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Holiday Rentals and Villas in Olive, NY and nearby

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    The following rentals are within 15 kilometres of Olive, New York.

    1 / 43
    5 of 5 stars (5) Excellent
    Phoenicia
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    1 / 23
    5 of 5 stars (9) Excellent
    Phoenicia
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 23
    5 of 5 stars (41) Excellent
    Woodstock
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 23
    5 of 5 stars (3) Excellent
    Phoenicia
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Terrace
    • Mountain Views
    • Parking
    • Outdoor Dining Area
    • Balcony
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Phoenicia Loft is situated in the tiny village of Phoenicia in the heart of the Catskills only 10 minutes from great skiing at Belleayre Mountain. Nestled between Mount Tremper and the mighty Esopus River, it is an eclectic mix of old world comfort and super modern European luxury. With it's... View all property information
    Location Information
    Phoenicia, Catskill Region
    5 of 5 stars Reviewed 6 January 2016
    Loved this loft. warm & quiet in the winter, walking distance to food and drinks, beautiful views of the mountains. Spa styled bathroom was amazing and very relaxing! i would...
    5 of 5 stars Reviewed 29 September 2015
    The location was perfect & so were the accommodations. Really a beautiful loft right in the middle of everything you need to be in the middle of. A 2 minute walk to the center of...
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    1 / 28
    4.5 of 5 stars (2) Very good
    Phoenicia
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Mountain Views
    • Patio
    • Private Garden
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Your perfect romantic hideaway for two! Luxurious cottage with private entrance and 6 person hot tub in its own courtyard. Feels secluded, but only 2 minutes stroll to little town of Phoenicia- recently voted one of the six coolest small towns in the US by Budget Travel Magazine! Only 15... View all property information
    Location Information
    Phoenicia, Catskill Region
    5 of 5 stars Reviewed 31 July 2016
    I absolutely love this cottage! It's VERY cute and right in the center of town. You have access to just about anything. My husband and I have stayed in Phoenicia several times; we...
    4 of 5 stars Reviewed 2 October 2014
    The cottage is nice and clean. The hot tub is perfect and there's even a fire place outside (too bad we didn't bring marshmallows). The hosts are nice and can give you valuable...
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    1 / 7
    5 of 5 stars (2) Excellent
    Phoenicia
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
    About this property
    This adorable cottage tucked away in exclusive Woodland Valley, outside of Phoenicia NY is the perfect place for anyone who wants to get away from the chaos of the city but doesn't want to travel too far -- 2 hours by car from GWB and 2 ½ by bus. The house is set up like a luxury private escape;... View all property information
    Location Information
    Phoenicia, Catskill Region
    5 of 5 stars Reviewed 16 March 2016
    Extremely happy with the trip overall. More amenities than excepted, great customer service. I was able to reach out to the owner when ever I needed to. The surrounding area is...
    5 of 5 stars Reviewed 28 February 2016
    Had a great week renting this cottage during President's week. Very cozy with fireplace that really added to the beauty and ambience. Great location, so quiet and tranquil. Loved...
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    1 / 29
    5 of 5 stars (29) Excellent
    Woodstock
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • Parking
    • Mountain Views
    • Outdoor Dining Area
    • Private Garden
    • Wi-Fi
    • DVD Player
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This historic and beautiful property is located a short walk from the center of Woodstock, NY. The Blue Pearl is a private, quiet, comfortable, elegant and very romantic cottage, surrounded by an enchanted garden of tall grasses and flowers and a magnificent view of the Mountains! It is owned by... View all property information
    Location Information
    Woodstock, Catskill Region
    5 of 5 stars Reviewed 8 December 2015
    I recently booked the Blue Pearl Cottage for my brother and his girlfriend to get away for the weekend. My mother and I visited him and we had a lovely day of hiking and exploring...
    5 of 5 stars Reviewed 17 December 2013
    Had a wonderful stay in autumn as the leaves were changing. The surrounding area is quite beautiful, and the quaint, picturesque town of Woodstock is under 10 minutes away on...
