Columbia Area, New York Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Columbia Area, New York on RentalSaver.com!

Columbia Area Rentals

From $145 per night (USD)
VRBO
Charming Yacht on Catskill Creek
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A truly unique overnight stay. This 34' yacht is located on the Catskill Creek. Walking distance to the Village of Catsk ...
From $145 per night (USD)
VRBO
From $155 per night (USD)
Expedia
Private Yacht on Catskill Creek
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A truly unique overnight stay. This 34' yacht is located on the Catskill Creek. Walking distance to the Village of Catsk ...
From $155 per night (USD)
Expedia
From $250 per night (USD)
VRBO
Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Discover the best of the Berkshires and Hudson Valley at the Barn at Bald Mountain! Situated along the mountainous borde ...
From $250 per night (USD)
VRBO
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VRBO
Cozy Cottage by Berkshires, Hudson, Roe Jan Brew Co., Catamount & Taconic Ridge
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A great location in the middle of it all! Not only is this adorable cottage walking distance to all that Hillsdale has t ...
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VRBO
From $187 per night (USD)
VRBO
Cozy home, close to Catamount Mountain Ski Resort, and State Parks.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This cozy home located on a beautiful back road in Copake has a living room, dining room, and a fully equipped kitchen. ...
From $187 per night (USD)
VRBO
From $760 per night (USD)
Expedia
Villa Riveranda Hudson Lighthouse 147
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Historic Lighthouse marker Stone Post and Beam home with open living focused on 400’ of majestic Hudson River Waterfront ...
From $760 per night (USD)
Expedia
From $466 per night (USD)
VRBO
Union Cottage - One Block from Warren St
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: 1880s home steps from all the restaurants, shops, and bars. Two-way fireplace, exposed beams on first floor kit ...
From $466 per night (USD)
VRBO
From $165 per night (USD)
Expedia
Beautiful Yacht on Catskill Creek
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A truly unique overnight stay. This 39' yacht is located on the Catskill Creek. Walking distance to the Village of Catsk ...
From $165 per night (USD)
Expedia
From $300 per night (USD)
VRBO
Private Contemporary Country Chalet
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Charming chalet situated on the top of a wooded mountainside, with a long, private driveway and 11 acres of woods with a ...
From $300 per night (USD)
VRBO
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VRBO
Tiny House Amid the Grandeur of The Hudson Valley
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to "The Tiny" at The Hemptons in Upstate New York! The not-so-tiny house is 400sf with plenty of space to stretc ...
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VRBO
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VRBO
Hudson Hideaway A Frame
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Our cozy dog-friendly airbnb set on 1 full acre with a creek running through the backyard is your perfect country getawa ...
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VRBO
$Perfect Getaway - Luxury Cabin w\/ Mtn View$
From $305 per night (USD)
VRBO
Perfect Getaway - Luxury Cabin w\/ Mtn View
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Now back on VRBO, this lovely art-filled southern Columbia county home combines rustic charm (“log cabin”) with modern s ...
From $305 per night (USD)
VRBO
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VRBO
Hudson Hideaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our cozy dog-friendly airbnb set on 1 full acre with a creek running through the backyard is your perfect country getawa ...
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VRBO
From $701 per night (USD)
VRBO
Falls Road - Stunning Views in a Restored Barn
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Summary: Escape to our enchanting 5-BR, 2-bath home in Hudson, NY, just 2.5 hrs from NYC. Set on 14 acres, this stunnin ...
From $701 per night (USD)
VRBO
From $265 per night (USD)
VRBO
Hudson Victorian - Walkable to Warren St
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Escape to our charming 2-BDr, 2-bath home in the heart of Hudson, just a scenic 2.5-hour drive from New York Ci ...
From $265 per night (USD)
VRBO
From $500 per night (USD)
Expedia
Upstate Gem 4 Bed 2 Bath in Hudson, NY
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This home is a timeless, newly-renovated 4 bedroom 2 bathroom retreat in Hudson Valley, NY. Open and inviting, it offer ...
