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  • Coal Cabin - Chic MCM near Phoenicia
    From $416 per night (USD)

    VRBO

    Coal Cabin - Chic MCM near Phoenicia

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Coal Cabin is a chic Upstate escape in the heart of the Catskills, located 2.5 hours from NYC, minutes from the ...

    From $416 per night (USD)

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    Details
  • Kripplebush Hollow - Sunny & Cozy in Stone Ridge
    From $342 per night (USD)

    VRBO

    Kripplebush Hollow - Sunny & Cozy in Stone Ridge

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Kripplebush Hollow is a sun-drenched retreat in the heart of the Catskills, located 2 hours from NYC. Set on ...

    From $342 per night (USD)

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    Details
  • Le Petit Cottage - French Country in Saugerties
    From $345 per night (USD)

    VRBO

    Le Petit Cottage - French Country in Saugerties

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Le Petit Cottage is a cozy renovated farmhouse retreat in the heart of the scenic Hudson Valley, located 2 hour ...

    From $345 per night (USD)

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    Details
  • Hidden Pond: 7 Acres w\/ Swim Pond—Hot Tub—Creek+
    From $424 per night (USD)

    VRBO

    Hidden Pond: 7 Acres w\/ Swim Pond—Hot Tub—Creek+

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Summary: Hidden Pond is a one-stop nature retreat on the serene Roundout Reservoir in Catskill Park—just 1.5 hrs from th ...

    From $424 per night (USD)

    VRBO

    Details
  • Wildcat Mountain Cabin - Private, Views w\/ Hot Tub
    From $361 per night (USD)

    VRBO

    Wildcat Mountain Cabin - Private, Views w\/ Hot Tub

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Summary: Wildcat Mountain Cabin is blissfully peaceful cabin with an emphasis on nature in the heart of the Catskills, l ...

    From $361 per night (USD)

    VRBO

    Details
  • Waterfront Wallkill Duplex Home w\/ Fire Pits!
    From $256 per night (USD)

    Expedia

    Waterfront Wallkill Duplex Home w\/ Fire Pits!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    Head to New York and stay at this riverfront Wallkill vacation rental that’s ideal for outdoor enthusiasts! At this 3-be ...

    From $256 per night (USD)

    Expedia

    Details
  • Woodlands - Peaceful & Charming Catskills Escape
    From $277 per night (USD)

    VRBO

    Woodlands - Peaceful & Charming Catskills Escape

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Woodlands is blissfully peaceful cabin with an emphasis on nature in the heart of the Catskills, located 2.5 ho ...

    From $277 per night (USD)

    VRBO

    Details
  • Spectacular Modern Farmhouse - Town, Hike & Swim
    From $1056 per night (USD)

    Expedia

    Spectacular Modern Farmhouse - Town, Hike & Swim

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to Mountain Creek Retreat! Bring all your loved ones and reconnect with nature at this unforgettable escape in t ...

    From $1056 per night (USD)

    Expedia

    Details
  • This Sioux Tipi is no longer available,  but we have one nearby in another town!
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    VRBO

    This Sioux Tipi is no longer available, but we have one nearby in another town!

    Bedrooms:
    500
    Bathrooms:
    5
    Sleeps:
    4

    --------We cannot, for the time being, offer the Authentic 18 foot Sioux Tipi for booking but search "Tipi Saugerties NY ...

    Click For Pricing

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    Details
  • Fairy tale house.  Near skying: 10 mins. from Belleayre, 20 mins. from Hunter
    From $154 per night (USD)

    Expedia

    Fairy tale house. Near skying: 10 mins. from Belleayre, 20 mins. from Hunter

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Two bedrooms and office. Fully appointed & tastefully decorated, with emphasis on comfort. Large yard leading to stream ...

    From $154 per night (USD)

    Expedia

    Details
  • Catskill Estate w\/epic views + hot tub, sleeps 13 and pet friendly
    From $814 per night (USD)

    VRBO

    Catskill Estate w\/epic views + hot tub, sleeps 13 and pet friendly

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    15

    Serene 5BR/4.5BA Art Deco/Hollywood Regency style Hudson Valley estate, on 8 private, pristine acres; mountain views & p ...

    From $814 per night (USD)

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    Details
  • Ukihaus Hudson: Enchanting Hudson Valley A-Frame
    From $300 per night (USD)

    Expedia

    Ukihaus Hudson: Enchanting Hudson Valley A-Frame

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Escape to the serene beauty of Ukihaus Hudson, a breathtaking A-Frame getaway tucked away in the tranquil forests of the ...