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    1 / 31
    5 of 5 stars (5) Excellent
    Woodstock
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
    • Washer
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Mountain Views
    • Wi-Fi
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Luxurious 3 BR / 3 BA, handmade craftsman style home, in the heart of Woodstock! Pamper yourself with a private pool, spa and stream. Enjoy serenity and privacy, as this property is located on 7 acres, at the end of a private road, yet is still only 5 min to the heart of town. Tastefully... View all property information
    Location Information
    Woodstock, Catskill Region
    5 of 5 stars Reviewed 14 May 2015
    This was the perfect weekend getaway for me and my family. My 3 year old loved seeing the family of Blue Herons and a family of deer right from the back porch. 5 min drive to...
    5 of 5 stars Reviewed 14 May 2015
    Our family really enjoyed our stay here at this spacious lovely home. It's tucked away in the woods so there is a lot of privacy but just minutes away from the bustling downtown...
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    1 / 9
    5 of 5 stars (5) Excellent
    Willow
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Shared Garden
    • Mountain Views
    • Central Heating
    • Wi-Fi
    • Sauna
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Relax and enjoy yourself in one of our two beautiful, hand crafted log cabins, located on a wooded mountainside. You will experience the peaceful inspiration of the Catskill Mountain Wild Forrest. Starry nights, fresh air and birdsong await and some nights there might be a giant bonfire to enjoy... View all property information
    Location Information
    Willow, New York
    5 of 5 stars Reviewed 9 March 2016
    Nice cabin close to good restaurants and things to do. Very accommodating hosts- available but not intrusive. Record setting cold when we were there so didn't use sauna but we...
    5 of 5 stars Reviewed 21 October 2013
    We LOVED our stay at Esme and Corey's property. The cabin is super charming, quiet and relaxing, and is the perfect size for a couple. The all-wood interior smells amazing, and...
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    1 / 22
    5 of 5 stars (3) Excellent
    Woodstock
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Outdoor Dining Area
    • Air Conditioning
    • Balcony
    • Patio
    • Grill
    • Satellite TV
    • Secure Parking
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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 ,... View all property information
    Location Information
    Woodstock, Catskill Region
    5 of 5 stars 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!
    5 of 5 stars 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 yard...
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    1 / 39
    5 of 5 stars (4) Excellent
    Woodstock
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Washer
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Patio
    • Grill
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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
    Location Information
    Woodstock, Catskill Region
    5 of 5 stars 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...
    4 of 5 stars Reviewed 23 June 2016
    Nestled appropriately on a street called Holiday Street, Casa Real was a homey vacation rental for our family of 7, some of whom travelled from India for this staycation. a 15...
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    1 / 42
    5 of 5 stars (2) Excellent
    Phoenicia
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Wi-Fi
    • Grill
    • Mountain Views
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Contemporary-style one family home with large deck offers:<BR>• Fully equipped kitchen<BR>• Large living and dining area<BR>• Spacious outdoor deck with picnic table and bbq<BR>• Spiral staircase to roomy master bedroom<BR>• Additional sleeping arrangements available in a loft over the kitchen... View all property information
    Location Information
    Phoenicia, Catskill Region
    5 of 5 stars Reviewed 6 April 2015
    This rental is a beautiful home. The home has a charming beautiful cottage on one side, with many handmade wood finishes and details. Then you enter a new addition to the home...
    5 of 5 stars Reviewed 1 April 2015
    I live in NYC and love the opportunity to retreat to the country for a weekend. Greta's house offers me that opportunity. It's set on a hill among tall trees with gorgeous views...
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    1 / 10
    5 of 5 stars (1) Excellent
    Woodstock
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Outdoor Dining Area
    • Internet Access
    • Grill
    • Parking
    • Washer
    • Satellite TV
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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
    Location Information
    Woodstock, Catskill Region
    5 of 5 stars Reviewed 19 February 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 / 13
    4 of 5 stars (1) Very good
    Woodstock
    4 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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
    Location Information
    Woodstock, Catskill Region
    4 of 5 stars Reviewed 19 July 2015
    We spent the long weekend of July 4th in the farmhouse. Very well maintained and furnished, lot of room for the 9 of us including 4 children. The spa was a big hit with the kids...
