luxury houses for rent Berkshire County, United States

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.

Located in the beautiful community of Indian Lake Estates in the Berkshire Hills of MA this home offers you the prefect country escape nestled in the woods, yet convenient to recreation, culture and dining. With 5 bedrooms, 3 full baths, generous common areas and an expansive deck you can create wonderful gatherings and memories for those nearest and dearest to you. Relax in the community at the private lake; kayaking and canoeing, play a round of tennis, or just stroll the bucolic Indian Lake roads. Minutes outside of the community you can hike the numerous trails, take in a show at Jacobs Pillow Dance Center and at the many theaters, or hit the slopes at the nearby ski areas. Tanglewood and great restaurants are a short drive away. Available monthly and seasonally year round! Book your stay now!

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!

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.

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.

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

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.

Nicely renovated and beautifully furnished Colonial rental located in the heart of Otis. The updated eat-in kitchen is enhanced by attractive wood floors that exist throughout the home. The bathrooms, the propane furnace, and the windows have also been updated. The town has provided high speed broadband service throughout the community so if you need to work from home, the required technology is at your fingertips. Otis Ridge ski area is very close by as is an excellent local restaurant known as the Grouse House. A post office and a bank are also nearby. Tanglewood, Jacob's Pillow, and numerous other Berkshire attractions are all located within a half hour of this rental. Schedule a showing now.

Home Sweet Home. This terrific fully furnished rental features an open floor plan enhanced by five sleeping areas and 3 bathrooms. A wonderful porch along with an attractive deck add to its ''country charm.' A private and fairly spacious yard are also very nice amenities associated with this rental. The beautiful Lake Garfield beach is a bike ride away and the Butternut Ski area is just a 15 drive from the property. If you are interested in a fully furnished four-season getaway home, 80 Mt. Hunger Road is the place to be.

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.

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.

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

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!

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.

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

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.

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.