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 vacation home, this listing should be Option #1. The famous real estate saying about location, location, location could have this property as its photography definition. Rental rates beyond the July and August period are significantly lower. Landlord fills propane tank prior to move-in, and tenant fills propane tank at time of move-out.

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.

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!

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.

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.

$12,000/ month - Available July and August. Immaculate, spacious and light filled home in a private location in magical Tyringham Valley in the Berkshires. Preferred summer location for the Boston Symphony Orchestra musicians performing at Tanglewood. 2 bedrooms, 1.5 baths, Livingroom, dining room, deck overlooking a year round stream and a patio with distant mountain views. Fully furnished and equipped. Fiber optics internet, BBQ, Laundry.

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.

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

Lee Colonial with 4 bedrooms, 2.5 baths short distance to town of Lee and Lenox. Open kitchen dining, living room with fireplace that connects to a sunroom. Upstairs is the primary bedroom with new bath with shower and 3 guest bedrooms that share a full bath with shower/tub combo. Renovated great room with built ins right off the garage. Laundry in basement. Deck overlooking the large backyard. No pets. Plus utilities. Central a/c. Available end of August 2023 to June 1st 2024

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.