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919 Rentals · Hillsdale
919 Rentals · Hillsdale
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 ...
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 cabin was a labor of love. Our goal, to live in the woods, protected from the elements as close to nature as possible. Modest, and peaceful, this home is the perfect Hudson Valley retreat and was design by Adam Rolston Architect, INC Architecture & Design PLLC (incorporatedny.com) 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 drive...
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. Couch in LR converts to queen size bed. Efficiency kitchen (convention microwave, induction cooktop, Mr. Coffee, all utensils, cookware, DW) with a W/D, marble bath, sleeps 4 , cable TV and internet. Bright and airy, full AC. Children friendly with tamper proof o...
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.
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.
Enjoy all Columbia County has to offer with this quiet country house as your base. Outside deck, open lawn and plenty of space to spread out. Just 25 minutes from the Berkshires or ever hip Hudson. Great restaurants in nearby Philmont. Relax! Learn More
This house is on a quiet plot of land surrounded by an open lawn and woods with a lot of birds. Sit quietly on the outdoor deck and deer, wild turkeys and rabbits will saunter by. The entire house is available for rent. Kid friendly bed room with books and some toys. I am available by phone at anytime throughout the stay if a guest needs advice on the house or the area. This country chalet on 14 verdant acres is centrally located between a nice selection of small villages with a lot ha...
The Sweet Butter and Cream Guestrom has an antique brass bed which sleeps two. It is furnished with antique furniture and beautiful antique floral prints on the walls. Learn More
The Sweet Butter and Cream Guest Room is one of three bedrooms in a 1800 "Eyebrow Colonial" located in Columbia County NY which is nestled between the Hudson River and the Berkshires of MA. Enjoy the tranquility of two secluded acres surrounded by woods and fields with views of rolling hills and incredible sunsets. The grounds include an in ground swimming pool, pond, mature gardens and organic vegetable garden. The entire house is decorated with antiques and artwork. The Living Room has a...
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...
This cabin is in a lovely, peaceful setting. Cozy and private, it has enough room for a big family gathering. The cabin has almost 10 acres of privacy and lots of outdoor space, but is very close to all of the Berkshires attractions. Learn More
This rustic, low-key and affordable cabin provides lots of space for a family gathering or a cozy weekend for two in the Berkshires. The house has been enjoyed by my family for four generations. Beds for ten (one queen, two twins and three bunk beds), two full bathrooms with showers (one tub) and a well-equipped kitchen. Laundry facilities in the basement. The house is well shaded by trees on all sides and stays cool in the summer (but also comes with fans). The front room has an open ...
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...
Updated, spacious colonial house, with beautiful views of the Berkshire mountains! Perfect getaway for friends and family. 20 min from Great Barrington and Hudson, - amazing food and wine, antiques and entertainment, etc! Learn More
The Orchard House is conveniently located just over 2 hours from New York City and Boston, with easy access by Amtrak and Metro North trains. Situated on 60 hillside acres, you will feel miles from civilization, but when the mood strikes, find yourself just 20 minutes to high-end restaurants and shopping in either Hudson, NY or Great Barrington, MA. Other near-by attractions include Tanglewood, Jacob's Pillow, Berkshire Choral and Theater Festivals, Country Club Golf, Catamount Zip-Lining, ...
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...
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 ...
Less than 2 hrs. from NYC, our home is perfect for a romantic getaway or to share with family and friends. Sleeps 16 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 Sleeping ...
Historic, renovated farmhouse on 30+ acres with a small river, waterfalls and swimming holes in the backyard. Beautiful, warm kitchen includes a wood-fired, brick oven for bread and pizza! Wood stove in the living room makes for cozy winter nights. Learn More
The Candlestick Guest Room is one of three bedrooms available in my 1800 "Eyebrow" Colonial home. My home is located in bucolic Columbia County NY which is nestled between the Berkshires of MA and the beautiful Hudson River. Learn More
The "Candlestick Room" is located in a charming 1800 "eyebrow" colonial located in bucollic Columbia County, NY which is perfectly nestled between the Berkshires and the Hudson River. During your stay enjoy the tranquility of two secluded acres surrounded by wood and fields, with views of rolling hills and beautiful sunsets. The grounds include an in-ground swimming pool, pond, mature gardens and organic vegetable garden. The entire house is tastefully decorated with antiques and artwor...
Charming 1800 Eyebrow Colonial is located in bucolic Columbia County NY which is perfectly nestled between the Berkshires and Hudson River. Learn More
Charming "Eyebrow" Colonial located in bucolic Columbia County New York which is perfectly nestled between the Berkshires and the Hudson River. Enjoy the tranquility of two secluded acres surrounded by woods with views of rolling hills and beautiful sunsets. The grounds include an in-ground swimming pool, pond, mature gardens and organic vegetable garden. The house is tastefully decorated with antiques and artwork. Living room has wood burning fireplace and adjacent Finnish sauna. The...
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