Columbia Area Rentals
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- Click For Pricing
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 ...
Click For PricingExpedia
- From $300 per night (USD)
VRBO
A Charming Cottage - Secluded in Nature and Relaxing
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
The cottage is located on 10+ acres of wooded land which you are encouraged to enjoy a stroll. The cottage has two decks ...
From $300 per night (USD)VRBO
- From $325 per night (USD)
Expedia
Fog Hill Cabin is a peaceful retreat set in a forest landscape. Stargazing Bliss
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fog Hill Cabin is a peaceful retreat set among the wooded landscape of the Beebe Hill State Forest. The main level featu ...
From $325 per night (USD)Expedia
- Click For Pricing
VRBO
Cute little ranch in the country
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
small ranch on 10 acres of old farmland. cozy little place for a smaller family can sleep 4-6. Inbetween the Catskills ...
Click For PricingVRBO
- Click For Pricing
Expedia
Stylish Hudson Valley Home, 5 Minutes to Hudson
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious and well-decorated, this work-from-home and dog-friendly 3 bedroom house is located 6 minutes away from the tow ...
Click For PricingExpedia
- From $290 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 $290 per night (USD)VRBO
- Click For Pricing
Expedia
Chef’s Kitchen, Fast Wi-Fi
- Bedrooms:
- 4
- 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 ...
Click For PricingExpedia
- From $600 per night (USD)
VRBO
BRAND NEW 4 story home minutes from Warren St w\/ a King Suite!
- Bedrooms:
- 3
- 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 $600 per night (USD)VRBO
- From $296 per night (USD)
Expedia
Delightful country home in tranquil setting
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Unwind in the peaceful countryside, surrounded by mature trees, and a picturesque lawn, just 10 minutes away from Hudson ...
From $296 per night (USD)Expedia
- From $181 per night (USD)
VRBO
Apartment In Historic 1785 Thomas Jenkins House
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Although this is a new listing on VRBO ,we are not strangers to renting and managing apartments. We have rented this and ...
From $181 per night (USD)VRBO
- From $129 per night (USD)
Expedia
Restored 19th century farmhouse apartment 1- charming farmland and town culture!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Brought back from the original bnb boarding house days of the 19th century is our 1 bedroom first floor apartment. Conve ...
From $129 per night (USD)Expedia
- From $380 per night (USD)
VRBO
Perfect family farmhouse experience
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Come stay at a real working livestock farm. We have horses, sheep, chickens, pigs and more. The farmhouse if perfect f ...
From $380 per night (USD)VRBO
- Click For Pricing
Expedia
Little White House - Private near Hudson & hiking
- Bedrooms:
- 2
- 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 PricingExpedia
- From $375 per night (USD)
VRBO
Unbelievable Skyview New with Catskill views, 3 bedrooms with hot tub, 2 hrs nyc
- Bedrooms:
- 4
- 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 $375 per night (USD)VRBO
- From $263 per night (USD)
Expedia
Sunset Cottage: 3 bedrooms, sleeps 6, views, pet friendly, firepit, media room!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stay at our newly renovated Sunset Cottage with nice views of the Catskills and Hudson River (seasonal) yet just a few b ...
From $263 per night (USD)Expedia
- From $240 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 $240 per night (USD)VRBO
- From $531 per night (USD)
Expedia
Mid-Century Modern Country Home - 10 minutes to Hudson!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Mid-Century Modern, split level contemporary with views to die for! The open-plan kitchen/dining area truly celebrates a ...
From $531 per night (USD)Expedia
- Click For Pricing
VRBO
Bucolic Sanctuary within 20 mins to Hudson NY or Great Barrington MA
- Bedrooms:
- 3
- 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 PricingVRBO
- From $584 per night (USD)
Expedia
Chic Barn House with Pool by Summer
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
Summary: Welcome to this stunning converted barn-house, a designer home by Summer. This expansive, one-of-a-kind home is ...
From $584 per night (USD)Expedia
- Click For Pricing
VRBO
Pondmodern: Renovated Midcentury Ranch
- Bedrooms:
- 2
- 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 PricingVRBO
- From $575 per night (USD)
Expedia
Historic Townhouse in Hudson, NY
- Bedrooms:
- 2
- 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 $575 per night (USD)Expedia
- From $309 per night (USD)
VRBO
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 $309 per night (USD)VRBO
- Click For Pricing
Expedia
Charming lake community house 5 minutes from everything!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lovingly & artistically reawakened 3 bdrm, 2 bath, 2000 sq. ft. lake community home. Lightly trafficked dead end road lo ...