From $500 per night (USD)
Expedia
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Expedia
Amazing Mountain Views! Modern 4BR Farmhouse
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Relax with the whole family at this peaceful, Vintage Farmhouse overlooking Majestic Mountain Views with lush woods of t ...
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Expedia
From $205 per night (USD)
VRBO
Berkshire Mountain Cottage: in the Heart of the Berkshires
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Berkshire Mountain Cottage is a warm and cozy hideaway located in the Berkshire hills. Its located between North Egremon ...
From $205 per night (USD)
VRBO
From $400 per night (USD)
VRBO
The Hudson House
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Enjoy a stay inspired by and created through local Hudson artists at this centrally-located home. With two spacious livi ...
From $400 per night (USD)
VRBO
From $1000 per night (USD)
Expedia
The Grange - 1800s Farmhouse Estate on 80 Acres
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to The Grange of Hudson Valley Our recently renovated 1801 Farmhouse is nestled on 80 acres of majestic Hudson ...
From $1000 per night (USD)
Expedia
From $200 per night (USD)
VRBO
Hempcrete Cabin within the hills of the Berkshire Mountains of New York
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Ever wanted to be placed deep within the beautiful New York landscape, away from the hustle and bustle of the city? The ...
From $200 per night (USD)
VRBO
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VRBO
Hempcrete Cabin in New York
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
A carbon negative building, this cabin is located on the border between the Hudson Valley and Berkshires. An idyllic vie ...
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VRBO
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VRBO
A-frame home resting on hillside
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Take it easy at this unique and tranquil getaway. Nestled between Farms, this building gives all the delights of camping ...
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VRBO
From $300 per night (USD)
Expedia
Cozy Hudson Valley Lake Cottage :Kayaks Included, great swimming, near Hudson!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Copake Lake is known for being crystal clear--great for swimming, boating and fishing. Use our kayaks or rent a larger p ...
From $300 per night (USD)
Expedia
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VRBO
Comfortable and charming 3 Bedroom Retreat-Enjoy Hudson Valley & Berkshires
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to our cottage in the woods! We hope to cultivate a relaxing space for a getaway with friends or family. Our ho ...
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VRBO
From $345 per night (USD)
Expedia
Hudson & The Berkshires Upstate Hideaway
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Cozy, stylish, newly-renovated home, perfect for couples, groups, and families looking for a peaceful retreat that's clo ...
From $345 per night (USD)
Expedia
From $180 per night (USD)
VRBO
King Bed, Soaker Tub, Peace & Quiet in a meticulously restored Carriage House.
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
1800's Carriage House. 1st floor: Private Entry, Large Living Room, Large Screen TV, Full kitchen, Skylight, 1/2 bath ...
From $180 per night (USD)
VRBO
From $210 per night (USD)
Expedia
Magical, 75 Acre Winter Retreat with Private Icy Pond and Cedar Hot Tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Watch the sunrise from the master bedroom, and watch the sunset from your deck. This sweet 1600 square foot ranch house ...
From $210 per night (USD)
Expedia
From $125 per night (USD)
VRBO
Get away and get back to nature!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Connecting with nature doesn't mean you have to rough it. The Owl's Nest is a cozy campsite located in the heart of the ...
From $125 per night (USD)
VRBO
From $205 per night (USD)
Expedia
Romantic Cottage in the Hudson Valley, near the town of Hudson
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This lovely Cottage sleeps two and is located in a private community across from beautiful Robinson Pond Lake where you ...
From $205 per night (USD)
Expedia
From $499 per night (USD)
VRBO
-Private renovated farmhouse along the Hudson surrounded by State Park Land
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
A Walk Along The River - stylishly renovated farmhouse with park like private yard surrounded by wooded State Park Land. ...