    From $300 per night (USD)

    Expedia

    Details
  • Beautiful Catskills Getaway
    From $525 per night (USD)

    VRBO

    Beautiful Catskills Getaway

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    6

    Four bedroom, three bathroom home in the Catskills. Nearby skiing, scenic hikes and walking trails. Outdoor grill set-up ...

    From $525 per night (USD)

    VRBO

    Details
  • Schoolhouse No. 11 Newly RENOVATED\nUpstate Hudson Valley - Catskill Getaway
    From $267 per night (USD)

    Expedia

    Schoolhouse No. 11 Newly RENOVATED\nUpstate Hudson Valley - Catskill Getaway

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    PRIVATE Entire house and property - 1852 Schoolhouse newly renovated in the Catskills / Hudson Valley only two hours fro ...

    From $267 per night (USD)

    Expedia

    Details
  • Wildflower Lotus Farm a Luxurious 5bd Home w\/ Pool, Firepit and more
    From $1121 per night (USD)

    VRBO

    Wildflower Lotus Farm a Luxurious 5bd Home w\/ Pool, Firepit and more

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    16

    Enjoy a trip like no other when you stay at this impeccably designed home in Gardiner! With 5 bedrooms, 3.5 bathrooms, a ...

    From $1121 per night (USD)

    VRBO

    Details
  • Chateau Bungalow - Ski Belleayre, Hunter
    From $589 per night (USD)

    Expedia

    Chateau Bungalow - Ski Belleayre, Hunter

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    9

    Summary: Located in Shandaken NY, Chateau Bungalow is a recently renovated house that has the thoughtful charm to be you ...

    From $589 per night (USD)

    Expedia

    Details
  • Fox Lodge: Hudson Valley \/ Catskills Getaway
    From $376 per night (USD)

    VRBO

    Fox Lodge: Hudson Valley \/ Catskills Getaway

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    8

    This spacious mid-century lodge w/ modern amenities is the perfect setting to host your family & friends for a memorable ...

    From $376 per night (USD)

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    Details
  • Cozy Catskills Cottage with Saltwater Pool
    From $146 per night (USD)

    VRBO

    Cozy Catskills Cottage with Saltwater Pool

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Be it high summer or snowy winter, this is the place to chill! A long shady driveway brings you to the Cottage, a two be ...

    From $146 per night (USD)

    VRBO

    Details
  • Two-Bedroom Bungalow Unit at Cedar Nest
    From $254 per night (USD)

    VRBO

    Two-Bedroom Bungalow Unit at Cedar Nest

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This charming 2-bedroom unit at the 1930's Bungalows has been painstakingly renovated, complete with marble/radiant bath ...

    From $254 per night (USD)

    VRBO

    Details
  • Woodstock Artist's Retreat
    From $458 per night (USD)

    Expedia

    Woodstock Artist's Retreat

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Relax, create, and enjoy the Woodstock Artist's Retreat. 6 serene acres hugged by magical Overlook Mountain, Lewis ...

    From $458 per night (USD)

    Expedia

    Details
  • Private country estate on 14 acres w\/ panoramic mountain views, 20 minutes...
    From $1262 per night (USD)

    VRBO

    Private country estate on 14 acres w\/ panoramic mountain views, 20 minutes...

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    11

    The Preserve Private country estate on 14 acres w/ panoramic mountain views, 20 minutes from Hunter & Windham ski resor ...

    From $1262 per night (USD)

    VRBO

    Details
  • Grand Victorian Home- Located on a quiet street. Walking distance to the Village
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    Expedia

    Grand Victorian Home- Located on a quiet street. Walking distance to the Village

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    8

    This beautiful Victorian home has a large commercial kitchen and a grand dining area. You have plenty of space for relax ...

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    Expedia

    Details
  • Beautiful Victorian In Kingston NY
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    VRBO

    Beautiful Victorian In Kingston NY

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Hi All! We have a beautiful historic Victorian home in Kingston, NY - close to the Rondout waterfront and Uptown Stocka ...

    Click For Pricing

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    Details
  • Charming Cottage with Expansive Hudson River Views
    From $265 per night (USD)

    Expedia

    Charming Cottage with Expansive Hudson River Views

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The Swan Cottage was built in 1923 and was fully renovated in 2020. The idyllic location, on a bluff overlooking the Hud ...

