Search Your Destination Now!

Ulster Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Update Results Reset Dates
Filter

Results: 1,000 Rentals

  • 2BR Catskills Retreat | Hot Tub | Pool | Fire Pit
    From $268 per night (USD)

    VRBO

    2BR Catskills Retreat | Hot Tub | Pool | Fire Pit

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    7

    Uncover a hidden treasure in the heart of Kerhonkson, where nature's beauty and rolling landscapes embrace you. This rem ...

    From $268 per night (USD)

    VRBO

    Details
  • 3BR Quiet Retreat in Catskills | Fire pit | Pets
    From $141 per night (USD)

    Expedia

    3BR Quiet Retreat in Catskills | Fire pit | Pets

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Gather your loved ones and embark on an unforgettable getaway to our recently listed modern retreat in the captivating C ...

    From $141 per night (USD)

    Expedia

    Details
  • NEW! ROMANTIC STORYBOOK COTTAGE Peaceful, Historic, Private, Charming
    From $372 per night (USD)

    VRBO

    NEW! ROMANTIC STORYBOOK COTTAGE Peaceful, Historic, Private, Charming

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Located in Woodstock, this oh-so-charming home is a lovely choice for a couple or a couple of friends who want to get aw ...

    From $372 per night (USD)

    VRBO

    Details
  • Cozy house with fenced yard in Kingston's Midtown Arts District, dogs welcome!
    From $199 per night (USD)

    Expedia

    Cozy house with fenced yard in Kingston's Midtown Arts District, dogs welcome!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Colorful, sun-filled, and beautifully-decorated two-story house with large, fenced-in yard right off Broadway in the Mid ...

    From $199 per night (USD)

    Expedia

    Details
  • Trestle Trail Hideaway! A stylish, centrally-located home along the Rail Trail!
    From $183 per night (USD)

    VRBO

    Trestle Trail Hideaway! A stylish, centrally-located home along the Rail Trail!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This newly renovated Rosendale house boasts one generous bedroom, a stunning kitchen with a spacious living room. The so ...

    From $183 per night (USD)

    VRBO

    Details
  • The Vampire Lodge - Mystical Escape in The Catskills
    From $253 per night (USD)

    Expedia

    The Vampire Lodge - Mystical Escape in The Catskills

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Welcome to The Vampire Lodge! Step into gothic charm and modern comfort at The Vampire Lodge. Our unique downstairs sui ...

    From $253 per night (USD)

    Expedia

    Details
  • Cozy vacation home in the Catskills
    From $377 per night (USD)

    VRBO

    Cozy vacation home in the Catskills

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Discover a cute Catskills hideaway: a warm, cozy and stylish vacation home perfectly located by the downtown area and so ...

    From $377 per night (USD)

    VRBO

    Details
  • Architectural Gem with 1 Acre - RotundaHouse
    From $262 per night (USD)

    VRBO

    Architectural Gem with 1 Acre - RotundaHouse

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Located in Stone Ridge, this marvelous country house/chateau is a dream. With 3 cozy bedrooms, a washing machine, AC, an ...

    From $262 per night (USD)

    VRBO

    Details
  • Luxury Woodstock Retreat: Hot tub & heated pool! Family & Group friendly
    From $840 per night (USD)

    VRBO

    Luxury Woodstock Retreat: Hot tub & heated pool! Family & Group friendly

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    I will work with you on pricing! Super host for 7+ years with 100+ reviews on that other site ;) insta at rentwoodstock. ...

    From $840 per night (USD)

    VRBO

    Details
  • Charming 4-bedroom house on 2 acres in marvelous Woodstock with WiFi, AC
    From $513 per night (USD)

    VRBO

    Charming 4-bedroom house on 2 acres in marvelous Woodstock with WiFi, AC

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Nestled on 2 private acres surrounded by acres of woods, with a creek and views of a stream-fed pond. Conveniently locat ...

    From $513 per night (USD)

    VRBO

    Details
  • Luxury escape!  Pool-Spa-Theater
    From $1309 per night (USD)

    VRBO

    Luxury escape! Pool-Spa-Theater

    Bedrooms:
    4
    Bathrooms:
    7
    Sleeps:
    16

    Summary: Escape to luxury just 90 miles north of NYC, nestled on 16 acres in Hudson Valley. Our property features 6 bedr ...

    From $1309 per night (USD)

    VRBO

    Details
  • Mountain Views, River Front, Country Home
    From $517 per night (USD)

    VRBO

    Mountain Views, River Front, Country Home

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    6

    This incredible house, has mountain views on one side and river views on the other is surrounded by a lush 7 acres of r ...

