Columbia Area Rentals
From $376 per night (USD)VRBO
3-bedroom house in fantastic Hillsdale with mountain views, WiFi, AC
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Discover this delightful 3-bedroom gem in Hillsdale. This lovely house features 1 king bed and 2 queen beds, perfect for ...
From $376 per night (USD)VRBO
From $632 per night (USD)VRBO
Manderley House: Heated Pool w/ Outdoor Spaces
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: Manderley House is a cozy 3 bed, 2.5 bath retreat just 2.5 hours from NYC. This home features a heated pool and ...
From $632 per night (USD)VRBO
From $552 per night (USD)VRBO
Charming Lakefront Retreat Nestled Among Trees
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our tranquil lakefront retreat! Nestled on the shores of a picturesque lake, our spacious 3-bedroom, 2-bathro ...
From $552 per night (USD)VRBO
From $1173 per night (USD)VRBO
The Rye House: All-Season Paradise w/Pool+Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Step into The Rye House, a captivating hillside oasis with 3 bedrooms, a nursery, and 2.5 baths, where every de ...
From $1173 per night (USD)VRBO
From $1576 per night (USD)VRBO
UPSTATE NY FARMHOUSE ESTATE W POOL - Rent&Sale
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Your cozy getaway awaits in Columbia County at this 19th Century Farmhouse Estate. 3 years of loving-labor renovation ju ...
From $1576 per night (USD)VRBO
From $535 per night (USD)VRBO
The Barn @Doodletown: Renovated Barn w/ Firepit
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: "The Barn at Doodletown" is a thrilling 1863 post-and-beam barn turned extraordinary home on 11 private acres. ...
From $535 per night (USD)VRBO
From $1963 per night (USD)VRBO
Doodletown Lodge & Cabin: Pool—Pickleball—Tennis++
- Bedrooms:
- 7
- Bathrooms:
- 9
- Sleeps:
- 21
Summary: Welcome to Doodletown Lodge & Cabin, an extraordinary 100-acre estate just 2 hrs from NYC and under 3 hrs from ...
From $1963 per night (USD)VRBO
From $263 per night (USD)Expedia
Taconic Hideaway – Swimming, BBQ Pit, Hiking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled in the heart of Robinson Pond's serene lake community, our home offers a picturesque retreat for those seeking t ...
From $263 per night (USD)Expedia
From $636 per night (USD)VRBO
Hilltop: Panoramic Views w/ Pool near Catamount
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: With 360-degree views of the Catskill and Berkshire Mountains from the highest point in Hillsdale, Hilltop is a ...
From $636 per night (USD)VRBO
From $638 per night (USD)VRBO
Silver Ridge: Hilltop Chalet w/ Sweeping Views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Perched high on the hills above Hillsdale, Silver Ridge is a perfectly-sited contemporary mountain lodge offeri ...
From $638 per night (USD)VRBO
From $1101 per night (USD)VRBO
Valley View: Renovated Cottage, New Addon + Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Welcome to Valley View, a unique and captivating 5 bed/ 4.5 bath home with beautiful interiors and stunning out ...
From $1101 per night (USD)VRBO
From $369 per night (USD)VRBO
Nordic Cabin: Light-Filled + Spacious w/Firepit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Nordic Cabin is a mid-century, Scandinavian-inspired home on 6 acres of woods—just 2 hrs from NYC! Bright, li ...
From $369 per night (USD)VRBO
From $294 per night (USD)VRBO
Mountain View Retreat in Hudson Valley near Berkshire Attractions
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sweet guest cottage perfectly located for exploring Columbia County, the Berkshires or simply lazing on the lawn with a ...
From $294 per night (USD)VRBO
From $778 per night (USD)Expedia
Den Outdoors Cabin With STUNNING Adirondack Views - EV charging available
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Set on a sprawling 7-acre property, this tranquil retreat offers the perfect blend of rustic charm and modern comfort. ...
From $778 per night (USD)Expedia
From $547 per night (USD)VRBO
Sugar Mtn House: Pool +Mtn Views. Serene Woodlands
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: This beautifully renovated 4 bedroom, 3.5 bathroom cape-style home offers the perfect Hudson Valley getaway—jus ...
From $547 per night (USD)VRBO
From $5328 per night (USD)VRBO
The Brooks Buy Out, Wedding Groups Inquire Today!
- Bedrooms:
- 24
- Bathrooms:
- 26
- Sleeps:
- 60
Summary: Hosting an event at Catamount or Taconic Ridge Farms? Direct your guests to The Brooks Motel, located directly ...