From $499 per night (USD)
VRBO
From $280 per night (USD)
VRBO
Barn Home & Chicken Farm.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Newly constructed post and beam on 80 acres of land (You can access all 80 acres!). Enjoy a quiet getaway in the mountai ...
From $280 per night (USD)
VRBO
From $125 per night (USD)
VRBO
Escape for the weekend!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Connecting with nature doesn't mean you have to rough it. The Owl's Nest is a cozy campsite located in the heart of the ...
From $125 per night (USD)
VRBO
From $125 per night (USD)
Expedia
Escape from it all. Woods, birds, campfire and fresh air.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Connecting with nature doesn't mean you have to rough it. The Owl's Nest is a cozy campsite located in the heart of the ...
From $125 per night (USD)
Expedia
From $528 per night (USD)
VRBO
Hudsonshire - Stylish retreat with a Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Nestled between the enchanting Berkshire and Catskill Mtns in the Hudson Valley, escape to an idyllic haven of ...
From $528 per night (USD)
VRBO
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Expedia
Brindlewood Sunny Upstate Escape 3BRs on 7.5 Acres
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Experience upstate NY at its finest at Brindlewood in Millerton, NY. Nestled among tall trees atop a hill, with an expa ...
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Expedia
$country estate with tennis court \/ pool$
From $469 per night (USD)
VRBO
country estate with tennis court \/ pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
Country house with private pool in a secluded estate surrounded by woods and trails. A true retreat and antidote to ci ...
From $469 per night (USD)
VRBO
From $344 per night (USD)
VRBO
Birds’ Nest Bungalow
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Looking for a cozy summer getaway? Escape to Birds’ Nest Bungalow! This charming vintage 3-bedroom cottage is nestled al ...
From $344 per night (USD)
VRBO
$Historic Home in Coxsackie w\/ Hudson River Views!$
From $514 per night (USD)
VRBO
Historic Home in Coxsackie w\/ Hudson River Views!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Relax, recharge, and repeat with a stay at this spacious, thoughtfully renovated home in Coxsackie, NY! The 3-bedroom, 3 ...
From $514 per night (USD)
VRBO
From $172 per night (USD)
VRBO
Warren Street Historic Hudson - Best Location
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Upon your arrival, you have a complimentary off-street parking space steps away from your own private entry onto your ve ...
From $172 per night (USD)
VRBO
From $350 per night (USD)
VRBO
Serene and private house on Copake Lake. Perfect for all year around.
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
A secluded spacious split level ranch located on Copake Lake in upstate New York. A three minute walk to a private comm ...
From $350 per night (USD)
VRBO
From $563 per night (USD)
VRBO
NEW Quiet, private farmhouse, stunning mntn views!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This welcoming and private 4-bedroom, 2.5-bath farmhouse is a sight to behold. Spacious and sun-drenched, with large win ...
From $563 per night (USD)
VRBO
From $290 per night (USD)
VRBO
Historic home in country hamlet. 30 min to Tanglewood, Hudson, Berkshires + more
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Lovingly renovated charming house located in the peaceful historic hamlet of New Concord, NY. 2.5 hrs from NYC, 2 hrs fr ...
From $290 per night (USD)
VRBO
$Catskill Retreat: Hot Tub, Fire Pit, Pool!\n$
From $903 per night (USD)
Expedia
Catskill Retreat: Hot Tub, Fire Pit, Pool!\n
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Perfect for families & large groups, this spacious retreat offers endless entertainment: • Heated swimming pool (closin ...
From $903 per night (USD)
Expedia
From $140 per night (USD)
VRBO
Serene, stylish cottage - close to Hudson - New Listing
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Serene and stylish private cottage on 10 acre woodland property. Perfect for a single person or couple. The space is de ...
From $140 per night (USD)
VRBO
From $319 per night (USD)
VRBO
Tanner Farmhouse - Rural Cozy Escape
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Experience the charm of Tanner Farmhouse, a rustic yet modern home in Pine Plains, NY. This meticulously renova ...