    From $517 per night (USD)

    VRBO

    Details
  • Charming Little Cottage with Mountain Views and Cozy Fireplace
    From $214 per night (USD)

    VRBO

    Charming Little Cottage with Mountain Views and Cozy Fireplace

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Please DO NOT submit a request. Hit "contact host" and I will send you an offer if it is available. See below for pric ...

    From $214 per night (USD)

    VRBO

    Details
  • Spa ranch | hot tub, steam, wetroom, chef kitchen
    From $782 per night (USD)

    VRBO

    Spa ranch | hot tub, steam, wetroom, chef kitchen

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    The Ranch is in the heartbeat of the small Catskill town of Woodstock. All that transpired in this small hamlet on the e ...

    From $782 per night (USD)

    VRBO

    Details
  • Renovated Gem Near Cantine Field
    From $339 per night (USD)

    VRBO

    Renovated Gem Near Cantine Field

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Stay in this newly renovated early 1900s village home in Saugerties! Located across from the expansive Cantine Field and ...

    From $339 per night (USD)

    VRBO

    Details
  • Modern House In The Woods, Yet Close To Downtown Woodstock
    From $265 per night (USD)

    VRBO

    Modern House In The Woods, Yet Close To Downtown Woodstock

    Bedrooms:
    0
    Bathrooms:
    3
    Sleeps:
    6

    This is a three bedroom modern home sitting on a small hill. The location is perfect, private yet convenient. It is walk ...

    From $265 per night (USD)

    VRBO

    Details
  • \Fantastic.\ Serene Woodstock Oasis, Sauna, Steam, Winter Warmth, Cook's Kitchen
    From $280 per night (USD)

    VRBO

    \"Fantastic.\" Serene Woodstock Oasis, Sauna, Steam, Winter Warmth, Cook's Kitchen

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Guest reviews -- more than 60 5-star reviews! "Warmly furnished and beautifully appointed. The kitchen is nicely laid o ...

    From $280 per night (USD)

    VRBO

    Details
  • Majestic Restored Farmhouse High Falls
    From $390 per night (USD)

    VRBO

    Majestic Restored Farmhouse High Falls

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Over the river and past the Blacksmith sits a newly renovated 1900 farmhouse. This beautiful one acre property has three ...

    From $390 per night (USD)

    VRBO

    Details
  • NEW!  Woodstock-Private-Exquisite-Modern A-Frame-Minimum Stays are Monthly!
    From $354 per night (USD)

    VRBO

    NEW! Woodstock-Private-Exquisite-Modern A-Frame-Minimum Stays are Monthly!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    15

    Style meets convenience for a relaxing and peaceful stay. Plan your MONTH-LONG visit to the Hudson Valley and use Wood ...

    From $354 per night (USD)

    VRBO

    Details
  • 5 BR Kingston Family Retreat
    From $524 per night (USD)

    VRBO

    5 BR Kingston Family Retreat

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Discover Ruby Blue - your 5-bedroom modern farmhouse in the Catskills. Only 10 mins from Kingston, Saugerties, Woodstock ...

    From $524 per night (USD)

    VRBO

    Details
  • Most Charming, Most quiet place in the Catskills--Willow-brook Cottage
    From $284 per night (USD)

    VRBO

    Most Charming, Most quiet place in the Catskills--Willow-brook Cottage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Willow-Brook cottage is a newly renovated stream-side cabin with a river on both sides next to a swimming hole, looking ...

    From $284 per night (USD)

    VRBO

    Details
  • Escape to the Country!  Perfect Cottage on 12 Acres.
    From $173 per night (USD)

    Expedia

    Escape to the Country! Perfect Cottage on 12 Acres.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Get out of town! 12 acre serene getaway sits up on a hill overlooking a pasture and mountains that can be seen through ...

    From $173 per night (USD)

    Expedia

    Details
  • New Paltz Luxury Rental: 4 Bed Home with Pond & Deck
    Click For Pricing

    VRBO

    New Paltz Luxury Rental: 4 Bed Home with Pond & Deck

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    4

    Our stunning New Paltz luxury rental is a 4-bedroom, 3.5-bath home that is a tranquil oasis nestled in the heart of the ...

    Click For Pricing

    VRBO

    Details
  • Woodstock\/Saugerties Retreat- Pool\/Hot Tub\/FirePit
    From $618 per night (USD)

    VRBO

    Woodstock\/Saugerties Retreat- Pool\/Hot Tub\/FirePit

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Welcome to The Evergreen, our Hudson Valley retreat located just 5 minutes from Woodstock village. Sitting on 3 acres am ...