From $5328 per night (USD)VRBO
From $982 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 $982 per night (USD)VRBO
From $398 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 $398 per night (USD)VRBO
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
From $300 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 $300 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 $538 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 $538 per night (USD)VRBO
From $185 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 $185 per night (USD)VRBO
From $236 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 $236 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 $2240 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 $2240 per night (USD)VRBO
From $213 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 $213 per night (USD)VRBO
From $441 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 $441 per night (USD)VRBO
From $840 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 $840 per night (USD)VRBO
From $237 per night (USD)Expedia
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 $237 per night (USD)Expedia
From $426 per night (USD)VRBO
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)VRBO
From $536 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 $536 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
Click For PricingExpedia
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 ...
Click For PricingExpedia
From $1675 per night (USD)VRBO
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)VRBO
From $504 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 $504 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 $446 per night (USD)VRBO
3 Br Cottage on Historic Hudson Valley Estate - Near Bard College
- Bedrooms:
- 1
- 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 $446 per night (USD)VRBO
From $387 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 $387 per night (USD)VRBO
From $509 per night (USD)Expedia
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 $509 per night (USD)Expedia
From $776 per night (USD)VRBO
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 $776 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 $374 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 $374 per night (USD)VRBO
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 $896 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 $896 per night (USD)VRBO
From $1632 per night (USD)VRBO
Beautiful anytime of the Year.. Sunny Pond will not disappoint.
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Come stay with us.. relax and enjoy "The Beauty of the Berkshires". This beautiful renovated Georgian Colonial home s ...
From $1632 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 $1110 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 $1110 per night (USD)VRBO
From $316 per night (USD)VRBO
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 $316 per night (USD)VRBO
From $458 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 $458 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 $383 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 $383 per night (USD)VRBO
From $220 per night (USD)VRBO
CREEKSIDE CABIN w/ EXTRAS
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Brand-new, and overlooking a stream that runs to the Hudson river, our Cabin has been kitted out with all modern ameniti ...
From $220 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 $648 per night (USD)VRBO
Beautiful Upstate New York Farmhouse for up to 7 Guests
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Surrounded by farms and pastures yet only seven miles from Hudson, NY, our well-appointed farmhouse is perfect for famil ...
From $648 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 $406 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 $406 per night (USD)VRBO
Click For PricingExpedia
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 ...
Click For PricingExpedia
From $322 per night (USD)VRBO
A 200 year old center hall colonial between the Berkshires and the Hudson River
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This property is located on an acre in a small village within easy walking distance of a gourmet country store, a tavern ...
From $322 per night (USD)VRBO
From $189 per night (USD)VRBO
Berkshires Charming 4br/2ba, Fireplaces, scr porch Now-9/7/25, OR 9/7/25-5/15/26
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
BERKSHIRES - 4 BR/2BA, Avail Now-9/7/25, OR 9/7/25-5/15/26- CHARMING, BEAUTIFULLY DECORATED (CHECK PHOTOS PLEASE) 1,800 ...
From $189 per night (USD)VRBO
From $426 per night (USD)VRBO
Modern, Minimalist, Light-filled Home with Hot Tub Near Catamount Ski
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Our modern, light-filled house is like a cabin in the woods, but bigger, with plenty of space and lofty ceilings. The ho ...
From $426 per night (USD)VRBO
From $525 per night (USD)VRBO
Beautifully Restored, Secluded Farmhouse
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Tucked away on private lane and bordering hundreds of acres of preserved land, this tastefully renovated 1840 farmhouse ...
From $525 per night (USD)VRBO
From $215 per night (USD)VRBO
Beautiful, Unique Country House w/Large Deck
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Charming and cozy 2 story, 1 bedroom country house, perfect for couples looking for the meditative beauty of an artist's ...
From $215 per night (USD)VRBO
From $714 per night (USD)VRBO
Private pool on 8 acres. Minutes from Hudson, Copake Lake, OMI, Klocke & Olana!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
First Floor Home Details -Designer living room with decorative brick fireplace, high ceilings and double doors open to a ...
From $714 per night (USD)VRBO
From $209 per night (USD)VRBO
Hudson Valley Berkshires Cottage - Great View, Private & Quiet
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Very private cottage with 80 acres of field and forest, and sunset views across the Hudson River Valley. Within 30 minut ...
From $209 per night (USD)VRBO
From $355 per night (USD)Expedia
Waterfront Escape +dock +kayaks +firepit +fireplace +games
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
With all of the craziness in life, this is the place you go to wake up in the morning to sip your coffee and do everythi ...