    From $265 per night (USD)

    Expedia

    Details
  • NEW! FOLEY'S LOG CABIN with Hot Tub
    From $645 per night (USD)

    VRBO

    NEW! FOLEY'S LOG CABIN with Hot Tub

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    12

    Yay!! Legoland has finally opened!! Escape to the ultimate Hudson Valley retreat when you stay at this 4-bedroom, 3-ba ...

    From $645 per night (USD)

    VRBO

    Details
  • Studio close to Woodstock
    From $109 per night (USD)

    Expedia

    Studio close to Woodstock

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    2

    Fully furnished 750 square foot studio apartment with queen size bed, kitchen and one bathroom with shower, air conditio ...

    From $109 per night (USD)

    Expedia

    Details
  • Become at peace in a comfortable country home
    From $325 per night (USD)

    VRBO

    Become at peace in a comfortable country home

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Find yourself at peace in this beautiful countryside home only a few miles from Minnewaska state park. Enjoy the peace a ...

    From $325 per night (USD)

    VRBO

    Details
  • Charming Historic Home Near Waterfront Restaurants
    From $285 per night (USD)

    Expedia

    Charming Historic Home Near Waterfront Restaurants

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    The best of both worlds: our 1870s house fits right into its historic Rondout neighborhood, but with funky modern design ...

    From $285 per night (USD)

    Expedia

    Details
  • Fully Remodeled Saugerties Retreat on 7 Acres!
    From $240 per night (USD)

    VRBO

    Fully Remodeled Saugerties Retreat on 7 Acres!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Make this 1-bedroom, 1-bathroom vacation rental in Saugerties your next upstate destination! The newly renovated duplex, ...

    From $240 per night (USD)

    VRBO

    Details
  • The Leeway - Meadow Loft Duplex
    From $315 per night (USD)

    Expedia

    The Leeway - Meadow Loft Duplex

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Step into a world of rustic refinement with our Meadow Loft Duplex at The Leeway. This uniquely designed space features ...

    From $315 per night (USD)

    Expedia

    Details
  • The Leeway - River Studio
    From $258 per night (USD)

    VRBO

    The Leeway - River Studio

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Immerse yourself in the serene ambiance of our River Studio at The Leeway. This thoughtfully designed space boasts high ...

    From $258 per night (USD)

    VRBO

    Details
  • Greycliff: Mohonk Preserve Getaway
    From $644 per night (USD)

    Expedia

    Greycliff: Mohonk Preserve Getaway

    Bedrooms:
    4
    Bathrooms:
    1
    Sleeps:
    8

    Welcome to Greycliff! Enjoy unobstructed, panoramic views of the Shawangunk range from this newly reconstructed four be ...

    From $644 per night (USD)

    Expedia

    Details
  • NEW: Stylish Limestone Villa w\/ Sauna and Movie Theatre
    From $1345 per night (USD)

    VRBO

    NEW: Stylish Limestone Villa w\/ Sauna and Movie Theatre

    Bedrooms:
    5
    Bathrooms:
    8
    Sleeps:
    20

    Welcome to Belton Park. If you want a stunning country estate with sleek interiors near a great town, this is it! Buil ...

    From $1345 per night (USD)

    VRBO

    Details
  • Breezy Hill: Private Cedar Cabin Oasis
    From $501 per night (USD)

    Expedia

    Breezy Hill: Private Cedar Cabin Oasis

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Discover a secluded cedar cabin accommodating up to six guests across three bedrooms. This private retreat boasts modern ...

    From $501 per night (USD)

    Expedia

    Details
  • Mountain Ridge Retreat - Private & Peaceful Getaway. Family & Pet Friendly
    From $555 per night (USD)

    VRBO

    Mountain Ridge Retreat - Private & Peaceful Getaway. Family & Pet Friendly

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    16

    "The Mountain Ridge Retreat" is the perfect getaway for your family and your friends to reconnect with nature and each o ...

    From $555 per night (USD)

    VRBO

    Details
  • 3BD Samsonville USA: Kerhonkson Modern Farmhouse
    From $956 per night (USD)

    Expedia

    3BD Samsonville USA: Kerhonkson Modern Farmhouse

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Nestled in the heart of the scenic Hudson Valley, just moments away from the vibrant community of Stone Ridge, ...

    From $956 per night (USD)

    Expedia

    Details
  • Spacious Cozy Uptown Studio
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    VRBO

    Spacious Cozy Uptown Studio

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located one block from the historic uptown Stockade district, this new construction (May 2023) spacious 400 sqft studio ...

