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VRBO
Mid- Century cottage, Outdoor Oasis
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
New to rental market, be the first to stay I. This renovated mid-century cottage with as much outdoor space (including a ...
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VRBO
From $2565 per night (USD)
Expedia
Sleeps 27/Pickleball Court/Game Room/Hot Tub/Pool/Batting Cage/Beach
Bedrooms:
7
Bathrooms:
8
Sleeps:
27
If you are looking for a spacious home with comfortable and abundant indoor and outdoor seating, a vast backyard with go ...
From $2565 per night (USD)
Expedia
From $321 per night (USD)
VRBO
Beautiful Modern Swiss Cottage in Athens, NY
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautiful modern Swiss cottage that comfortably sleeps 8. Located in the Private Sleepy Hollow Lake community in Athens, ...
From $321 per night (USD)
VRBO
From $1670 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 $1670 per night (USD)
VRBO
From $923 per night (USD)
VRBO
Chester by AvantStay | Amazing Views, Secluded Home, A True City Escape!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to Chester! Fall head over heels in love with this gorgeous country home in the tranquil town of Austerlitz, NY. ...
From $923 per night (USD)
VRBO
$Furnished monthly rental, near Rhinebeck & BARD - A \Modern Country Classic\$
From $135 per night (USD)
VRBO
Furnished monthly rental, near Rhinebeck & BARD - A \"Modern Country Classic\"
Bedrooms:
0
Bathrooms:
3
Sleeps:
4
AVAILABLE November 2025 to April 2026 only with a 3 MONTH MINIMUM. Rate is a flat $3,565 per month (not per 4 week perio ...
From $135 per night (USD)
VRBO
From $476 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 $476 per night (USD)
VRBO
From $288 per night (USD)
VRBO
Enchanting Country House on 18 acres, Sunset Views, <15 minutes from Tanglewood
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A Writer’s Haven!!! 360-degree scenic PRIVACY. YET… just 1/2 mile off the Mass Pike and 15 minutes from Tanglewood, Len ...
From $288 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 $399 per night (USD)
VRBO
Timberdoodle-a mountainside treehouse
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
CATAMOUNT SKI RESORT IS ON THE OTHER SIDE OF THE MOUNTAIN. 11 MILES TO SKI BUTTERNUT. HIGH SPEED FIBER OPTIC INTERNET ...
From $399 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 $220 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 $220 per night (USD)
VRBO
From $573 per night (USD)
VRBO
Serene Hillsdale Cottage Amped with Tech and Wifi
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape the city and relax at our serene Hillsdale House, nestled alongside a picturesque creek and pond with acres of sh ...
From $573 per night (USD)
VRBO
From $298 per night (USD)
VRBO
Copake Lake home near cultural attractions Of The Berkshires
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Enjoy the quiet beauty of Copake Lake in this summer home only 2+ hours from New York City. Central heating and air cond ...
From $298 per night (USD)
VRBO
From $184 per night (USD)
VRBO
Hudson River Valley/Berkshires Rural Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Nice Cape Cod-style home located in the foothills of The Berkshires and just 11 miles northwest of Lenox and Tanglewood. ...
From $184 per night (USD)
VRBO
From $513 per night (USD)
VRBO
Lovely Catskill Views, Close to Hudson, 5 minutes from Lake Taghkanic
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Relax in the beautiful mountains of the Hudson Valley! Secluded hilltop retreat located 15 minutes from Hudson, 25 mi ...
From $513 per night (USD)
VRBO
From $1018 per night (USD)
VRBO
House Beautiful mag Hudson River Estate -Enjoy best of Catskills & Hudson Valley
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Recently renovated by interior architect and designer, this home enjoys amazing views of the Hudson River from the charm ...
From $1018 per night (USD)
VRBO
From $711 per night (USD)
VRBO
Lakefront close to ski & shopping
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
You will love this relaxing getaway, only 2 hours north of NYC with stunning, unobstructed, year-round Copake Lake views ...
From $711 per night (USD)
VRBO
From $1044 per night (USD)
VRBO
Dream getaway - mtn views, ski, pool, BBQ, Firepit, Kid friendly, Lakes, WFH
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
A getaway with everything you dream of - expansive deck, BBQ, firepit, sunset views, private in-ground pool, secluded, w ...
From $1044 per night (USD)
VRBO
From $758 per night (USD)
VRBO
Secluded family friendly oasis on 15 acres
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Wind down and escape to a peaceful and beautiful country experience! Drive up a long driveway and you will arrive with n ...