    From $618 per night (USD)

    VRBO

    Details
  • Stunning Mountain Views, Pool, NEW Hot Tub and Sauna
    From $905 per night (USD)

    VRBO

    Stunning Mountain Views, Pool, NEW Hot Tub and Sauna

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Incredible luxury home unbelievable unobstructed views of the Mohonk Mountain & Shawangunk Ridge from a newly installed ...

    From $905 per night (USD)

    VRBO

    Details
  • Cozy and Spacious House near Downtown Kingston
    From $166 per night (USD)

    Expedia

    Cozy and Spacious House near Downtown Kingston

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    Welcome to our modern and charming home in the heart of Kingston! Our stylish and spacious apartment is the perfect base ...

    From $166 per night (USD)

    Expedia

    Details
  • Sweet cottage on land with a creek in an amazing location
    From $112 per night (USD)

    VRBO

    Sweet cottage on land with a creek in an amazing location

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This cottage has everything you need to unwind with nature. A spacious screened porch where you can enjoy views of Overl ...

    From $112 per night (USD)

    VRBO

    Details
  • Artist's retreat house 10 min to gourmet shopping,  fine restaurants, recreation
    From $326 per night (USD)

    Expedia

    Artist's retreat house 10 min to gourmet shopping, fine restaurants, recreation

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Unique artist-designed house. A great home away from home. Plenty of room for families with kids, or not. Kick back or d ...

    From $326 per night (USD)

    Expedia

    Details
  • Newly Renovated Village Home circa. 1874
    From $239 per night (USD)

    VRBO

    Newly Renovated Village Home circa. 1874

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Stay in this historic house and live like a true local in Saugerties. Park your car in the driveway and go anywhere in t ...

    From $239 per night (USD)

    VRBO

    Details
  • Modern Cabin In the Woods
    From $344 per night (USD)

    Expedia

    Modern Cabin In the Woods

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Make some memories at this unique and family-friendly Log Cabin. Nestled in the forest but a short drive to Kingston, Ro ...

    From $344 per night (USD)

    Expedia

    Details
  • Luxurious 6bd Mountain Home w\/Heated Pool,Hot Tub & Firepit
    From $1463 per night (USD)

    VRBO

    Luxurious 6bd Mountain Home w\/Heated Pool,Hot Tub & Firepit

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    12

    Location! Location! Location! Hikers, Bikers, Climbers and outdoor enthusiast dream. Walking distance through short loca ...

    From $1463 per night (USD)

    VRBO

    Details
  • The Yuzu- stunning mountain retreat with hot tub!
    From $502 per night (USD)

    Expedia

    The Yuzu- stunning mountain retreat with hot tub!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    15

    Visit the mountains in style! Our 4 bedroom home is perfect for large groups that need extra space or small families tha ...

    From $502 per night (USD)

    Expedia

    Details
  • Saugerties Retreat 1 min walking from HITS, 7 BRs
    From $726 per night (USD)

    VRBO

    Saugerties Retreat 1 min walking from HITS, 7 BRs

    Bedrooms:
    4
    Bathrooms:
    7
    Sleeps:
    16

    *Large New Vacation Rental With A Combined 7 Bedrooms On Over An Acre* Escape to the newly furnished home with stunning ...

    From $726 per night (USD)

    VRBO

    Details
  • A Wonderful House. High on a hill overlooking the mountains and valleys.
    From $135 per night (USD)

    VRBO

    A Wonderful House. High on a hill overlooking the mountains and valleys.

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    0

    We want to rent only for the season, from November 15th until March 31st. We have a beautiful, light-filled modern hous ...

    From $135 per night (USD)

    VRBO

    Details
  • The CubHouse
    From $219 per night (USD)

    VRBO

    The CubHouse

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    WOODSTOCK/BEARSVILLE Escape to a little healing magic in this 1909 built cottage. Originally owned by a medicine woman i ...

    From $219 per night (USD)

    VRBO

    Details
  • NEW! Gorgeous spacious family escape with Pool & Mountain views
    From $652 per night (USD)

    VRBO

    NEW! Gorgeous spacious family escape with Pool & Mountain views

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    This spacious 3BR/3BA home is the perfect hub for adventures in and around the Hudson Valley/Catskills! Just 10 mins to ...

    From $652 per night (USD)

    VRBO

    Details
  • Updated Cabin on the Esopus
    From $149 per night (USD)

    VRBO

    Updated Cabin on the Esopus

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Classic Catskill cabin with updated amenities. Esopus Creek right in the backyard. Views of the surrounding mountains. E ...

