luxury house for rent North Canaan, United States

Welcome to the Weatogue Farmhouse. This 1900s colonial sits on a quiet road across from a working horse stable. Set on 4.5 acres and complete with a 4 car barn-style garage, this 2 bedroom, 2.5 bath home is a private paradise. Enter into the mudroom with adjoining powder room and laundry room. Into the kitchen, find ample counter and storage space. An open dining area extends down a few steps into the main living room with a stunning stone fireplace, vaulted ceilings, and wall-to-wall built-ins. Original wood beams flow throughout the home, adding to the historic charm. Upstairs, find 2 cozy bedrooms, two bathrooms, and a study with beautiful wood built-ins. The hardwood floors and dark beams extend throughout the upper level. The farmhouse is conveniently close to the coveted Twin Lakes, many hiking trails, and local private schools. Travel 20 minutes north and find yourself in Great Barrington; home of Guido's Fresh Marketplace and local ski areas. Travel west to the center of Salisbury and a few miles further to Millerton, NY to enjoy the local restaurants and shops. Talk about Tri-State living!

Perfect getaway for fall, winter and spring. Enjoy beautiful Twin Lakes, extensive hiking on the Appalachian Trail and skiing at Catamount, Mohawk and Butternut. Afterwards, relax in this one bedroom/one bathroom lakeside cottage completely renovated in 2021 which is well appointed and fully furnished. The sunlit living room features large windows with lake views, other features available are WIFI , central air, generator and lake access feet away from the cottage. Close to Salisbury, Hotchkiss, and Indian Mountain.

Step into the past in this gracious, antique NE farmhouse with all the comforts of a modern, updated home with tons of natural light. Enjoy gatherings large and small with friends with a generously sized kitchen and living areas, 4 bedrooms, 3.5 baths. The house abounds with rooms for everyone to enjoy, all appointed with exquisite antique furnishings; a cozy sitting room with a fireplace, a game room complete with a pool table, a family room and sun porch overlooking the expansive yard. Sited on almost 2 acres with plenty of open space around the house and privacy, this property is a short stroll to downtown Sheffield and close to all of the best of the Berkshires! Book your rental now!

Spend any season in the Berkshires! This 4 bedroom vintage home overflows with light and charm, featuring huge windows and well-proportioned rooms. Built in 1750 as a colonial tavern, the house features an expansive stone hearth and original 18th century features throughout, including 4 stone fireplaces, wide plank floors, original doors and built-ins, period hardware, and exposed beams. Enter into a sunny eat-in kitchen / dining room, with French doors that open on to a terraced yard facing Mt. Washington. Ancient stairs lead to 2 large bedrooms and one single, complete with a recently renovated bathroom and library nook. Downstairs also features a living room, bedroom, bathroom, laundry-room and pantry with original boards. A large attic studio completes the house, which can be used as a playroom, bedroom, or artist space. Fully furnished with chic custom and mid-century furniture, paired with textiles, art, and antiques collected from around the world. Bosch appliances, Le Creuset + All Clad cookware. The yard boasts several mature trees, including a fruiting apple tree. Located on a quiet cul de sac of stately homes. 10m to downtown Great Barrington, 15m to Salisbury CT, and convenient to all the attractions of the Berkshires and Hudson Valley. Summer Rate Available June 1st: $6,500 a month

Freshly renovated one bedroom apartment in a quiet neighborhood in Sheffield. This apartment is furnished with tasteful and attractive decor. Near hiking and fishing plus walking and biking roads. Outdoor space to enjoy. Room for off street parking. Good cell service. Summer rental rate $2,650 per month. $1,975 plus Utilities Long Term. Available August 15th. Please contact listing agent for more details. Available at a lower rate after Labor Day.

This stunning mid-century 3-bedroom, 3.5-bathroom house is indeed a hidden gem nestled in the sought-after village of Mill River. Offering a harmonious blend of tranquility, luxury, and convenience, this property promises an unparalleled living experience. Upon entering the grounds, you'll immediately be captivated by the picturesque setting. Sunlight filtering through the woodlands casts a gentle glow over the meticulously manicured gardens, creating an oasis of complete privacy and serenity. The home itself is a masterpiece of modern design, exuding elegance and sophistication at every turn. Each of the three spacious bedrooms boasts its own newly renovated en-suite bath, ensuring comfort and privacy for residents and guests alike. Additionally, a versatile sunroom offers the flexibility to serve as additional guest space or a cozy retreat for relaxation. At the heart of the home lies a double-sided stone fireplace, which serves as both a focal point and a source of warmth and comfort for cooler evenings in the open-plan kitchen, living, and dining area. This seamless integration of spaces fosters an inviting ambiance, perfect for gatherings with loved ones or simply unwinding after a long day. Moreover, the property boasts additional amenities such as a Steamshower, outdoor sauna, high-speed internet and is pet-friendly, enhancing the overall living experience. In summary, this exceptional property offers a rare combination of elegance, comfort, and convenience, making it the ultimate retreat for enjoying the summer months in the idyllic village of Mill River. Whether you seek a peaceful sanctuary or a stylish space for entertaining, this home is sure to exceed your expectations and provide an unforgettable living experience.

