luxury real estate for rent Berkshire County, United States

The perfect Berkshire country retreat for large gatherings awaits you. Bring your friends to enjoy this stunning home and property on 18+ acres perched atop the Berkshire hills with panoramic views. This generous and tasteful home offers endless spaces to relax and entertain. Lounge on the expansive deck with gorgeous views all around. Take a swim in your own pond overlooking the valley below. Enjoy lunch in the screened porch, or catch up on your reading in the sunroom. Warm up near the fire place in the extraordinary great room. Prepare feasts of your choice in the enormous well stocked kitchen. And when it's time to retire for the evening, everyone will have a place to stay as this gracious home sleeps 12 comfortably. When you feel like venturing beyond this wonderfully private oasis, Great Barrington is just minutes away along with all of the best of the Berkshires. Available June and July 2024

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.

$3500/ month plus utilities long term lease - Greylock Estates offers a serene and picturesque setting, and this 3 bedroom contemporary-style home has all the appealing features. The mid-century vibes, warm solarium, oversized windows that bring in natural light contribute to a welcoming atmosphere. The custom-built kitchen cabinetry with new appliances, hardwood floors, a interior balcony off the kitchen and the attached garage add to the home's charm and functionality. The main bedroom suite has lots of closets, laundry, and a full bath for convenience. The presence of the gas stove makes for a cozy and inviting ambiance, allowing to enjoy warmth and relaxation. The deck with dramatic views overlooking the large yard with berry bushes and Mt. Greylock provides a scenic outdoor space for further enjoyment. Being centrally located in the Berkshires and just minutes from Jiminy Peak and Mt. Greylock adds to the property's appeal, making it convenient for outdoor activities and exploration. The property will be rented with fresh interior paint and empty.

Nestled three miles from the heart of downtown Great Barrington, this contemporary oasis offers a designer details and breathtaking 360-degree views. A wood burning stove invites warmth and comfort, beamed ceilings, designer lighting, and wide plank wood floors add a touch of elegance. Chefs kitchen and soaking tub beckon for indulgence, while the main floor primary bedroom with a wraparound deck offers a private retreat. A second primary bedroom on the second floor provides additional luxury. Step into the spacious gym on the lower level and feel your worries melt away as you gaze out at the beautiful views from every window. Serenity surrounds you as you wander through this private haven, close to Lake Mansfield. Available June, July and August of 2024

Charming rental on the outskirts of Stockbridge. In between the Rockwell Museum, the Botanical Garden and minutes from Tanglewood. Three bedroom, two baths, classic public spaces, plus a library for your Zoom calls. First floor primary bedroom. A/C. Beautiful grounds. Screeened porch/garden room. Relax amid all the Berkshires cultural attractions. Available June 2024. $14,000 per month. Contact Martha Piper for more details.

Winter & Summer Rental - Private West Stockbridge 3 bedroom + cottage, only 5 minutes from Tanglewood in Lenox and 2 miles to downtown West Stockbridge. Open floor plan with galley kitchen, dining and living area with large fieldstone fireplace and cathedral ceilings with sky light. The main bedroom and a full bath complete the main floor. The lower level surprises with a large bonus room, 2 bedroom and another full bath. The property is furnished and the kitchen is fully equipped. New heating system and A/C. Winter $3,500/ month, Summer $12,000/ month

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.

Opportunities are right outside your door: Cool off in the community swimming pond after playing a few games of tennis on the two clay courts or after taking a hike within the community. Come back to the tastefully designed main home perfect for friends with an open plan kitchen/living space with 3 bedrooms. The stunning attached conditioned barn with grand vaulted ceiling and rustic wood is the perfect gathering space with sleeping loft and bathroom above. Surrounding the house are impeccably maintained grounds with stone patio and walk ways along with luscious perennial gardens and lawn. Perfectly located in a country setting, but convenient to all that the Berkshires has to offer. Minutes to Lee, Great Barrington, Stockbridge and shopping.