    From $149 per night (USD)

    VRBO

    Details
  • Hudson Valley Extreme: Rock Climbing, Skydiving, and Wineries in the Gunks!
    Click For Pricing

    Expedia

    Hudson Valley Extreme: Rock Climbing, Skydiving, and Wineries in the Gunks!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    Discover the perfect summer retreat at our beautiful property in Gardiner, NY. Our amenities include a pool, pool house, ...

    Click For Pricing

    Expedia

    Details
  • Private, Cozy Barn-style Cottage Minutes From Woodstock
    Click For Pricing

    VRBO

    Private, Cozy Barn-style Cottage Minutes From Woodstock

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to our modern- rustic retreat featuring complete privacy surrounded by the solitude of the forest and the serene ...

    Click For Pricing

    VRBO

    Details
  • Fully stocked creekside retreat with sauna and privacy
    From $425 per night (USD)

    VRBO

    Fully stocked creekside retreat with sauna and privacy

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Bluskyz! (Blue Skies) Perfectly nestled between the charming village of New Paltz and the beauty of the Gunk ...

    From $425 per night (USD)

    VRBO

    Details
  • Luxe Mountain Getaway Fire Pit Arcade Hot Tub Pool
    From $304 per night (USD)

    VRBO

    Luxe Mountain Getaway Fire Pit Arcade Hot Tub Pool

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy a luxury nature escape at Boho Chic Villa, under 2 hours’ drive from New York City. This cozy home offers three br ...

    From $304 per night (USD)

    VRBO

    Details
  • Unequalled Views of Reservoir & Mtns, Affordable, Totally Private
    From $270 per night (USD)

    Expedia

    Unequalled Views of Reservoir & Mtns, Affordable, Totally Private

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    SKYLOFT, your own private piece of the world. Quiet, away from everything, yet not isolated.. SKYLOFT is a 1000-sq-ft ap ...

    From $270 per night (USD)

    Expedia

    Details
  • Relaxing 3-bedroom with indoor fireplace in the Catskills
    From $223 per night (USD)

    VRBO

    Relaxing 3-bedroom with indoor fireplace in the Catskills

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    There's something for everyone in this simple and comfortable home centrally located in the Hudson Valley. Relax in this ...

    From $223 per night (USD)

    VRBO

    Details
  • Modern Chalet w\/ Firepit, BBQ, Fast Wi-Fi, Deck
    From $278 per night (USD)

    Expedia

    Modern Chalet w\/ Firepit, BBQ, Fast Wi-Fi, Deck

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy a fun-filled vacation at Cherrytown Chalet with room for the whole family. This brand new, professionally designed ...

    From $278 per night (USD)

    Expedia

    Details
  • Historic Saugerties Home w\/ Deck: River Views!
    From $244 per night (USD)

    VRBO

    Historic Saugerties Home w\/ Deck: River Views!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    This rustic Saugerties home offers the perfect blend of historic charm and modern amenities! The 3-bedroom, 2-bathroom v ...

    From $244 per night (USD)

    VRBO

    Details
  • Double the Fun: Two Houses, Shared Yard & Fire Pit
    From $456 per night (USD)

    Expedia

    Double the Fun: Two Houses, Shared Yard & Fire Pit

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Escape to a unique retreat where two stylishly furnished houses are seamlessly combined into one stunning vacation renta ...

    From $456 per night (USD)

    Expedia

    Details
  • Retro Retreat: renovated 2BR, desk, no chore list!
    From $201 per night (USD)

    VRBO

    Retro Retreat: renovated 2BR, desk, no chore list!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to our newly renovated 2-bedroom Retro Retreat in the heart of the Hudson Valley! The stylish open-concept retre ...

    From $201 per night (USD)

    VRBO

    Details
  • Mossy Moody Cabin in High Falls, NY
    From $391 per night (USD)

    Expedia

    Mossy Moody Cabin in High Falls, NY

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy this stylish, 2 bed 2 bath high-end private home near local attractions. Stroll to Ollie's Pizzeria, High Falls Ma ...

    From $391 per night (USD)

    Expedia

    Details
  • Village Apt
    From $134 per night (USD)

    VRBO

    Village Apt

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Mother in law style apartment attached to larger 1800s Saugerties village home, with its own separate entrance. It is le ...

