Columbia Area Rentals
- From $762 per night (USD)
VRBO
Escape the City! Incredible Hillside Country House. Sleeps 11.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Charming four-season country home on three beautifully landscaped acres, only two hours from NYC. The house is geared to ...
From $762 per night (USD)VRBO
- From $256 per night (USD)
Expedia
Cozy Retreat on Copake Lake in our Charming Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Step into a haven of modern elegance with this newly renovated cottage, a sanctuary of tasteful decor and comfort, avail ...
From $256 per night (USD)Expedia
- Click For Pricing
VRBO
Caraway Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This relaxing cottage offers the best of everything for your Hudson Valley Getaway-specifically a beautiful view of the ...
Click For PricingVRBO
- Click For Pricing
VRBO
Jenny’s Folk Art Museum
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
Jenny’s Folk Art Museum is a historical home built in 1770 and located in the picturesque village of Kinderhook. Althoug ...
Click For PricingVRBO
- From $335 per night (USD)
VRBO
Copake Lakes Hidden Treasure
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our home is a Cozy Cottage tucked away in the woods. A true getaway from the noise of a busy world. Close enough to many ...
From $335 per night (USD)VRBO
- From $310 per night (USD)
Expedia
LAKE FRONT COTTAGE - YEAR ROUND HOT TUB
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
BRAND NEW HOT TUB OPEN ALL YEAR LONG A blue stone pathways leads to your own private charming cottage overlooking a beau ...
From $310 per night (USD)Expedia
- From $224 per night (USD)
VRBO
Guest Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Apartment attached to larger 1800s Saugerties village home, own separate entrance. It is less than one block from the ce ...
From $224 per night (USD)VRBO
- From $277 per night (USD)
Expedia
Cozy Retreat w\/ Hot Tub, on Sleepy Hollow Lake!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Hit the powdery slopes, lounge lakeside, practice your golf swing, or simply sit back and relax at this charming 3-bedro ...
From $277 per night (USD)Expedia
- From $252 per night (USD)
VRBO
Goose Landing Cottage by the lake with BRAND NEW year-round Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
The cottage is a wonderful getaway for 2 people, but can sleep 4. It is down a private road on the back side of a spring ...
From $252 per night (USD)VRBO
- From $396 per night (USD)
Expedia
Hudson Valley Cabin
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Cape Farmhouse with modern touches, on nearly 3 acres backing up to a stream and an expansive backyard with far reaching ...
From $396 per night (USD)Expedia
- From $667 per night (USD)
VRBO
Lakefront Retreat on Robinson Pond - Stunning Sunrise
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Three Trees on Robinson Pond is a three bedroom, one and a half bath home with waterfront access and incredible views of ...
From $667 per night (USD)VRBO
- From $900 per night (USD)
VRBO
Berkshires Lake House With Private Dock, gunite pool, and Chefs Kitchen
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
This newly updated sun drenched Berkshire lake house with newly built private in-ground pool, is the perfect place for a ...
From $900 per night (USD)VRBO
- From $1567 per night (USD)
VRBO
Jacks Place
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 18
Ultimate Family and Large Group Compound 5,000 Sq. Ft. Home on 56.6 Private Acres 8 Bedrooms 7 Baths 16 Beds Sleeps 18 ...
From $1567 per night (USD)VRBO
- From $750 per night (USD)
VRBO
Sweeping Mountain Views in the Berkshires
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Mountain views in the Berkshires for every season! Country home in quiet neighborhood on 11 acres surrounded by farms. ...
From $750 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Quiet Get Away on the Lake! Kayaks,life vests ,Fishing Equipments ,golf clubs
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Bring your family and relax along the Lake - private launch - Open floor plan with a large rear deck to enjoy the sunshi ...
From $350 per night (USD)VRBO
- From $261 per night (USD)
Expedia
Full Home in Saugerties
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
A beautiful 1840's brick house less than 5 minutes outside the Village of Saugerties, and less than a 2 hour drive from ...
From $261 per night (USD)Expedia
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VRBO
Carriage House Charmer
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Fairland Farm is located on County Route 21, Kinderhook, 20 min. from Hudson, NY and 2.5 hours from New York City. Fair ...
