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 $237 per night (USD)
VRBO
Blue Lake House - Enjoy the glow and warmth of a wood stove
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
In Elizaville, you'll find this lovely three-bedroom getaway close by famous Bard College, peaceful Lake Taghkanic State ...
From $237 per night (USD)
VRBO
From $1204 per night (USD)
VRBO
19th Century Farm House on 300 Acre Farm
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Sitting on a pastoral 300 acres of active farmland, the Old Ox Farmhouse is a quiet retreat nestled in the heart of the ...
From $1204 per night (USD)
VRBO
From $369 per night (USD)
VRBO
On Catskill Main Street, Upscale Charm + Outdoor Living | Beatrice by AvantStay
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
An industrial-style kitchen, rustic brick details, and an abundance of charming, upscale style are just some of the surp ...
From $369 per night (USD)
VRBO
From $469 per night (USD)
VRBO
Stylish 3 Bedroom Cottage located in a Picturesque Lake community
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Kickback and relax at this remodeled, stylish and calm space located in a picturesque lake community. This Blue Cottage ...
From $469 per night (USD)
VRBO
From $208 per night (USD)
VRBO
The Hideaway
Bedrooms:
1
Bathrooms:
0
Sleeps:
0
The Hideaway is your charming and cozy Catskill getaway! Cozy up by the electric fireplace with a cup of complimentary t ...
From $208 per night (USD)
VRBO
From $253 per night (USD)
VRBO
Bridge Street Oasis
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Relax in our clean and cozy Catskill oasis! Conveniently located in a quiet and walkable area, our property is nearby lo ...
From $253 per night (USD)
VRBO
From $475 per night (USD)
VRBO
10 minutes to Hudson close to The Hill venue
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come stay at our hilltop oasis in the woods, with plenty near by activities for all seasons. Visit the beautiful Hudson ...
From $475 per night (USD)
VRBO
From $423 per night (USD)
Expedia
Secluded Art & Architecture in Nature Retreat - hi
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Open your mind and senses to the beauty and harmony of human-made interventions on nature: S.U.N.F.A.R.M. is a unique Ar ...
From $423 per night (USD)
Expedia
From $898 per night (USD)
VRBO
August in the Berkshires! Incredible Hillside Country House. Sleeps 10.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Charming four-season country home on three beautifully landscaped acres, only two hours from NYC. The house is geared to ...
From $898 per night (USD)
VRBO
From $194 per night (USD)
Expedia
Le Soleil Suite - Pool, Views 10 min. from Hudson
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A charming one-bedroom suite in a rural neighborhood 10 minutes by car from downtown Hudson. Your rental is a private, ...
From $194 per night (USD)
Expedia
From $313 per night (USD)
VRBO
Camp Kinderhook Lake House
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
This house is on a quiet cove on Kinderhook lake. It has been newly renovated within the past two years. And has a great ...
From $313 per night (USD)
VRBO
From $695 per night (USD)
VRBO
Modern, private, spacious vacation home, deck, mountain views, 5 mi to Catamount
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Sunset views, huge deck, chef's kitchen, fireplace, high-speed WiFi. This home is fully-equipped for your comfort and re ...
From $695 per night (USD)
VRBO
From $1340 per night (USD)
VRBO
Modern home with Catskill views, guesthouse and heated pool near Chatham/Hudson
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
A magical place for a big group to lounge by the pool, play ping pong, canoe and cook big meals. The house, designed by ...
From $1340 per night (USD)
VRBO
From $224 per night (USD)
Expedia
Underhill Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
About this space Charming 1948 light filled cottage, recently gut renovated. It has two, cozy, queen guest bedrooms and ...
From $224 per night (USD)
Expedia
From $160 per night (USD)
VRBO
Gardner Cottage with private patio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Gardner Cottage has all the comforts to make you feel at home. It is located less then 10 minutes from Hudson and Catski ...
