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 $628 per night (USD)
VRBO
English style country cottage with Hudson River views! 5 mins from HITS
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Relax and take in the views of the Hudson River in this English-style country cottage. 4 bedrooms, 2.5 baths and plenty ...
From $628 per night (USD)
VRBO
From $589 per night (USD)
Expedia
Newly renovated house in historic Downtown Hudson
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape to "Happiest in Hudson"! Less than a minute walk off Hudson's bustling downtown Warren Street, this brand new ren ...
From $589 per night (USD)
Expedia
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VRBO
The Artist’s Studio - Cool country chic guesthouse
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A 1,400 sq. ft. light-filled, architecturally designed split-level guesthouse. Large, open-plan living space with full k ...
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VRBO
From $486 per night (USD)
Expedia
Best of the Berkshires & Hudson Valley
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located in Canaan, NY, less than a mile from the Massachusetts border, this wonderful 1700s post and beam farmhouse has ...
From $486 per night (USD)
Expedia
From $364 per night (USD)
VRBO
Berkshires dream house
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Charming 4 bedroom house two hours from NYC nestled in the Berkshire mountains. Warm up by the wood burning stove. Liste ...
From $364 per night (USD)
VRBO
From $383 per night (USD)
Expedia
Cottage in the Clouds With Mountain Views
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Recently renovated 1960's Popular Mechanics kit-home cottage on 63 private acres near the Berkshire's. Enjoy spectacula ...
From $383 per night (USD)
Expedia
From $401 per night (USD)
VRBO
Farm House Getaway on beautiful horse farm!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
No pets allowed. Escape the hustle and bustle of daily life, and find yourself transformed in a place of total relaxatio ...
From $401 per night (USD)
VRBO
From $279 per night (USD)
VRBO
NEW! Clean & Cozy Hillsdale Cabin, minutes to Catamount, Tanglewood
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Relax in the country at this idyllic Berkshires post and beam close to skiing at Butternut and Catamount. Twenty minutes ...
From $279 per night (USD)
VRBO
From $905 per night (USD)
VRBO
Enchanting cottage in a private oasis
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Newly renovated cottage located at Ingadi Farmhouse, a family owned and run farm situated on 127 acres of land in the Hu ...
From $905 per night (USD)
VRBO
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Expedia
R&R in the treetops with lrg outdoor living space and all the comforts of home.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Need to get away from the city for some rest and relaxation but stay connected? Stay in our rural, quiet getaway. Huge o ...
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Expedia
From $336 per night (USD)
VRBO
Modern Country Cottage, close to ski/snowboard. Retreat and Relax.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Tucked away on a quiet private road, this 4-season home offers a sunlit living space with double height ceilings. In add ...
From $336 per night (USD)
VRBO
From $1690 per night (USD)
Expedia
Luxury Berkshires Family Vacation Rental on 45 Acres
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Surrounded by open fields, 15 minutes from Catamount, Tanglewood, Great Barrington and the center of Lenox, this house f ...
From $1690 per night (USD)
Expedia
From $240 per night (USD)
VRBO
WELCOME TO THE COUNTRY - LAKE FRONT PROPERTY - THE FOX DEN STUDIO
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
WELCOME TO THE HUDSON VALLEY! Spend a romantic, cozy weekend in front of a warm fireplace, enjoy a book at the lake, o ...
From $240 per night (USD)
VRBO
From $491 per night (USD)
Expedia
Superb Views -- Sunsets, Mountains, Valley
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Overview of availability in 2025 (as of 5/8/2025) : May 13 - June 15 July 13 - August 3 Aug. 10 - Aug. ...
From $491 per night (USD)
Expedia
From $479 per night (USD)
VRBO
BOHEMIAN RHAPSODY WITH GARDEN IN THE HEART OF TOWN
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
LIGHT, AIRY 2ND FLOOR OF A FEDERAL-PERIOD HOME ON A PEACEFUL STREET. WALK TO THE CENTER OF TOWN IN UNDER A MINUTE. EXHUB ...