Click For PricingVRBO
- From $299 per night (USD)
Expedia
rural, serene + sophisticated space
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
In the country, yet accessible to the Hudson River Valley's engaging towns. So many guests have a hard time leaving to ...
From $299 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Modern Rustic Artist's Getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
I spent a lifetime living and working as a professional fashion photographer in Paris, Milan and New York. My visual se ...
From $200 per night (USD)VRBO
- From $200 per night (USD)
Expedia
It's All About the Mountain Views, Modern Farmhouse
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Separate private entrance of main house to a large, En Suite apartment in fully built out bottom floor. One bedroom with ...
From $200 per night (USD)Expedia
- From $880 per night (USD)
VRBO
Private Tennis court, hot tub & pool Berkshires 13 acre Estate 4 bedrooms
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to our beautiful and spacious retreat, perfect for a family vacation or weekend getaway with friends. Our home o ...
From $880 per night (USD)VRBO
- From $242 per night (USD)
Expedia
Suite 5 - Quiet and private accommodations in a country setting.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Spencertown Inn is Columbia County’s newest all-suite luxury Inn. With just 5 suites in total, the Inn offers quiet ...
From $242 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Suite 2 - Quiet and private accommodations in a country setting.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
The Spencertown Inn is Columbia County’s newest all-suite luxury Inn. With just 5 suites in total, the Inn offers quiet ...
From $350 per night (USD)VRBO
- From $244 per night (USD)
Expedia
Suite 4 - Quiet and private accommodations in a country setting.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Spencertown Inn is Columbia County’s newest all-suite luxury Inn. With just 5 suites in total, the Inn offers quiet ...
From $244 per night (USD)Expedia
- From $243 per night (USD)
VRBO
Suite 3 - Quiet and private accommodations in a country setting.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Spencertown Inn is Columbia County’s newest all-suite luxury Inn. With just 5 suites in total, the Inn offers quiet ...
From $243 per night (USD)VRBO
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Expedia
Country home in a park-like setting, perfect for private enjoyment.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
An historic farmhouse on 3 acres of meadow gardens and woods, with views of the open farm fields and the Berkshire mount ...
Click For PricingExpedia
- From $475 per night (USD)
VRBO
Heaven on Earth - Hudson Riverfront Home
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Location, Location, Location! Smiths Point is located directly on the Hudson River providing panoramic stunning views yr ...
From $475 per night (USD)VRBO
- From $192 per night (USD)
VRBO
La Petite Maison, Chatham, NY
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Quiet, country setting one mile from downtown Chatham Village with private parking. Enjoy a very comfortable stay with m ...
From $192 per night (USD)VRBO
- From $325 per night (USD)
VRBO
Fog Hill Cabin is a peaceful retreat set in a forest landscape. Stargazing Bliss
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fog Hill Cabin is a peaceful retreat set among the wooded landscape of the Beebe Hill State Forest. The main level featu ...
From $325 per night (USD)VRBO
- From $573 per night (USD)
Expedia
Modern Cabin\/4-bedroom with Hot Tub in Germantown
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Great for large groups and dog-friendly 4 bedroom and 3 bathroom house is located 20 minutes from Hudson and 10 minutes ...
From $573 per night (USD)Expedia
- From $128 per night (USD)
VRBO
Rural charm in Ancram, NY
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy peaceful, light-filled pastoral views from this charming 19th century home, completely rebuilt from the ground up ...
From $128 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Cozy log cabin in Lake Community.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Cozy log cabin located on a quiet cul-de-sac, this is the relaxing get away you have been looking for! Hang out on the c ...
From $350 per night (USD)Expedia
- From $985 per night (USD)
VRBO
Catskill Villa\/Pool with Hudson River View
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Hudson View Villa! Relax with family or friends at a hilltop property overlooking The Hudson and Berkshires. ...
From $985 per night (USD)VRBO
- From $720 per night (USD)
VRBO
Sunbeam Lodge: Pool+Hot Tub, 50 Acres, ‘70s Oasis
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Our peaceful, skylit, 3-bed 2-bath lodge is a totally private woodland paradise on a quiet country lane. Part secluded r ...