This newly renovated and tastefully furnished bright, open and airy generous home offers plenty of room which sleeps up to 12 people on 3 levels. After a day of activities on beautiful Lake Buel, or at one of the nearby ski resorts, return to your warm and welcoming home which is perfect for entertaining in all seasons with an expansive front porch, an open plan living, dining and living space with stone fireplace and comfortable sun porch with wood burning stove. Main floor primary bed and bath, 2nd floor loft overlooking the living room and 3.5 baths. The lower level offers 2 additional sleeping areas and a full bath and can be used as a family suite which sleeps up to 5 guests. 10 minutes to Great Barrington and conveniently located to all of the best of the Berkshires. Available to rent 2 week minimum.

Over twenty five scenic acres with beautiful mountain views abound this newly renovated 4 bedroom cape. Located minutes from Great Barrington and Stockbridge this immaculate home has three levels of living. Enjoy the spacious open deck for outdoor grilling or your screened-in deck for dining with picturesque sunny views. Large three car garage. New pool installed for summer season 2024.

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.

$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.

Renovated and hip Antique Farmhouse close to Lake Garfield in Monterey. First floor main bedroom and full bath. Upstairs are three guest bedrooms that share a full bath. Laundry. Stone walls and patios.

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.

Whether you are looking for a peaceful retreat or a base to explore all that the Berkshires have to offer, this property has it all. Enjoy the tranquility of the surrounding nature while still being close to all the amenities and attractions of the area. The chef's kitchen is perfect for preparing meals and entertaining guests, while the open floor plan allows for easy flow between the living and dining areas. The exposed beams and floor to ceiling windows add character and charm to the space, while the hardwood floors add warmth and elegance.

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.

Beyond the stone pillars of the entry awaits a custom designed lake front home on 9 stunning acres. View the gently sloping property with the lake through the trees, the meticulously cared for perennial gardens, stone patios and grape vine pergola from the expansive covered veranda. Amble around the completely private grounds and venture down the winding path to your own lake front perch on beautiful non-recreational Long pond. This home offers two dwellings: a main floor primary bedroom with ensuite bath, 3 bedrooms upstairs with 2 full baths and a lower-level with a private entrace, complete kitchen facilites, living room and three more bedrooms and a bath. This is the perfect rental for a large group offering plenty of space and privacy for everyone. The rooms are all generous in scale with comfortable bedrooms and large gathering areas, all tastefully designed and decorated. Totally quiet home, no street noise and surrounded on both sides by protected forests of hundreds of acres. Downtown Great Barrington and surrounding towns are a short drive away.

Modern 4 bedrooms/3.5 baths home features an open floor plan-living room, kitchen and dining. Great kitchen with lots of cherry cabinetry and granite counters. The living room has vaulted ceilings with skylights, exposed beams, wood fireplace, and large windowed doors that open to the deck. The 1st main bedroom, with king-size bed, has tall ceilings, two walk-in closets, full bath with jet tub and shower, steam-room, heated floors, and double sinks. There is also private access to the deck and backyard from this main bedroom. Two more bedrooms, with two full-size beds in each room, are on the main floor that share a full bath. Upstairs is another loft room with full bath and trundle bed that can be used as two separate singles or king-size bed. The loft area also has a docking station of laptop use, and Wi-Fi throughout the house. The finished basement has laundry facilities, elliptical machine, and a large screen television with gaming system. The backyard impresses with an attached outdoor enclosed porch and hot tub, both accessible from the deck. Large rock formations with pretty landscaping around are the backdrop for a fire-pit area with six adirondeck chairs. The house was also upgraded with a brand-new-state-of-the-art HVAC system. This beautiful and private home is centrally located to all the Berkshires great attractions. 5 minutes to Norman Rockwell Museum, 10 minutes to Tangelwood, 15 minutes to Butternut Ski Area, 20 minutes to Catamount Mountain Resort, and minutes to fantastic restaurants, hiking/biking trails, and arts/culture. $9,000 per month for Winter Rate $17,000 per month for August 2022 Summer Rate.