luxury houses for rent Great Barrington, United States

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.

This classic picture-perfect contemporary home features an open floor plan, cathedral ceilings, updated everything, and an in-ground heated pool. In addition, this outstanding Alford property is located on 5.46 acres, and it is less than a 10 minute drive to the center of Great Barrington with all of that town's fabulous restaurants, shops and food stores. The screened porch overlooks a recently constructed stone patio and deck with a built-in top-of-the-line gas grill and an easy access to the fabulous in-ground heated pool. If you are looking to escape to the ideal rental home, this listing should be Option #1. The famous real estate saying about location, location, location could have this property as its photography definition. Already rented for July/August 2025 at much higher rates.

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.

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 July and September 2024

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!

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.

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

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.

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!

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.

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.

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.

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.

Fully renovated, 2000 square feet, roomy 4 bedroom, 2.5 bath home located centrally to all the best of the Berkshires has to offer! Large, sunny yard, sunroom, deck, minutes away from Laurel Lake with access to private town beach with lifeguards and volleyball. Huge sunny primary bedroom with office nook and ensuite full bath. Wolf steam ovan, Bertazzoni 6 burner stove. Dishwasher, washer/dryer available. Charming sunroom, deck with fairy lights and large yard with curated veggie garden. Two queen beds, one full bed, two twins. 5G fast internet.

Experience this wonderful Berkshire country setting nestled in the middle of hundreds of gloriously private, open acres in a bright, airy comfortable home! Recently renovated from top to bottom this 4 bedroom, 3 bath home offers plenty of room for guests in pristine surroundings and easy living. True privacy and convenience come together with this property located on the border of Stockbridge and Lee. Available fall 2024 and beyond.