From $720 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Charming Cottage in the Heart of Catskill & Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This charming cottage ( The Catskill Nook) offers you everything that you need and more. Newly renovated and has all of ...
From $200 per night (USD)VRBO
- From $375 per night (USD)
Expedia
Hudson River Retreat- Spectacular Views- Pet friendly🐕 Wheelchair Accessible♿
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
An easy 2hr drive from NYC and located in beautiful Greene County, this charming one-story house has been recently renov ...
From $375 per night (USD)Expedia
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Expedia
Beautiful Studio Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beautiful Studio Apartment. Cot available if needed for a child. Centrally located in the Village of Athens along the Hu ...
Click For PricingExpedia
- From $475 per night (USD)
VRBO
The Cabin-A quiet get away for rest and relaxation
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Quiet escape from the world. The Cabin settles into its surroundings with deceptive subtlety, while inside it is surpris ...
From $475 per night (USD)VRBO
- From $275 per night (USD)
VRBO
Secluded Country Getaway On 22 Magical Acres. Catamount ski resort 5 min away
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
The adventure awaits in the Berkshires. Escape the hustle and bustle of your everyday life and come chill in a renovated ...
From $275 per night (USD)VRBO
- Click For Pricing
Expedia
Newly Remodeled Cottage + Fire Pit
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Your weekend getaway awaits. Prominently positioned in one of Hudson Valley's most idyllic areas, this newly-renovated c ...
Click For PricingExpedia
- From $300 per night (USD)
VRBO
A Charming Cottage - Secluded in Nature and Relaxing
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
The cottage is located on 10+ acres of wooded land which you are encouraged to enjoy a stroll. The cottage has two decks ...
From $300 per night (USD)VRBO
- From $223 per night (USD)
Expedia
Modern Lakehouse Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: All of our rentals are cleaned before and after each stay by a professional cleaning agency trained in proper d ...
From $223 per night (USD)Expedia
- From $395 per night (USD)
VRBO
Modern Glass House designed by renowned architect Thomas Phifer
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We invite you to stay with us in our two bedroom all glass-house designed by renowned architect Thomas Phifer. A perfect ...
From $395 per night (USD)VRBO
- From $316 per night (USD)
Expedia
Four season lake side oasis in the berkshirkes
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Four-season lakeside oasis nestled between the Berkshires and the Hudson River Valley and a short walk from family-frien ...
From $316 per night (USD)Expedia
- From $423 per night (USD)
VRBO
Austerlitz , New York, Columbia County
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Rustic country home with all amenities, spectacular mountain views , large pool with deck, wonderful terraces, and is su ...
From $423 per night (USD)VRBO
- From $446 per night (USD)
VRBO
Nordic Cabin: cozy winter haven
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: The White Mills Nordic Cabin is a mid-century, Scandinavian-inspired home on 6-acres of woods on a quiet countr ...
From $446 per night (USD)VRBO
- From $535 per night (USD)
VRBO
Private Estate, Heated YEARROUND Outdoor Pool
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 17
Summary: Awaiting your next trip in our former horse farm turned luxury vacation rental, recently upgraded and re-furnis ...
From $535 per night (USD)VRBO
- Click For Pricing
Expedia
Charming Tivoli Home w\/Patio, by Town & Shops
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Built in 1895, this quaint side-hall Colonial is the ideal home base for exploring the idyllic Hudson Valley! The 5-bed, ...
Click For PricingExpedia
- From $980 per night (USD)
VRBO
Chef’s Kitchen, Fast Wi-Fi
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
We are on 35 acres, on top of a mountain and the views of the Hudson Valley mountains are spectacular. Enjoy your first ...
From $980 per night (USD)VRBO
- From $160 per night (USD)
Expedia
Ideal location for summer and winter activities with plenty of outdoor space.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Tory Hill cabin is located at seven minutes from the Taconic State Park in Copake Falls and four minutes from Catamount ...
From $160 per night (USD)Expedia
- From $442 per night (USD)
VRBO
Berkshire Rural Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Our Berkshire rural retreat has been in our family for three generations where we’ve regularly rejuvenated with hiking, ...
From $442 per night (USD)VRBO
- Click For Pricing
Expedia
Cute little ranch in the country
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
small ranch on 10 acres of old farmland. cozy little place for a smaller family can sleep 4-6. Inbetween the Catskills ...