    Click For Pricing

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    Details
  • Woodstock Cabin in the Woods
    From $73 per night (USD)

    VRBO

    Woodstock Cabin in the Woods

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    2

    Charming A-frame cabin in lovely private wooded setting. This stone and wood constructed cabin features a gorgeous work ...

    From $73 per night (USD)

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    Details
  • Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine
    From $236 per night (USD)

    VRBO

    Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    7

    Discover your perfect retreat in this brand-new, two-bedroom home. It offers a luxurious master suite with a king-sized ...

    From $236 per night (USD)

    VRBO

    Details
  • NEW Modern waterfront home in Saugerties, views, fire pit, EV charging station
    From $524 per night (USD)

    Expedia

    NEW Modern waterfront home in Saugerties, views, fire pit, EV charging station

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Welcome to the Creekside Charmer, the perfect destination for your next family getaway! A modern luxury on the esopus cr ...

    From $524 per night (USD)

    Expedia

    Details
  • Brand New, Restored Catskills Cabin Âş Yarrowood Âş
    From $141 per night (USD)

    VRBO

    Brand New, Restored Catskills Cabin º Yarrowood º

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to our family's home - it's a dream here. Find rest in our stylish and newly renovated space. A cozy, modern ret ...

    From $141 per night (USD)

    VRBO

    Details
  • New Designer Retreat ideal for Families
    From $781 per night (USD)

    Expedia

    New Designer Retreat ideal for Families

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    5

    Contemporary 3 bedroom house (built 2023) surrounded by the Scenic Hudson Nature Preserve and Louisa Pond within a 5 min ...

    From $781 per night (USD)

    Expedia

    Details
  • Cheekymoose Mountain House\n
    From $372 per night (USD)

    VRBO

    Cheekymoose Mountain House\n

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Nestled in between a burbling creek, a Buddhist Sanctuary, and the forever wild protected Catskill Mountains, Cheekymoos ...

    From $372 per night (USD)

    VRBO

    Details
  • Adorable Midtown Kingston Tavern Style apartment
    From $158 per night (USD)

    Expedia

    Adorable Midtown Kingston Tavern Style apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This adorable and well appointed apartment is located in Midtown just steps from amazing area restaurants and nightlife ...

    From $158 per night (USD)

    Expedia

    Details
  • Catskills Retreat on 10 Acres w\/ Private Creek
    From $368 per night (USD)

    VRBO

    Catskills Retreat on 10 Acres w\/ Private Creek

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Our quiet little slice of the Catskills is the perfect retreat! Located on 10+ wooded acres with private creek access. 3 ...

    From $368 per night (USD)

    VRBO

    Details
  • The Huron- family fun with stunning views in a large comfy home
    From $320 per night (USD)

    Expedia

    The Huron- family fun with stunning views in a large comfy home

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    11

    If you need a gorgeous getaway to decompress and enjoy nature the Huron is for you! Nestled in the town of Milton, we ...

    From $320 per night (USD)

    Expedia

    Details
  • Hudson Valley Designer Retreat \nwith pool and large garden
    From $360 per night (USD)

    VRBO

    Hudson Valley Designer Retreat \nwith pool and large garden

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Charming and recently renovated, this 3-bedroom, 3-bathroom rental property sits on 5 acres atop of a hill in Kingston, ...

    From $360 per night (USD)

    VRBO

    Details
  • Saugerties Farmhouse w\/ Patio & Countryside Views!
    From $206 per night (USD)

    Expedia

    Saugerties Farmhouse w\/ Patio & Countryside Views!

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    6

    Welcome to 'Rooster's Roost,' aka your new favorite Hudson Valley hideaway. Here, enjoy the leisurely pace of life in th ...

    From $206 per night (USD)

    Expedia

    Details
  • Container Cabin in the Catskills
    From $226 per night (USD)

    VRBO

    Container Cabin in the Catskills

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    2

    The original of our four 4-season shipping container cabins on our land — with a wood stove, sofa bed, kitchenette, La C ...

    From $226 per night (USD)

    VRBO

    Details
  • The Highview, A Catskills Log Cabin\n\n
    From $548 per night (USD)

    Expedia

    The Highview, A Catskills Log Cabin\n\n

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    We’re an interior designer and carpenter pair who’ve styled over 200 properties around the world, including our own in C ...

    From $548 per night (USD)

    Expedia

    Details
  • A Charming Victorian House
    From $770 per night (USD)

    VRBO

    A Charming Victorian House

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    Wake up to birdsong and fresh Upstate air when you book this charming Victorian house! The 5-bedrooms, 2-bathrooms vacat ...

