
Ulster Area Rentals

- From $575 per night (USD)
VRBO
Woodstock Secluded Close to Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
About this space: Our beautiful family vacation home is a 1/2 mile to town and sits on a 3 acre parcel with a stunning M ...
From $575 per night (USD)VRBO
- Click For Pricing
Expedia
4-bedroom house in beautiful Saugerties, close to Woodstock with Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This 4-bedroom house in Saugerties is perfect for your escape. With 1 king bed, 1 queen bed, 1 bunk bed, and 4 twin bed ...
Click For PricingExpedia
- From $538 per night (USD)
VRBO
Charming 3-bedroom farm house in peaceful Stone Ridge with Hot Tub & Bocce court
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Just 6 minutes from charming Stone Ridge, this meticulously designed 3-bedroom, 2.5-bathroom farm house offers the perfe ...
From $538 per night (USD)VRBO
- From $534 per night (USD)
Expedia
Pool - Hot Tub - Game Room - Mini Golf - Country
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 20
Welcome to our newly renovated countryside oasis on the Rondout Creek and Rail Trail in the Catskills, just minutes from ...
From $534 per night (USD)Expedia
- From $298 per night (USD)
VRBO
PERFECT FAMILY RETREAT 4 Br, Heated Pool, Hot Tub, Minutes to Town, Pvt, Quiet
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This home in the Bearsville hamlet of Woodstock, less than 10 minutes from Town, is the perfect family Retreat. There ar ...
From $298 per night (USD)VRBO
- From $239 per night (USD)
Expedia
Charming 2-bedroom apartment above a country store in the heart of Gardiner!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the beauty of Gardiner from this 2-bedroom apartment above a country store in an 1880's center hall colonial. T ...
From $239 per night (USD)Expedia
- From $230 per night (USD)
VRBO
Bunkhouse 38: Serene Wilderness Retreat near Esopus Creek
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to this charming 2-bedroom, 1-bathroom nestled by Esopus Creek. Drift off to sleep to the soothing sounds of wate ...
From $230 per night (USD)VRBO
- From $339 per night (USD)
VRBO
Maplewood Meadow: w/ Hot Tub | 5 Mins to Kingston
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to Maplewood Meadow, a fully renovated cape-style home just 2.5 hours from NYC, and minutes to Kingston ...
From $339 per night (USD)VRBO
- From $241 per night (USD)
VRBO
Cozy 2-bedroom cabin in charming Shandaken with WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Discover the beauty of Shandaken from this marvelous 2-bedroom cabin. This peaceful retreat features 1 queen bed and 1 b ...
From $241 per night (USD)VRBO
- From $175 per night (USD)
Expedia
Charming cabin with WiFi and AC in scenic Shandaken
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in Shandaken, enjoy what this 1-bedroom cabin has to offer. This gorgeous property features a cozy living room w ...
From $175 per night (USD)Expedia
- From $982 per night (USD)
VRBO
Contemporary 4-BR Catskills Retreat w/ plunge pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Set on 8 private acres with direct access to the Awosting Reserve, the home was designed as a place to slow dow ...
From $982 per night (USD)VRBO
- From $355 per night (USD)
Expedia
Private 3-bedroom home bordering the Mohonk Preserve, Dog friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this secluded home in New Paltz. This excellent property features 3 bedrooms with 2 queen beds and 1 full bed ...
From $355 per night (USD)Expedia
- From $230 per night (USD)
VRBO
Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome To Your Colorful Modern Hideaway In The Heart Of Downtown Woodstock Part of a fully renovated property, this br ...
From $230 per night (USD)VRBO
- From $447 per night (USD)
Expedia
Catskills Creekside Sanctuary
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy our peaceful, updated Shokan home in the Catskills. This delightful house features 1 king bed and 2 queen beds, 3 ...