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    1 / 10
    5 of 5 stars (1) Excellent
    Woodstock
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
    • Washer
    • Grill
    • Internet Access
    • Parking
    • Air Conditioning
    • DVD Player
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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
    Location Information
    Woodstock, Catskill Region
    1 / 19
    5 of 5 stars (1) Excellent
    Mount Tremper
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Parking
    • Shared Garden
    • Air Conditioning
    • Wi-Fi
    • Porch
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Please read property description carefully before booking. Enjoy a relaxing break from the city in this colorful, newly-renovated studio with loft bedroom in the Catskill Mountains of New York. It's a comfortable mix of rustic and elegant, located midway between lovely towns, Woodstock and... View all property information
    Location Information
    Mount Tremper, New York
    5 of 5 stars Reviewed 16 November 2015
    Our stay at this condo was relaxing and much needed. The apartment is beautiful designed and spacious. It was great to have a working kitchen so we could cook several of our...
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    1 / 16
    5 of 5 stars (1) Excellent
    Woodstock
    Private Room, 3 Bathrooms, Sleeps 6 | Quick View
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    • Porch
    • Wi-Fi
    • Mountain Views
    • Parking
    • Satellite TV
    • Outdoor Dining Area
    • Central Heating
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Coldbrook B&B is exclusively a Bed & Breakfast and located 2 hours north of New York City in the heart of the Catskill Mountains and 10 minutes to the center of famous Woodstock, NY. Peace and quiet are abundant with the option to peruse the charming shops in the quaint and artsy town of... View all property information
    Location Information
    Woodstock, Catskill Region
    5 of 5 stars Reviewed 14 September 2015
    We found this B&B through a friend and were so pleased with our visit we will be back as often as our host, Mark, will let us! This is the perfect place to get away from it all...
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    1 / 30
    5 of 5 stars (5) Excellent
    Woodstock
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Skiing: Property Is...
    • DVD Player
    • Porch
    • Central Heating
    • Washer
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Pet Friendly Cabin surrounded by the forests of Mt. Guardian at an altitude of 1500 feet. + 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 & bluestone floors +... View all property information
    Location Information
    Woodstock, Catskill Region
    5 of 5 stars 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...
    5 of 5 stars Reviewed 27 August 2014
    Cabin Doh-Ray is exactly what we needed to recharge our batteries. We visited from Ann Arbor Michigan and it was well worth the drive. The short hike to the top of Mt. Guardian...
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    1 / 17
    5 of 5 stars (1) Excellent
    Woodstock
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
    • Wi-Fi
    • Secure Parking
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Woodstock, Catskill Region
    5 of 5 stars 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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    1 / 18
    5 of 5 stars (1) Excellent
    Woodstock
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
    • Terrace
    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Woodstock, Catskill Region
    5 of 5 stars 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 just...
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    1 / 25
    5 of 5 stars (4) Excellent
    Woodstock
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Grill
    • Hot Tub
    • DVD Player
    • Internet Access
    • Washer
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Woodstock, Catskill Region
    5 of 5 stars Reviewed 12 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 14 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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    1 / 12
    5 of 5 stars (8) Excellent
    Bearsville
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
    • Satellite TV
    • Outdoor Dining Area
    • Shared Garden
    • Grill
    • Parking
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Minutes to center of Woodstock down one of Woodstock's prettiest country roads. Modern Scandinavian meets country chic with local antiques, claw foot tub, Jotul stove, queen bed with down bedding and pull out couch. Picture windows and french doors let the outdoors in. Lounge on your private deck... View all property information
    Location Information
    Bearsville, New York
    3 of 5 stars Reviewed 16 October 2014
    Good spot, but cabin is one big room and bathroom walls do not go all the way to ceiling. You must be very comfortable with your partner’s bathroom habits to stay here. There is...
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    1 / 13
    4.5 of 5 stars (12) Very good
    Woodstock
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Sauna
    • Mountain Views
    • Internet Access
    • Satellite TV
    • Private Indoor Pool
    • DVD Player
    • Air Conditioning
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Aspects Inn & Spa in the heart of Woodstock, NY offers a unique 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
    Location Information
    Woodstock, Catskill Region
    5 of 5 stars Reviewed 21 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 15 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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    1 / 10
    5 of 5 stars (1) Excellent
    Mount Tremper
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Terrace
    • Parking
    • Balcony
    • Private Garden
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Please read property description completely before booking. Escape all your worries in this quiet, cozy, newly-renovated studio retreat in the Catskill Mountains of New York. It offers a comfortable balance of rustic and elegant, located midway between lovely towns, Woodstock and Phoenicia. Queen... View all property information
    Location Information
    Mount Tremper, New York
    5 of 5 stars Reviewed 5 January 2016
    Brent and Wendy were amazing hosts. From the very beginning, Brent worked with our arrival schedule and made us feel so very welcome. Once we arrived, the cabin was more than we...