Located in Sheffield in the heart of the Southern Berkshires near lots of great hiking, a mulitude of excellent restaurants, Guidos and the Co-op. Open plan living. Sparkling clean and bright. Comfortable furniture and furnishings. Three bedrooms, 2.5 baths. Gardens, patio for grilling and lounging. King bed in primary bedroom, two full beds in other bedrooms. Central A/C. No Smoking. No pets. Detailed fact sheet available on request. Located between Butternut and Catamount for skiing. Available for the Month of February 2022 $6000 a month.

Rental available yearly or winter unfurnished. This Antique Victorian with barn, sits nestled on a hillside just above the Lakeville section of Salisbury in Litchfield County, CT. The charming home had a extensive renovation back in 2011 while retaining many of its original details. Features 4 bedrooms and 3.5 baths. Wrap around porch, which includes a screened in section. Multi-tiered blue stone patio with wood fire pit and gas grill just outside the kitchen. 18th and 19th century lamp posts were updated to light the area. The tiled eat-in kitchen features a wall of glass that streams in light. A stained glass window sits high above the Quartz sink area. The large dining room has French Doors that open to the screened porch. The spacious living room with gas fireplace is open to the dining room. Front Parlor with bay window. Beautiful wood floors abound! A 1/2 bath and two car attached heated garage. Up on the second floor is the Primary Suite and 3 roomy bedrooms, one which has its own bath. Wood floors in all 3 bedrooms and hall. A full bath is off the hall. The Primary Suite features include a 9 x 8 laundry room, built-in bookcases, 2 walk-in closets. The 2 floor barn fits two cars and could house an office, art or yoga studio, playroom, with many other possibilities. Close to Lakeville and Salisbury, access to Lakeville Lake, golf courses, gym and restaurants. Metro North Train Station within twenty minutes. 2 hrs to NYC. Also available for sale

Spend a season in Salisbury CT in this completely renovated 3 bedroom/3.5 bath home. Available for up to four months (minimum of three) between September 2024 - June 2025. This turn-key home -- flooded with light, tastefully furnished, and surrounded by nature - does not have a bad angle. The property has a large side porch, over-looking Pettee Brook which provides a serene setting to relax in the freshest of air. Spend your time exploring the Litchfield Hills surrounded by inspiring art and classic touches. The floorplan, while open and airy, also gives everyone space to be independent in the home, and enjoy the privacy of en-suite bathrooms. Close to skiing - Butternut, Mohawk, Catamount. Close to IMS, Salisbury School, Hotchkiss. Spend the fall surrounded by the changing colors of New England. Come in the winter for ice skating, skiing, and holiday festivals. Or the spring, when the northwest corner comes alive with the yellows of forsythia and green rolling meadows. The hardest part will be choosing which season to stay.

Rustic Chic Barn, renovated as an energy efficient home, consisting of 2 large open floors w/ a Queen Bed on 1st floor, and 2 more on the 2nd Floor. A group, or two couples should be comfortable sharing this unique space. Fully equipped kitchen w/gas stove, washer & dryer. There is a separate toilet with sink, and a single shower with sink. Radiant floor heating throughout. Full music set up w/instruments & PA on 2nd floor. 1GB Wifi, smart thermostat, smart lighting, AC window units, 2x 42' TV w/firestick & cable. There is also a full house Auto-Backup Generator. Ambient light moves through the building during the day & no artificial lighting is needed. Excellent star gazing, with spectacular views of the Milky Way on a clear night. Circular driveway lined with Apple Trees leads to a large stone patio w/BBQ as well as an above ground fire pit. Summer guests have access to a canoe, blueberry, peach and apple groves, as well as a Lakeville lake facility and parking pass. The Hotchkiss 9 hole golf course is 1 mile away. Winter guests have 3 local ski resorts 30-45 minutes away plus a ski jump in Salisbury. Hotchkiss, Indian Mountain, Salisbury private schools, Lime Rock Park Racetrack & cultural activities & shopping in Millerton, NY are all within a 5 mile radius. Privacy, amazing marsh views w/abundant bird watching, wildlife, country living, comfort & convenience awaits you.

Winter season (January to March) $4,000 except heat, everything else is included. Located within five minutes to Butternut Ski Mountain and 10 minutes into downtown Great Barrington. Four bedrooms and five bathrooms with 1st floor main bedroom suite and jacuzzi bath. The finished walkout basement has TV with surround sound, music room, pool table and full bath. The main floor is open between kitchen, dining area and living room with wood burning fireplace. The mudroom becomes handy in the winter season and features a half bath and laundry. Off the dining area is a large screened porch with open deck and BBQ. The second floor has three more guest bedrooms with two having their own bath. No pets!