From $758 per night (USD)
VRBO
From $423 per night (USD)
VRBO
Luxury secluded Catskill log cabin on creek-ski hike great restaurants mins away
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Located on 12 private acres, in a quiet, rural neighborhood in Catskill, NY, where the Catskill Mountains meet the Hudso ...
From $423 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 $218 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 $218 per night (USD)
VRBO
From $310 per night (USD)
Expedia
Hip on Warren
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beautiful one bedroom apartment in prime Hudson location. Steps to all Hudson has to offer. Clean and modern. Prime ...
From $310 per night (USD)
Expedia
From $885 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 $885 per night (USD)
VRBO
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Expedia
Log Cabin Lakehouse | Pool | Beach | Kayaks | Firepit
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
**Get a $20 Gas Card When You Book By June 5th** Stay in a classic log cabin with all the modern amenities. It's the pe ...
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Expedia
From $218 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 $218 per night (USD)
VRBO
From $218 per night (USD)
VRBO
Hudson: Martin Van Buren lake cottage lll (3)
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 V ...
From $218 per night (USD)
VRBO
From $555 per night (USD)
VRBO
Modern Home in Historic Hudson 3 Bedrooms 3 ensuite Baths
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Elegant, centrally located home in historicdowntown Hudson:Three-bedroom townhouse with three en suite baths (3 walk-in ...
From $555 per night (USD)
VRBO
From $385 per night (USD)
Expedia
Perfect Hudson Valley Getaway with HOT TUB!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Charming country house with access to all that the Hudson Valley has to offer! Spacious, light-filled 4 bedroom/2 bathro ...
From $385 per night (USD)
Expedia
From $338 per night (USD)
VRBO
Hudson: Martin Van Buren 2 bedroom lake house cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Four saison cottage If you are a nature lover and like comfort then this place is for you. Former home of the Martin V ...
From $338 per night (USD)
VRBO
From $285 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 $285 per night (USD)
VRBO
From $271 per night (USD)
VRBO
8 Min To Hudson! Newly Renovated Home w/ Yard
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Situated just minutes from downtown Hudson, this charming, newly renovated home has everything you need to indulge in re ...
From $271 per night (USD)
VRBO
From $750 per night (USD)
VRBO
Farmhouse lovingly restored. Set on 24 acres, lots of room to relax and play.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
*WE DO NOT ADVERTISE ON CRAIGSLIST* 2 NIGHT MINIMUM FOR DRESSAGE SHOWS. MESSAGE FOR DETAILS. For those equestrians or ...
From $750 per night (USD)
VRBO
From $1059 per night (USD)
VRBO
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)
VRBO
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 $724 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 $724 per night (USD)
VRBO
From $1119 per night (USD)
VRBO
Hudson River Retreat w/ Pool, Hot Tub, Treehouse & Private Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Step into your private Hudson Valley oasis—where thoughtful design, high-end amenities, and sweeping 180-degree views of ...
From $1119 per night (USD)
VRBO
From $311 per night (USD)
VRBO
Historic Berkshires Home Near Tanglewood, Trails & Wineries
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Escape to the Hudson Valley and Berkshires this summer with a stay in our beautifully restored 1800s home, ideally locat ...
From $311 per night (USD)
VRBO
From $402 per night (USD)
Expedia
Escape to an Exclusive Mountain Retreat: Experience the Splendor of all seasons.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape to Serenity in the Heart of the Berkshires: A Modern Retreat Surrounded by Nature Immerse yourself in the awe-in ...
From $402 per night (USD)
Expedia
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:
6
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 $643 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 $643 per night (USD)
VRBO
From $1424 per night (USD)
Expedia
Gorgeous Hudson River Estate-with Pool and Winter Jacuzzi
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
46 foot seasonal infinity pool with attached hot tub/spa available May 15 to Oct 15 Welcome to Bassinova-on-Hudson, an e ...
From $1424 per night (USD)
Expedia
From $310 per night (USD)
VRBO
Rustic Catskill cottage, 10 min to Hudson, 30 minutes to popular ski area skiing
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The Catskill Cottage sits on one acre on land that borders a vast private forest that make it feel so much larger. It’s ...
From $310 per night (USD)
VRBO
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Expedia
Beautiful Hudson River Waterfront Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Over 150 five star reviews on Airbnb! Our guests say it best: "Set apart from the bump and grind of contemporary life, t ...