From $479 per night (USD)
VRBO
From $493 per night (USD)
VRBO
Secluded Family-Friendly Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Located just 2.5 hours from NYC and Boston, this Cape-style post and beam house is perched on top of a hill with wide op ...
From $493 per night (USD)
VRBO
From $1192 per night (USD)
VRBO
Luxury Spa Retreat with Sauna, Hot Tub & Swimming Pool in the Heart of Hudson
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to Palazzo Hudson! The only private vacation home in the town of Hudson with a chef's kitchen, in-ground pool, ...
From $1192 per night (USD)
VRBO
From $1931 per night (USD)
Expedia
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool
Bedrooms:
7
Bathrooms:
11
Sleeps:
24
★ Recognized as one of our best. This home was a finalist in the 2025 AvantStay Awards, our annual celebration of top-ti ...
From $1931 per night (USD)
Expedia
From $1271 per night (USD)
VRBO
Beautiful Waterfront Home in the Foothills of the Berkshires
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Introducing an exquisite 6-bedroom family retreat nestled on 6 acres of pristine landscape with exclusive waterfront acc ...
From $1271 per night (USD)
VRBO
From $4696 per night (USD)
VRBO
Taghkanic Glass House
Bedrooms:
7
Bathrooms:
7
Sleeps:
20
Stay in the Taghkanic House, an architectural masterpiece designed by renowned architect Thomas Phifer. This unique mo ...
From $4696 per night (USD)
VRBO
From $422 per night (USD)
VRBO
House on the Hudson River Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
House is on the Hudson River with a private beach! Canoe, kayak, swim or lounge on the beach while eagles soar overhead. ...
From $422 per night (USD)
VRBO
From $896 per night (USD)
VRBO
Fall Foliage Retreat – 4BR/3BA Hillside Home Near Berkshires, Sleeps 8
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Overview Enjoy peak fall foliage in the Hudson Valley and Berkshires from this peaceful hillside escape in Austerlitz, N ...
From $896 per night (USD)
VRBO
From $251 per night (USD)
VRBO
Cozy Retreat on Copake Lake in our Charming Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Step into a haven of modern elegance with this newly renovated cottage, a sanctuary of tasteful decor and comfort, avail ...
From $251 per night (USD)
VRBO
From $446 per night (USD)
Expedia
Hits Adjacent | Pet Friendly | Caraway Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Book your Hudson Valley getaway and prepare for all-season adventures and relaxation overlooking the Catskill Mountains. ...
From $446 per night (USD)
Expedia
From $412 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 $412 per night (USD)
VRBO
From $414 per night (USD)
VRBO
Hot Tub: Secluded Hideaway on Sleepy Hollow Lake
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Embrace autumn at this charming 3-bedroom, 2-bathroom Athens vacation rental. Stroll vibrant hiking trails, pick apples ...
From $414 per night (USD)
VRBO
From $462 per night (USD)
VRBO
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 $462 per night (USD)
VRBO
From $660 per night (USD)
Expedia
Lakefront Retreat on Robinson Pond - Stunning Sunrise
Bedrooms:
1
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 $660 per night (USD)
Expedia
From $933 per night (USD)
VRBO
Berkshires Lake House With Private Dock, gunite pool, and Chefs Kitchen
Bedrooms:
2
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 $933 per night (USD)
VRBO
From $1723 per night (USD)
VRBO
Jacks Place
Bedrooms:
6
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 $1723 per night (USD)
VRBO
From $922 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 $922 per night (USD)
VRBO
From $392 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 $392 per night (USD)
VRBO
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VRBO
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 ...
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VRBO
From $365 per night (USD)
Expedia
rural, serene + sophisticated space
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
In the country, yet short drives to the Hudson River Valley's towns. So many guests have a hard time leaving to go out ...
From $365 per night (USD)
Expedia
From $228 per night (USD)
VRBO
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 $228 per night (USD)
VRBO
From $774 per night (USD)
Expedia
R3Bliss
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Private estate in the Berkshires with 13 acres, 4 bedrooms, private pool + salt water hot tub (all year) indoor + outdoo ...