Click For PricingExpedia
- Click For Pricing
Expedia
Chatham Cozy Quiet Country Getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Bright, open concept, great room with living room, dining area, kitchen, two bedroom (you have to walk through smaller b ...
Click For PricingExpedia
- From $1700 per night (USD)
Expedia
4 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 $1700 per night (USD)Expedia
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- Click For Pricing
Expedia
Round House
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Perched on a hilltop in a Berkshire forest, this bohemian guesthouse is a unique hideaway in a silent, idyllic setting d ...
Click For PricingExpedia
- Click For Pricing
Expedia
Rural Modern Cottage minutes from Hudson NY
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
We are listing our 2 bedroom plus cozy den home in Hudson New York. Off the beaten track on a slow sleepy road down a pr ...
Click For PricingExpedia
- Click For Pricing
VRBO
Overlook near Hudson
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 10
Secluded property less than 15 minute away from hudson, surrounded by amazing farmers market. Pool and hot tub right in ...
Click For PricingVRBO
- From $394 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 $394 per night (USD)VRBO
- From $399 per night (USD)
VRBO
10 minutes to Hudson close to The Hill venue
- Bedrooms:
- 3
- 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 $399 per night (USD)VRBO
- From $365 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 $365 per night (USD)Expedia
- From $379 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 $379 per night (USD)VRBO
- From $234 per night (USD)
VRBO
Shaker mid century
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
A spacious house on over 2 acres private lot - just for your enjoyment! This is our private vacation house, and we love ...
From $234 per night (USD)VRBO
- From $513 per night (USD)
VRBO
Hudson Hill House - Sun & Fun w. a Pool in 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 $513 per night (USD)VRBO
- From $446 per night (USD)
Expedia
Stunning 1860 Farmhouse, Private Pond & Hot Tub!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: This stunning 1860 farmhouse has been beautifully renovated and is situated on an impressive property with pict ...
From $446 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Private Cottage, Come Enjoy Nature!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Experience the captivating charm of a 1920 cottage. Come enjoy and indulge in the tranquility of the spacious f ...
From $270 per night (USD)VRBO
- From $151 per night (USD)
VRBO
Hand Hollow Haven - A Home Away From Home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Make this 3 bedroom Berkshire cottage, with Kitchen, Dining Room, Front Room, Bathroom, and a Deck, your year-round esca ...
From $151 per night (USD)VRBO
- Click For Pricing
VRBO
Hempcrete Cabin in New York
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
A carbon negative building, this cabin is located on the border between the Hudson Valley and Berkshires. An idyllic vie ...
Click For PricingVRBO
- Click For Pricing
VRBO
A-frame home resting on hillside
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Take it easy at this unique and tranquil getaway. Nestled between Farms, this building gives all the delights of camping ...
Click For PricingVRBO
- From $300 per night (USD)
VRBO
Cozy Hudson Valley Lake Cottage :Kayaks Included, great swimming, near Hudson!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Copake Lake is known for being crystal clear--great for swimming, boating and fishing. Use our kayaks or rent a larger p ...
From $300 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $401 per night (USD)
VRBO
Hudson & The Berkshires Upstate Hideaway
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Cozy, stylish, newly-renovated home, perfect for couples, groups, and families looking for a peaceful retreat that's clo ...
From $401 per night (USD)VRBO
- From $180 per night (USD)
Expedia
King Bed, Soaker Tub, Peace & Quiet in a meticulously restored Carriage House.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
1800's Carriage House. 1st floor: Private Entry, Large Living Room, Large Screen TV, Full kitchen, Skylight, 1/2 bath ...
From $180 per night (USD)Expedia
- From $400 per night (USD)
VRBO
The Hudson House
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy a stay inspired by and created through local Hudson artists at this centrally-located home. With two spacious livi ...
From $400 per night (USD)VRBO
- From $225 per night (USD)
Expedia
CLASSIC COLUMBIA COUNTY FARMHOUSE
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Our place is a bright and airy 1893 farmhouse in the hamlet of Livingston, a scenic farm village in southern Columbia Co ...
