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Saugerties Manor: Massive Family Friendly Home w/ Hot Tub, Close to Hunter Mtn Main Image

Saugerties Manor: Massive Family Friendly Home w/ Hot Tub, Close to Hunter Mtn

Create amazing memories in this 7-bedroom, 4-bath family-friendly Saugerties home. The newly updated vacation rental is perfect for an escape from the city. There is plenty of room to stretch out, work or learn remotely, and be outside. With a fresh contemporary design and fantastic features like an enclosed hot tub, saltwater pool, 2-level deck, fire pit, fully-equipped kitchen, playroom, and large yard, this is the perfect spot to call home base.

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A Retreat @ Hudson Woods (Guest House) Main Image

A Retreat @ Hudson Woods (Guest House)

A Retreat @ Hudson Woods is a luxury oasis nestled in the private woods of Kerhonkson. Nearby breweries, farms, and fine dining restaurants make Kerhonkson is true destination, but the privacy and relaxing nature of A Retreat is a peaceful draw as well. This listing is for the smaller house on property that features another house that we also rent. There is privacy so that you will not see or need to interact with anyone renting the other house on the property. Please note that the pool on the grounds is for the large house only. Interested in the booking the guest house and main house?...

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A Retreat @ Hudson Woods: Luxury Property w/ Two Houses Main Image

A Retreat @ Hudson Woods: Luxury Property w/ Two Houses

(This listing is for renting both the main house and the guest house together, which accommodates a total of 12 people.) Located on 8 acres of land in the Hudson Woods development, nestled between the Catskills and Hudson Valley, A Retreat was recently featured in Architectural Digest. The property includes an outdoor garden with fresh herbs and vegetables (accessible in the summer and fall), a natural spring pond, and is surrounded by forest and mountains making for a breathtaking setting and perfect getaway. A Retreat @ Hudson Woods is a luxury oasis nestled in the private woods of Kerhonkson....

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Forest Glen: 1814 Modern Farmhouse w/ Pool in New Paltz Main Image

Forest Glen: 1814 Modern Farmhouse w/ Pool in New Paltz

This is an 1814 Federal farmhouse with modern additions on 19 acres in the popular town of New Paltz. Great views of the Shawangunk Ridge. An outdoor pool will be a cool respite for hot summer Hudson Valley days. Inside, you’ll find a unique combination of 19th Century tradition and modern design with 6 bedrooms and 4.5 bathrooms. *If you would like to bring a dog, you *must* add it to the reservation under the # of guests section upon booking. One dog is allowed per reservation, unless otherwise approved by host (please send us a message). Sorry, we do not allow cats. Please abide by...

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Shokan Lodge: Mid-Century Modern Getaway with Hot Tub Main Image

Shokan Lodge: Mid-Century Modern Getaway with Hot Tub

Mid century modern style 3 bedrooms, 2.5 bathrooms on 5 wooded acres with large yard for activities. House has big wrap around deck with furniture for lounging, as well as a 14 person hot tub. Gourmet chef’s kitchen with Thermador professional grade appliances. Bathrooms all equipped with Toto bidet toilets. The hot tub is working correctly and is cleaned and maintained regularly!

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Fox Run Escape: Modern Ski Getaway w/ Sunset Views, Near Windham Mountain Main Image

Fox Run Escape: Modern Ski Getaway w/ Sunset Views, Near Windham Mountain

The views from this secluded Jewett home are stunning, visible from the large spacious kitchen, living room, family room and deck area. There are 4 bedrooms and 2 full baths. Cozy up by the fireplace in the winter, or soak in some rays on the deck in the summer. The property is located between two major ski areas, Hunter Mountain and Windham Mountain. Enjoy a glass of wine at The Vineyard at Windham, hike at Kaaterskill Forest, or grab a dinner at Brandywine right down the road. *If you would like to bring a dog, you *must* add it to the reservation under the # of guests section upon booking....