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Expedia
From $884 per night (USD)
VRBO
Waterfalls and Trails at 'The Mills At Green Hole'
Bedrooms:
3
Bathrooms:
6
Sleeps:
15
Travel back in time to a secluded and beautiful place known as 'The Mills at Green Hole,' a historic 6-bedroom, 3-bathro ...
From $884 per night (USD)
VRBO
From $367 per night (USD)
VRBO
Farmhouse with views nestled among nature reserve
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This preserved 18th century farmhouse is situated on a picturesque 24 acre estate boasting southerly views of rolling hi ...
From $367 per night (USD)
VRBO
Click For Pricing
VRBO
Semi-Secluded House in the woods.
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Lovely 3 bedroom house on 4 acres. This 20 year house is comfortable and warm, 3 miles from Germantown center. Great ...
Click For Pricing
VRBO
From $506 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 $506 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 $1221 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 $1221 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 $103 per night (USD)
Expedia
Modern Copake Falls Getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located on a former 13 acre former horse farm, this full size apartment with private entrance features all new everythi ...
From $103 per night (USD)
Expedia
From $490 per night (USD)
VRBO
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)
VRBO
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
Click For Pricing
VRBO
Cozy living.and.dining room
Bedrooms:
1
Bathrooms:
3
Sleeps:
9
Three bedroom cozy. space with a living room in the center of the three rooms. Kitchen and dining room are a joint space ...
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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
$PRIVATE 65 ACRE ESTATE - POOL, TENNIS, PICKLEBALL, 4BR\nBOOK JULY OR AUG 2026 NOW$
From $1053 per night (USD)
VRBO
PRIVATE 65 ACRE ESTATE - POOL, TENNIS, PICKLEBALL, 4BR\nBOOK JULY OR AUG 2026 NOW
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 $1053 per night (USD)
VRBO
From $627 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 $627 per night (USD)
VRBO
From $568 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 $568 per night (USD)
VRBO
From $331 per night (USD)
Expedia
Copake Lake Rustic All-Season 3 Bdrm, 2 Bath Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Post and beam country home with lake rights on beautiful Copake Lake only 2 hrs from NYC. Perfect for Summer activities, ...
From $331 per night (USD)
Expedia
From $379 per night (USD)
VRBO
Family-Friendly Home With Incredible Berkshire Views And A Private Swim Pond
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
This is an adorable 3 bedroom house on 38 secluded acres. It is located ten minutes from all the amenities of Jiminy Pea ...
From $379 per night (USD)
VRBO
$Newly Renovated \Yellow Door Ranch\ on 7 acres sleeps 10$
From $439 per night (USD)
VRBO
Newly Renovated \"Yellow Door Ranch\" on 7 acres sleeps 10
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This newly renovated "Yellow Door Ranch" is a ranch style one story house with 4 bedrooms and 3 1/2 baths. The locatio ...
From $439 per night (USD)
VRBO
$Elegant Hudson River 12-acre Estate w/ Amazing River Views & Beach\nSleeps 14$
From $2361 per night (USD)
VRBO
Elegant Hudson River 12-acre Estate w/ Amazing River Views & Beach\nSleeps 14
Bedrooms:
6
Bathrooms:
7
Sleeps:
14
Arrowfield is an exceptional 1930's riverfront estate on 12 beautiful, secluded acres. The property has river access to ...
From $2361 per night (USD)
VRBO
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Expedia
Broad Reach Farm
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Plan a fabulous family getaway on a working horse farm, all the charm of the 19th century with all the amenities of the ...
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Expedia
$2,000 sq ft loft located \downtown\ with access to dining..shops...movie theater$
From $475 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 $475 per night (USD)
VRBO
From $372 per night (USD)
Expedia
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 $372 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
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VRBO
From $584 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 $584 per night (USD)
VRBO
Click For Pricing
VRBO
Cozy apartment overlooking our small farm. Family Friendly.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Come stay in our relaxing and quiet barn apartment, new construction with beautiful views overlooking our small farm. T ...
Click For Pricing
VRBO
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 $1043 per night (USD)
Expedia
Beautiful Berkshire Farm House on 160+ Acres
Bedrooms:
4
Bathrooms:
7
Sleeps:
16
Don't hesitate reach out about availability even if dates look unavailable. We are happy to review avails with you. A w ...