    From $770 per night (USD)

    VRBO

    Details
  • Pet-Friendly Ellenville Apartment in the Catskills
    From $261 per night (USD)

    Expedia

    Pet-Friendly Ellenville Apartment in the Catskills

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    The breathtaking beauty and outdoor adventures of the Catskill Mountains are at your fingertips when you stay at this El ...

    From $261 per night (USD)

    Expedia

    Details
  • Charming 2-bedroom cottage with large deck in beautiful Accord NY.
    From $199 per night (USD)

    VRBO

    Charming 2-bedroom cottage with large deck in beautiful Accord NY.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Sweet 2 bedroom cottage in Accord NY. Located in a quiet country setting, this home is light and bright with lots of sun ...

    From $199 per night (USD)

    VRBO

    Details
  • The Clementine- rad camper 5 minutes from the Gunks, perfect for climbers
    From $178 per night (USD)

    Expedia

    The Clementine- rad camper 5 minutes from the Gunks, perfect for climbers

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Get out of the city and into the wild in style at The Clementine! 🍊 This property has everything you'd hope for in a g ...

    From $178 per night (USD)

    Expedia

    Details
  • Heart of the Village Victorian Saugerties NY
    From $341 per night (USD)

    VRBO

    Heart of the Village Victorian Saugerties NY

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Truly moments from everything Saugerties and the Hudson Valley has to offer. Features 2,300 sq ft, bright, spacious, pri ...

    From $341 per night (USD)

    VRBO

    Details
  • Studio with private pool, firepit, cabana, grill, & washer\/dryer-Dogs ok
    From $257 per night (USD)

    Expedia

    Studio with private pool, firepit, cabana, grill, & washer\/dryer-Dogs ok

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    S'mores Corner Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...

    From $257 per night (USD)

    Expedia

    Details
  • Catskills River Retreat: Large Waterfront 4BR Home Sleeps 11 Guests
    From $499 per night (USD)

    VRBO

    Catskills River Retreat: Large Waterfront 4BR Home Sleeps 11 Guests

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    11

    Catskills Creekside Retreat is a four bedroom two bath house situated next to Esopus Creek with direct waterfront access ...

    From $499 per night (USD)

    VRBO

    Details
  • Modern Mountain House in small walkable hamlet with a view surrounded by nature.
    From $524 per night (USD)

    VRBO

    Modern Mountain House in small walkable hamlet with a view surrounded by nature.

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Sit on deck, watch the beauty of the property unfold during the day or night. See the hawks, hand gliders, turkeys and d ...

    From $524 per night (USD)

    VRBO

    Details
  • Private house in the woods. 1.5 miles to Woodstock town center.
    From $155 per night (USD)

    VRBO

    Private house in the woods. 1.5 miles to Woodstock town center.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Architecturally designed house in a private setting while also close to town (1.5 miles to Village Green), music venues, ...

    From $155 per night (USD)

    VRBO

    Details
  • Catskills Retro Retreat- Unique 3 Bd\/ 2 Ba Upstate Home w\/ Hot Tub & Firepit -mins from Woodstock
    From $309 per night (USD)

    VRBO

    Catskills Retro Retreat- Unique 3 Bd\/ 2 Ba Upstate Home w\/ Hot Tub & Firepit -mins from Woodstock

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Situated halfway between Saugerties & Woodstock, this inviting 3 bed/ 2 bath mid-century ranch offers the perfect blend ...

    From $309 per night (USD)

    VRBO

    Details
  • A light and spacious house with deck in the heart of historic Kingston
    From $292 per night (USD)

    VRBO

    A light and spacious house with deck in the heart of historic Kingston

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    A peaceful retreat in the heart of Uptown Kingston. Filled with art, light, and little details to make your stay as comf ...

    From $292 per night (USD)

    VRBO

    Details
  • Serene escape with private lake
    From $1462 per night (USD)

    Expedia

    Serene escape with private lake

    Bedrooms:
    6
    Bathrooms:
    8
    Sleeps:
    21

    Summary: Forget your worries in this spacious and serene space. The Space: Welcome to your ultimate retreat in the hear ...

    From $1462 per night (USD)

    Expedia

    Details
  • Dog loving, heated salt water pool, New Paltz retreat in the woods.
    From $625 per night (USD)

    VRBO

    Dog loving, heated salt water pool, New Paltz retreat in the woods.

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    The house in surrounded by mature trees and lush gardens, with a heated salt water pool. Walk to corner farm store for a ...

