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  • Mountainside home, with pool , deck & 3mins to Woodstock
    From $470 per night (USD)

    VRBO

    Mountainside home, with pool , deck & 3mins to Woodstock

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    This charming home sits on 5 acres and walking distance to the Village of Woodstock. It is stylishly decorated & include ...

    From $470 per night (USD)

    VRBO

    Details
  • Woodstock Waterfall Cottage
    Click For Pricing

    Expedia

    Woodstock Waterfall Cottage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The Waterfall Cottage is on 2 1/2 privet acers and 2 1/2 miles to the center of the town of Woodstock. The Sawkill and ...

    Click For Pricing

    Expedia

    Details
  • Whimsical Woodland Cottage in Stone Ridge NY
    From $210 per night (USD)

    VRBO

    Whimsical Woodland Cottage in Stone Ridge NY

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This newly updated cottage features a fireplace, loft, screened in porch and outdoor deck. It is tucked away from the ro ...

    From $210 per night (USD)

    VRBO

    Details
  • Peaceful Hurley Retreat ~ 1 Mi to Main Street
    Click For Pricing

    Expedia

    Peaceful Hurley Retreat ~ 1 Mi to Main Street

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    5

    Leave all your troubles behind and let the fresh air take over at this Hurley vacation rental! This 3-bedroom, 2-bath ho ...

    Click For Pricing

    Expedia

    Details
  •  Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
    From $337 per night (USD)

    VRBO

    Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Imagine waking up to sun-kissed water shimmering outside your window. This newly renovated waterfront haven, nestled ne ...

    From $337 per night (USD)

    VRBO

    Details
  • Stream Side Cabin surrounded by woods + Fire Pit
    From $220 per night (USD)

    Expedia

    Stream Side Cabin surrounded by woods + Fire Pit

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    This newly renovated cabin is located on over an acre of land surrounded by woods and overlooking a babbling stream. Thi ...

    From $220 per night (USD)

    Expedia

    Details
  • Exceptional Property, Saline Pool, Waterfall, Views
    From $777 per night (USD)

    VRBO

    Exceptional Property, Saline Pool, Waterfall, Views

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    This lovely home is available August through Labor Day. Beautifully updated farmhouse featured in Good Housekeeping & Co ...

    From $777 per night (USD)

    VRBO

    Details
  • Mid Century hillside 4 bed nature retreat on 100+ acres
    From $480 per night (USD)

    Expedia

    Mid Century hillside 4 bed nature retreat on 100+ acres

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    The Lodge at Retreat East Co is a four bed three bath 1960s updated mid century cabin set on a private drive nestled be ...

    From $480 per night (USD)

    Expedia

    Details
  • Oversized Country house, Quiet Retreat & Gathering space ~NEW !!!
    From $1017 per night (USD)

    VRBO

    Oversized Country house, Quiet Retreat & Gathering space ~NEW !!!

    Bedrooms:
    8
    Bathrooms:
    10
    Sleeps:
    24

    Just 1hour and 20 min from the GWB Come enjoy this beautiful spacious home great for gathering friends and family. Comp ...

    From $1017 per night (USD)

    VRBO

    Details
  • Hot Tub Cabin in the Mountains
    From $400 per night (USD)

    Expedia

    Hot Tub Cabin in the Mountains

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Our house is located in the heart of the Catskills Mountains. A short 5 minute drive to Phoenicia and local shops and re ...

    From $400 per night (USD)

    Expedia

    Details
  • Colorful & Cozy Home in Heart of New Paltz
    Click For Pricing

    VRBO

    Colorful & Cozy Home in Heart of New Paltz

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    With the 100inch projector screen you won’t want to leave the big sectional, but if you do you’ll only be two blocks to ...

    Click For Pricing

    VRBO

    Details
  • Convenient Getaway in the Heart of Hudson Valley
    From $402 per night (USD)

    Expedia

    Convenient Getaway in the Heart of Hudson Valley

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Quiet, convenient, and green! You will enjoy your stay here at the Deyo House in central Hudson Valley. Located just 15- ...

    From $402 per night (USD)

    Expedia

    Details
  • Family Fave in Woodstock  - FP & Screened Porch
    From $495 per night (USD)

    VRBO

    Family Fave in Woodstock - FP & Screened Porch

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    Highlights: Sublime pool home with fireplace, screened porch, two living rooms, and chefs kitchen. Very private, yet min ...