From $160 per night (USD)
VRBO
From $1343 per night (USD)
Expedia
Modern Glass House with Pool & Catskill views in Hudson Valley
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
In the heart of Hudson, New York, you'll find this lovely two-bedroom getaway. Nestled just minutes from the Olana State ...
From $1343 per night (USD)
Expedia
From $530 per night (USD)
VRBO
Fun Getaway Lakehouse in the Hudson Valley
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Treat your family and friends to a memorable stay in the Berkshires and Hudson Valley. Stay at this new house located 2 ...
From $530 per night (USD)
VRBO
From $127 per night (USD)
VRBO
Ghent Getaway, Minutes from Hudson
Bedrooms:
0
Bathrooms:
1
Sleeps:
3
A cozy, country loft apt nestled in the Taconics between the Majestic Hudson River and the Beautiful Berkshires in histo ...
From $127 per night (USD)
VRBO
From $622 per night (USD)
VRBO
The Hudson Escape – Pool, Hot Tub, & 13 private acres of fun!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Have the best of charming Hudson and the gorgeous countryside at this idyllic 13-acre estate with a mineral swimming poo ...
From $622 per night (USD)
VRBO
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Expedia
Lakefront |Dock| Firepit |Beach|Ski| Catskills|Hudson |Athens|Sleepy Hollow Lake
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Visit our lake-house on the serene Sleepy Hollow lake in New York's Hudson valley. Explore towns of Athens, Hudson, Cats ...
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Expedia
From $534 per night (USD)
VRBO
Beautiful cabin in the woods close to skiing, hiking and shopping with hot tub.
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Welcome to Honey Jean Acres! Unplug and unwind at our peaceful log cabin with acres of tranquility. We have so much to o ...
From $534 per night (USD)
VRBO
From $1311 per night (USD)
Expedia
Amazing 5 Star Estate! FREE Gift Card to Wellness Center included w/ your stay!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
To see our nearly one hundred 5 star reviews on this property, please visit Listing # 387726. Please note that guest li ...
From $1311 per night (USD)
Expedia
From $140 per night (USD)
VRBO
Sunny Victorian Studio in Pacific Heights
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Sunny second floor studio in 1886 Victorian five unit building in prestigious Pacific Heights. Main room has bay windows ...
From $140 per night (USD)
VRBO
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Expedia
Comfy, simple Hudson/Bard area farmhouse
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Booking for the summer of 2022, within about 10 miles of lovely towns like Germantown, Hudson, and Tivoli, close to Bard ...
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Expedia
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VRBO
Barn House: isolated sheep farm Hudson area
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
A century-old brick barn renovated in 2018, 10 miles from Hudson, close to Kinderhook, now a quiet, secluded, unique res ...
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VRBO
From $156 per night (USD)
VRBO
Large, Sunny, Spacious Apartment Steps From Main Street, Catskill
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Gracious, spacious, sunny apartment in beautifully restored 1892 Queen Anne just steps away from Catskill's Main Street ...
From $156 per night (USD)
VRBO
From $860 per night (USD)
VRBO
Spacious Country Escape! Berkshires/Skiing/Hudson!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Escape to the stunning natural beauty of upstate New York with a stay at our luxurious country house on 5 acres of land ...
From $860 per night (USD)
VRBO
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Expedia
Spacious Warren St. apt in the heart of Hudson
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Unbeatable location! Enjoy everything Hudson has to offer in this newly renovated 2- bed 1-bath apartment on Warren Stre ...
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Expedia
From $464 per night (USD)
VRBO
Restored historic farmhouse on 25 private acres
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A sunny and spacious farmhouse located in Canaan, NY - at the foot of the Berkshires and the Hudson Valley. This 1870 Sh ...
From $464 per night (USD)
VRBO
From $862 per night (USD)
Expedia
Grand Estate w/ Mountain Views by Evergreen Home
Bedrooms:
5
Bathrooms:
7
Sleeps:
12
A beautiful estate on a hill overlooking the Hawthorne Valley, with mountain views. Nestled between Hudson, NY and Grea ...