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    1 / 10
    4 of 5 stars (5) Very good
    Woodstock
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Parking
    • Air Conditioning
    • DVD Player
    • Porch
    • Washer
    • Outdoor Dining Area
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Woodstock, Catskill Region
    5 of 5 stars 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 cottage...
    3 of 5 stars 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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    1 / 8
    Woodstock
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Private Garden
    • Secure Parking
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Shared Indoor Pool
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Aspects Inn and Spa! Lio and Sharon invite you to their Aspects Inn and Spa in the heart of the historic artists colony of Woodstock, NY. Nestled in the gentle streams and valleys of the ancient Catskill Mountains, Woodstock is just a two hour scenic drive up the thruway from NYC or a... View all property information
    Location Information
    Woodstock, Catskill Region
    1 / 14
    Woodstock
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • Mountain Views
    • Patio
    • Grill
    • Hot Tub
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    • Pet-friendly
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    • x
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    • x
    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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    Woodstock, Catskill Region
    1 / 24
    5 of 5 stars (6) Excellent
    Woodstock
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Perched high in the Catskills, secluded on five acres with gorgeous vista. Relax on the glider chair on the covered porch, feel the cool mountain breeze and enjoy the quiet splendor of nature before you (hawks, deer, rabbits, etc.). Swim in the saline pool, or lounge on the sunny deck.<BR><BR>The... View all property information
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    Woodstock, Catskill Region
    5 of 5 stars Reviewed 8 September 2015
    We stayed at this fantastic cabin with 4 adults and 2 kids for a week and it had everything we were looking for in a getaway. The home was fantastically outfitted with one of the...
    5 of 5 stars Reviewed 27 August 2015
    The house is amazing. The perfect balance of rustic Catskills vibe while delivering all the modern conveniences you could need. There was plenty of room for my family to have...
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    1 / 19
    Stone Ridge
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
    • x
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    • x
    About this property
    The Space This cozy cottage along with two barns was once part of a a working farm. Hand-hewn original oak post and beam construction is exposed; it gives the cottage and its cathedral ceilings, a light drenched airy ambience. Equipped with a full kitchen, one gets the country rustic atmosphere... View all property information
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    Stone Ridge, New York
    1 / 21
    Woodstock
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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,... View all property information
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    Woodstock, Catskill Region
    1 / 23
    5 of 5 stars (3) Excellent
    Woodstock
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
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    • 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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    Woodstock, Catskill Region
    5 of 5 stars 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.
    5 of 5 stars Reviewed 4 November 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 / 8
    Woodstock
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • ?
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    • x
    About this property
    Spend a few days in Woodstock's coziest cottage, just steps from the beautiful Millstream swimming hole. Less than 1/2 mile to town and the NYC bus. You'll never want to leave. A perfect retreat for one, a couple, or small family.<BR><BR>This cozy cottage was built in 1905. We originally... View all property information
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    Woodstock, Catskill Region
    1 / 15
    Hurley
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Central Heating
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    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    DeWitt Lodge sits on a ridge amidst 4 acres of woods just outside Hurley, NY. The house is newly-renovated and has a mixture of modern and antique furnishings, great colors and interesting curios.<BR><BR>Just two hours from Manhattan, it is an ideal base to discover the beauty of the Hudson Valley... View all property information
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    Hurley, New York
    1 / 18
    Woodstock
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Internet Access
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    • Shared Outdoor Pool...
    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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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    Woodstock, Catskill Region
    1 / 27
    5 of 5 stars (2) Excellent
    Woodstock
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Patio
    • Porch
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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
    Location Information
    Woodstock, Catskill Region
    5 of 5 stars Reviewed 4 weeks ago
    ...Out of fear the cabin won't be available next time we want to rent it!! First of all, I must say. I am a very discerning traveler who typically stays in 4/5* hotels. I...
    5 of 5 stars Reviewed 21 June 2016
    A charming cabin, perfect for couples on a romantic vacation, but also fits families with 2 kids. The interior is wonderfully and carefully designed and executed, extremely...