From $774 per night (USD)
Expedia
From $401 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 $401 per night (USD)
VRBO
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Expedia
Country home in a park-like setting, perfect for private enjoyment.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
An historic farmhouse on 3 acres of meadow gardens and woods, with views of the open farm fields and the Berkshire mount ...
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Expedia
From $538 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 $538 per night (USD)
VRBO
From $228 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 $228 per night (USD)
VRBO
From $414 per night (USD)
VRBO
Cozy log cabin in Lake Community.
Bedrooms:
2
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 $414 per night (USD)
VRBO
From $1088 per night (USD)
Expedia
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 $1088 per night (USD)
Expedia
From $549 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 $549 per night (USD)
VRBO
From $238 per night (USD)
Expedia
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 $238 per night (USD)
Expedia
From $432 per night (USD)
VRBO
Hudson River Retreat- Spectacular Views- Pet friendly🐕 Wheelchair Accessible♿
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
An easy 2hr drive from NYC and located in beautiful Greene County, this charming one-story house has been recently renov ...
From $432 per night (USD)
VRBO
From $508 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 $508 per night (USD)
VRBO
From $410 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 $410 per night (USD)
VRBO
From $271 per night (USD)
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 ...
From $271 per night (USD)
Expedia
From $498 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 $498 per night (USD)
VRBO
From $279 per night (USD)
Expedia
Four season lake side oasis in the berkshirkes
Bedrooms:
2
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 $279 per night (USD)
Expedia
From $856 per night (USD)
VRBO
Exclusive Estate, Heated Yearround Outdoor Pool
Bedrooms:
4
Bathrooms:
7
Sleeps:
17
Summary: Awaiting your next trip in our former horse farm turned luxury vacation rental, recently upgraded and re-furnis ...
From $856 per night (USD)
VRBO
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Expedia
Charming Tivoli Home w/Patio, by Town & Shops
Bedrooms:
2
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, ...
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Expedia
From $1472 per night (USD)
VRBO
Chef’s Kitchen, Fast Wi-Fi
Bedrooms:
3
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 $1472 per night (USD)
VRBO
From $231 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 $231 per night (USD)
Expedia
From $262 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 $262 per night (USD)
VRBO
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Expedia
Hudson Valley Yearly Rental- Hudson New York
Bedrooms:
1
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 Pricing
Expedia
From $461 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 $461 per night (USD)
VRBO
From $578 per night (USD)
VRBO
Large Pool + New spacious 4 BR home - walk to Gym, Tennis & Boating on Lake!
Bedrooms:
2
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 $578 per night (USD)
VRBO
From $408 per night (USD)
VRBO
Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!
Bedrooms:
1
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 $408 per night (USD)
VRBO
From $833 per night (USD)
Expedia
BRAND NEW 4 story home minutes from Warren St w/ a King Suite!
Bedrooms:
2
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 $833 per night (USD)
Expedia
From $534 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 $534 per night (USD)
VRBO
From $984 per night (USD)
Expedia
Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna
Bedrooms:
3
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 $984 per night (USD)
Expedia
From $587 per night (USD)
VRBO
Doodletown Cabin: Pond—Outdoor Dining—Games Barn!
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Summary: Escape to Doodletown Cabin, a remarkable 4 bed/ 3 bath log country cabin, just 2 hrs from NYC & under 3 hrs fro ...
From $587 per night (USD)
VRBO
From $216 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 $216 per night (USD)
VRBO
From $2430 per night (USD)
VRBO
4 Br, Hudson River Manor on 65 acres, with pool
Bedrooms:
4
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 $2430 per night (USD)
VRBO
From $470 per night (USD)
Expedia
Super Comfortable Water-view Home in Saugerties
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
Highlights: If a perfectly located, spacious, and fun family house is on your stay wish list, then this is absolutely th ...
From $470 per night (USD)
Expedia
From $235 per night (USD)
VRBO
Peaceful Athens Retreat at Sleepy Hollow Lake
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Take a break from the city and enjoy a getaway surrounded by nature at this Athens vacation rental! Situated in the priv ...