From $447 per night (USD)Expedia
- From $421 per night (USD)
VRBO
Magical Riverside Homestead in the Hudson Valley
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Immerse yourself in the tranquil beauty of nature, while staying conveniently close to vibrant towns and abundant activi ...
From $421 per night (USD)VRBO
- From $184 per night (USD)
Expedia
\"Rocky Bottom\" Cabin • Creekside • Fire Pit • BBQ • Fishing
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Refresh and recharge at our cozy cabin, nestled on 1.2 acres along the Esopus Creek. Close to Hunter and Belleayre ski a ...
From $184 per night (USD)Expedia
- From $331 per night (USD)
VRBO
\"A Stone's Throw\" Cabin • Creekside • Fires • BBQ • Fishing
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Refresh and recharge at our cozy cabin, nestled on 1.2 acres along the Esopus Creek. Close to Hunter and Belleayre ski a ...
From $331 per night (USD)VRBO
- From $209 per night (USD)
Expedia
Cozy loft apartment in Stockade district walk to restaurants & bars AC & WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Full kitchen with island and barstools. Bedroom with queen size bed and closet & dresser space. Living room with pullout ...
From $209 per night (USD)Expedia
- From $202 per night (USD)
VRBO
Serene Woodstock home with birdsong
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled on nearly an acre of land, this beautiful home boasts and abundance of natural light that floods its spacious, h ...
From $202 per night (USD)VRBO
- From $747 per night (USD)
Expedia
Hot Tub, Pool, 2 Firepits | Near Mohonk Preserve + Wineries | Cragswood Lodge
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Welcome to Cragswood Lodge, a rustic retreat where cozy cabin vibes meet modern comfort, nestled deep in the heart of th ...
From $747 per night (USD)Expedia
- From $1133 per night (USD)
VRBO
Sparkling Ridge: Private Lake + Stunning Views
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
This magnificent, modern four-story home is built into the rolling hillside, gazing out over a sparkling lake in the lee ...
From $1133 per night (USD)VRBO
- From $343 per night (USD)
Expedia
Chronogram featured, Modern Mountain Family Home above Woodstock. Dog-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Featured in Chronogram Magazine as a modern eco-friendly mountain home with geo thermal heating and cooling and solar po ...
From $343 per night (USD)Expedia
- From $355 per night (USD)
VRBO
Serene Modern 3-bedroom house with WiFi in peaceful Hudson Valley
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Tucked in the Hudson Valley, in Rifton near Kingston—New York’s original capital—OPC offers a peaceful escape from city ...
From $355 per night (USD)VRBO
- From $314 per night (USD)
VRBO
Charming 3 Bedroom Cabin with Mountain Views in Woodstock
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your perfect mountain retreat! Nestled on 15 private acres, this whimsical rustic cabin offers a magical esca ...
From $314 per night (USD)VRBO
- From $311 per night (USD)
VRBO
Cozy Log Cabin with Firepit & Prime Catskills Location
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
***PLEASE NOTE THAT THE HOT TUB IS CURRENTLY OUT OF SERVICE*** Tucked away in the woods but close to everything, this c ...
From $311 per night (USD)VRBO
- From $633 per night (USD)
Expedia
Mountain Peak Retreat - Pool - Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Relax and recharge at this peaceful escape nestled on 1.4 acres. Inside, you’ll find soaring vaulted ceilings, a cozy st ...
From $633 per night (USD)Expedia
- From $529 per night (USD)
VRBO
Black Walnut Tree Farm: Farmhouse on 50 Acres
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Located in Highland, NY, and nearby to New Paltz and Poughkeepsie, this home is private with 50 acres of property. Enjoy ...
From $529 per night (USD)VRBO
- From $227 per night (USD)
Expedia
Private two room suite w bathroom in shared charming farmhouse in Kerhonkson
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This farmhouse in Kerhonkson is perfect retreat for your escape. This large shared Farmhouse offers you a 2 room suite w ...