    From $495 per night (USD)

    VRBO

    Details
  • Beautiful Village 2BR loaded with extras
    From $391 per night (USD)

    Expedia

    Beautiful Village 2BR loaded with extras

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy this beautiful mid-century experience, with high-end furnishings and award-winning design, TWO MINUTES FROM HITS a ...

    From $391 per night (USD)

    Expedia

    Details
  • Your Fun Catskills Getaway in the Mountains near Woodstock, Hunter & Belleayre.
    From $426 per night (USD)

    VRBO

    Your Fun Catskills Getaway in the Mountains near Woodstock, Hunter & Belleayre.

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Looking for a special place to relax? Bring your family and friends and make The Little Silver Guesthouse your special ...

    From $426 per night (USD)

    VRBO

    Details
  • Stream Come True! Ski, hike, spa, flow, relax...
    From $334 per night (USD)

    Expedia

    Stream Come True! Ski, hike, spa, flow, relax...

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Flowing Water is located on a peaceful residential road, nestled among a cluster of 19th century cottages draped along S ...

    From $334 per night (USD)

    Expedia

    Details
  • Locktender Cottage · Historic cottage near Mohonk & Minnewaska, 2BR\/2BA
    From $239 per night (USD)

    VRBO

    Locktender Cottage · Historic cottage near Mohonk & Minnewaska, 2BR\/2BA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to the Locktender Cottage! Unique, family-friendly and easily located. 7min to Mohonk Preserve, 16min to Minnewa ...

    From $239 per night (USD)

    VRBO

    Details
  • Upstate Betty: Pet Friendly, EV charger, mtn house
    From $234 per night (USD)

    Expedia

    Upstate Betty: Pet Friendly, EV charger, mtn house

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Betty is a mid-century ranch style mountain house fit for all seasons. Easily accessed, recently updated, and perfectly ...

    From $234 per night (USD)

    Expedia

    Details
  • Elixir Spring House Apartment 1
    Click For Pricing

    VRBO

    Elixir Spring House Apartment 1

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Beautiful 1st floor apartment. Located at the Elixir Spring House. Private entrance and space. King size bedroom. Eat in ...

    Click For Pricing

    VRBO

    Details
  • Lighthouse Walk - Full Floor Suite in the heart of Downtown
    From $153 per night (USD)

    Expedia

    Lighthouse Walk - Full Floor Suite in the heart of Downtown

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Stylish, unique apartment in the heart of Saugerties, NY. Stretches the entire floor to ensure full privacy. The whole g ...

    From $153 per night (USD)

    Expedia

    Details
  • Serene, Eco West Saugerties Retreat
    From $227 per night (USD)

    VRBO

    Serene, Eco West Saugerties Retreat

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Come escape to a private West Saugerties cottage only minutes to Woodstock, Saugerties, Kingston, Hunter & Bellayre Moun ...

    From $227 per night (USD)

    VRBO

    Details
  • Modern Cottage w\/ Amazing Views & Hot Tub
    From $365 per night (USD)

    VRBO

    Modern Cottage w\/ Amazing Views & Hot Tub

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Modern 2 Bedroom Cottage with Stunning Mountain Views & Open Forest surroundings, with 200 Acres of Conservation Land. V ...

    From $365 per night (USD)

    VRBO

    Details
  • Never Lonesome Woodland Valley: Cozy 2bd Cottage!
    From $222 per night (USD)

    VRBO

    Never Lonesome Woodland Valley: Cozy 2bd Cottage!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Older house w/quirks PLEASE READ DETAILS Lovely cottage in gorgeous Woodland Valley. Our 2 bd 1 ba house has all you nee ...

    From $222 per night (USD)

    VRBO

    Details
  • Sparkling New June 2022 Saugerties Home!
    Click For Pricing

    Expedia

    Sparkling New June 2022 Saugerties Home!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    You can be the first to stay in this newly renovated and centrally located home. Each room boasts sparkling clean and br ...

    Click For Pricing

    Expedia

    Details
  • Catskills Country House with Hot Tub and Sauna Near Hiking
    From $376 per night (USD)

    VRBO

    Catskills Country House with Hot Tub and Sauna Near Hiking

    Bedrooms:
    1
    Bathrooms:
    5
    Sleeps:
    8

    Welcome to Abeni House, a luxury mountain retreat in the Catskills. Relax in the private six-person hot tub or unwind in ...