From $862 per night (USD)
Expedia
From $410 per night (USD)
VRBO
Hennett Road Hideaway with Hot Tub, Pool and Pellet Stove
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Grand entertaining space with large deck and fire pit located in the town of Valatie. This spacious A frame home has vau ...
From $410 per night (USD)
VRBO
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Expedia
Light Filled Cottage Getaway
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy your visit to the Catskills in our peaceful, centrally located, newly remodeled Cottage! Our Cottage is less then ...
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Expedia
From $1521 per night (USD)
VRBO
20 minutes to Jiminy Peak and Bousquet Mountain
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
This property is like nothing you've ever seen. After 2 years of renovation, we welcome you to the Stone Manor --a 150-y ...
From $1521 per night (USD)
VRBO
From $314 per night (USD)
VRBO
20 minutes to Jiminy Peak and Bousquet Mountain
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This property is like nothing you've ever seen--a gem near the top of Mt. Lebanon with 75-acres of forest, streams, wate ...
From $314 per night (USD)
VRBO
From $287 per night (USD)
VRBO
Sunny, Spacious & Central: Fedora
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience the comfort and luxury of a hotel combined with the personal touches and charm of a private home. The Fedora ...
From $287 per night (USD)
VRBO
From $331 per night (USD)
VRBO
Sunny, Spacious & Central: Top Hat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience the comfort and luxury of a hotel combined with the personal touches and charm of a private home. The Top Hat ...
From $331 per night (USD)
VRBO
From $314 per night (USD)
VRBO
Sunny, Spacious & Central: Bowler
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience the comfort and luxury of a hotel combined with the personal touches and charm of a private home. The Bowler ...
From $314 per night (USD)
VRBO
From $831 per night (USD)
Expedia
Saugerties Retreat 1 min walking from HITS, 7 BRs
Bedrooms:
3
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 $831 per night (USD)
Expedia
From $322 per night (USD)
VRBO
Deluxe cottage retreat!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Mrs. Arp lived her into her 90's and planted glorious gardens. The all-year creek, resident koi, berries and gardens lur ...
From $322 per night (USD)
VRBO
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Expedia
Home in the woods with Views, Quiet, Gardens, near Tanglewood,
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Be secluded but within a short drive of the many cultural and natural attractions of this beautiful area. This lovely 3 ...
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Expedia
From $686 per night (USD)
VRBO
Haddock and Cotter a Charming Countryside Stay with Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This beautifully restored 1834 farmhouse blends historic charm with chic, modern comfort. Perfect for hosting family and ...
From $686 per night (USD)
VRBO
From $243 per night (USD)
Expedia
Cozy Chatham Retreat
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This charming house gives you a quiet sense of calm, while still being close enough to great places to dine, gain inspir ...
From $243 per night (USD)
Expedia
From $382 per night (USD)
VRBO
Evergreen House with Hot Tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to your dream home away from home! This stunning and spacious house is newly renovated and is located on one of ...
From $382 per night (USD)
VRBO
From $274 per night (USD)
VRBO
Cozy modern home minutes from restaurants, bars, & numerous more attractions
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
"Find your next cozy nest" Our unique ranch-style home in Hudson, NY is the perfect retreat for those seeking a getaway ...
From $274 per night (USD)
VRBO
From $415 per night (USD)
VRBO
La Maison - Stylish Schoolhouse near Hudson
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: La Maison is a lovingly restored historic schoolhouse in the heart of the Hudson Valley, located 2.5 hours fro ...
From $415 per night (USD)
VRBO
From $335 per night (USD)
VRBO
Navywood: Scandi | Peaceful | Red Hook/Rhinebeck
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Navywood is a cozy retreat in the heart of the Hudson Valley, located 2 hours from NYC. Set on 3 private acre ...
From $335 per night (USD)
VRBO
From $1577 per night (USD)
VRBO
Malden Sur Hudson - Majestic Estate on the Hudson
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Summary: Malden Sur Hudson is a majestic and historic Hudson Riverfront estate in the heart of the Hudson River Valley, ...