    From $625 per night (USD)

    VRBO

    Details
  • Nature Mountain Retreat with Outdoor Hot Tub and Sauna Spa Experience
    From $780 per night (USD)

    Expedia

    Nature Mountain Retreat with Outdoor Hot Tub and Sauna Spa Experience

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Comfortable, tranquil and secluded mid-century house on a 10 acre private property with spacious hydrotherapy hot tub, c ...

    From $780 per night (USD)

    Expedia

    Details
  • Atomic Ranch - MCM One Level in Olivebridge. Great Outdoor Space!
    From $549 per night (USD)

    VRBO

    Atomic Ranch - MCM One Level in Olivebridge. Great Outdoor Space!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Highlights: Updated ranch in the perfectly placed hamlet of Olivebridge. Great open living and dining room, fireplace, ...

    From $549 per night (USD)

    VRBO

    Details
  • Highland 1850s Studio Barn on Sprawling 4.5 Acres!
    From $225 per night (USD)

    Expedia

    Highland 1850s Studio Barn on Sprawling 4.5 Acres!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Embrace the slow pace of countryside serenity at our 1-bathroom studio in Highland, NY! Located in the Hudson Valley and ...

    From $225 per night (USD)

    Expedia

    Details
  • Guest Favorite Garuda Apartment 8
    From $203 per night (USD)

    VRBO

    Guest Favorite Garuda Apartment 8

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Natural fineness meets charming style. Follow us @alpinefourseasonlodge for connections, recommendations and the enjoy-f ...

    From $203 per night (USD)

    VRBO

    Details
  • Belleayre Purple Victorian Vacation Home\n\n
    From $597 per night (USD)

    Expedia

    Belleayre Purple Victorian Vacation Home\n\n

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    Charming, cozy, 5 br., 2 bath, home is sunny, clean, and spacious (2,680 sq. ft.), vacation home newly renovated in June ...

    From $597 per night (USD)

    Expedia

    Details
  • Oakwood Cabin: Kerhonkson’s Autumn Retreat
    From $308 per night (USD)

    VRBO

    Oakwood Cabin: Kerhonkson’s Autumn Retreat

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    A peaceful retreat with modern comforts in the heart of the Catskills, in Kerhonkson, NY. Newly renovated and thoughtful ...

    From $308 per night (USD)

    VRBO

    Details
  • The Meyer: spacious family home with hot tub
    From $314 per night (USD)

    Expedia

    The Meyer: spacious family home with hot tub

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    Welcome to the Meyer, your relaxing retreat located in the quaint town of New Paltz! Minutes away from the cute restaura ...

    From $314 per night (USD)

    Expedia

    Details
  • 3BR\/2BA Highland Home A Private & Family or Pet Friendly
    From $443 per night (USD)

    VRBO

    3BR\/2BA Highland Home A Private & Family or Pet Friendly

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Located in Highland, New York, The Cherry House is a newly built, private 3 bedroom home perfect for family & friends ga ...

    From $443 per night (USD)

    VRBO

    Details
  • Hits | Catskills Views | Pet Friendly | Studio
    From $288 per night (USD)

    Expedia

    Hits | Catskills Views | Pet Friendly | Studio

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Book your Hudson Valley getaway and prepare for all-season adventures & relaxation overlooking the Catskill Mountains. T ...

    From $288 per night (USD)

    Expedia

    Details
  • This barn is a 4 bedroom(s), 2 bathrooms, located in Bearsville, NY.
    From $510 per night (USD)

    VRBO

    This barn is a 4 bedroom(s), 2 bathrooms, located in Bearsville, NY.

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    The Woodstock Barn is a beautifully restored 1889 gem—featured in Vogue and “Woodstock Handmade Houses—located just 8 mi ...

    From $510 per night (USD)

    VRBO

    Details
  • Modern Lakefront Retreat
    From $814 per night (USD)

    Expedia

    Modern Lakefront Retreat

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Unwind at our waterfront retreat in Saugerties, where mid-century style meets modern comfort. The open floor plan flows ...

    From $814 per night (USD)

    Expedia

    Details
  • Woodstock 2-bedroom cottage mountain views fireplace Jan\/Feb\/March 3 months
    From $453 per night (USD)

    VRBO

    Woodstock 2-bedroom cottage mountain views fireplace Jan\/Feb\/March 3 months

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    CONTACT OWNER TO DISCUSS DETAILS AND PRICE ...This Deal must be booked by December 15, 2024.......Your Mount Tremper get ...