From $319 per night (USD)
VRBO
$Scenic Summer Retreat w\/ Pool + Lake Access for 12$
From $550 per night (USD)
VRBO
Scenic Summer Retreat w\/ Pool + Lake Access for 12
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Summary: Escape to Olive Pit, a designer home in Hillsdale, NY. This renovated retreat offers 5 acres of tranquility nea ...
From $550 per night (USD)
VRBO
From $575 per night (USD)
VRBO
Luxurious 3 BD 2 BA home with an office.Only a 9 min walk to Warren Street.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
*NEW LISTING* Gorgeous 2 story 120 year old home completely renovated in 2021 with all modern amenities plus central he ...
From $575 per night (USD)
VRBO
From $444 per night (USD)
VRBO
Stunning 1860 Farmhouse, Private Pond & Hot Tub!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: This stunning 1860 farmhouse has been beautifully renovated and is situated on an impressive property with pict ...
From $444 per night (USD)
VRBO
From $261 per night (USD)
Expedia
Private Cottage, Come Enjoy Nature!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Experience the captivating charm of a 1920 cottage. Come enjoy and indulge in the tranquility of the spacious f ...
From $261 per night (USD)
Expedia
From $151 per night (USD)
VRBO
Hand Hollow Haven - A Home Away From Home
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Make this 3 bedroom Berkshire cottage, with Kitchen, Dining Room, Front Room, Bathroom, and a Deck, your year-round esca ...
From $151 per night (USD)
VRBO
From $225 per night (USD)
Expedia
Hudson Valley: Spacious and Kid Friendly Retreat Near Everything!
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Come enjoy this 2 bedroom, 2 bath home surrounded by forest and acres of protected land. Sleeps up to 6 people and is lo ...
From $225 per night (USD)
Expedia
$Lakefront Sunset Views 3 bed 2 bath w\/ Private Lake Access$
From $475 per night (USD)
VRBO
Lakefront Sunset Views 3 bed 2 bath w\/ Private Lake Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come relax at our cozy family-friendly home on the lake. An open main living space and kitchen make for a great spot fo ...
From $475 per night (USD)
VRBO
From $208 per night (USD)
Expedia
Charming recently renovated 19th century farmhouse
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Charming newly renovated cottage on quiet road. Two bedrooms, two bathrooms. Bright living room with wood burning stove ...
From $208 per night (USD)
Expedia
From $500 per night (USD)
VRBO
Serene Waterfall!!!
Bedrooms:
4
Bathrooms:
3
Sleeps:
7
A unique opportunity to stay at a landmark property. One of 2 homes located on this 22 Acre retreat. This Guest barn hou ...
From $500 per night (USD)
VRBO
From $750 per night (USD)
VRBO
Hudson River Train House
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
About this space Make some memories at this unique 19th Century house with incredible views of the Hudson River. Built i ...
From $750 per night (USD)
VRBO
From $325 per night (USD)
VRBO
NEW! Family-Friendly Berkshire Farmhouse - Pond, Firepit & Woodburning Stove!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to our little slice of heaven upstate. Located just a 5-minute drive to the MA border, a stay at our home in Can ...
From $325 per night (USD)
VRBO
From $382 per night (USD)
VRBO
One-of-a-Kind Breathtaking Berkshire Retreat
Bedrooms:
4
Bathrooms:
3
Sleeps:
5
15 Acre One-of-a-Kind Luxury retreat with Close Access to Berkshires/Jiminy Peak with breathtaking views of the Catskill ...
From $382 per night (USD)
VRBO
From $800 per night (USD)
VRBO
Peaceful Retreat Compound 10 Minutes to Great Barrington!
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
In one of the most sought after destinations in New England, located just outside Great Barrington near the top of Baldw ...