Click For PricingExpedia
- From $158 per night (USD)
VRBO
Charming Columbia County Farm House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A former 1890s inn, this newly renovated farm house sits on 13 partially wooded acres. Located on a quiet country road, ...
From $158 per night (USD)VRBO
- From $280 per night (USD)
VRBO
150 year old cottage on 120 acres of land next to a stream
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Built in the 1800's but with a modern kitchen and bathrooms this charming cottage with wide plank floor boards and many ...
From $280 per night (USD)VRBO
- From $285 per night (USD)
VRBO
Heavenly Kinderhook Lake!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Lakefront home with dock and brand new added boat and swim lower dock. Deck for relaxing and sunning yourself or to unwi ...
From $285 per night (USD)VRBO
- Click For Pricing
Expedia
Summer Rental- Hudson New York
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
I named my home Pallet House because when I purchased the property in 2018 it was full of old wood pallets. I love red ...
Click For PricingExpedia
- From $238 per night (USD)
VRBO
Spacious secluded ranch yet close to Great Barrington, Lenox, & Hudson, NY.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This three-bedroom ranch on 6.5 acres provides all the comforts of home in a secluded bucolic setting. Relax in the gra ...
From $238 per night (USD)VRBO
- Click For Pricing
VRBO
Antique Farmhouse + Scandinavian Barn + Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 9
This property in Churchtown is a perfect retreat for groups of friends, two families, or a family with parents in tow. T ...
Click For PricingVRBO
- From $423 per night (USD)
VRBO
Catamount, Zip Line, Private Setting, Book Now!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Expertly renovated four bedroom house with views of Catamount, post and beam wood ceilings and a lovely centerp ...
From $423 per night (USD)VRBO
- From $325 per night (USD)
Expedia
Newly Renovated Cabin in the Country
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
The Heartwood Cabin is a freshly renovated rustic retreat nestled in the sleepy hamlet of Red Rock, NY. We just lovingl ...
From $325 per night (USD)Expedia
- From $292 per night (USD)
VRBO
Ski Central Charming Farmhouse 24 acres 8 min 2 Catamont 25 Hudson\/Gt Bar
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
LOCATION IS PERFECT! * Min to Catamount, 40 Min to Butternut, Jimmy Peak, 5 min to COPAKE Lake, located between Gt Barri ...
From $292 per night (USD)VRBO
- From $425 per night (USD)
VRBO
Large Pool + New spacious 4 BR home - walk to Gym, Tennis & Boating on Lake!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Large 4 BR, 2.5 Bathroom with extra den and huge kitchen! In addition, there is a large outdoor deck with seating for 10 ...
From $425 per night (USD)VRBO
- Click For Pricing
VRBO
A cozy retreat to the farm life.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to the Shadowbrook Farm Stay. Tucked in the hills of upstate New York, this 1700's Shaker barn has been restored ...
Click For PricingVRBO
- Click For Pricing
Expedia
Stylish Hudson Valley Home, 5 Minutes to Hudson
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious and well-decorated, this work-from-home and dog-friendly 3 bedroom house is located 6 minutes away from the tow ...
Click For PricingExpedia
- From $350 per night (USD)
VRBO
Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this beautiful lake-front home on Kinderhook Lake, NY. Totally rebuilt in 2018, this home is designed to max ...
From $350 per night (USD)VRBO
- From $600 per night (USD)
Expedia
BRAND NEW 4 story home minutes from Warren St w\/ a King Suite!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Stay in modern luxury with a risqué past in a newly renovated, four story townhome that was the former site of a brothel ...
From $600 per night (USD)Expedia
- Click For Pricing
Expedia
Charming unique cottage Relax & enjoy the stunning mountains with private views!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
What do you love about your property? Views and privacy on top of a quiet mountaintop with acres of private hiking / mo ...
Click For PricingExpedia
- From $299 per night (USD)
Expedia
Lakefront cottage with Year round Hot Tub private beach and dock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Brand New Year-round Hot Tub and Screened in Porch!! 126 feet of your own private shoreline with brand new deck screened ...