    From $453 per night (USD)

    VRBO

    Details
  • The Stonemason - A Private Catskill Winter Escape in the Woods close to Kingston
    From $712 per night (USD)

    Expedia

    The Stonemason - A Private Catskill Winter Escape in the Woods close to Kingston

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Escape the city's hustle and unwind in the inviting embrace of The Stonemason, a beautifully renovated 1701 Dutch coloni ...

    From $712 per night (USD)

    Expedia

    Details
  • The Mod Cabin
    From $362 per night (USD)

    VRBO

    The Mod Cabin

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    About this space Discover a cute Catskills hideaway: a warm, cozy and stylish vacation home perfectly located by the dow ...

    From $362 per night (USD)

    VRBO

    Details
  • Secluded Kerhonkson Home w\/ Fire Pit, Near Hiking!
    From $384 per night (USD)

    Expedia

    Secluded Kerhonkson Home w\/ Fire Pit, Near Hiking!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Pet Friendly w/ Fee | Outdoor Dining | 12 Mi to Minnewaska State Park Whether you’re seeking outdoor adventure or a ser ...

    From $384 per night (USD)

    Expedia

    Details
  • The Farmhouse on the Hill
    From $207 per night (USD)

    VRBO

    The Farmhouse on the Hill

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to The Farmhouse on The Hill. A true labor of love, this 1870’s home was lovingly restored, sustaining its hist ...

    From $207 per night (USD)

    VRBO

    Details
  • Cozy Home with Hot Tub, Game Room and Fire Pit
    From $401 per night (USD)

    Expedia

    Cozy Home with Hot Tub, Game Room and Fire Pit

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    Summary: Escape to this charming 3-bedroom, 1-bathroom home in New Paltz, NY, perfect for families and groups of up to 7 ...

    From $401 per night (USD)

    Expedia

    Details
  • Charming  guesthouse  in castle  in delightful Woodstock with office space
    From $281 per night (USD)

    VRBO

    Charming guesthouse in castle in delightful Woodstock with office space

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Get ready to relax in a fully independent guesthouse in a stone castle in Woodstock . This terrific property features ...

    From $281 per night (USD)

    VRBO

    Details
  • Uptown Oasis
    From $94 per night (USD)

    VRBO

    Uptown Oasis

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Enjoy easy access to everything from this centrally located and stylish place. Fully furnished for your needs, this larg ...

    From $94 per night (USD)

    VRBO

    Details
  • Cozy Uptown Getaway
    From $132 per night (USD)

    VRBO

    Cozy Uptown Getaway

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Fully furnished for your needs, this one bedroom/one bath has an open living area, fully-equipped kitchenette, queen pil ...

    From $132 per night (USD)

    VRBO

    Details
  • Quiet Luxury Retreat in the Catskills -- 2 bedrooms, Designer Amenities
    From $280 per night (USD)

    Expedia

    Quiet Luxury Retreat in the Catskills -- 2 bedrooms, Designer Amenities

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Tucked into one of the coziest corners of the Catskills, this is the perfect place to unwind from the demands of urban l ...

    From $280 per night (USD)

    Expedia

    Details
  • Welcome to your HV escape on Lighthouse Dr in Saugerties
    From $628 per night (USD)

    VRBO

    Welcome to your HV escape on Lighthouse Dr in Saugerties

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to your HV escape on Lighthouse Dr in Saugerties. This remodeled home offers stunning water views and direct Hud ...

    From $628 per night (USD)

    VRBO

    Details
  • Black Barn Modern Retreat in the Catskills
    From $642 per night (USD)

    Expedia

    Black Barn Modern Retreat in the Catskills

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Escape to this cool house in picturesque Kerhonkson. With 3 bedrooms, 2 bathrooms, and essential amenities like WiFi and ...

    From $642 per night (USD)

    Expedia

    Details
  • Saugerties Modern Private Waterfront 2BR Village Walk to All Kayaks Pet Friendly
    From $532 per night (USD)

    VRBO

    Saugerties Modern Private Waterfront 2BR Village Walk to All Kayaks Pet Friendly

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to Upstate Waterfronts! Whether you are traveling for the Holidays, visiting family, or looking for a restorativ ...

    From $532 per night (USD)

    VRBO

    Details
  • Modern Private Waterfront 3BR Saugerties Village Walk to All Kayaks Pet Friendly
    From $506 per night (USD)

    Expedia

    Modern Private Waterfront 3BR Saugerties Village Walk to All Kayaks Pet Friendly

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    Welcome to Upstate Waterfronts! Whether you're traveling for the Holidays, visiting family, or looking for a restorative ...