From $227 per night (USD)Expedia
- From $431 per night (USD)
VRBO
Private New Paltz contemporary in nature paradise
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this marvelous house in picturesque New Paltz. Our private contemporary is minutes from town where you can en ...
From $431 per night (USD)VRBO
- From $266 per night (USD)
Expedia
Charming Private Studio Saugerties
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Step into timeless elegance in this beautifully remodeled 18th-century Victorian-era house. Your private studio offers a ...
From $266 per night (USD)Expedia
- From $413 per night (USD)
VRBO
Relax in Style at Historic Modern on Main with Modern Amenities & Wooded Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover the perfect blend of modern comfort and vibrant style in this stunning 3-bedroom home nestled in the heart of S ...
From $413 per night (USD)VRBO
- From $471 per night (USD)
VRBO
Charming 4-bedroom villa with Art, Sauna, Cold Plunge and Yoga in New Paltz
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This 4-bedroom villa in Highland is perfect for your escape. The charming property features 2 queen beds, 2 full beds, a ...
From $471 per night (USD)VRBO
- From $584 per night (USD)
VRBO
18th Century Rosendale Cottage w/pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly restored 1840 historical cottage overlooking a private pool. One of only a few remaining Lock Tender Houses left o ...
From $584 per night (USD)VRBO
- From $941 per night (USD)
VRBO
Charming 4-bedroom Luxe farmhouse with pool and sauna
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
This wonderful house in Stone Ridge boasts 4 bedrooms, including 3 queen beds, 1 bunk bed, and 1 twin bed. With 4 bathro ...
From $941 per night (USD)VRBO
- From $345 per night (USD)
VRBO
Lake & Mountain View retreat w fire pit, jacuzzi bath, walk to trailhead
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Backing onto 30,000 acres of Sundown Wild Forest. With glimpses of mountains and woodland from every window, and hiking ...
From $345 per night (USD)VRBO
- From $319 per night (USD)
Expedia
Quaint & Cozy Cottage | Close To Town Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
4 min to New Paltz, 2 min to SUNY campus Pet-friendly with fully fenced in yard Backyard with grill & dining table Grea ...
From $319 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Cozy private suite in the heart of beautiful Gardiner.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This welcoming house in New Paltz is the ideal spot for guests looking for a cozy retreat. With 1 king bed in the bedroo ...
From $150 per night (USD)VRBO
- From $239 per night (USD)
Expedia
Charming Red townhome in Ellenville, NY, WiFi and AC
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Make yourself at home in this welcoming Ellenville retreat. This townhome features a cozy living room with a soothing so ...
From $239 per night (USD)Expedia
- From $699 per night (USD)
VRBO
Woodstock/Entire house with pool 1.5 miles to Village Green. Very private.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Stylish and comfortable private home just 1.5 miles from Village Green with private lawn, woods. In ground pool with out ...
From $699 per night (USD)VRBO
- From $297 per night (USD)
VRBO
A spectacular Shawangunk vista in a beautifully renovated chalet on a lush lawn.
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
Gaze upon a spectacular Shawangunk vista from a beautifully renovated chalet which features a vast, lush lawn. Complete ...
From $297 per night (USD)VRBO
- From $596 per night (USD)
VRBO
Mountain Rock: Privacy, BBQ, Firepit, Game Room
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to Mountain Rock—a light‑filled contemporary farmhouse tucked amid five private acres of pines along a rock ledge ...
From $596 per night (USD)VRBO
- From $962 per night (USD)
Expedia
Modern Farmhouse w/ Heated Pool & Creek Access
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to a beautifully restored farmhouse that blends timeless charm with modern comforts. Nestled in a peaceful, sceni ...
From $962 per night (USD)Expedia
- From $348 per night (USD)
VRBO
Modern Upstate Gem Surrounded by Trees with Hot Tub - 2.5 BD, 2 BH
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Newly renovated 2.5 BR home in a forest like setting. All brand new beds, bedding and designer furniture. An outdoor fir ...