From $225 per night (USD)Expedia
- From $488 per night (USD)
VRBO
Welcome to the Blue Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our cottage is set in the quiet Hamlet of Claverack located 7 minutes away from buzzing Warren street restaurants in the ...
From $488 per night (USD)VRBO
- From $412 per night (USD)
VRBO
Bespoke1920s Charm, Walk 2 Warren & Hot Tub [The Spring House]
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover 1920s elegance, while being within walking distance to vibrant Hudson and tranquil Oakdale Lake. Crafted by a l ...
From $412 per night (USD)VRBO
- From $125 per night (USD)
VRBO
Spacious Cottage Retreat on Beautiful 2-Acres
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
About this space Featured by BUSINESS INSIDER as one of the 12 best Airbnbs near New York City this is your spot Enjoy ...
From $125 per night (USD)VRBO
- From $308 per night (USD)
VRBO
NEW - Near Hudson - Gorgeous Sunsets + Catskill Mountain Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Peaceful Hudson Valley escape with large windows and stunning views. Bright and open. Internal balcony with beautiful ...
From $308 per night (USD)VRBO
- From $204 per night (USD)
VRBO
Hudson Creekside Hideaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Freshly renovated, clean and close to Hudson this country home has creek frontage, sunset views over rolling hills in th ...
From $204 per night (USD)VRBO
- Click For Pricing
Expedia
Berkshire\/Hudson Valley Gather Family and Friends
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 6
Country charm with a modern vibe. A perfect place to gather family and friends. Set in picturesque Hillsdale, close to e ...
Click For PricingExpedia
- From $290 per night (USD)
VRBO
Near Skiing! Hot Tub, Wood Stove, Pool Table, & Theater Room. Pet friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Sprawl out in this charming home that’s both private and close to everything! Discover everything this ALL SEASON Berksh ...
From $290 per night (USD)VRBO
- Click For Pricing
Expedia
Adventure Awaits in Ancram! Fishing, Hiking, Skiing, & so much more!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Discover your inner writer, create new memories, or simply unwind in the natural beauty of Ancram. This 1850s farmhouse ...
Click For PricingExpedia
- From $180 per night (USD)
VRBO
Charming historic home surrounded by woods in Old Chatham
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our historic and charming home, tucked away on 50 acres of beautiful, serene woodland. Built in 1840, our 220 ...
From $180 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Sun-drenched upstate escape
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled among the trees with hillside views on a quiet country road 15 minutes outside of Hudson, Oak Hill is the perfec ...
From $250 per night (USD)Expedia
- Click For Pricing
VRBO
Private historic Hudson home on 20 acres with pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Secluded and surrounded by nature, the Jedediah Link House is an incredible period home nestled on a bucolic road outsid ...
Click For PricingVRBO
- From $630 per night (USD)
Expedia
The Peary Homestead
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome! This is a fully furnished Gothic Style home in Germantown, NY. It was built in 1840 by the sea captain Robert P ...
From $630 per night (USD)Expedia
- From $174 per night (USD)
VRBO
Renovated Chatham Home ~ Half Mi to Downtown!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Discover a quiet retreat in this stunning 4-bedroom, 2.5-bath vacation rental in Chatham, NY. Unwind and enjoy the charm ...
From $174 per night (USD)VRBO
- Click For Pricing
Expedia
Chic Scandinavian Country Retreat!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Relax with the whole family at this peaceful country home in East Chatham. Set in a lush, expansive setting on 4 acres ...
Click For PricingExpedia
- From $250 per night (USD)
VRBO
A Ghent Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to A Ghent Getaway. Relax with the whole family or enjoy a romantic getaway at this newly renovated home. This b ...
From $250 per night (USD)VRBO
- From $240 per night (USD)
Expedia
Hilltop House
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 9
About this space Hilltop House is the perfect get away for your family! Located on 15 acres, it is the best place to enj ...
From $240 per night (USD)Expedia
- From $395 per night (USD)
VRBO
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 $395 per night (USD)VRBO
- From $275 per night (USD)
Expedia
Cozy farm stay with mountain views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the FarmPad! Enjoy the beauty of living on a farm without actually having to do any of the farm chores! Thi ...