    From $134 per night (USD)

    VRBO

    Details
  • Modern farmhouse, upstate NY,  4-5 bedrooms 2 1\/2 baths sleeps 8-10 guests
    From $1042 per night (USD)

    Expedia

    Modern farmhouse, upstate NY, 4-5 bedrooms 2 1\/2 baths sleeps 8-10 guests

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Short drive to award winning restaurant & wedding venue, hiking & lakes and all things country living. Professionally de ...

    From $1042 per night (USD)

    Expedia

    Details
  • Kingston 3 Bedroom 1 Bath Near the Rondout
    From $105 per night (USD)

    VRBO

    Kingston 3 Bedroom 1 Bath Near the Rondout

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Furnished 3 bed/1 bath in a duplex house well located in Kingston near the Rondout Waterfront District in NY's Hudson Va ...

    From $105 per night (USD)

    VRBO

    Details
  • Log Cabin\/screened porch, 9 Acres\/ Mountain views
    From $303 per night (USD)

    Expedia

    Log Cabin\/screened porch, 9 Acres\/ Mountain views

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    9 year new Log cabin, hand built by Amishcraftsman, located in the Catskill Recreation Park, with preserved land in the ...

    From $303 per night (USD)

    Expedia

    Details
  • Cozy Cabin with Hot Tub, Minutes From Minnewaska State Park
    From $290 per night (USD)

    VRBO

    Cozy Cabin with Hot Tub, Minutes From Minnewaska State Park

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Escape to your newly renovated cabin, a charming Upstate retreat infused with rustic character and equipped wit ...

    From $290 per night (USD)

    VRBO

    Details
  • 13k Sq Ft Family Compound Around Pvt 37-Acre Lake - 164 Acre Retreat
    From $1877 per night (USD)

    VRBO

    13k Sq Ft Family Compound Around Pvt 37-Acre Lake - 164 Acre Retreat

    Bedrooms:
    8
    Bathrooms:
    11
    Sleeps:
    16

    Less than an hour and a half north of Manhattan, in the hills of Highland, just outside of New Paltz, lies a secluded co ...

    From $1877 per night (USD)

    VRBO

    Details
  • Winter Ski apartment with gym +spa access located next to Diamond Mills Resort
    From $203 per night (USD)

    VRBO

    Winter Ski apartment with gym +spa access located next to Diamond Mills Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    This home in managed by Diamond Mills Resort and features gym and spa access after May 1, 2023. Spa access includes the ...

    From $203 per night (USD)

    VRBO

    Details
  • Red Brick Story Home
    From $349 per night (USD)

    Expedia

    Red Brick Story Home

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to our Historic Brick home located in Upstate NY. Just 6 mi from Minnewaska State Park & 12 mi from Mohonk Mt, ...

    From $349 per night (USD)

    Expedia

    Details
  • Privacy & Luxury @ Heart of Woodstock w\/ Hot Tub
    From $328 per night (USD)

    VRBO

    Privacy & Luxury @ Heart of Woodstock w\/ Hot Tub

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Perfect romantic getaway, totally private. Beautiful 1600 sq. ft modern house, newly constructed, 2 bedrooms/2 baths, tu ...

    From $328 per night (USD)

    VRBO

    Details
  • Phoenicia Creekside Cottage
    From $137 per night (USD)

    VRBO

    Phoenicia Creekside Cottage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    “Nestled in the heart of the high peaks region of the Catskill Mountains.” Located on Phoenicia’s iconic Main Street w ...

    From $137 per night (USD)

    VRBO

    Details
  • HighWoods Estate 5B\/4.5Ba Heated Pool, Spa, Cinema
    From $1051 per night (USD)

    VRBO

    HighWoods Estate 5B\/4.5Ba Heated Pool, Spa, Cinema

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    12

    Part of the ZenDen Escapes Luxury Collective on IG @zendenescapes -Follow prompts in profile. A luxurious and secluded ...

    From $1051 per night (USD)

    VRBO

    Details
  • The Solarium: Woodstock Retreat w\/Hot tub+Stream!
    From $917 per night (USD)

    Expedia

    The Solarium: Woodstock Retreat w\/Hot tub+Stream!

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    12

    Located between Kingston and Woodstock, this elegantly furnished retreat sits on a private creek! The house has luxuriou ...

    From $917 per night (USD)

    Expedia

    Details
  • Perfect home for a dream retreat + POOL
    Click For Pricing

    VRBO

    Perfect home for a dream retreat + POOL

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    14

    Enjoy a rejuvenating visit to Upstate New York when you book our spacious home in Wallkill NY! This 5-bedroom, 4-bathroo ...