From $348 per night (USD)VRBO
- From $654 per night (USD)
VRBO
Catskills Mountain House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Brand new designer home, with stunning architectural features , nestled in the Catskill mountains, close to Woodstock, ...
From $654 per night (USD)VRBO
- From $239 per night (USD)
VRBO
This guest house is a 1 bedroom(s), 1 bathrooms, located in Kingston, NY.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to the cozy Retro Retreat, a newly renovated home with an open-concept living room and full kitchen, with a full ...
From $239 per night (USD)VRBO
- From $277 per night (USD)
Expedia
3 Mi to Main St: Modern New Paltz Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Recently Renovated | Wooded Property in Peaceful Neighborhood | 3 Mi to Huguenot St Let your Hudson Valley adventure un ...
From $277 per night (USD)Expedia
- From $305 per night (USD)
VRBO
Gingerbread House- a 1950s Catskills Chalet- close to everything but tucked away
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Perched high among the trees, Gingerbread is a 1950’s Swiss chalet that sits on 4 acres. This is the house everyone slow ...
From $305 per night (USD)VRBO
- From $393 per night (USD)
Expedia
CLASSIC WOODSTOCK Minutes to Town, Heated Pool, Pond, Views, AC, WiFi, Fireplace
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A classic Woodstock home on 4 private acres just minutes from the center of town. Heated pool in summer, views all year ...
From $393 per night (USD)Expedia
- From $339 per night (USD)
VRBO
Family-Friendly 3-Bedroom Home with Gorgeous Views Just Steps from the Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Charming home filled with love . This house has a spacious porch and impressive views of the Valleys foliage - perfect f ...
From $339 per night (USD)VRBO
- From $435 per night (USD)
Expedia
Hudson Escape W/ Hot Tub + Bridge View
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to a luxurious escape with mesmerizing Hudson River views! This beautifully renovated historic home masterfully ...
From $435 per night (USD)Expedia
- From $838 per night (USD)
VRBO
The Grateful Woods Farmhouse w/ Hot Tub & Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: The Farmhouse is part of the Grateful Woods family! It sits on 7 acres at the top of the hill & offers a beauti ...
From $838 per night (USD)VRBO
- From $252 per night (USD)
Expedia
Charming 3-bed/2-Bath with WiFi, AC in Wawarsing. Your Home Away from Home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cozy, convenient, and fully stocked - your Hudson Valley escape awaits. Enjoy a fireplace, fire pit, patio, and a TV in ...
From $252 per night (USD)Expedia
- From $308 per night (USD)
VRBO
Location location location!!! Hike into Minnewaska and Mohonk from front door!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
WELCOME TO THE GUNKS. Walk into Minnewaska State Park and Mohonk Preserve from your front door. Minutes away from all P ...
From $308 per night (USD)VRBO
- From $582 per night (USD)
VRBO
Woodstock Barn Artist’s Retreat in Bearsville
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: The Woodstock Barn is a beautifully restored 1889 gem featured in Vogue and “Woodstock Handmade Houses”—located ...
From $582 per night (USD)VRBO
- Click For Pricing
VRBO
Modern Living inside a former Motorcycle Showroom— Stylish & One of a Kind
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Once a motorcycle shop, this unique space has been thoughtfully transformed into a modern retreat with vintage flair. St ...
Click For PricingVRBO
- From $559 per night (USD)
Expedia
Beautiful 3-bedroom house in New Paltz with AC, WiFi, SunDeck & Close to ALL
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this bright, inviting 3-bedroom home perfectly nestled on a quiet street just minutes from downtown New Paltz. ...
From $559 per night (USD)Expedia
- From $535 per night (USD)
VRBO
Phoenicia Farmhouse: Heated Pool | Mtn View Oasis
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Phoenicia Farmhouse is a charming 3-bed, 2.5-bath home with playful decor, just 2.5 hours from NYC. Unwind outd ...