    From $506 per night (USD)

    Expedia

    Details
  • Catskills Luxury Chalet - Mountains Retreat
    From $2071 per night (USD)

    VRBO

    Catskills Luxury Chalet - Mountains Retreat

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    12

    The Skyview - is cozy, modern retreat offering scenic mountain views. The property features stylish interior, spacious c ...

    From $2071 per night (USD)

    VRBO

    Details
  • Spacious A-Frame w\/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
    From $528 per night (USD)

    Expedia

    Spacious A-Frame w\/ Game Room, Fire Pit & Modern Comforts in Hudson Valley

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to this beautiful A-frame chalet-style retreat, where rustic charm meets modern comfort, perfect for families or ...

    From $528 per night (USD)

    Expedia

    Details
  • Hudson Valley Black Barn: Views-Fireplace-Pit-Pool
    From $598 per night (USD)

    VRBO

    Hudson Valley Black Barn: Views-Fireplace-Pit-Pool

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Escape to Black Barn Ranch, a sleek & warm Scandinavian retreat in the Catskills, just 2.5 hours from NYC. This ...

    From $598 per night (USD)

    VRBO

    Details
  • NEW! Serene 3BR Escape in New Paltz
    From $277 per night (USD)

    Expedia

    NEW! Serene 3BR Escape in New Paltz

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to your perfect getaway in New Paltz! This charming 3-bedroom 2-bathroom lower unit of the house is nestled in t ...

    From $277 per night (USD)

    Expedia

    Details
  • NEW! Relaxing 3BR Haven in Beautiful New Paltz
    From $276 per night (USD)

    VRBO

    NEW! Relaxing 3BR Haven in Beautiful New Paltz

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Escape to this charming upper 3BR 2BR unit of this house, nestled in the heart of New Paltz, where comfort meets conveni ...

    From $276 per night (USD)

    VRBO

    Details
  • NEW: Luxe Historical Style in Stone Ridge.
    From $456 per night (USD)

    Expedia

    NEW: Luxe Historical Style in Stone Ridge.

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    Highlights: If your stay wish list includes starting your day with a steam shower under aged timber, having coffee on a ...

    From $456 per night (USD)

    Expedia

    Details
  • Catskills Country Cottage
    From $287 per night (USD)

    VRBO

    Catskills Country Cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Come relax at this adorable cottage in upstate NY, at the foot of the Catskills! Sweet 2 bdrm, 1 bath home centrally loc ...

    From $287 per night (USD)

    VRBO

    Details
  • 3-Bedroom - 2 Bath House - Front Covered Porch - Fire Pit - Patio - Grill - wifi
    From $347 per night (USD)

    VRBO

    3-Bedroom - 2 Bath House - Front Covered Porch - Fire Pit - Patio - Grill - wifi

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    3 Bedrooms, with 5 beds. Sleeps 7 with option for sleeping up to 10 with the 2 sleeper sofas. Plenty of blankets and pil ...

    From $347 per night (USD)

    VRBO

    Details
  • Mountain Views & Brook Access: Home in Arkville!
    From $274 per night (USD)

    VRBO

    Mountain Views & Brook Access: Home in Arkville!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    3,000 Sq Ft | Quiet Location | Pet Friendly w/ Fee | Game Room | '3 B's Riverview' Retreat to the Catskills with your l ...

    From $274 per night (USD)

    VRBO

    Details
  • Waterfront retreat near Kingston, NY w\/ stunning views, firepit & trails nearby!
    From $256 per night (USD)

    Expedia

    Waterfront retreat near Kingston, NY w\/ stunning views, firepit & trails nearby!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Dine on the private, covered veranda as eagles swoop and fish jump across the water. Enjoy the view through floor-to-cei ...

    From $256 per night (USD)

    Expedia

    Details
  • Mid-Century Woodstock Retreat
    From $159 per night (USD)

    VRBO

    Mid-Century Woodstock Retreat

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to our mid-century Woodstock retreat! This one-level home features an open-concept layout that seamlessly blends ...

    From $159 per night (USD)

    VRBO

    Details
  • Peaceful Setting: Modern Home in Highland!
    From $615 per night (USD)

    Expedia

    Peaceful Setting: Modern Home in Highland!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    3,000 Sq Ft | Wooded Surroundings | Fireplace | Gas Grill Escape the hustle and bustle of daily life and retreat to thi ...

    From $615 per night (USD)

    Expedia

    Details