    From $376 per night (USD)

    VRBO

    Details
  • Modern dreamy Hudson Valley home with backyard rink
    From $306 per night (USD)

    Expedia

    Modern dreamy Hudson Valley home with backyard rink

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Gorgeously renovated 3-bedroom home in the heart of the Catskills. Enjoy your own private skating rink and fire pit, coo ...

    From $306 per night (USD)

    Expedia

    Details
  • Cozy Upstate Studio w\/ Walkill River Views!
    From $158 per night (USD)

    VRBO

    Cozy Upstate Studio w\/ Walkill River Views!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Head to Upstate New York for a peaceful stay on the Wallkill River! This 1-bathroom studio vacation rental is perfect fo ...

    From $158 per night (USD)

    VRBO

    Details
  • Cozy and Charming Cottage in Kerhonkson
    Click For Pricing

    Expedia

    Cozy and Charming Cottage in Kerhonkson

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Beautiful cottage recently renovated on 1.5 acres with 3 bedrooms and 2 bathrooms. The interior boasts upscale style, a ...

    Click For Pricing

    Expedia

    Details
  • LOG  CABIN IN ZEN FOREST
    From $348 per night (USD)

    VRBO

    LOG CABIN IN ZEN FOREST

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Nestled amid 8 acres of Shawangunk, New York's forested beauty, this log home embodies the cozy comfort of a Western cab ...

    From $348 per night (USD)

    VRBO

    Details
  • Spectacular Views! Large Home on 63 Acre Farm
    From $1187 per night (USD)

    Expedia

    Spectacular Views! Large Home on 63 Acre Farm

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    12

    This sweeping 63 acre property offers unparalleled views of Mohonk mountain. A dream for outdoor entertaining, this hous ...

    From $1187 per night (USD)

    Expedia

    Details
  • Lily Cottage - a  cozy accomodation moments from the beautiful Ashokan reservoir
    From $133 per night (USD)

    VRBO

    Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Tuck up in a thoughtfully renovated 1950s one bedroom cottage, perfect for a solo or couple’s Catskill getaway! Situate ...

    From $133 per night (USD)

    VRBO

    Details
  • Lavish and spacious mountain view home
    From $985 per night (USD)

    Expedia

    Lavish and spacious mountain view home

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    8

    This sprawling home with a spectacular view of Mohonk is located minutes away from the shops and restaurants in the Vill ...

    From $985 per night (USD)

    Expedia

    Details
  • Saugerties retreat, hot tub, 10 min from Woodstock
    From $434 per night (USD)

    VRBO

    Saugerties retreat, hot tub, 10 min from Woodstock

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    Peaceful, cozy country house, prime location, private deck with hot tub and proximity to the towns of Woodstock and Saug ...

    From $434 per night (USD)

    VRBO

    Details
  • Hot Tub Retreat on the Hudson in Upstate NY
    From $308 per night (USD)

    Expedia

    Hot Tub Retreat on the Hudson in Upstate NY

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Escape to our serene riverfront compound featuring a luxurious 2-bedroom house complete with a relaxing hot tub, alongsi ...

    From $308 per night (USD)

    Expedia

    Details
  • Your Sunny Bungalow Awaits!
    From $135 per night (USD)

    VRBO

    Your Sunny Bungalow Awaits!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    We are new to VRBO but are well reviewed on Airbnb! Nestled into a quiet through road that goes to some of the best hik ...

    From $135 per night (USD)

    VRBO

    Details
  • Full Buyout · Scenic Waterfront Property w\/ Detached Cottage
    From $1245 per night (USD)

    Expedia

    Full Buyout · Scenic Waterfront Property w\/ Detached Cottage

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    This is an airbnb like no other. The property consists of a 3 bedroom restored 1890s bungalow with an additional studio ...

    From $1245 per night (USD)

    Expedia

    Details
  • Chestnut Hill Getaway
    Click For Pricing

    VRBO

    Chestnut Hill Getaway

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    ecently renovated artist studio located in Woodstock, the Country's Most Famous Small Town in America! Everything is bra ...