From $235 per night (USD)
VRBO
From $381 per night (USD)
Expedia
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 $381 per night (USD)
Expedia
From $206 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 $206 per night (USD)
VRBO
From $604 per night (USD)
VRBO
Country Estate Near Copake Lake
Bedrooms:
3
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 $604 per night (USD)
VRBO
From $430 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 $430 per night (USD)
VRBO
From $199 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 $199 per night (USD)
VRBO
From $448 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 $448 per night (USD)
VRBO
From $747 per night (USD)
VRBO
Lakefront Estate on Copake Lake
Bedrooms:
3
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 $747 per night (USD)
VRBO
From $242 per night (USD)
VRBO
Heaven Can't Wait, On Beautiful Kinderhook Lake!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Hello again repeat and new guests! Thank you for a very enjoyable 2024. All of you were great! We are looking forward to ...
From $242 per night (USD)
VRBO
From $426 per night (USD)
Expedia
Luxury Barn Retreat . Year-Round Scenic “Park Like”Paradise.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Absolutely everyone that has been here loves the setting. It is truly one of a kind peaceful and serene setting. This ...
From $426 per night (USD)
Expedia
From $662 per night (USD)
VRBO
5BR Farmhouse☆King Size Bed☆Mountain View☆28 Acres
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Situated atop an expansive pasture, enveloped by rolling hills and the mountainous catskill terrain, sits the Casa Lobat ...
From $662 per night (USD)
VRBO
From $330 per night (USD)
Expedia
HunnyHAUS: Deluxe TINY*private spa*walk to town
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Reserve this thoughtfully curated space just 2.5 hours from NYC or Boston. You`ll fall in love with this Romantic-Privat ...
From $330 per night (USD)
Expedia
From $546 per night (USD)
VRBO
Vacation Home w/Private Heated Pool on 6 Acres Near Copake Lake / Catamount Ski
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
HEATED POOL OPEN MEMORIAL DAY WEEKEND TO LABOR DAY WEEK. Welcome to our family-focused home. The chef's kitchen, dining ...
From $546 per night (USD)
VRBO
From $240 per night (USD)
VRBO
Park View Apartment In the Heart of Hudson
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The second floor apartment is located on Warren Street—a mile long stretch of shops and restaurants. The space is fully ...
From $240 per night (USD)
VRBO
From $193 per night (USD)
VRBO
Family friendly. In nature & all things Berkshire. Equidistant Hudson/GtBarr,MA
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
1791 farmhouse/cottage located just 3 miles East of the Taconic. A diamond in the rough. Peaceful farmland setting. S ...
From $193 per night (USD)
VRBO
From $1675 per night (USD)
Expedia
BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, TRAILS! REDUCED RATE FOR SMALL GROUPS
Bedrooms:
5
Bathrooms:
8
Sleeps:
16
Bellavista Country Estate is a one-of-a kind, beautiful, special estate property. Privately located on 60 acres with poo ...
From $1675 per night (USD)
Expedia
From $1027 per night (USD)
VRBO
Historic Hudson Valley Barn Complex with Relaxing Grounds
Bedrooms:
3
Bathrooms:
7
Sleeps:
10
Welcome to this retreat in Southern Columbia County. Enjoy the rustic elegance of this 1820's converted barn fully resto ...
From $1027 per night (USD)
VRBO
From $663 per night (USD)
VRBO
Waterfront Perfection!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Weekly or weekends for 3 seasons and we prefer monthly or seasonal for the summer. Newer custom built home with expansi ...
From $663 per night (USD)
VRBO
From $181 per night (USD)
VRBO
Country Karma -Quiet Wooded Getaway
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
You're considering renting a modern saltbox house, perched on a hilly wooded property, overlooking pristine Columbia Cou ...
From $181 per night (USD)
VRBO
From $230 per night (USD)
VRBO
Designers Own Year-Round Hudson Valley Getaway Cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Designers own completely renovated year-round getaway cottage on a quiet country road. The sun filled one-level, 2 bedr ...