From $355 per night (USD)Expedia
From $281 per night (USD)VRBO
Escape to Hudson NY!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Our Hudson house is a great weekend (or week-long) escape! Light-filled open Victorian is furnished with an eclectic mix ...
From $281 per night (USD)VRBO
From $214 per night (USD)VRBO
Berkshire Barn on 23 Wooded Acres 2BR/1.5 Bath Sleeps 7
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 7
A private driveway off a quiet road leads to a 1700 square foot loft-like Barn on 23 acres. There are two ponds, stream ...
From $214 per night (USD)VRBO
From $449 per night (USD)VRBO
Private home on a Beautiful lake. Large deck for entertaining
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Lakehouse 5 bedroom home. Steps from the lake. Large patio for entertaining . New kitchen, Fully furnished. Washer and D ...
From $449 per night (USD)VRBO
From $427 per night (USD)VRBO
2,000 sq ft loft located \"downtown\" with access to dining..shops...movie theater
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located on Main Street in “downtown” Chatham, chathamLoft75 is a 2,000 sq ft fully furnished second floor space that has ...
From $427 per night (USD)VRBO
From $375 per night (USD)VRBO
Large Barn styled vacation home that fits groups with space to spare.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Main space open living-dining-kitchen, covered porch overlooking the lake with sofa area table and chairs gas fire table ...
From $375 per night (USD)VRBO
Click For PricingExpedia
Sun-Drenched Property Steps from Warren
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our home is ideally located 2 blocks/3 min. walk to Warren Street (the main commercial street in Hudson). We are a 10 mi ...
Click For PricingExpedia
From $638 per night (USD)VRBO
Elizaville Twin Lake Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 9
Registration Number: LIV-2025-006 Located just 2 hours north of NYC on Elizaville's beautiful North Twin Lake, our hom ...
From $638 per night (USD)VRBO
From $247 per night (USD)VRBO
Two Rooms with En-Suite in Quiet Woodland
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the heart of the Berkshires, midway between NYC and Boston, this newly renovated two bedroom apartment is nes ...
From $247 per night (USD)VRBO
From $1056 per night (USD)VRBO
PLAYGROUND IN PARADISE!\n4BR w TENNIS, PICKLEBALL, POOL, NEAR MANY WEDDING SITES
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
A bucolic retreat, this completely secluded estate, nestled on over 50 acres, offering your exclusive use of on site ac ...
From $1056 per night (USD)VRBO
From $636 per night (USD)VRBO
Have it all! Lakefront, Pool & Skiing & Gym! 5 Bedrooms
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
Located in a peaceful and serene neighborhood, this home has it all! Huge double height Great Room with stunning large ...
From $636 per night (USD)VRBO
From $594 per night (USD)VRBO
Designer Home with Panoramic Views near Hudson
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Architect designed published modern home sits atop a secluded private hill on 10 acres. Surrounded by great estates and ...
From $594 per night (USD)VRBO
From $490 per night (USD)Expedia
Cozy Chic Home near Catamount Skiing w/ Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
4 bedroom family friendly home that is newly renovated with a beautifully landscaped, garden w/ 2 outdoor couches, hammo ...
From $490 per night (USD)Expedia
From $252 per night (USD)VRBO
Beautifully decorated & immaculate log chalet on 3 acres, winter views.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Private and secluded log cabin chalet is situated on three picturesque acres overlooking tall pines and forests with he ...
From $252 per night (USD)VRBO
From $523 per night (USD)VRBO
Contemporary Lakefront, Ski, Tennis and Boat Cozy 3 Bedrooms
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Bright, airy and cozy contemporary lakefront home with 4 Bedrooms (SEE BELOW FOR BED LAYOUT), extra high ceilings in liv ...
From $523 per night (USD)VRBO
From $354 per night (USD)VRBO
Casa Bartolo, Your Oasis on the Hudson!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Why Stay Here? Why settle for a hotel when you can enjoy a charming two-bedroom suite with breathtaking views of the Cat ...
From $354 per night (USD)VRBO
From $1168 per night (USD)VRBO
Spectacular Private Hilltop Contemporary Estate (Pool/Catamount/Bash Bish Fall)
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This fully renovated contemporary estate has it all to make it your place to escape all year round. Sitting on 11 pri ...
From $1168 per night (USD)VRBO
From $1063 per night (USD)VRBO
Hudson Valley GetAway: Great for Skiing, family holidays and summers by the pool
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This home has breathtaking views stretching all the way to the Catskills. A lovely pool welcomes in the summer and the ...