From $275 per night (USD)Expedia
- Click For Pricing
VRBO
Panoramic Mountain Views on 23 Private Acres – The Gallatin Hill House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Our newly-renovated Scandinavian-inspired country home sits on 23 private acres and is perfect for catching up with frie ...
Click For PricingVRBO
- Click For Pricing
Expedia
Four Seasons Luxury at 'Summerhill', Chatham, NY
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Listing description Enjoy our beautiful home perfectly located to experience the beauty of the Berkshires. Spend time on ...
Click For PricingExpedia
- From $224 per night (USD)
VRBO
Luxury Warren St. Suite With Fire Pit
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
1% donated to the Hudson Community Free Fridge. Nestled between a natural wine shop and an art gallery, the luxurious W ...
From $224 per night (USD)VRBO
- From $106 per night (USD)
Expedia
Loft near Hancock Shaker Village, Birch
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Shaker Meadows, a historic 18th century Berkshires farm. This chalet-style suite in the farm’s charming 1940s ...
From $106 per night (USD)Expedia
- From $187 per night (USD)
VRBO
You're in the Pink at a lovely and comfortable1900s home in a quiet neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
The Pink House is a fully renovated 1900 Queen Ann style two family home with the entire second floor apartment availabl ...
From $187 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Historic New Lebanon Hideaway on 33 Private Acres!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 11
Get the cozy bed and breakfast feel all to yourself at this New Lebanon vacation rental. This sprawling home with 5 beds ...
From $400 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Tranquil Victorian on Charming Street
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Listen, Play and Sleep (LPs!) in this gorgeous 3 Bed/2.5 bath, Victorian gem, just a quick 5-minute drive from Hudson. L ...
From $350 per night (USD)VRBO
- From $203 per night (USD)
Expedia
Sunny Lakeside Artist's Cottage with Dock and Kayaks
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This ia a new listing on VRBO but I've been hosting on that other well known rental platform for three years. I’m a supe ...
From $203 per night (USD)Expedia
- From $395 per night (USD)
VRBO
Secluded Mountain Top Lake View in Canaan, NY.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Overlooking Queechy lake, this spacious home with a cook's kitchen and wrap-around deck is a great get-away for family a ...
From $395 per night (USD)VRBO
- From $364 per night (USD)
Expedia
Harmony House in Hudson Valley- Pet Friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to the Harmony House, located within walking distance of the charming and historic Chatham town square. This coz ...
From $364 per night (USD)Expedia
- From $335 per night (USD)
VRBO
Meadowland Farmhouse with Playful Attic & Beautiful Sunsets \n5 minutes from town
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Our cozy home is located in the heart of the Berkshires, midway between NYC and Boston. This newly renovated modern rust ...
From $335 per night (USD)VRBO
- From $475 per night (USD)
VRBO
Lakefront Sunset Views 3 bed 2 bath w\/ Private Lake Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come relax at our cozy family-friendly home on the lake. An open main living space and kitchen make for a great spot fo ...
From $475 per night (USD)VRBO
- Click For Pricing
Expedia
Tranquil Readers\/Writers Retreat on a dirt road in Spencertown, NY
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The space The living space is open and bright! There is a charming library (with a ladder), an office nook, a large dini ...
Click For PricingExpedia
- From $145 per night (USD)
Expedia
Charming Claverack Retreat w\/ Serene Deck!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Escape to the tranquil beauty of Claverack, NY, with a stay in this charming vacation rental. Nestled on a private prope ...
From $145 per night (USD)Expedia
- From $176 per night (USD)
VRBO
Tranquil country home with ample outdoor space, 8 mins from the center of Hudson
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Feel like you're getting a true country experience while less than 10 minutes away from the heart of Hudson! Our family ...
From $176 per night (USD)VRBO
- From $127 per night (USD)
Expedia
Cozy Cottage in the Woods
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Cottage is an idyllic private one-bedroom cottage nestled in the woods. The place is equipped with a private queen-s ...
From $127 per night (USD)Expedia
- From $582 per night (USD)
VRBO
3 Bedroom Estate 5 Minutes from Hudson NY - Pet Friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Griffin Estate is a unique custom home located ONLY 5 minutes south of downtown Hudson. Architectural details including ...