From $1043 per night (USD)
Expedia
From $355 per night (USD)
VRBO
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)
VRBO
From $291 per night (USD)
Expedia
Peaceful River Retreat with Fireplace & Panoramic Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This minimalist retreat with 180-degree views of the Hudson River is your personal oasis in the country. Light and brigh ...
From $291 per night (USD)
Expedia
From $199 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 $199 per night (USD)
VRBO
From $511 per night (USD)
Expedia
Best of the Berkshires & Hudson Valley
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Located in Canaan, NY, less than a mile from the Massachusetts border, this wonderful 1700s post and beam farmhouse has ...
From $511 per night (USD)
Expedia
From $223 per night (USD)
VRBO
Eagles Perch on the Hudson River
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Lovely two bedroom apartment with luxury bathroom overlooking the Hudson River. Large living space with internet, TV and ...
From $223 per night (USD)
VRBO
From $286 per night (USD)
Expedia
Cottage at Copake Lake
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Charming , newly renovated cottage wIth AC and dock on Copake Lake. Bring your boat to your private dock and boat launc ...
From $286 per night (USD)
Expedia
From $398 per night (USD)
VRBO
The Pinetop Cabin | Modern ∙ Surrounded by Trees ∙ Sustainably-built
Bedrooms:
0
Bathrooms:
2
Sleeps:
5
The Pinetop Cabin is a modern, sustainably built, architect-designed cabin that is the perfect retreat from the city. Th ...
From $398 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 $1110 per night (USD)
VRBO
Modern Barn House - Hike & Ski Berkshire, Hudson Valley
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This custom-built modern Barn House sits upon 10 acres with views of the hillsides of the Taconic mountain range and the ...
From $1110 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 $695 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 $695 per night (USD)
VRBO
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Expedia
Authentic Home & Spa (Single Room)
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Three bedroom cozy. space with a living room in the center of the three rooms. Kitchen and dining room are a joint space ...
Click For Pricing
Expedia
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VRBO
Authentic Home & Spa (Double Room)
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Three bedroom cozy. space with a living room in the center of the three rooms. Kitchen and dining room are a joint space ...
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VRBO
From $255 per night (USD)
VRBO
Hudson Riverfront 1830 Farmhouse Cottage W/ Beach, Canoe & Kayaks
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
1830 farmhouse newly renovated by well-known architect on the Hudson River with 100 ft of private beach, 1 acre of land ...
From $255 per night (USD)
VRBO
From $132 per night (USD)
VRBO
All comforts of home
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Each unit is self-contained with a deck and cozy. Visitors have enjoyed the fact that the property is in a rural, forest ...
From $132 per night (USD)
VRBO
From $141 per night (USD)
Expedia
All the comforts of home
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Each unit is self-contained with a deck and cozy. Visitors have enjoyed the fact that the property is in a rural, forest ...
From $141 per night (USD)
Expedia
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 $165 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 $165 per night (USD)
VRBO
From $947 per night (USD)
VRBO
A Country Lodge Straight Out of the Pages of a Great Novel
Bedrooms:
0
Bathrooms:
4
Sleeps:
12
The Lodge Imagine a country lodge straight out of the pages of a great novel. Rustic chic combines with modern ameniti ...
From $947 per night (USD)
VRBO
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 $1035 per night (USD)
VRBO
Secluded and Spectacular Views
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
The Silo Set on 700 acres of wooded Hudson Valley real estate, The Silo is reached by crossing a bridge over a flowing ...
From $1035 per night (USD)
VRBO
From $229 per night (USD)
Expedia
Adorable secret hideaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
The Nook (Silo garage apartment) This adorable secret hideaway is a self-contained efficiency apartment set in the mids ...
From $229 per night (USD)
Expedia
From $612 per night (USD)
VRBO
Mid-Century Home Surrounded by Meadows
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Hideaway This mid-century modern home reigns over a magical world in the heart of New York State’s historic Hudson ...
From $612 per night (USD)
VRBO
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
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VRBO
Charming landmark home on beautiful Copake Lake
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Rental, available Monday Aug 23 for 1-2 weeks. Charming, bright, 3 br, 2 bath (plus landing with 2 additional beds). E ...
Click For Pricing
VRBO
From $540 per night (USD)
Expedia
Art Studio House in Private Mountaintop Nature Preserve
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Art Studio House is situated at the end of a 1.5 mile woodland road and surrounded by an 150 acre private scenic mountai ...
From $540 per night (USD)
Expedia

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Results: 469 Rentals