From $800 per night (USD)
VRBO
From $159 per night (USD)
Expedia
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Just 2 hours from NYC and Bergen County, NJ. Remodeled lake home sitting on nearly an acre located near Copake Lake (3 ...
From $159 per night (USD)
Expedia
From $1600 per night (USD)
VRBO
Vic at Spring Hill Estate
Bedrooms:
6
Bathrooms:
7
Sleeps:
14
Located in the charming town of Kinderhook, New York is Vic Spring Hill, a beautifully transformed Georgian Colonial est ...
From $1600 per night (USD)
VRBO
From $370 per night (USD)
VRBO
Hudson NY Country Cottage, Fireplace, Pond, Hot Tub, NYC 2hrs
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
CASA SOL is the perfect, very private, year-round get-away, nestled on 2 acres in the woods of the beautiful Upstate New ...
From $370 per night (USD)
VRBO
From $457 per night (USD)
VRBO
Catskill Penthouse center of town
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Unplug and get back to nature with family or a group of friends at our cozy upstate home in the heart of Catskill Villag ...
From $457 per night (USD)
VRBO
From $346 per night (USD)
Expedia
9 acres of elegant gardens, rolling lawns, wooded paths and a private pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Explore 9 private acres of elegant gardens, rolling lawns, meadows, and wooded paths, complete with an (unheated) privat ...
From $346 per night (USD)
Expedia
From $105 per night (USD)
VRBO
Near Tanglewood: Historic Summer Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Newly-renovated Berkshire Hills home where rustic charm meets modern elegance. Ideal for families or groups. The open-st ...
From $105 per night (USD)
VRBO
From $580 per night (USD)
Expedia
This cabin is a 4 bedroom(s), 2.5 bathrooms, located in Pine Plains, NY.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
The Upstate A is a 3 bedroom + sleeping loft, 2.5 bathroom A-frame set on a quiet cul-de-sac in the heart of the Hudson ...
From $580 per night (USD)
Expedia
$Tranquil Readers\/Writers Retreat on a dirt road in Spencertown, NY$
Click For Pricing
Expedia
Tranquil Readers\/Writers Retreat on a dirt road in Spencertown, NY
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The space The living space is open and bright! There is a charming library (with a ladder), an office nook, a large dini ...
Click For Pricing
Expedia
$Charming Claverack Retreat w\/ Serene Deck!$
From $147 per night (USD)
Expedia
Charming Claverack Retreat w\/ Serene Deck!
Bedrooms:
1
Bathrooms:
0
Sleeps:
2
Escape to the tranquil beauty of Claverack, NY, with a stay in this charming vacation rental. Nestled on a private prope ...
From $147 per night (USD)
Expedia
From $246 per night (USD)
VRBO
Tranquil country home on a quiet acre, 8 mins from the center of Hudson
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Feel like you're getting a true country experience while less than 10 minutes away from the heart of Hudson! Our family ...
From $246 per night (USD)
VRBO
From $127 per night (USD)
Expedia
Cozy Cottage in the Woods
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Cottage is an idyllic private one-bedroom cottage nestled in the woods. The place is equipped with a private queen-s ...
From $127 per night (USD)
Expedia
From $582 per night (USD)
VRBO
3 Bedroom Estate 5 Minutes from Hudson NY - Pet Friendly
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Griffin Estate is a unique custom home located ONLY 5 minutes south of downtown Hudson. Architectural details including ...
From $582 per night (USD)
VRBO
Click For Pricing
Expedia
The Gallatin Farmhouse
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Explore the historic Hudson River Valley from this light-filled, 175-year-old farmhouse in a picturesque valley surround ...
Click For Pricing
Expedia
From $695 per night (USD)
VRBO
Guesthouse & Permaculture Sanctuary in the Berkshires
Bedrooms:
9
Bathrooms:
7
Sleeps:
14
We are nestled in a picturesque valley between the Berkshires and the Hudson River Valley, providing a serene backdrop f ...