    Click For Pricing

    VRBO

    Details
  • Resort style house with pool
    From $1400 per night (USD)

    VRBO

    Resort style house with pool

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    14

    Great modern house with entertainment for everyone,enjoy our exterior ingrown pool and hot tub Also ,air hockey table a ...

    From $1400 per night (USD)

    VRBO

    Details
  • Storybook House in Prime Catskills Location 5 Min to Town\/10 Min to Hudson River
    From $298 per night (USD)

    VRBO

    Storybook House in Prime Catskills Location 5 Min to Town\/10 Min to Hudson River

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Kick back and relax in this calm, stylish space. Enjoy peace and comfort in this newly updated Cape Cod Home. Ideal for ...

    From $298 per night (USD)

    VRBO

    Details
  • Beautiful Log Ski Cabin w\/Belleayre Mtn Views
    From $379 per night (USD)

    Expedia

    Beautiful Log Ski Cabin w\/Belleayre Mtn Views

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Relax and enjoy the views throughout the house including in the spacious family room/sitting area and adjacent kitchen/e ...

    From $379 per night (USD)

    Expedia

    Details
  • Big Indian Creek-side Home
    From $159 per night (USD)

    VRBO

    Big Indian Creek-side Home

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to our creek-side dwelling, an outdoor lover’s dream. Spend your time hiking the nearby trails or exploring the ...

    From $159 per night (USD)

    VRBO

    Details
  • Casa Minnewaska Newly Renovated 5 acres & secluded
    Click For Pricing

    Expedia

    Casa Minnewaska Newly Renovated 5 acres & secluded

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    For more photos and activities in the area, check us out on IG: @upstategetaways Casa Minnewaska is a newly renovated m ...

    Click For Pricing

    Expedia

    Details
  • Walk to Phoenicia 15 min to Belleayre or Hunter
    From $280 per night (USD)

    VRBO

    Walk to Phoenicia 15 min to Belleayre or Hunter

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Situated just a short walk to Main Street Phoenicia. The convenience of being close to everything yet the location gives ...

    From $280 per night (USD)

    VRBO

    Details
  • Charming Country Apt by New Paltz, mtn’s, wineries
    From $149 per night (USD)

    VRBO

    Charming Country Apt by New Paltz, mtn’s, wineries

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    Welcome to the Elixir Spring House, a Historic retreat dating back to 1790 in the heart of the beautiful Hudson Valley. ...

    From $149 per night (USD)

    VRBO

    Details
  • Stone Ridge Stunner
    From $222 per night (USD)

    VRBO

    Stone Ridge Stunner

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Charming Stone Ridge farmhouse with redone interior. Walk to town for beautiful stonework, history, and delicious food a ...

    From $222 per night (USD)

    VRBO

    Details
  • Eco-friendly Modern Mountain Home near Woodstock
    Click For Pricing

    Expedia

    Eco-friendly Modern Mountain Home near Woodstock

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    This home is a perfect escape for both work and play. Nestled in the Catskill Mountains, our 3-bedroom, 2.5-bathroom hom ...

    Click For Pricing

    Expedia

    Details
  • Stone Ridge Modern Mountain House
    From $500 per night (USD)

    VRBO

    Stone Ridge Modern Mountain House

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Nestled amid the Catskill and the Shawangunk ranges, Stone Ridge Mountain House is a modern retreat. This bright, fully ...

    From $500 per night (USD)

    VRBO

    Details
  • Wander Hudson Ridge
    From $902 per night (USD)

    VRBO

    Wander Hudson Ridge

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Escape New York City and be transported to Wander Hudson Ridge, a private retreat perched on a beautiful hilltop overloo ...

    From $902 per night (USD)

    VRBO

    Details
  • 14 bdrm 1790 Hudson Valley Estate w\/bridal studio: wedding\/corporate\/group stays
    From $1906 per night (USD)

    VRBO

    14 bdrm 1790 Hudson Valley Estate w\/bridal studio: wedding\/corporate\/group stays

    Bedrooms:
    10
    Bathrooms:
    14
    Sleeps:
    37

    Welcome to the Beautiful Elixir Spring House, a Historic estate dating back to 1790 in the heart of the Hudson Valley. S ...

    From $1906 per night (USD)

    VRBO

    Details
  • Charming cabin with Hot Tub, near Minnewaska
    From $310 per night (USD)

    Expedia

    Charming cabin with Hot Tub, near Minnewaska

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Escape to your newly renovated cabin, a charming Upstate retreat infused with rustic character and equipped wit ...

    From $310 per night (USD)

    Expedia

    Details
  • Perfect for multi families or several couples wanting to get away from the city.
    From $1584 per night (USD)

    VRBO

    Perfect for multi families or several couples wanting to get away from the city.