From $535 per night (USD)VRBO
- From $476 per night (USD)
VRBO
Waterfront/Dog Friendly/Firepit/ 1 bedroom 2 beds
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience the tranquility of riverfront living at our charming apartment in Glasco NY. Enjoy stunning views of the riv ...
From $476 per night (USD)VRBO
- From $279 per night (USD)
VRBO
Charming 2-bedroom house with AC, WiFi in wonderful Woodstock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the beauty of Woodstock and Saugerties from this 2-bedroom house. This adorable property features 1 murphy bed ...
From $279 per night (USD)VRBO
- From $541 per night (USD)
Expedia
Esopus Escape: Pool, Hot Tub & Media Room
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
A private newly renovated retreat located near bustling Upstate destinations and towns. The stylishly curated home inclu ...
From $541 per night (USD)Expedia
- From $512 per night (USD)
VRBO
Phoenicia Retreat: Massive Private Entertaining Home with Fireplace & Pond
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This sprawling, multi-story home is perfect for family getaways or extended stays. Nestled among the trees, you’ll find ...
From $512 per night (USD)VRBO
- From $220 per night (USD)
Expedia
Uptown Getaway, walkable to amenities, restaurants, bars, & farmers market
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Perfect for family or a group of friends! You will enjoy easy access to everything from this centrally located uptown g ...
From $220 per night (USD)Expedia
- From $1933 per night (USD)
VRBO
A Retreat @ Hudson Woods With Main & Guest House
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 18
A Retreat @ Hudson Woods is a luxury oasis nestled in the private woods of Kerhonkson. Nearby breweries, farms, and fine ...
From $1933 per night (USD)VRBO
- From $333 per night (USD)
Expedia
NEW: Fabulous Glass Contemporary in Kerhonkson
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Highlights: If your ideal getaway includes luxurious sun-drenched spaces, seamless single-level living, proximity to INN ...
From $333 per night (USD)Expedia
- From $165 per night (USD)
VRBO
Cozy Bedroom With Fireplace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This cozy room is perfect for your escape to Saugerties. The second story bedroom features a Tempur-pedic queen bed, per ...
From $165 per night (USD)VRBO
- From $370 per night (USD)
VRBO
Wooded Way: Forest Views—Scenic Days—Starry Skies
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Summary: Wooded Way is a charming 3 bed, 1.5 bath contemporary getaway just under 2 hours from NYC close to the Ashokan ...
From $370 per night (USD)VRBO
- From $426 per night (USD)
VRBO
Premium renovated village town house w/garden, HITS, shops, restaurants & beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in the charming town of Saugerties, New York, the holiday rental "Hudson Pearl" offers a captivating blend of hi ...
From $426 per night (USD)VRBO
- From $268 per night (USD)
VRBO
Secluded couples retreat !
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our alluring new guest house in Hurley is the perfect woodland retreat for couples. Tucked away down a country dirt road ...
From $268 per night (USD)VRBO
- From $359 per night (USD)
VRBO
Charming 3-bedroom cottage with AC and WiFi in serene New Paltz
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 3-bedroom cottage is perfect for your escape to New Paltz. Nestled in the heart of the city, this serene property o ...
From $359 per night (USD)VRBO
- From $749 per night (USD)
Expedia
Retreat on 4.83 Acres—Fenced Dog Yard & Peaceful Family Escape w/Pool & WIFI
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Whether you’re soaking in the sun poolside during the warmer months, enjoying crisp fall foliage, curling up by the fire ...
From $749 per night (USD)Expedia
- From $204 per night (USD)
VRBO
Bright Bedroom Near The Forest
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This cozy room is perfect for your escape to Saugerties. The second story bedroom features a Tempur-pedic queen bed, per ...