From $1577 per night (USD)
VRBO
From $602 per night (USD)
VRBO
Hudson Hill House - Sun & Fun w/ Pool near Hudson
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Hudson Hill House, nestled in the heart of the Hudson Valley, minutes from the city of Hudson, is 2.5 hours fro ...
From $602 per night (USD)
VRBO
From $222 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 $222 per night (USD)
VRBO
From $245 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 $245 per night (USD)
Expedia
From $319 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 $319 per night (USD)
VRBO
From $228 per night (USD)
Expedia
Cozy home close to Catamount, State Parks and the Harlem Valley Rail Trail.
Bedrooms:
1
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 $228 per night (USD)
Expedia
From $859 per night (USD)
VRBO
Villa Riveranda Hudson Lighthouse 147
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Historic Lighthouse marker Stone Post and Beam home with open living focused on 400’ of majestic Hudson River Waterfront ...
From $859 per night (USD)
VRBO
From $255 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 $255 per night (USD)
Expedia
From $381 per night (USD)
VRBO
Private Contemporary Country Chalet
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Charming chalet situated on the top of a wooded mountainside, with a long, private driveway and 11 acres of woods with a ...
From $381 per night (USD)
VRBO
From $377 per night (USD)
VRBO
Perfect Getaway - Luxury Cabin w/ Mtn View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This lovely art-filled southern Columbia county home combines rustic charm (“log cabin”) with modern style and a spaciou ...
From $377 per night (USD)
VRBO
From $1157 per night (USD)
VRBO
Falls Road - Stunning Views in a Restored Barn
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Summary: Set on 14 acres in the Hudson Valley, this restored 4,500 sq.ft. 19th-century barn offers historic charm and mo ...
From $1157 per night (USD)
VRBO
From $329 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 $329 per night (USD)
VRBO
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VRBO
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 ...
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VRBO
From $245 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 $245 per night (USD)
VRBO
From $1119 per night (USD)
VRBO
The Grange - 1800s Farmhouse Estate on 80 Acres
Bedrooms:
2
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 $1119 per night (USD)
VRBO
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Expedia
The Catskill Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Experience the Hudson Valley and Catskill mountains in the historic Catskill Cottage. This property is the perfect weeke ...
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Expedia
From $358 per night (USD)
VRBO
Cozy Hudson Valley Lake Cottage :4 Kayaks + a Canoe, 400 acre Lake
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Copake Lake is known for being crystal clear--great for swimming, boating and fishing or ski/snow board winter months! W ...
From $358 per night (USD)
VRBO
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Expedia
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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Expedia
From $607 per night (USD)
VRBO
Hudson & The Berkshires Upstate Hideaway
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Cozy, stylish, newly-renovated home, perfect for couples, groups, and families looking for a peaceful retreat that's clo ...
From $607 per night (USD)
VRBO
From $516 per night (USD)
Expedia
-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 $516 per night (USD)
Expedia
From $157 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 $157 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
From $423 per night (USD)
VRBO
Birds’ Nest Bungalow
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Looking for a cozy getaway? Escape to Birds’ Nest Bungalow! This charming vintage 3-bedroom cottage is nestled along a c ...
From $423 per night (USD)
VRBO
From $499 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 $499 per night (USD)
VRBO
From $439 per night (USD)
VRBO
Serene and private house on Copake Lake. Perfect for all year around.
Bedrooms:
3
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 $439 per night (USD)
VRBO
From $908 per night (USD)
Expedia
Catskill Retreat Hot Tub, Fire Pit, Pool!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Perfect for families & large groups, this spacious retreat offers endless entertainment: • Pool • Hot tub • Ping pong • ...
From $908 per night (USD)
Expedia
From $212 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. The space is designed for simplicity and relaxation - ...
From $212 per night (USD)
VRBO
From $406 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 $406 per night (USD)
VRBO
From $795 per night (USD)
VRBO
Olive Pit: Scenic Designer Retreat +Pool—Sleeps 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 ami ...