    Click For Pricing

    VRBO

    Details
  • The Scenic Mansion With Breathtaking View
    From $924 per night (USD)

    Expedia

    The Scenic Mansion With Breathtaking View

    Bedrooms:
    6
    Bathrooms:
    4
    Sleeps:
    10

    -conveniently located on top of a hill between Newburgh and Kingston ideal for families, couples, or a group of friends ...

    From $924 per night (USD)

    Expedia

    Details
  • Fun Family Home in Saugerties
    From $622 per night (USD)

    VRBO

    Fun Family Home in Saugerties

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Many say, when it comes to houses, that location is everything. And this house definitely meets that. The Longview House ...

    From $622 per night (USD)

    VRBO

    Details
  • Cheerful, renovated 4 bedroom, 10 min walk to town
    Click For Pricing

    Expedia

    Cheerful, renovated 4 bedroom, 10 min walk to town

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    The perfect Hudson Valley home! Enjoy the sounds of nature from the backyard, centrally located walking distance to town ...

    Click For Pricing

    Expedia

    Details
  • Experience Woodstock charm while staying in a cozy cabin in the woods
    From $505 per night (USD)

    VRBO

    Experience Woodstock charm while staying in a cozy cabin in the woods

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Located 3 miles from the town of Woodstock, lies a cozy 4-bedroom retreat that offers both relaxation and excitement. Ne ...

    From $505 per night (USD)

    VRBO

    Details
  • Peaceful Cottage with Mountain Views
    From $221 per night (USD)

    Expedia

    Peaceful Cottage with Mountain Views

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Forget your worries in this tranquil cottage, located on Catskill Mountains. This furnished 2-bedroom home is the ideal ...

    From $221 per night (USD)

    Expedia

    Details
  • Country home with rock climbing gym, pond & creek.
    From $829 per night (USD)

    VRBO

    Country home with rock climbing gym, pond & creek.

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    11

    This country-side home is the perfect retreat whether to work from home or enjoy time off with family and friends surrou ...

    From $829 per night (USD)

    VRBO

    Details
  • Modern Comfort + Stunning Views
    Click For Pricing

    Expedia

    Modern Comfort + Stunning Views

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    New to VRBO! Breathe in the fresh mountain air with 50-mile panoramic views across the Hudson River Valley from this spa ...

    Click For Pricing

    Expedia

    Details
  • The Chapel at Upland, with heated salt water pool and new tennis\/bball court
    From $212 per night (USD)

    VRBO

    The Chapel at Upland, with heated salt water pool and new tennis\/bball court

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Indulge in the serenity of private and secluded country house, once a monk's sanctuary now a blend of history and luxury ...

    From $212 per night (USD)

    VRBO

    Details
  • Avalanche Farm, lovely private tent\/stream access!
    Click For Pricing

    Expedia

    Avalanche Farm, lovely private tent\/stream access!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    It’s not every day you get to stay in a gorgeous private spot right next to a stream in the Catskills! Get the best nigh ...

    Click For Pricing

    Expedia

    Details
  • The Milk House, A Picturesque Catskills Getaway
    From $514 per night (USD)

    VRBO

    The Milk House, A Picturesque Catskills Getaway

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    The Milk House is a gorgeous 2 bedroom, 2 bathroom, historic farmhouse atop the picturesque mountains in the hamlet of C ...

    From $514 per night (USD)

    VRBO

    Details
  • Cute home in Kerhonkson, NY. \nThis home is minutes to many popular destinations
    From $155 per night (USD)

    Expedia

    Cute home in Kerhonkson, NY. \nThis home is minutes to many popular destinations

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    A well maintained 2 bedroom house with ornamental trees, shrubs and annual flowers. Shawangunk house is close to major ...

    From $155 per night (USD)

    Expedia

    Details
  • Clean & Serene 4 BR House with mountain & river views.  Great for groups!
    From $338 per night (USD)

    VRBO

    Clean & Serene 4 BR House with mountain & river views. Great for groups!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    12

    Phoencia is the perfect place to enjoy the outdoors with skiing, hiking, and many rail/trails. The house is ideal for ...

    From $338 per night (USD)

    VRBO

    Details
  • Perfect Catskills Getaway, 12 Minutes to Town of Woodstock.
    Click For Pricing

    Expedia

    Perfect Catskills Getaway, 12 Minutes to Town of Woodstock.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    This charming weekend getaway is 12 minutes from the center of Woodstock. On 8+ acres, furnished with comfortable elegan ...