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White Tail Farmhouse: Pet Friendly Home in Stone Ridge Main Image

White Tail Farmhouse: Pet Friendly Home in Stone Ridge

White Tail Farmhouse is located in the cozy hamlet of Stone Ridge, surrounded by nature on 7 acres to explore, the home has preserved the historical character of its 1800’s roots, with modern updates and décor by interior designer (and Kingston local) Michael Van Nort. This pet-friendly four bedroom, 3 bath home features an open kitchen with a wood stove and adjacent land to explore. *If you would like to bring a dog, you *must* add it to the reservation under the # of guests section upon booking. One dog is allowed per reservation, unless otherwise approved by host (please send us a message)....

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Rondout Retreat: Peaceful Rosendale Getaway with Gym/Media Room and Chef's Kitchen Main Image

Rondout Retreat: Peaceful Rosendale Getaway with Gym/Media Room and Chef’s Kitchen

Modern and spacious home located near to New Paltz and Kingston as well as High Falls. The three bedroom, two bath home includes a fully fenced backyard, a screened in porch and deck space as well as an outdoor fire pit. The basement features a media room/gym with weights, spin bike and Muay Thai bag. You can walk, run or bike over to the Rondout Creek or make your way up to the Rail Trail, with access to the famous Rosendale Trestle bridge with views over the Rondout Creek. Thanksgiving Note: Home has an additional “summer kitchen” with extra stove/oven for large meal prep ease! *The...

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Black Walnut: Rustic & Unique Highland Farmhouse on 50 Acres Main Image

Black Walnut: Rustic & Unique Highland Farmhouse on 50 Acres

Located in Highland, NY and nearby to New Paltz and Poughkeepsie, this home is a private with 50 acres of property. Enjoy the peace and quiet of the great outdoors easy access to nearby activities. The home, which features vintage and antique touches balanced with modern and high-end finishes, includes four bedrooms, an open concept chef’s kitchen and butler’s pantry as well as an outdoor shower and swimming pond.

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Great room

Bearsville Barn: Rustic Renovated Barn with Outdoor Pizza Oven

The Bearsville Barn is a beautifully restored 1889 gem—featured in Vogue and “Woodstock Handmade Houses—located just 8 minutes from the heart of Woodstock. The one-of-a-kind property embraces the property’s original character with upgraded touches including a fully-fenced in-ground pool, 12 foot movie screen projector, chef’s kitchen and outdoor pizza oven. The home includes two private bedrooms and two expansive lofted sleeping quarters. You will be situated at the foothills of the Catskills with limitless opportunities to explore the Hudson Valley! *The pool is available from Memorial Day...

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Gardiner Gunk House: Cozy Retreat near Minnewaska State Park Main Image

Gardiner Gunk House: Cozy Retreat near Minnewaska State Park

Perfect for a cozy and private getaway or long and lazy holiday, this property sits in view of the Shawangunk Mountain range with easy access to local farms, shops and more in nearby New Paltz and beyond. Make a weekend of tasting local wines at Whitecliff Vineyard or innovative cocktails at Gardiner Liquid Mercantile. Plan your next adventure like rock-climbing or skydiving nearby!

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Hilltop House: Charming 1890s Farmhouse Near Kingston Waterfront Main Image

Hilltop House: Charming 1890s Farmhouse Near Kingston Waterfront

Charming 1890’s country house with easy access to Kingston, Rosendale & New Paltz, and right next to the new Empire State Trail. Enjoy the massive sun-filled kitchen & separate dining room, gas fireplace, bluestone patio with grill & fire pit. The home offers 2,400 square feet of space for entertaining year-round. The house is perfect for families with young children and groups of friends looking for a weekend retreat away from the city. *If you would like to bring a dog, you *must* add it to the reservation under the # of guests section upon booking. One dog is allowed per reservation,...

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Esopus Escape: Family-Friendly with Hot Tub Main Image

Esopus Escape: Family-Friendly with Hot Tub

A private newly renovated retreat located near to bustling Upstate destinations and towns. The stylishly curated home includes and open concept layout, 3 bedrooms and 3 bathrooms, fireplace and wrap around deck as well as an above-ground pool for summer fun! The newly renovated basement also includes an additional living space with a bathroom, Murphy bed / sofa, and a pool table! Located 12 minutes to New Paltz and 13 mins to Kingston. *The pool is available from Memorial Day weekend to Labor Day weekend. It is not heated* *If you would like to bring a dog, you *must* add it to the reservation...