From $695 per night (USD)
VRBO
From $1250 per night (USD)
Expedia
Luxury New 6-Bedroom Modern Farmhouse with Hot tub, nr Golf, Ski, Copake Lake
Bedrooms:
6
Bathrooms:
6
Sleeps:
10
Nestled nr the pristine Copake Lake, a brand-new luxury 6-bed, 5.5-bath modern farmhouse with covered porch, grill, gour ...
From $1250 per night (USD)
Expedia
From $612 per night (USD)
VRBO
Secluded Tranquility, Contemporary Comfort,upstate
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: A true escape, this luminous home and verdant property inspires peace, ease, and comfort. Lovingly tended garde ...
From $612 per night (USD)
VRBO
$Secluded Mtn Escape w\/ Pool, Pond + 360° Views$
From $874 per night (USD)
VRBO
Secluded Mtn Escape w\/ Pool, Pond + 360° Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Summary: Welcome to Red Rock Summit, where well-designed living takes advantage of majestic mountain views at every turn ...
From $874 per night (USD)
VRBO
From $350 per night (USD)
VRBO
Tranquil Victorian on Charming Street
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Listen, Play and Sleep (LPs!) in this gorgeous 3 Bed/2.5 bath, Victorian gem, just a quick 5-minute drive from Hudson. L ...
From $350 per night (USD)
VRBO
From $216 per night (USD)
Expedia
Sunny Lakeside Artist's Cottage with Dock and Kayaks
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This ia a new listing on VRBO but I've been hosting on that other well known rental platform for three years. I’m a supe ...
From $216 per night (USD)
Expedia
From $395 per night (USD)
VRBO
Secluded Mountain Top Lake View in Canaan, NY.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Overlooking Queechy lake, this spacious home with a cook's kitchen and wrap-around deck is a great get-away for family a ...
From $395 per night (USD)
VRBO
From $150 per night (USD)
Expedia
Rustic cabin nearby Windham,Hunter and Catamount ski resorts.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Private property. Main house is log home. We have a second cabin for larger groups. Cabin is cozy with wood stove as opt ...
From $150 per night (USD)
Expedia
From $400 per night (USD)
VRBO
Whip's River House - 1850's Riverfront Home in Hamlet of New Baltimore
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Transport yourself to a magical 1850's home in the tiny hamlet of New Baltimore. With over 200 ft of Hudson River fronta ...
From $400 per night (USD)
VRBO
From $388 per night (USD)
Expedia
Harmony House in Hudson Valley- Pet Friendly
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to the Harmony House, located within walking distance of the charming and historic Chatham town square. This coz ...
From $388 per night (USD)
Expedia
$Meadowland Farmhouse with Playful Attic & Beautiful Sunsets \n5 minutes from town$
From $335 per night (USD)
VRBO
Meadowland Farmhouse with Playful Attic & Beautiful Sunsets \n5 minutes from town
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Our cozy home is located in the heart of the Berkshires, midway between NYC and Boston. This newly renovated modern rust ...
From $335 per night (USD)
VRBO
From $194 per night (USD)
VRBO
Cozy Catskill Apt with Private Balcony
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
About this space Keep it simple at this peaceful and centrally-located apt with private balcony. Sleeps six. The space E ...
From $194 per night (USD)
VRBO
From $139 per night (USD)
VRBO
Historic 1789 Shaker Farmhouse in Berkshires
Bedrooms:
3
Bathrooms:
6
Sleeps:
11
Welcome to Shaker Meadows, a historic 18th century Berkshires farm set on 50 acres. The farmhouse has 6 bedrooms, 3 bath ...
From $139 per night (USD)
VRBO
From $96 per night (USD)
Expedia
Loft near Hancock Shaker Village, Birch
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to Shaker Meadows, a historic 18th century Berkshires farm. This chalet-style suite in the farm’s charming 1940s ...