From $795 per night (USD)
VRBO
From $395 per night (USD)
Expedia
Stunning 1860 Farmhouse, Private Pond & Hot Tub!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: This stunning 1860 farmhouse has been beautifully renovated and is situated on an impressive property with pict ...
From $395 per night (USD)
Expedia
From $199 per night (USD)
VRBO
Enchanting 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 $199 per night (USD)
VRBO
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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 ...
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Expedia
From $544 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 $544 per night (USD)
VRBO
From $1153 per night (USD)
Expedia
Peaceful Retreat Compound 10 Minutes to Great Barrington!
Bedrooms:
3
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 $1153 per night (USD)
Expedia
From $460 per night (USD)
VRBO
Hudson NY Country Cottage, Fireplace, Pond, Hot Tub, NYC 2hrs
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
CASA SOL is the perfect, very private, year-round get-away, nestled on 2 acres in the woods of the beautiful Upstate New ...
From $460 per night (USD)
VRBO
From $528 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 $528 per night (USD)
VRBO
From $437 per night (USD)
VRBO
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 $437 per night (USD)
VRBO
From $295 per night (USD)
Expedia
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 $295 per night (USD)
Expedia
From $191 per night (USD)
VRBO
Charming Claverack Retreat w/ Serene Deck!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to the tranquil beauty of Claverack, NY, with a stay in this charming vacation rental. Nestled on a private prope ...
From $191 per night (USD)
VRBO
From $160 per night (USD)
VRBO
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 $160 per night (USD)
VRBO
From $1637 per night (USD)
VRBO
Guesthouse & Permaculture Sanctuary in the Berkshires
Bedrooms:
8
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 $1637 per night (USD)
VRBO
From $1495 per night (USD)
VRBO
Luxury New 6-Bedroom Modern Farmhouse with Hot tub, nr Golf, Ski, Copake Lake
Bedrooms:
5
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 $1495 per night (USD)
VRBO
From $1041 per night (USD)
VRBO
Red Rock Summit: Mtn Escape w/ Pool, Pond + 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 $1041 per night (USD)
VRBO
From $510 per night (USD)
VRBO
Secluded Mountain and 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 $510 per night (USD)
VRBO
From $567 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 $567 per night (USD)
VRBO
From $333 per night (USD)
Expedia
Harmony House in Hudson Valley- Pet Friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Welcome to the Harmony House, located within walking distance of the charming and historic Chatham town square. This coz ...
From $333 per night (USD)
Expedia
$Meadowland Farmhouse with Beautiful Sunsets \n5 minutes from town$
From $387 per night (USD)
VRBO
Meadowland Farmhouse with 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 $387 per night (USD)
VRBO
From $243 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 $243 per night (USD)
VRBO
From $308 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 $308 per night (USD)
VRBO
From $388 per night (USD)
VRBO
Unique Circle House: Hot Tub, Lake & Pool Access
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Escape to the Circle House, a one-of-a-kind 4-bed, 2-bath home just 2.5 hours from NYC and Boston. Located in t ...
From $388 per night (USD)
VRBO
From $494 per night (USD)
VRBO
Historic New Lebanon Hideaway on 33 Private Acres!
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Get the cozy bed and breakfast feel all to yourself at this New Lebanon vacation rental. This sprawling home with 5 beds ...
From $494 per night (USD)
VRBO
From $357 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 $357 per night (USD)
Expedia
From $342 per night (USD)
VRBO
Vintage Country Home with Games, BBQ & Trails, & 20 Min to Hudson
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Escape to Ancram Aviary this season! Nestled in Hudson Valley's scenic splendor, our cozy 1950s Dutch Colonial offers a ...
From $342 per night (USD)
VRBO
From $1956 per night (USD)
VRBO
HC Turner Building: Expansive Loft in Hudson
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
Summary: Welcome to HC Turner Building—a 5-bed, 4 full/2 half-bath historic home on Warren Street in Hudson and sleeping ...
From $1956 per night (USD)
VRBO

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Results: 469 Rentals