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Olivebridge Oasis: Family-friendly Getaway with Cozy Fireplace Main Image

Olivebridge Oasis: Family-friendly Getaway with Cozy Fireplace

Retreat to a private oasis with a luxurious outdoor living space including a pool and fire pit. The four bedroom, two bathroom house includes ample room for lounging by the fireplace, enjoying a meal in the spacious kitchen or enjoying the secluded and expansive outdoor area. The property’s location in Olivebridge offers proximity to the Ashokan Reservoir and cozy towns like High Falls and Stone Ridge. *The pool is available from Memorial Day weekend to Labor Day weekend. It is not heated* *If you would like to bring a dog, you *must* add it to the reservation under the # of guests section...

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Hillside Escape: Secluded Getaway with Hot Tub & Shuffleboard Main Image

Hillside Escape: Secluded Getaway with Hot Tub & Shuffleboard

A perfect location for your weekend getaway or holiday in the country! The stylishly appointed house includes 3 bedrooms and 3 bathrooms, an above-ground pool, hot tub and cozy cabana with gas fire pit. Located 10 mins to Saugerties, 15 mins to Woodstock and 15 minutes to Kingston, it’s wonderfully situated for exploring the natural wonders of the countryside or the bustling nearby towns. 30 mins to Hunter, 45 mins to Windham/Belleayre. *The pool is available from Memorial Day weekend to Labor Day weekend. It is not heated* *If you would like to bring a dog, you *must* add it to the reservation...

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Rail Trail Cottage: Kingston Getaway w/ Direct Access to Hudson Valley Rail Trail

Adventure awaits at a serene cottage, located between the towns of New Paltz + Kingston & ideally situated along the Hudson Valley Rail Trail! Enjoy a newly renovated cottage w/ exposed beams, original character, wood-burning fireplace and chic décor. It’s dog-friendly & includes a modern kitchen & bathroom, deck w/ propane grill & three-seasons screened porch overlooking a babbling brook and view of Rail Trail. Location close to local farms, restaurants, antique shopping, wineries & more! *If you would like to bring a dog, you *must* add it to the reservation under...

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Phoenicia Retreat: Massive Private Entertaining Home with Fireplace & Pond Main Image

Phoenicia Retreat: Massive Private Entertaining Home with Fireplace & Pond

This is a real Mountain Retreat. A large home perfect for a family getaway or extended holiday. The home features exposed beams, spacious open areas for gathering, and a big fireplace. There is an extensive deck and a screened in porch compete with hammock. There is also a pond big enough to swim in or just to feed goldfish. Dogs are welcome! Near to Phoenicia Diner, The Pines and the Esopus Creek. *If you would like to bring a dog, you *must* add it to the reservation under the # of guests section upon booking. One dog is allowed per reservation, unless otherwise approved by host (please send...

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Open concept kitchen with modern stainless steel appliances.

Blue Mtn. Cabin: Saugerties Mid-Century Mod Home with Hot Tub

Blue Mountain Cabin offers everything you need for a luxurious weekend getaway or holiday in the country. From the cozy wood-burning stove and open concept layout to a chef’s kitchen with modern amenities, master bedroom with ensuite bath and outdoor hot tub, the property is ideal for your stay. Located 12 mins to Saugerties, 15 mins to Woodstock and 25 mins to Kingston, it’s wonderfully situated for exploration. Skiing: 30 minutes to Hunter & 40 minutes to Windham. *If you would like to bring a dog, you *must* add it to the reservation under the # of guests section upon booking. One dog...

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Cottage 34: Rustic French Country Cottage with Wood Stove and Firepit Main Image

Cottage 34: Rustic French Country Cottage with Wood Stove and Firepit

Discover a gateway to adventure, nestled in the foothills of the Catskills. This home is your country getaway, fully refurbished in a modern, French country style. *If you would like to bring a dog, you *must* add it to the reservation under the # of guests section upon booking. One dog is allowed per reservation, unless otherwise approved by host (please send us a message). Sorry, we do not allow cats. Please abide by our pet rules.

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