From $299 per night (USD)Expedia
- From $290 per night (USD)
VRBO
Modern Creekside Stay with Hot Tub 10 mins to Downtown Hudson
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Plover House is the perfect setting for your next upstate adventure with plenty of outdoor space to dine, grill, and ent ...
From $290 per night (USD)VRBO
- From $957 per night (USD)
Expedia
Country Estate Outside Hudson - Heated Extra Large Pool w\/ Outdoor Barrel Sauna
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Bring the whole family (6BR, 3.5Bath-sleeps 14) to this amazing 4500 sq ft country escape in Ghent, backing up to a farm ...
From $957 per night (USD)Expedia
- From $559 per night (USD)
VRBO
Luxury country estate in the Hudson Valley. A perfect year-round getaway
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
New for Summer '23: New marked hiking trails, large outdoor dining table, outside fire pit with seating, Keurig coffee ...
From $559 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Heart of Historic Hillsdale, NY, charming carriage house, Swiss Chalet-style
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the heart of the Berkshires, equidistant from NYC and Boston, this newly equipped and renovated carriage hous ...
From $200 per night (USD)VRBO
- From $270 per night (USD)
VRBO
Hot Tub Retreat on the Hudson in Upstate NY
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to our serene riverfront compound featuring a luxurious 2-bedroom house complete with a relaxing hot tub, alongsi ...
From $270 per night (USD)VRBO
- From $650 per night (USD)
VRBO
Entire 3yr.old waterfront house on the Hudson River. 100 ft dock, acres of woods
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
3000 sq. ft contemporary home with central air, radiant heat, stone fireplace, and kitchens on both floors. Steam shower ...
From $650 per night (USD)VRBO
- From $385 per night (USD)
VRBO
3 Br Cottage on Historic Hudson Valley Estate - Near Bard College
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
This beautiful wood-paneled cottage is nestled in the woods on a private 87-acre former Livingston Family Hudson Valley ...
From $385 per night (USD)VRBO
- From $252 per night (USD)
Expedia
Delightful country home in tranquil setting
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Unwind in the peaceful countryside, surrounded by mature trees, and a picturesque lawn, just 10 minutes away from Hudson ...
From $252 per night (USD)Expedia
- Click For Pricing
VRBO
beautiful house built in the city gate in the catskill mountains
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Catskill is a mountain range in the northern Appalachians, in the southeastern part of the state of New York, USA, north ...
Click For PricingVRBO
- From $1274 per night (USD)
VRBO
One of a kind ... An Upscale, Picturesque & Private Hudson Valley Getaway
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 13
Summer '23 additions: pickle ball court, black out shades, indoor art and furnishings, interior paint, master bath remod ...
From $1274 per night (USD)VRBO
- From $508 per night (USD)
VRBO
Silver Ridge: sweeping views in luxury chalet
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Summary: Silver Ridge is a perfectly-sited contemporary mountain lodge, perched high on the hills above Hillsdale, with ...
From $508 per night (USD)VRBO
- From $492 per night (USD)
Expedia
Beautifully designed Ladybug Hill Greek revival farmhouse
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Ladybug Hill sits on hill on Taghkanic Churchtown Rd., one of the most beautiful roads in the area, bookend by two histo ...
From $492 per night (USD)Expedia
- From $165 per night (USD)
VRBO
Apartment In Historic 1785 Thomas Jenkins House
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Although this is a new listing on VRBO ,we are not strangers to renting and managing apartments. We have rented this and ...
From $165 per night (USD)VRBO
- From $2100 per night (USD)
VRBO
4 Br, Hudson River Manor on 65 acres, with pool
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Holcroft is a private, 65-acre country estate on the Hudson River in Columbia County that offers old-world charm and ele ...
From $2100 per night (USD)VRBO
- From $619 per night (USD)
VRBO
Gorgeous Saugerties Home minutes to HITS
- 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 $619 per night (USD)VRBO
- From $282 per night (USD)
Expedia
Peaceful Athens Retreat at Sleepy Hollow Lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Take a break from the city and enjoy a getaway surrounded by nature at this Athens vacation rental! Situated in the priv ...
From $282 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Newly Renovated Designer 3-BR \/ 2-BTH Carriage House in Athens!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Kick back and relax in the historic Village of Athens... This quaint and newly renovated Carriage House is 15-mins from ...