    Click For Pricing

    Expedia

    Details
  • Mountain view, mid-century style, 1 mile to town. New Listing 4.9 on other sites
    From $206 per night (USD)

    VRBO

    Mountain view, mid-century style, 1 mile to town. New Listing 4.9 on other sites

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Spacious Mountain Studio, mid-century style, on 4 acres. Wake up to a gorgeous view of the Catskill Mountains, seen thro ...

    From $206 per night (USD)

    VRBO

    Details
  • Adorable Kingston Cottage in the Heart of the Roundout Historic Area Downtown.
    From $246 per night (USD)

    Expedia

    Adorable Kingston Cottage in the Heart of the Roundout Historic Area Downtown.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    5 Minutes from Hutton Brickyards, Kingston Point Beach and Kingston Point Rotary Park, our cozy two bedroom, one bath is ...

    From $246 per night (USD)

    Expedia

    Details
  • Historic Church Home in Woodstock\/Saugerties
    From $417 per night (USD)

    VRBO

    Historic Church Home in Woodstock\/Saugerties

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    The Sanctuary @ Clove Church is where rustic meets modern in a one-of-a-kind 1890'a church house, perfectly situated whe ...

    From $417 per night (USD)

    VRBO

    Details
  • Historical Catskill mountains Farmhouse with Hiking, Fire Pit, Hot Tub, King bed
    From $713 per night (USD)

    Expedia

    Historical Catskill mountains Farmhouse with Hiking, Fire Pit, Hot Tub, King bed

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Amazing renovated 1850's rustic charm farmhouse in the heart of the Catskill mountains. View for miles, hot tub, fire pi ...

    From $713 per night (USD)

    Expedia

    Details
  • 🌹The Rose Stay🌹
    Click For Pricing

    VRBO

    🌹The Rose Stay🌹

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    The Rose Stay is a stylish unique place. Perfect for group trips with family & friends. It's located 15 minutes away fr ...

    Click For Pricing

    VRBO

    Details
  • Sexiest Lil Cabin in Saugerties, NY
    From $125 per night (USD)

    Expedia

    Sexiest Lil Cabin in Saugerties, NY

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The newest addition to our unique and eclectic collection of getaways! This cozy, unique and romantic tiny cabin provide ...

    From $125 per night (USD)

    Expedia

    Details
  • Flatrock House - Creek Access, Close to Phoenicia
    From $603 per night (USD)

    VRBO

    Flatrock House - Creek Access, Close to Phoenicia

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    8

    Flatrock House is located in the heart of The Catskill Mountains. Originally built in the 1950's, our 3200 square ft hou ...

    From $603 per night (USD)

    VRBO

    Details
  • Private Cabin by River with Fireplace By Summer
    From $337 per night (USD)

    Expedia

    Private Cabin by River with Fireplace By Summer

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Summary: Our gut-renovated, upscale, minimal-yet-cozy cabin is just minutes from some of the area’s best hiking trails a ...

    From $337 per night (USD)

    Expedia

    Details
  • Lovely Highland Home w\/ Pool & Hot Tub!
    From $833 per night (USD)

    VRBO

    Lovely Highland Home w\/ Pool & Hot Tub!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    Bring the whole family along and escape the hustle and bustle of your busy life when you book a stay at this 4-bedroom, ...

    From $833 per night (USD)

    VRBO

    Details
  • The Strand House with hot tub
    From $193 per night (USD)

    Expedia

    The Strand House with hot tub

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Separate apartment in the hip part of Kingston . Newly decorated 2 bedroom apartment in a historic house . The apartment ...

    From $193 per night (USD)

    Expedia

    Details
  • Hamptons on the Hudson in South Saugerties
    From $381 per night (USD)

    VRBO

    Hamptons on the Hudson in South Saugerties

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to Hamptons on the Hudson. Throughout the year there are hiking and biking trails mins away, Woodstock's finest ...

    From $381 per night (USD)

    VRBO

    Details
  • Marlboro Cottage Oasis with Hudson River Sunrise ☼
    From $216 per night (USD)

    Expedia

    Marlboro Cottage Oasis with Hudson River Sunrise ☼

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Conveniently located in the heart of the Shawangunk Wine Trail but near New Paltz, Poughkeepsie, Newburgh, West Point, a ...