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    1 / 15
    Lake Hill
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Outdoor Dining Area
    • Hot Tub
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Beautiful mountain views on 6.5 acres a few miles from Woodstock, NY. This homestead features 3 bedrooms, 2 bath in Lake Hill. Nightly, weekly or monthly rental available. Great for those seeking seclusion and privacy. Outdoor jacuzzi, pool. Great for ski season. House can sleep up to 6 people.... View all property information
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    Lake Hill, New York
    1 / 17
    Woodstock
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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... View all property information
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    Woodstock, Catskill Region
    1 / 24
    Olivebridge
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Central Heating
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    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    For your next Hudson Valley retreat, escape to this cozy Olivebridge vacation rental cabin, set on 1.5 acres in Catskill Park. This classic log cabin has 2 bedrooms, 1 bathroom, and 950 square feet of lovingly appointed living space, making it an ideal choice for couples and small families. There... View all property information
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    Olivebridge, New York
    1 / 29
    Woodstock
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    • Central Heating
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    3 1/2 acres of restorative mountainside privacy only 10 minutes from the Woodstock village green. Sleep like a baby in clean mountain air! Master bedroom loft with king bed and fireplace, large 2nd bedroom with queen bed, 3rd bedroom with double futon. Chef's kitchen. HDTV with Apple TV. Out on the... View all property information
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    Woodstock, Catskill Region
    1 / 23
    Woodstock
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Perfect romantic getaway, totally private.<BR>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.<BR>Enjoy your private hot tub, relax and watch the meandering... View all property information
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    Woodstock, Catskill Region
    1 / 16
    Woodstock
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
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    • ?
    About this property
    Our cozy 5 bedroom home features sunroom, sunny back deck, and indoor fireplace for winter months. Enjoy serval gathering spots through out the house. Large dining table and farm style kitchen table to enjoy meals. Full kitchen plus outdoor Bbq. Clean linens and towels provided. We take pride in... View all property information
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    Woodstock, Catskill Region
    1 / 14
    5 of 5 stars (1) Excellent
    Willow
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Beautiful well-kept cottage on Silver Hollow Road. Available weekends or weekly. 1 +1/2 bedrooms, ( queen size loft sleeping area ) . Very private. Large outdoor hot tub for 6. Located near all local ski areas and hiking trails. $465/weekend ( 3 days 2 nights, includes cleaning ), or $ 1175... View all property information
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    Willow, New York
    1 / 12
    Woodstock
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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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    Woodstock, Catskill Region
    1 / 21
    Woodstock
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Garden
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    Located 150 miles from New York City is one of the most beautiful vacation homes in the Catskill region. You and your loved ones will be able to relax in this beautiful mountainous area which was made famous by Washington Irving when he published the famous short story of Rip Van Winkle in 1819.... View all property information
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    Woodstock, Catskill Region
    1 / 8
    Woodstock
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    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... View all property information
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    Woodstock, Catskill Region
    1 / 18
    5 of 5 stars (4) Excellent
    Woodstock
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
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    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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
    Location Information
    Woodstock, Catskill Region
    5 of 5 stars Reviewed 24 August 2016
    Secluded but not remote, modern but cozy, eat-off-the-floors clean with a well-stocked kitchen and a wrap-around deck with gorgeous views of rustling trees, Sage is a magical...
    5 of 5 stars Reviewed 29 September 2015
    My boyfriend and I stayed here for a long weekend. It's small, but perfect for a couple. Everything was clean had worked properly. The hot tub was great. It's a little closer to...
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    1 / 11
    Shokan
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
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    Experience peace and tranquility in a newly renovated downstairs apartment in a barn home located at the end of a mountain road in the Catskill Watershed with views, fishing , boating, hiking, 10 minutes from Woodstock. Considered by locals as one of the best locations in the Catskills. Beautifully... View all property information
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    Shokan, New York
    1 / 18
    5 of 5 stars (1) Excellent
    Woodstock
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • DVD Player
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    • Washer
    • Balcony
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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. <BR>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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    Woodstock, Catskill Region
    1 / 26
    5 of 5 stars (8) Excellent
    Woodstock
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • Air Conditioning
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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
    Location Information
    Woodstock, Catskill Region
    4 of 5 stars 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...
    5 of 5 stars Reviewed 25 June 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 / 15
    Woodstock
    4 Bedrooms, 5 Bathrooms, Sleeps 9 | Quick View
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    • Air Conditioning
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    • Mountain Views
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Woodstock, Catskill Region