From $1063 per night (USD)VRBO
From $273 per night (USD)VRBO
Beautiful Getaway - Right on the Lake-Close to Skiing
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Beautiful 2 bedroom (plus attic loft) home brings contemporary living to this hidden gem just 2 hours from NYC. We gutte ...
From $273 per night (USD)VRBO
From $145 per night (USD)VRBO
Cozy Quiet 3BR Fox Cottage 10 min from downtown Hudson
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Less than 5 miles from Hudson's bustling Warren Street, tucked away on a quiet private drive is our cozy Fox Cottage. Pe ...
From $145 per night (USD)VRBO
From $706 per night (USD)VRBO
Hudson River/Catskill Mtn Views 2 Bdrm Contemporary, Hudson NY
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy spectacular Hudson River and Catskill Mountain views with as much as 50 miles of visibility from this home. This C ...
From $706 per night (USD)VRBO
From $878 per night (USD)VRBO
Lakefront 4-Season Stunning Home and Guest House W/Tennis Court & Full Gym
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Gorgeous Lake views! Sun streams through windows all day long in this bright airy contemporary lakefront home and newly ...
From $878 per night (USD)VRBO
From $686 per night (USD)VRBO
Farmette Roquette Hudson Valley
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
The Farmette is a working flower farm owned by event producers and caterers. We love rustic modern spaces and enjoy dec ...
From $686 per night (USD)VRBO
From $206 per night (USD)VRBO
Martin Van Buren lake cottage 1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Four saison cottage NYC comfort on a wooded private lake retreat If you are a nature lover and like comfort then this ...
From $206 per night (USD)VRBO
From $204 per night (USD)VRBO
Hudson: Martin Van Buren lake cottage IIII (4)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Four season cottage If you are a nature lover and like comfort then this place is for you. Former home of the Martin Va ...
From $204 per night (USD)VRBO
From $325 per night (USD)VRBO
Bungalow Hudson - cozy 3 BR house with huge garden - steps from Warren Street!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Relax at this bright and comfy 3-bedroom home in the heart of Hudson! The open kitchen flows out to a private patio per ...
From $325 per night (USD)VRBO
From $1059 per night (USD)Expedia
Views of Catamount! Tanglewood, Skiing, Bash Bish Falls, Barn At Liberty Farms!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
This extremely private luxury home with Catamount Ski views and close to The Barn at Liberty Farms is situated on 33-acr ...
From $1059 per night (USD)Expedia
From $1963 per night (USD)VRBO
The Martin Van Buren historical hunting lodge / camp
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Four season cottage The historical Van Buren property (former hunting lodge and camp) is nestled on 26 acres on a priva ...
From $1963 per night (USD)VRBO
From $648 per night (USD)VRBO
National Register Historic Hudson River Estate Carriage House
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
This home was just redone, to maximize your comfort. There are 4 bedrooms: a master bedroom with a king bed and master b ...
From $648 per night (USD)VRBO
From $736 per night (USD)VRBO
Lakefront home on Copake Lake - Close to Hudson, Great Barrington & Millerton.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Sleeps up to 8 across 3 bedrooms and 3 bathrooms – ideal for families, couples, and small groups. Also accepting reserva ...
From $736 per night (USD)VRBO
From $1563 per night (USD)VRBO
Beautifully Restored Multi-Family House in Downtown Hudson, NY - Sleeps 16+
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 20
**** New in 2023-24: brand new Mitsubishi ductless AC/heat pump units in each bedroom and living area, new historic-styl ...
From $1563 per night (USD)VRBO
From $455 per night (USD)VRBO
BRIGHT, CHARMING 3-BR WITH GARDEN IN THE HEART OF TOWN
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
CHARMING, SPACIOUS, ART-FILLED 1ST FLOOR OF A FEDERAL-PERIOD HOME IN THE CENTER OF HUDSON. WALK TO THE MIDDLE OF WARREN ...
From $455 per night (USD)VRBO
From $1731 per night (USD)VRBO
Spectacular All Seasons Retreat with Amazing Views
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 14
Gorgeous 6000 square foot home with stunning views on 26 secluded acres. It's the perfect retreat for family gatherings ...
From $1731 per night (USD)VRBO
From $619 per night (USD)VRBO
Hudson Valley Chalet
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Now offering sleeping accommodations for 10! Please check out my House guide for many local recommendations! Enjoy ...
From $619 per night (USD)VRBO
From $206 per night (USD)VRBO
Martin Van Buren lake Cottage 2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Four saison cottage If you are into secluded Gem 💎 and a nature lover, then this place is for you ❤️ Back in the day ...
From $206 per night (USD)VRBO