and Hot tub.1 / 54
    (14)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Central Heating
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    I cannot emphasize how glad I am that I found this place most of our honeymoon trip. It is truly magical. We did not want to leave and hope to go back as soon as possible. The...
    Reviewed 9 October 2015
    My husband and I escaped from the city to The Bearsville Retreat for a weekend and could not have been happier with the home. Everything was pristine, but cosy enough to feel...
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    About this property
    Charming house In a compound consisting of of two houses in the green rolling hills of Bearsville. It's 5 mins to Woodstock Village Green. Heated, saltwater pool, outdoor (hotwater) shower, hot tub, fireplace. Renovated in a relaxed lodge style. Local Spa 5 mins away to relax your mind spirit and...
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    Location Information
    Woodstock, Catskill Region 12409
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming English Tudor Carriage House is the perfect retreat and located in a wooded setting on 10+ acres on a wooded estate only 1.5 miles to the center of Woodstock. It is a spacious 4 bedroom, 1 1/2 bath home with a lovely stone fireplace. The Carriage House is nestled at the foot of...
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    Location Information
    Woodstock, Catskill Region 12498
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Patio
    • Grill
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built in 1964, this classic mid century modern boasts its original kitchen cabinets as well as a wall of Danish storage units in the living room. It comfortably sleeps 8 in its 5 air conditioned second floor bedrooms, all of which have access to the balconies on both sides of the house. The master...
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    Location Information
    Woodstock, Catskill Region 12498
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lying within the borders of the Catskill Park, these breathtaking tent rentals are located in the quaint and historic town of Woodstock. 'Glampers' will find many things to keep them inspired and entertained during this getaway. This truly beautiful property is its own private haven, offering...
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    Location Information
    Woodstock, Catskill Region 12498
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *25% Winter/Spring Special (Stays 4 - 7 Nights Long)* Welcome to 'Casa Reál,' an exquisite 4-bedroom, 4-bathroom Spanish-style vacation rental house in Woodstock, New York, with accommodations for 8. This wonderful ranch home is ideally situated on a semi-private lot with scenic tree views and a...
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    Location Information
    Woodstock, Catskill Region 12498
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Book your next New York getaway at this lovely 2-bed, 2-bath vacation rental house in Woodstock! This 1,800-square-foot home sleeps 6 and is suitable for events hosting up to 50 people. Situated 5 minutes north of this home is the heart of Woodstock - brimming with unique shops, cafes, &...
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    Location Information
    Woodstock, Catskill Region 12498
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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