From $350 per night (USD)VRBO
- Click For Pricing
Expedia
Award-winning architectural gem, 17 acres, swimming pond, sited in state forest
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 4
Open and serene, the house is cantilevered over our pond, with 360 degree views of the Berkshire hills. Two bedrooms an ...
Click For PricingExpedia
- From $165 per night (USD)
VRBO
Loblolly Cottage - Enchanting Retreat set among towering pines.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Loblolly Cottage is a peaceful retreat set among towering pines on our property in Germantown NY. This guest suite harke ...
From $165 per night (USD)VRBO
- From $127 per night (USD)
Expedia
Restored 19th century farmhouse apartment 1- charming farmland and town culture!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Brought back from the original bnb boarding house days of the 19th century is our 1 bedroom first floor apartment. Conve ...
From $127 per night (USD)Expedia
- From $154 per night (USD)
VRBO
Serene Hudson Valley Farmhouse
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
*PLEASE READ full details below before booking* Renovated 1900 farmhouse on 3-acres of land with views & privacy. We ha ...
From $154 per night (USD)VRBO
- From $1400 per night (USD)
VRBO
Beautiful 6+ Bedroom Farmhouse On 460 Acre Working Farm
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
6 Bedrooms, Sleeping Porch, 5 Full Baths, 1/2 Bath. Sleeps 12. The Farmhouse is a late 19th century house, completely r ...
From $1400 per night (USD)VRBO
- From $625 per night (USD)
VRBO
Charming Farm House on 460 Acre Working Farm
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Pond House is a late 19th century farmhouse, completely restored in 2010. Set amidst a 460 acre working farm on a qu ...
From $625 per night (USD)VRBO
- From $468 per night (USD)
VRBO
Country Estate Near Copake Lake
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Built in the1870s as a ski lodge and restaurant, the Main House now serves as a gracious country home with a custom, eat ...
From $468 per night (USD)VRBO
- From $373 per night (USD)
VRBO
Private Home, Stunning Hudson River Views- 30 min from Hunter Mountain
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to our Hudson River home in Saugerties, NY! Enjoy stunning sunrises from double decks, direct river access, and i ...
From $373 per night (USD)VRBO
- From $380 per night (USD)
VRBO
Perfect family farmhouse experience
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Come stay at a real working livestock farm. We have horses, sheep, chickens, pigs and more. The farmhouse if perfect f ...
From $380 per night (USD)VRBO
- From $195 per night (USD)
VRBO
Cozy guest suite at the Blue Ranch
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This hotel style suite is cozy yet modern. Larger than a typical hotel room the studio includes a living space, dining a ...
From $195 per night (USD)VRBO
- From $263 per night (USD)
Expedia
Sunset Cottage: 3 bedrooms, sleeps 6, views, pet friendly, firepit, media room!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stay at our newly renovated Sunset Cottage with nice views of the Catskills and Hudson River (seasonal) yet just a few b ...
From $263 per night (USD)Expedia
- From $396 per night (USD)
VRBO
The City Farmers Upstate. 15 min from Hudson. Family friendly. Hot tub and Sauna
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Beautiful house is in Columbia County, 2 hours from Brooklyn. It has 5 bedrooms 2 queen size beds, 1 full bed and 4 twin ...
From $396 per night (USD)VRBO
- From $1187 per night (USD)
VRBO
Lakefront Estate on Copake Lake
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 13
This Columbia County lakefront home in the foothills of the Berkshires is an open air, sun drenched, wood and glass deck ...
From $1187 per night (USD)VRBO
- From $195 per night (USD)
VRBO
Heaven Cant Wait, On Beautiful Kinderhook
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Hello again repeat and new guests! Thank you for a very enjoyable 2022. All of you were great! We are looking foward to ...
From $195 per night (USD)VRBO
- From $449 per night (USD)
Expedia
Luxury Barn Retreat . Year-Round Paradise. OVER 100 5 STAR REVIEWS!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Absolutely everyone that has been here loves the setting. Read the >100 5 Star reviews first…. This is a beautiful pa ...
From $449 per night (USD)Expedia