From $204 per night (USD)VRBO
- From $648 per night (USD)
Expedia
Hot tub on water, 5min HITS, 20mi to Hunter skiing
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful retreat right on the Hudson river just minutes from Saugerties Woodstock and the HITS Horse Show. The whole ho ...
From $648 per night (USD)Expedia
- From $288 per night (USD)
VRBO
Cozy 2-bedroom house in charming Kingston with AC, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your perfect Kingston getaway! Located in uptown Kingston, close to shops and restaurants, this stylish mid-c ...
From $288 per night (USD)VRBO
- From $177 per night (USD)
Expedia
Glasco Waterfront Oasis/10 min from HITS
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience the tranquility of riverfront living at our charming apartment in Glasco NY. Enjoy stunning views of the riv ...
From $177 per night (USD)Expedia
- From $293 per night (USD)
VRBO
Charming 1-bedroom apartment in lovely Kingston with AC, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Experience Kingston like a local in this 1-bedroom apartment. The space features a tranquil bedroom with a comfortable q ...
From $293 per night (USD)VRBO
- From $316 per night (USD)
Expedia
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Discover the beauty of New Paltz from this lovely 3-bedroom house. Each bedroom features a comfortable queen bed, perfec ...
From $316 per night (USD)Expedia
- From $143 per night (USD)
VRBO
2+ Acres Creekside Cottage Hudson Valley Retreat Woodstock–Kingston, NY Sleeps 7
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Peaceful Creekside Cottage with Private Waterfront Access 2+ Acres in Hudson Valley New York! Escape to a serene, light- ...
From $143 per night (USD)VRBO
- From $237 per night (USD)
Expedia
Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Groovy Getaway in Woodstock – Vinyl Vibes & Retro Style! Step back in time to a groovier era in this colorful, music-lo ...
From $237 per night (USD)Expedia
- From $953 per night (USD)
VRBO
NEW: Stylish Escape w/ Heated Pool & Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Highlights: If your dream getaway includes soaring sunlit interiors, a sleek container pool, a year-round hot tub, easy ...
From $953 per night (USD)VRBO
- From $349 per night (USD)
Expedia
Family Home w/ Outdoor Oasis in Hudson Valley
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Tree-Lined Property on 1 Acre | 3 Mi to Hiking Trails Step into laid-back adventure at this High Falls vacation rental ...
From $349 per night (USD)Expedia
- From $480 per night (USD)
VRBO
Cozy Log Cabin | Firepit • Stream • O&W Rail Trail
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to Sweetcreek Cabin, your serene retreat in Upstate NY! The updated interior features modern amenities, antique d ...
From $480 per night (USD)VRBO
- From $434 per night (USD)
Expedia
Stony Kill Ranch - Hot Tub and Waterfall Access
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Stony Kill Ranch is a newly renovated modern rustic ranch located on the border of 22,000 acres of untouched wilderness. ...
From $434 per night (USD)Expedia
- From $2018 per night (USD)
VRBO
Ellenville Getaway Private & Peaceful Retreat Minutes from Outdoor Adventures
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 20
Unwind and explore at this spacious 8-bedroom home nestled in the secluded area of Ellenville, NY. Whether you're hostin ...
From $2018 per night (USD)VRBO
- From $418 per night (USD)
Expedia
Upstate Nature Hideaway In Saugerties/Woodstock - River + Mountain Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Your hideaway in the woods awaits! With 3BR and a sofa bed you can make it an intimate romantic trip or a small gatherin ...
From $418 per night (USD)Expedia
- From $495 per night (USD)
VRBO
Spacious Hudson Valley retreat. Relax by the fire and enjoy the wildlife.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to our country retreat! Our Hudson Valley home is ideal for friends or families looking for a getaway. We're cen ...
From $495 per night (USD)VRBO
- From $610 per night (USD)
Expedia
Experience Rich History&Relax at a Delightful Residence Center ofNYHudson Valley
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Stone House – A Historic Hudson Valley Estate Retreat Clean. Comfortable. Charming. Convenient. Welcome to the Stone ...