    From $216 per night (USD)

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  • Mountain View Retreat located near wineries, Angry Orchard, hiking and New Paltz
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    Mountain View Retreat located near wineries, Angry Orchard, hiking and New Paltz

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Private Basement apartment with separate entrance. Apt has 1 bedroom, gym, dinning area, living room with movie projecto ...

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  • Modern Home + C M Y K Motel on 10 acres in Phoenicia
    From $1611 per night (USD)

    VRBO

    Modern Home + C M Y K Motel on 10 acres in Phoenicia

    Bedrooms:
    6
    Bathrooms:
    9
    Sleeps:
    18

    The entire property is yours! This is a private home for you and your guests only. A colorful Catskills escape for grou ...

    From $1611 per night (USD)

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  • Wake Up to Water Views:Secluded 1 Acre Waterfront Retreat near New Paltz & Gunks
    From $482 per night (USD)

    VRBO

    Wake Up to Water Views:Secluded 1 Acre Waterfront Retreat near New Paltz & Gunks

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Escape to your own private paradise at our stunning waterfront retreat! Nestled on 1 acre along the scenic Wallkill Riv ...

    From $482 per night (USD)

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  • A-Frame of Mind
    From $177 per night (USD)

    Expedia

    A-Frame of Mind

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Winter is here! Time for an Upstate, NY trip where you'll take in the fresh mountain air and see the beautiful Catskill ...

    From $177 per night (USD)

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  • Best view in Kingston NY
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    Best view in Kingston NY

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    The home is a comfortable updated gem with a 3 acre private park with the best view in Kingston. See the Hudson, five c ...

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  • Fall Foliage Getaway!
    From $480 per night (USD)

    Expedia

    Fall Foliage Getaway!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Recently featured in Atomic Ranch & Country Home Magazines, the Maverick is a secluded luxuriously restored 1964 MidCent ...

    From $480 per night (USD)

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  • Woodstock Grandeur Sleeps4-6
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    Woodstock Grandeur Sleeps4-6

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Only 5 minutes to famous Woodstock you will find our quiet, bucolic country setting with woodland views and hiking trail ...

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  • Beautiful modern villa with pool suana hot tub...
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    Expedia

    Beautiful modern villa with pool suana hot tub...

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    SPEND YOUR STAY IN A SPACIOUS AND SUN-FILLED MODERN HOME ACOMMODATING 13+ IN COMFORT AND STYLE. Located on a friendly r ...

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  • Upstate Kerhonkson Cottage on 2 acres w\/ firepit and covered patio to guesthouse
    From $390 per night (USD)

    VRBO

    Upstate Kerhonkson Cottage on 2 acres w\/ firepit and covered patio to guesthouse

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    A little piece of heaven. Bright and airy little one-story cottage, 3 bedroom, 2 bath (in the warm months, 1 bath in the ...

    From $390 per night (USD)

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  • Unique Woodstock House with Swimming Pool - walk to town
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    Expedia

    Unique Woodstock House with Swimming Pool - walk to town

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Secluded on a private lane. 1800 square feet of over 2 acres of custom stonework, gardens bursting with flowers and a f ...

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  • Stylish Cozy Home with Gorgeous Views!
    From $300 per night (USD)

    VRBO

    Stylish Cozy Home with Gorgeous Views!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Centrally Located and Only 1 Mile from Saugerties Village Shops, HITS and Beach. This 2 Bedroom/2 Bath Luxurious Home Aw ...

    From $300 per night (USD)

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  • Quaint Woodstock Escape - 2 Mi to Tinker St!
    From $461 per night (USD)

    Expedia

    Quaint Woodstock Escape - 2 Mi to Tinker St!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Highlighted by its spacious grounds and close proximity to restaurants, entertainment, and shopping, this secluded Woods ...

    From $461 per night (USD)

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    Details
  • Walk to Mill & Main, Rail Trail | Charming and Renovated Farmhouse
    From $396 per night (USD)

    VRBO

    Walk to Mill & Main, Rail Trail | Charming and Renovated Farmhouse

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    The Minnewaska Farmhouse is a single family 3-bed, 2.5-bath house. It is perfectly located for families, hikers/climbers ...