This terrific fully furnished, four season, contemporary home is ready for your intermediate or longer term rental enjoyment. The house has a Sono Sound System and a therapeutic whirlpool. This property sports a nice level of privacy while also providing easy access to excellent restaurants, shops, and ski areas.

Phenomenal spacious contemporary. Freshly renovated with detail to light and open space. First floor bedroom with bath. Two living areas. Large eat-in kitchen. Spacious back deck and front porch. Upstairs has 4 more bedrooms. Primary suite has soaking tub. Beautiful pasture views in a sweet neighborhood on dead end street. Minutes from downtown Great Barrington. Close to all your favorite Berkshire attractions.

August 2023 - Hip 1820 country home with Scandinavian interior design touches. The living room and the den with fireplace have both an abundance of natrual light from south facing windows. Dining room leads to a brick patio from where your eyes can wander the land. Large eat in kitchen with ample pantry and laundry. Fantastic screened in porch overlooks a large pool with bountiful vegetable gardens. Lovingly cared for property offers lavish space with 3 more guest bedrooms, office area and two full baths upstairs. Mainly wood flooring and lots of natrual light fill this gracious home. Truly a Berkshire retreat for everyone to enjoy.

Blue Bungalow. Enjoy the Academic Year at this sweet and serene lakeside cottage just a few minutes from the center of Sharon. Beautifully renovated and utterly charming! 2 bedrooms (each with queen beds), 1.5 baths, and office space with daybed has access to 1/2 bath and laundry. The heart of the home is the open concept living and dining room, anchored by a cozy fireplace that sets the stage for memorable gatherings. Adorned with tasteful mid-century modern furniture, the space invites relaxation and socialization in equal measure. The front porch is well situated for outdoor entertaining along with the inviting firepit. A leisurely stroll to the tranquil waters of Mudge Pond, this home affords the perfect blend of tranquility and convenience. This property is a magical getaway with easy access to area ski resorts: Catamount, Mohawk Ski Area and Butternut. Close to area private schools including Indian Mountain School, Hotchkiss School, Salisbury School and Millbrook School. 2 hours to New York City.

Lovely bungalow for rent 1.5 miles from Ski Butternut during winter season approximately December 24 - March 31 (flexible on dates). This one level living Bungalow style home has an open living, dining and kitchen area. The main bedroom suite has a king size bed and there are two guest bedrooms - one furnished with a queen sized bed and the other with a twin bed. All bedrooms have shades. There is a one car attached garage and a space for an additional car in the driveway. Laundry is in the basement. Utilities are capped (mini splits, baseboard heat and oil). Internet is extra. This home is located between downtown Great Barrington and Butternut Ski Resort. No pets! Please inquire for other rental dates.

Recently renovated Farmhouse style cottage with long range Western sunset views of the Housatonic River Valley. The home sits on 6 open, manicured acres and is located less than a mile from Mohawk Mountain Ski Area. Hardwood flooring, built-ins, and great natural light are present throughout the home. Enter into the kitchen equipped with black walnut countertops, a gas range stove and breakfast bar area. The adjacent dining room features plenty of built-in storage and an 8 person table. Sunlight fills the living room through a glass door leading to the screened-in porch, and through a large row of windows offering amazing views of the surrounding mountains. A cozy den connects the living room and main level en-suite bedroom, and includes a pull-out sofa to hold additional occupants. The second floor consists of a large primary bedroom with the same stunning Western views, a 10x8 room that could function as closet space or an office, and an additional bedroom with two full sized beds. A full hallway bathroom accommodates the upper level. The tranquility of Cornwall, CT can be enjoyed year round from the 60 ft. long wrap around porch, the large and flat yard, or the hot tub. Shopping and dining in nearby Kent, Sharon, Litchfield, and New Preston can be reached in 20 minutes or less. Only 30 min to Metro North trains and 2 hrs by car to Manhattan! January & February 2025 have been rented.

This home can be rented furnished or unfurnished, short term or long term. Gorgeous house furnished in an eclectic mix of antiques and modern furniture, overlooking a bird sanctuary. Property has beautiful gardens. Located across the street from the Town Center.

$12,000/Month. Modern 3 Bedroom 2.5 Baths home in Great Barrington. First floor main bedroom suite with king size bed. Large living/dining room with cathedral ceiling and gas fireplace. Powder room. Two guest bedrooms upstairs, one with King bed, that share a full bath and laundry. Cool lower level game room with hockey table, shuffleboard and TV. High speed internet with WiFi. Window unit air conditioned and carport. Stone patio and Charcoal Weber BBQ. Less than 5 minutes to Ski Butternut.