From $96 per night (USD)
Expedia
From $784 per night (USD)
VRBO
Stunning 6-BR Country Home 10-min to Catamount
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Summary: Escape to the highlands of the Berkshires on this peaceful, 4-acre lot 10-min to skiing at Catamount and 10-min ...
From $784 per night (USD)
VRBO
From $187 per night (USD)
VRBO
You're in the Pink at a lovely and comfortable1900s home in a quiet neighborhood
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The Pink House is a fully renovated 1900 Queen Ann style two family home with the entire second floor apartment availabl ...
From $187 per night (USD)
VRBO
Click For Pricing
Expedia
Charming Catskill Getaway - 3BR, Cozy & Relaxing!
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Welcome to our beautiful and spacious VRBO located in the charming town of Catskill, NY! Only a few blocks from main str ...
Click For Pricing
Expedia
From $390 per night (USD)
VRBO
The Barn at Doodletown - Upscale Rustic Charm
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Summary: "The Barn at Doodletown" is a thrilling 1863 post-and-beam barn turned luxury home on 11 private acres. Insi ...
From $390 per night (USD)
VRBO
From $488 per night (USD)
VRBO
Circle House - Bliss In The Mountains w. Hot Tub
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Welcome to "Circle House," a 4-bed, 2-bath circular home in Athens, New York. Enjoy a fully equipped kitchen, ...
From $488 per night (USD)
VRBO
From $522 per night (USD)
Expedia
Historic New Lebanon Hideaway on 33 Private Acres!
Bedrooms:
5
Bathrooms:
5
Sleeps:
11
Get the cozy bed and breakfast feel all to yourself at this New Lebanon vacation rental. This sprawling home with 5 beds ...
From $522 per night (USD)
Expedia
From $353 per night (USD)
VRBO
Stunning Athens Home: Grill, Fire Pit, Pool Access
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Your enchanting Upstate New York getaway starts here at this spacious Athens vacation rental. Nestled in the private Sle ...
From $353 per night (USD)
VRBO
From $338 per night (USD)
Expedia
Perfect House In Hillsdale, Brings Friends & Fam
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Summary: Welcome to this beautiful historical house! We've given this budget-friendly, vintage gem a refresher with 5 co ...
From $338 per night (USD)
Expedia
Click For Pricing
VRBO
Panoramic Mountain Views on 23 Private Acres – The Gallatin Hill House
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Our newly-renovated Scandinavian-inspired country home sits on 23 private acres and is perfect for catching up with frie ...
Click For Pricing
VRBO
From $382 per night (USD)
Expedia
Summer Cottage on 5-acre woods w Games & BBQ, 20 min to Hudson
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Welcome to the Ancram Aviary! Tucked away in the heart of Hudson Valley, a tranquil escape awaits you just a 2-hour driv ...
From $382 per night (USD)
Expedia
From $245 per night (USD)
VRBO
Hudson Valley Getaway
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Escape city life in this charming retreat perfectly situated between Rhinebeck and Hudson, only 35 minutes to Catamount ...
From $245 per night (USD)
VRBO
Click For Pricing
Expedia
Four Seasons Luxury at 'Summerhill', Chatham, NY
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Listing description Enjoy our beautiful home perfectly located to experience the beauty of the Berkshires. Spend time on ...
Click For Pricing
Expedia
From $1205 per night (USD)
VRBO
HC Turner Building - Historic Hudson (Sleeps 10)
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Summary: Welcome to HC Turner Building—a 5-bed, 4 full/2 half-bath historic home on Warren Street in Hudson and sleeping ...
From $1205 per night (USD)
VRBO
From $224 per night (USD)
Expedia
Luxury Warren St. Suite With Fire Pit
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
1% donated to the Hudson Community Free Fridge. Nestled between a natural wine shop and an art gallery, the luxurious W ...
From $224 per night (USD)
Expedia

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