    From $396 per night (USD)

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  • West Shokan Home Near Woodstock & Area Trails
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    Expedia

    West Shokan Home Near Woodstock & Area Trails

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Seeking a peaceful retreat in the woods? Look no further than this charming 2-bed, 1-bath cottage in West Shokan! With A ...

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    Details
  • Hot Tub Open | Fireplace | Fire Pit | Game Room
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    Hot Tub Open | Fireplace | Fire Pit | Game Room

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to this newly renovated oasis on the banks of Rondout Creek and Rail Trail. We are just minutes from year-round ...

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  • Quiet Home With Plenty of Space & A Cozy Fireplace
    From $280 per night (USD)

    Expedia

    Quiet Home With Plenty of Space & A Cozy Fireplace

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Escape the city hassle & retreat to the serene & peaceful ambiance of this fully remodeled house. Spread over two spacio ...

    From $280 per night (USD)

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    Details
  • Comfortable two bedroom ranch
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    Comfortable two bedroom ranch

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    2

    Relax either indoors in the studio room or the living room or the hardwood deck out back overlooking the orchard meadow. ...

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  • Pet-Friendly ‘Pond View Loft' w\/ Private Pool!
    From $250 per night (USD)

    Expedia

    Pet-Friendly ‘Pond View Loft' w\/ Private Pool!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Escape to a relaxing space surrounded by nature and things to do when you stay at this Pine Bush vacation rental! This 1 ...

    From $250 per night (USD)

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    Details
  • NEW! 2- Hours from NYC; Peaceful Modern Hideaway w\/ BBQ, Firepit, & Gameroom
    From $420 per night (USD)

    VRBO

    NEW! 2- Hours from NYC; Peaceful Modern Hideaway w\/ BBQ, Firepit, & Gameroom

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Two hours from New York City! Our home is tucked away on a peaceful, private road, nestled in the foothills of the Catsk ...

    From $420 per night (USD)

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    Details
  • Luxe Log Cabin w Natural Swimming Hole in Secluded Forest
    From $1057 per night (USD)

    VRBO

    Luxe Log Cabin w Natural Swimming Hole in Secluded Forest

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    16

    Welcome to the coziest cabin in the Catskills! Our newly renovated multi-family log cabin is the perfect place to gather ...

    From $1057 per night (USD)

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  • Pet-Friendly Grand Pine Bush Retreat on 2 Acres!
    From $394 per night (USD)

    VRBO

    Pet-Friendly Grand Pine Bush Retreat on 2 Acres!

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    Furnished Deck | Game Room | Local Festivals & Events Every Weekend Perfect for a family reunion or a group of friends, ...

    From $394 per night (USD)

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  • High Falls Restorative Cabin in the Woods!
    From $287 per night (USD)

    Expedia

    High Falls Restorative Cabin in the Woods!

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    2

    Wake up to birdsong, fall locusts, and fresh Upstate air when you book this High Falls cabin! The 1-bedroom, 1-bathroom ...

    From $287 per night (USD)

    Expedia

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  • Woodstock Luxury Retreat
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    Woodstock Luxury Retreat

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    BRAND NEW / Completely Renovated 3 Bedroom (2 Queen Beds & 2.5 Bath w bidets). For May - $5000/month For June-October - ...

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  • Mountain Cabin - 10 min to Belleayre, 25 min to Windham
    From $292 per night (USD)

    Expedia

    Mountain Cabin - 10 min to Belleayre, 25 min to Windham

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Our sprawling, open cabin (rustic on the outside, but cozy within) sits in a wooded area above our property's meadow and ...

    From $292 per night (USD)

    Expedia

    Details
  • Close to Town, Climbing, Biking and Skiing - Spacious House Great for Getaways
    From $472 per night (USD)

    VRBO

    Close to Town, Climbing, Biking and Skiing - Spacious House Great for Getaways

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Minutes from Mohonk, the Shawangunks and Minnewaska State Park. Just one hour to each of the three great Catskills ski m ...

    From $472 per night (USD)

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  • Into the woods, quiet mountain cottage
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    Into the woods, quiet mountain cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Private, clean home on a quiet country road. Surrounded by 5 acres of private woods, encircled by seasonal stream. Conve ...