From $582 per night (USD)VRBO
- From $325 per night (USD)
Expedia
The Gallatin Farmhouse
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Explore the historic Hudson River Valley from this light-filled, 175-year-old farmhouse in a picturesque valley surround ...
From $325 per night (USD)Expedia
- From $253 per night (USD)
VRBO
BLUSH: Boutique TINY home w\/ private spa. Walk to New York's cutest village.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cozy in at this PRIVATE OASIS & just steps from quintessential Main Street. Indulgences abound in this one-of-a-kind cur ...
From $253 per night (USD)VRBO
- Click For Pricing
Expedia
The Lodge on the Lake\n
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Relax, revive, and rejuvenate. It's what we have been doing for many years at our house on Kinderhook Lake and now you c ...
Click For PricingExpedia
- From $500 per night (USD)
VRBO
Beebehill house\n\n
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautifully designed modern retreat is the perfect escape in the Hudson Valley. Kick back and relax in this calm, stylis ...
From $500 per night (USD)VRBO
- From $304 per night (USD)
VRBO
Modern hilltop chalet-style cabin @ Copake Lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to @hilltopchalet_copakelake ! Kick back and relax in this calm, stylish, modern cabin. Indoor/Outdoor living p ...
From $304 per night (USD)VRBO
- From $330 per night (USD)
VRBO
Remodeled Lakefront retreat with beautiful dock, lakeside firepit and more!!!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Beautifully remodeled 4 bedroom lakefront home on 3 acres with private dock for paddle boarding, canoeing, swimming and ...
From $330 per night (USD)VRBO
- From $99 per night (USD)
Expedia
Relaxing 2BR Lakehouse by CozySuites
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Relax and unwind knowing our rentals are meticulously cleaned by a professional agency, ensuring a sanitized sp ...
From $99 per night (USD)Expedia
- Click For Pricing
VRBO
Organic Farm Retreat Minutes from Hudson\/Lake Taghkanic. Family & Dog Friendly!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Our not-so-tiny-house on wheels is ideal for up to 6 guests and we welcome families with children. Full bath with double ...
Click For PricingVRBO
- From $268 per night (USD)
Expedia
Three-level dog-friendly home with a washer\/dryer, central AC, yard, & patio
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Colonial Classic Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $268 per night (USD)Expedia
- Click For Pricing
Expedia
SRC-Hudson Valley\/Berkshires Cultural Corridor
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
About this space We welcome you to explore the magic of Sunset Ridge Chalet (aka SRC). Ideally situated within the Hudso ...
Click For PricingExpedia
- From $621 per night (USD)
Expedia
Elegant Upstate Sanctuary on 20 Acres
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Mariposa Hill: a hidden gem in the Hudson Valley, approximately 2 hours from NYC. Set on 20 remarkable acres, ...
From $621 per night (USD)Expedia
- Click For Pricing
VRBO
The Hudson House, Apt 2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
La Maison, Hudson is a 3 story townhouse 2 blocks from Warren Street. Apartment 1 and 2 can be rented together or separa ...
Click For PricingVRBO
- Click For Pricing
Expedia
La Maison, Hudson: apt 1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
About this space La Maison, Hudson is a labor of love for our whole family. This beautiful little townhouse in central H ...
Click For PricingExpedia
- Click For Pricing
VRBO
The Hudson House
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
La Maison, Hudson is a 3 story townhouse 2 blocks from Warren Street. Apartment 1 and 2 can be rented together or separa ...
Click For PricingVRBO
- From $883 per night (USD)
VRBO
Pool, HotTub, Firepit, Views @ Scenic Country Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
**New to VRBO - Follow us on IG @chillrockhouse and see link in bio to see reviews on other platforms. Stunning views, ...
From $883 per night (USD)VRBO
- From $695 per night (USD)
VRBO
A Guest House & Permaculture Sanctuary in the Berkshires
- Bedrooms:
- 9
- Bathrooms:
- 7
- Sleeps:
- 14
We are nestled in a picturesque valley between the Berkshires and the Hudson River Valley, providing a serene backdrop f ...
From $695 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Your Dream House: Log Chalet, Sauna, Close To Skiing
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This magical very private property, built in 2011 has comfortable sleeping accommodations. The cedar wood sauna and the ...
From $350 per night (USD)VRBO