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    12

    Enough space for two (or three) families! In the barn: a huge cathedral-ceiling rec room, a small home gym, a sauna, a h ...

    From $1584 per night (USD)

    VRBO

    Details
  • The Swallow's Nest Catskill Charm with Seasonal Pool and Firepit
    From $478 per night (USD)

    VRBO

    The Swallow's Nest Catskill Charm with Seasonal Pool and Firepit

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    7

    Looking to cozy up by a roaring fire? Take a look at this beautiful rustic retreat with mountain and pond views, just 1. ...

    From $478 per night (USD)

    VRBO

    Details
  • Rustic Quarry Luxury with Private Lake
    From $1151 per night (USD)

    VRBO

    Rustic Quarry Luxury with Private Lake

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    14

    Newly built, with fully stocked modern kitchen, open concept living & dining areas, steam bath, home cinema, open firepl ...

    From $1151 per night (USD)

    VRBO

    Details
  • Woodstock MCMstyled house 60acres hottub Woodstock
    From $1211 per night (USD)

    VRBO

    Woodstock MCMstyled house 60acres hottub Woodstock

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    16

    WeWilde's beautiful renovated 4bd3ba home SLEEP16+. Under 2hours from NYC ez access to Woodstock, Kingston &all surround ...

    From $1211 per night (USD)

    VRBO

    Details
  • Catskill Chalet: Serene Mountain Escape
    From $272 per night (USD)

    VRBO

    Catskill Chalet: Serene Mountain Escape

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Dreaming of a serene hideaway at the foot of the Catskill Mountains? Our chalet-style house in Pine Hill is calling your ...

    From $272 per night (USD)

    VRBO

    Details
  • Cozy Cottage with a Pond
    From $132 per night (USD)

    Expedia

    Cozy Cottage with a Pond

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Charming, fully furnished one bedroom cottage you would absolutely love. Property is located on charming 7 acres with a ...

    From $132 per night (USD)

    Expedia

    Details
  • Kin Cottage Accord
    From $394 per night (USD)

    VRBO

    Kin Cottage Accord

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to #KinCottageAccord, the perfect #getawayupstate for families and friends. You’ll be close to all the upstate N ...

    From $394 per night (USD)

    VRBO

    Details
  • Cozy Catskill Cottage with Barrel Sauna on 22 private acres
    Click For Pricing

    Expedia

    Cozy Catskill Cottage with Barrel Sauna on 22 private acres

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Old Queens Cottage is a newly renovated 1920's cottage nestled on 22 private acres. This three bed, one bath home off of ...

    Click For Pricing

    Expedia

    Details
  •  Scandinavian Inspired Chalet, Luxury, privacy, seclusion, mountain views
    From $545 per night (USD)

    VRBO

    Scandinavian Inspired Chalet, Luxury, privacy, seclusion, mountain views

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The chalet was built in 2015 on our 20 acre, mountain top location. The chalet is a one story, 1,000 sq. ft., handicap a ...

    From $545 per night (USD)

    VRBO

    Details
  • for the creative spirit, swimming dock on pond, horses to pet, Fire pit
    From $293 per night (USD)

    VRBO

    for the creative spirit, swimming dock on pond, horses to pet, Fire pit

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    For the creative spirit or one that appreciates artistic expression. A healing space. An artist dream loft is filled w ...

    From $293 per night (USD)

    VRBO

    Details
  • Country Cabin in Woodstock, NY- Cozy and Pet Friendly
    From $148 per night (USD)

    VRBO

    Country Cabin in Woodstock, NY- Cozy and Pet Friendly

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Two night minimum stay. Please do not request a one night stay as that is not an option. Country Cottage Retreat in be ...

    From $148 per night (USD)

    VRBO

    Details
  • NEW! Rock City Writer's Studio: Bucolic Setting, Nordic Sauna, Walk to Town!
    From $152 per night (USD)

    Expedia

    NEW! Rock City Writer's Studio: Bucolic Setting, Nordic Sauna, Walk to Town!

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    Treat yourself to a relaxing, rejuvenating and inspiring retreat in your own private historic studio cottage in the hear ...

    From $152 per night (USD)

    Expedia

    Details
  • Romantic Luxury Chalet
    From $211 per night (USD)

    VRBO

    Romantic Luxury Chalet

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Dear Traveler, Look no further. This quiet, private and very romantic chalet exudes character, luxury and charm. P ...