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    Details
  • NEW! The Joyful Cabin - Modern Upstate Cabin Vibe
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    NEW! The Joyful Cabin - Modern Upstate Cabin Vibe

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Our joyful cabin is nestled on 6 wooded acres - this is the perfect place to rest and recharge. Soak in the sights in th ...

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  • Woodstock Getaway w\/ Hot Tub ~ 2 Mi to Dtwn!
    From $385 per night (USD)

    Expedia

    Woodstock Getaway w\/ Hot Tub ~ 2 Mi to Dtwn!

    Bedrooms:
    3
    Bathrooms:
    7
    Sleeps:
    8

    Visit renowned music venues, chase waterfalls, and enjoy the natural beauty of the Catskills when you stay at this all-s ...

    From $385 per night (USD)

    Expedia

    Details
  • Sweet and spacious mountain view home w\/fireplace!
    From $270 per night (USD)

    VRBO

    Sweet and spacious mountain view home w\/fireplace!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This serene location looking up at Shawangunk Mountains in Gardiner, NY. Soothing sounds of nearby Wallkill River from t ...

    From $270 per night (USD)

    VRBO

    Details
  • New Home, 2 Bd, 2.5 Bath, open floorplan, sleeps 6.
    From $249 per night (USD)

    Expedia

    New Home, 2 Bd, 2.5 Bath, open floorplan, sleeps 6.

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Great location to enjoy numerous activities! Woodstock, Hunter Mountain, Esopus Creek, Saugerties Lighthouse, Kaaterskil ...

    From $249 per night (USD)

    Expedia

    Details
  • Catskills Hideaway w\/ Sauna Minutes from Hiking
    From $121 per night (USD)

    VRBO

    Catskills Hideaway w\/ Sauna Minutes from Hiking

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Summary: Our lovely guest house is tucked away on a quiet road in Mt. Tremper, minutes to Phoenicia and ten miles from W ...

    From $121 per night (USD)

    VRBO

    Details
  • Quaint Cottage with Peloton Bike & Sauna near Skiing
    From $148 per night (USD)

    Expedia

    Quaint Cottage with Peloton Bike & Sauna near Skiing

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    Summary: Welcome to Abeni Cottage! This quaint 2-bedroom cottage has everything you need for a relaxing getaway. It incl ...

    From $148 per night (USD)

    Expedia

    Details
  • Catskills Cabin with Hot Tub near Hiking
    From $204 per night (USD)

    VRBO

    Catskills Cabin with Hot Tub near Hiking

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    Summary: Welcome to Omi Cabin, our stylish mountain retreat. Here you can relax in the hot tub, snuggle up around the fi ...

    From $204 per night (USD)

    VRBO

    Details
  • Close to Wineries Brewery Restaurants Ski Historical HikingTrails Hudson River
    From $166 per night (USD)

    Expedia

    Close to Wineries Brewery Restaurants Ski Historical HikingTrails Hudson River

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Take it easy at this unique and tranquil getaway. An entire suite with lake access designed to help you renew and bring ...

    From $166 per night (USD)

    Expedia

    Details
  • \The hideout\ ... A cozy Catskills cottage
    From $251 per night (USD)

    VRBO

    \"The hideout\" ... A cozy Catskills cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This newly renovated vintage cottage is perfectly appointed in an amazing location… minutes to Rosendale’s eccentric mai ...

    From $251 per night (USD)

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    Details
  • Seasonal or short term, modern 4-bedroom on quiet, tree-lined street
    From $344 per night (USD)

    VRBO

    Seasonal or short term, modern 4-bedroom on quiet, tree-lined street

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Quiet, tree-lined street in walking distance to New Paltz's Main Street, bus station and Village center; convenient to s ...

    From $344 per night (USD)

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  • Hilltop A-frame chalet, skyline views, heated pool and hot tub, expansive...
    From $496 per night (USD)

    VRBO

    Hilltop A-frame chalet, skyline views, heated pool and hot tub, expansive...

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Please note that a reservation for this property needs to be approved before it is confirmed. Mountain View Marvel Hil ...

    From $496 per night (USD)

    VRBO

    Details
  • Cozy  quite country home!
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    Cozy quite country home!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Great house with great property. House has 3 1/2 bedrooms, 1 1/2 baths with new roof and above ground pool!! Nice sitti ...

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    Details