- Entire Place
- Listings where you have the whole place to yourself.
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- Listings where you'll share your room or your room may be a common space.
This impeccably kept, two bedroom glass cabin in the woods is the perfect Hudson Valley retreat. Nestled in the forest with lovely western views, this chic, warm and comfortable home is ideally located near Hudson NY, Great Barrington and Catamount. Learn More
Our glass house was a labor of love. Our goal, to live in the woods, protected from the elements as close to nature as possible. A simple structure inspired by local cow barns was just enough. Modest, and peaceful, this home is the perfect Hudson Valley retreat. The entire six acre lot is surrounded by woods and utterly private. The home is oriented toward a pretty southwesterly view of rolling farmland and is nestled into an acre of lush fern forest. Our driveway is steep, all or four whe...
A historic house with a modern vibe. A great base to explore all things Berkshires and Hudson Valley. Located in Hillsdale's Historic Hamlet, an easy drive to Great Barrington, Hudson, Tanglewood, theater festivals, museums, and outdoor activities. Learn More
This second floor room has a queen size bed. In the cooler months, the bed is fitted with a mattress warmer. Light pours though the three windows with views of majestic mature trees. A shared bathroom is down the hall. 1 night minimum except for stays including a Friday or Saturday night, which have a two night minimum. Guests have access to all the public areas of the house, including the living rooms, kitchen, porch and yard. Hillsdale is a sweet little village nestled in the Berkshire...
Book now for ski season. Nestled between hip Hudson, NY and the heart of the Berkshires in Great Barrington, MA; perfect locale for a tranquil getaway with culture close by. 15 min drive to Catamount Ski Area and 25 min drive to Butternut. Learn More
Please note special minimum stays for holidays: for Christmas I will require booking Wed Dec 24-Sun Dec 28, and for Valentines Weekend I will require Fri-Sun minimum.
Historic 1840s house with a modern vibe. Centrally located to all things Berkshires and the Hudson Valley. The sunny queen bedroom has a private attached bath. Stylish living rooms, gourmet kitchen and a relaxing porch for a perfect country retreat. Learn More
This second floor bedroom has a queen bed and a private attached bathroom. The view looks out back towards the barn. Downstairs has a large den with a 60" TV, a sunroom with a wood burning stove, the formal living room, the dining room and the kitchen with another wood burning stove. There is also a large front porch perfect some hanging out time. Out back is a large fenced in yard. There is a small dog on the property Guests have access to all of the public spaces in the house including ...
Our apartment was designed and constructed to reflect a country sophistication in a fully renovated circa 1845 property. Amenities include marble bathroom, efficiency kitchen, 2 BR, cable TV, internet access, all in the Taconic/Berkshire Mtn region. Learn More
We found a great circa 1845 house in the Berkshire/Taconic Mtn area and fully renovated the entire building creating retail shops and a sophisticated but casually comfortable 2 BR apt. saving many of the original building features. Efficiency kitchen (convention microwave, induction cooktop, Mr. Coffee, all utensils, cookware, DW) with a W/D, marble bath, sleeps 6 , cable TV and internet. Bright and airy, full AC. Children friendly with tamper proof outlets, central station fire alarm syste...
Farmhouse & barn nestled in the NY Berkshires, perfect for a couple escaping, or a family gathering. 1 mi from Catamount, 20 min from Gt Barrington & Hudson. 7 bedrooms, 5 acres (protected by 21 more) - fields, games, home theater, spa & more! Learn More
Built in 1818 and originally known as the Pixley-Foster General Store, our farmhouse has known only four owners in almost 200 years. Quirky and beautiful, you can emphasize quiet or fun, depending on your mood. The rooms are a mix of single, double and queen beds - with a few hidden trundles - that can comfortably handle up to 15 guests. The house is a product of every era - the downstairs has an early-19th century ruggedness, while the upstairs still maintains the charm of its past as a b...
A private setting in the woods located on the Green River. A perfect getaway for families where kids can run wild in the woods, play in the river, and relax around a fire. Less than 10 miles from restaurants, shopping and tons of trails for hiking! Learn More
Our property is located on a dead-end dirt road, so it is very quiet and private. Each house on the road is on a 5 or 7 acre parcels. Ideal for families and those looking for peaceful setting. Great Barrington is a 9 mile drive from the house. You will need a car.
Our large light-filled home is high on a hill in the Berkshires with stunning views all the way to the Catskills. Sits on 100 private acres with its own lake. Relish modern comfort in a secluded country setting. Learn More
Looking for the perfect spot for a getaway with family or friends? This spacious home in the Berkshires offers beauty, privacy and comfort. A long, densely wooded driveway opens to a private three acre lake and a lawn that sweeps up to a modern country house with a wraparound porch. Light pours in through glass doors that surround the open-concept first floor. You will enjoy the conviviality of a large, well-stocked kitchen that flows into a dining area with a farmhouse table that can accom...