From $610 per night (USD)Expedia
- From $263 per night (USD)
VRBO
Retro Cottage in Accord
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Luxury meets rustic charm in this thoughtfully designed wood-shingled cottage for two. Tucked into the countryside, this ...
From $263 per night (USD)VRBO
- From $774 per night (USD)
Expedia
NEW: Luxe Glass Contemporary w/ Pool + Guest House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Highlights: If your ideal escape includes sleek, nature-immersive architecture, seamless single-level living, a shimmeri ...
From $774 per night (USD)Expedia
- From $551 per night (USD)
VRBO
Secluded 3BR w/ Private Pool & Epic Views – 10 Mins to Woodstock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Craving space, quiet, and fresh mountain air? This 3-bedroom cliffside retreat is your ideal upstate escape—just two hou ...
From $551 per night (USD)VRBO
- From $614 per night (USD)
VRBO
Stylish Catskills Retreat - Heated Pool, Hot Tub, Fenced Yard, Dogs OK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Available for 30+ night stays only. August now open at a flat $15,000/month (plus fees). This secluded, design-forward ...
From $614 per night (USD)VRBO
- From $371 per night (USD)
VRBO
Welcome to the Gunks
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Location location location Hike into Minnewaska and Mohonk from front door Welcome to the Gunks. Walk into Minnewaska S ...
From $371 per night (USD)VRBO
- From $396 per night (USD)
Expedia
Spacious Fam Retreat: Hot Tub, Fire Pit, BBQ
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This charming retreat for families seeking a peaceful escape from city life. Relax by the cozy fireplace in the spacious ...
From $396 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Serene & Bright: Minnewaska Mtn Views ~ Deck ~BBQ
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Unwind in this bright newly renovated 3BR/2BA retreat available tucked away in tranquil Kerhonkson. Enjoy Ulster County' ...
From $270 per night (USD)VRBO
- From $133 per night (USD)
VRBO
The Woodstock Retreatment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Step into a little time machine into 1968, in a vintage Airstream trailer nestled in the heart of Woodstock, NY half a m ...
From $133 per night (USD)VRBO
- From $414 per night (USD)
VRBO
Woodstock Mtn Lodge- pvt 2 acres w/saline pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Magical upstate cottage on 2 acres in the heart of Woodstock. Pvt heated saline pool & beautifully landscaped gardens w/ ...
From $414 per night (USD)VRBO
- From $465 per night (USD)
Expedia
Lux Hot Tub Cabin w Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Porter’s Lodge, a serene retreat in the heart of Ellenville, NY. Perfectly designed for relaxation, adventure ...
From $465 per night (USD)Expedia
- From $492 per night (USD)
VRBO
Goat Hill Cottage 2BR, Heated Pool, Fire Pit, View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to Goat Hill House, a serene Catskills retreat with breathtaking Hudson Valley views. Lounge by the heated pool, ...
From $492 per night (USD)VRBO
- From $461 per night (USD)
Expedia
The Ridge House: Hot Tub, Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to The Ridge House, a beautifully restored 1890 farmhouse offering a serene escape in the heart of the Catskills ...
From $461 per night (USD)Expedia
- From $78 per night (USD)
VRBO
Ashokan Reservoir 'Treetop Suite' in the Catskills
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Surrounded By Woodland Scenery | Cozy Fireside Comfort | Shady Outdoor Seating Spot Wake to rustling leaves and enjoy t ...
From $78 per night (USD)VRBO
- From $392 per night (USD)
VRBO
4-bedroom house in delightful Saugerties with AC, WiFi. Enjoy your stay
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Make yourself at home in this 4-bedroom Saugerties retreat. This fantastic house boasts 2 queen beds and 2 twin beds, pe ...
From $392 per night (USD)VRBO