    From $211 per night (USD)

    VRBO

    Details
  • Experience Hudson Valley Holiday Events & relax in your cozy retreat w\/hot tub
    From $343 per night (USD)

    VRBO

    Experience Hudson Valley Holiday Events & relax in your cozy retreat w\/hot tub

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    The Cottage is a country cottage retreat nestled within beautiful gardens, surrounded by woods and wildlife yet only 10 ...

    From $343 per night (USD)

    VRBO

    Details
  • Big Blue spectacular mountain view - great hiking trails
    From $280 per night (USD)

    VRBO

    Big Blue spectacular mountain view - great hiking trails

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy this cozy 3-bedroom home perched up above the Catskill woods with a spectacular view of Overlook Mountain, the cen ...

    From $280 per night (USD)

    VRBO

    Details
  • Welcome to The Boathouse! Waterfront\/Boats\/Hot tub
    From $321 per night (USD)

    Expedia

    Welcome to The Boathouse! Waterfront\/Boats\/Hot tub

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    The boathouse sits at the water’s edge on a deep and wide bend in the Wallkill River. The living room and deck overlook ...

    From $321 per night (USD)

    Expedia

    Details
  • Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
    From $211 per night (USD)

    VRBO

    Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    2

    You will be Catskillin' it in this newly remodeled, over 500 sq. ft., design-forward 1BR cottage, bright and snug with p ...

    From $211 per night (USD)

    VRBO

    Details
  • Glamping Tent & Campsite by Minnewaska State Park
    From $103 per night (USD)

    Expedia

    Glamping Tent & Campsite by Minnewaska State Park

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    12

    Come camping on land that borders the state park! This campsite is known as the "Canyon" and is fully equipped with c ...

    From $103 per night (USD)

    Expedia

    Details
  • Spa Cabin Close to Woodstock Center with Full Service Options
    Click For Pricing

    VRBO

    Spa Cabin Close to Woodstock Center with Full Service Options

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Sounds of nature at all times. You can hear water falls, birds, occasionally the owl. Here you get to stay in comfort, n ...

    Click For Pricing

    VRBO

    Details
  • Hudson Estate | Historic Upstate Home + Private Apartment
    Click For Pricing

    Expedia

    Hudson Estate | Historic Upstate Home + Private Apartment

    Bedrooms:
    5
    Bathrooms:
    7
    Sleeps:
    14

    *This is a buyout of two homes for a total of 7 bedrooms. The two homes are located on the same property* Welcome to Hu ...

    Click For Pricing

    Expedia

    Details
  • Charming 3 bedroom, 2 bathroom Catskills cottage
    From $235 per night (USD)

    VRBO

    Charming 3 bedroom, 2 bathroom Catskills cottage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Upstate New York! Only 5mins from Saugerties village and 10mins from Woodstock, you will find this 1790's c ...

    From $235 per night (USD)

    VRBO

    Details
  • Eloise by AvantStay | Historic Upstate Apartment near Hudson River
    Click For Pricing

    Expedia

    Eloise by AvantStay | Historic Upstate Apartment near Hudson River

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This charming one-bedroom apartment is nestled next to the primary residence at a Main Street home. Tucked up against th ...

    Click For Pricing

    Expedia

    Details
  • Hot Tub - Hammock- Games - Grill - Large Colonial
    From $530 per night (USD)

    VRBO

    Hot Tub - Hammock- Games - Grill - Large Colonial

    Bedrooms:
    2
    Bathrooms:
    6
    Sleeps:
    16

    Experience the ultimate upstate getaway in Kingston at our charming dog-friendly 18th-century colonial retreat. Our tw ...

    From $530 per night (USD)

    VRBO

    Details
  • VacationHouse Eastern Sunrise Rm Queen .5 bath
    Click For Pricing

    Expedia

    VacationHouse Eastern Sunrise Rm Queen .5 bath

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    2

    VacationHouse B&B Provides Boutique Lodging in the Hudson Valley. The décor mixes many cultures and is vibrant with col ...

    Click For Pricing

    Expedia

    Details
  • Sweet spot studio on village outskirts
    From $187 per night (USD)

    VRBO

    Sweet spot studio on village outskirts

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Welcome to the Owl, where every effort has been made to make your stay a pleasure. Within minutes walk to the Rail Trail ...

    From $187 per night (USD)

    VRBO

    Details
  • Zen Retreat in Woodstock
    Click For Pricing

    Expedia

    Zen Retreat in Woodstock

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This is a sanctuary for the ones who search for inner peace. It's right in the center of Woodstock but hiding seclusivel ...

    Click For Pricing

    Expedia

    Details