My eclectic 2 BDRM home is a cozy, fun and romantic getaway. Hillsdale is a bridge between the Hudson Valley and the Berkshires. Trails, ponds, waterfalls, antiques, farm stores, arts, and healthy living is at your fingertips. Learn More
The house has loads of character and is surrounded by tall pines and open southern skies. The main bedroom has a double bed and the guest bedroom (doubles as a meditation room) has a twin. There is a full air mattress and sofa to accommodate three other sleepers for 6 total, and 3 without the sofa and air mattress. The house is a 1940's cape style with 3 large sliding windows bringing light and nature in. Well insulated makes it cool in summer, mold free, and warm in winter (with a wood ...
This idyllic property sits on a quaint little village of Hillsdale in Western Berkshires, just on the New York side of MA-NY border. Comfortably accommodates 8 in the main house (3 bedrooms and a sofa bed) and 2-4 more in optional extension room. Learn More
This house sits on a private road of fewer than 15 homes, about half of which are vacation/weekend properties. It's quiet without being lonely and the natural beauty is immense. The property was gut-renovated -- practically rebuilt -- by the owner through the 80s and 90s. It's a perfect getaway from a busy city life. Antiquing, art galleries, ski resorts, and the Tanglewood as well as a myriad of high-end dining options, real farm-to-table style. Check-in and Check-out Serene, clean, and...
Our warm and inviting bedroom is in a circa 1850 cedar shake home in the historic hamlet of Hillsdale NY within walking distance to restaurants and shopping . The house is minutes away from Catamount and Butternut ski areas in MA. Learn More
The Cozy Pine Bedroom is decorated with antique pine furniture, antique floral prints and paintings. It contains a queen size bed with Laura Ashley bedding. Hillsdale in located in bucolic Columbia County nestled between the Berkshires and the Hudson River. It is equi- distant between Hudson NY and Great Barrrington, MA A car is necessary to get to ski areas.
This second floor bedroom has two twin beds and a shared bathroom. Downstairs has a large den with a 60" TV, a sunroom with a wood burning stove, formal living room, dining room and kitchen Learn More
Less than 2 hrs. from NYC, our home is perfect for a romantic getaway or to share with family and friends. Sleeps 20 comfortably. Hike, ski, sled, swim or curl up by fire. Beautiful views. Close to great skiing, dining, shopping and Tanglewood. Learn More
On 42 acres, you will have our home all to yourself and have the following amenities for your stay: -Fully equipped large gourmet kitchen with fireplace ( bring your own food) Some pantry items available. -Screened in porch of kitchen for inside/outside living -Media room for movie watching (netflix & dvds) music; NO T.V. channels currently - on purpose - Game room/family room with ping pong, pool table, fuse ball, rowing erg -laundry room with shower -mud room - Wireless internet The hous...
Lovely, comfortable farmhouse 5 minutes to Catamount. Ski in the winter, hike, swim, bike in the summer. Close to Tanglewood and other fun cultural outlets. 20 minutes to Great Barrington, 30 to Hudson. Great restaurants nearby complete the picture. Learn More
This house is cozy and comfortable with a woodstove in the livingroom, all amenities in the kitchen and a clawfooted tub and separate shower in the bathroom. We love the country setting but we also like being near good food and having access to cultural outlets, Warren Street in Hudson, yoga in Great Barrington, Tanglewood and Jacob's pillow in the summer. The porch overlooking the garden is one of our favorite places to be in the summer. We will not be physically on the premise and so ...
Enjoy summer in this fabulous 1810 4 bedroom home. Use it as base to explore the Berkshires and Columbia County or just savor the coziness inside. Modern updates and Old World charm. Kids welcome. Learn More
Enjoy rural beauty in the Berkshires! Our 200 year old house is authentic, comfortable and family friendly. The house is 2 hours from NYC, 10 miles from Great Barrington and 20 miles from Hudson. The house has hammocks,swings, antiques, books and games, 5 fireplaces and a massage chair. 1 BR has a queen sized bed, one has a full size bed. There are two kid's BR’s; one with a brand new full sized bed and a full size futon and the other with a single bed. Great for a romantic weekend, a spa ...
11 acre estate with incredible views on a mountain in the Berkshires. Close to Tanglewood, Great Barrington and skiing at Catamount. The house has amazing views of the sun sets and is fully equipped with espresso machine, popcorn maker, and all the other stuff you don't think about in addition to the usual stove, breadmaker, washing machine, dryer, trampoline, etc. The house is 2 miles from Bash Bish falls, and backs up against Catamount Ski resort (5 min from the house). This is an all se...
This large guest room has a comfortable queen size bed with adjustable air mattress. It is furnished with antique furniture and is decorated with antique nautical prints. Learn More
Secluded modern A frame style home at the top of the Toconic Hills. View to the west of the Catskill mnts. Close to Hudson and Great Berington. Bash Bish and Toconic State park. Boat rental at Copeck Lake. Gardens, fire pit. Screened in dining room! Learn More
Private but not desolate. House on 2 acres next to open private wooded land. We have a small grass lawn for badminton or croquet. Access to woods and sun! Decks and screened room. Easy to get there. Just 2 hours north of the city off the Toconic parkway. 3 bedrooms sleep 4 comfortably. Also an additional fold out couch in the ping pong room. We will not be there but have cell phones and help full neighbors if need be. Lots to do in Columbia county. Near tangle wood in NW Mass. Swimming i...