From $230 per night (USD)
VRBO
From $1654 per night (USD)
VRBO
Elegant Historic Hudson Valley Gilded Age Mansion On 4+ Parklike Acres
Bedrooms:
9
Bathrooms:
9
Sleeps:
22
The Pines includes a gourmet eat-in kitchen, butler's pantry, formal dining room, music room, library/game room, mud roo ...
From $1654 per night (USD)
VRBO
From $2333 per night (USD)
Expedia
3 bedroom house with a heated pool
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Indulge in ultimate luxury living in the heart of Columbia County, New York! This magnificent and spacious (6000 sq ft) ...
From $2333 per night (USD)
Expedia
From $416 per night (USD)
VRBO
Hillsdale home with Stunning Views. Dog friendly!
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
The views from this home are unique. The property is perched on a small hill looks out on conservancy land, as well as ...
From $416 per night (USD)
VRBO
From $1310 per night (USD)
Expedia
Panoramic Views, Indoor Pool by Evergreen Home
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
An ideal retreat nestled in the Berkshires with vast, expansive panoramic views. With 4 BR, 4.5 BA, a brand new gorgeous ...
From $1310 per night (USD)
Expedia
Click For Pricing
VRBO
Little White House - Private near Hudson & hiking
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
About this space Tucked away behind a row of pine trees lies this charming two-bedroom home with a separate yoga studio. ...
Click For Pricing
VRBO
From $775 per night (USD)
VRBO
Unbelievable Skyview New with Catskill views, 3 bedrooms with hot tub, 2 hrs nyc
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This house sits high up the hill with stellar views of the Catskill and Berkshire mountains. We have just completed a r ...
From $775 per night (USD)
VRBO
From $321 per night (USD)
VRBO
Luxurious & Modern 3 BR 1.5 Bath Log Cabin
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Have fun with the whole family at this stylish cabin close to activities, food & natural beauty. Located just outside T ...
From $321 per night (USD)
VRBO
Click For Pricing
Expedia
Bucolic Sanctuary within 20 mins to Hudson NY or Great Barrington MA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Situated in the Hudson River Valley, this cozy and artful “Bucolic Sanctuary” is nestled on rolling hills and lawns. Loc ...
Click For Pricing
Expedia
From $603 per night (USD)
VRBO
Pool, Fireplace, Converted Barn! - Chic Barn House
Bedrooms:
2
Bathrooms:
3
Sleeps:
11
Summary: This extraordinary designer barn-house retreat is nestled along the scenic Hudson River in Germantown. A one-of ...
From $603 per night (USD)
VRBO
From $1031 per night (USD)
VRBO
Gorgeous large renovated historic home on 10 acres with pool
Bedrooms:
2
Bathrooms:
5
Sleeps:
14
Built it 1850, this incredible home is one the loveliest in the area. Recently fully restored and updated, our 5 bedroom ...
From $1031 per night (USD)
VRBO
From $384 per night (USD)
VRBO
Catskill Ski Hike Lake Pet Main St Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our cozy retreat in historic Catskill village, just a block from Main Street's vibrant cafés, breweries, art ...
From $384 per night (USD)
VRBO
Click For Pricing
Expedia
Pondmodern: Renovated Midcentury Ranch
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Our family-friendly house is the perfect spot to explore everything between the Berkshires and the Hudson River. We are ...
Click For Pricing
Expedia
From $673 per night (USD)
VRBO
Historic Townhouse in Hudson, NY
Bedrooms:
0
Bathrooms:
3
Sleeps:
6
Built in 1900, this Victorian-style townhouse offers views of the Hudson Valley and has been restored to provide a relax ...
From $673 per night (USD)
VRBO
From $326 per night (USD)
Expedia
Charming 1800s home with fenced in yard and bucolic farm views !
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Bucolic views of farmland in both the front and backyard, this charming home maintains its 1800s character while updated ...
From $326 per night (USD)
Expedia

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