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luxury real estate for rent Berkshire County, United States

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26

House Great Barrington (United States)

PRISTINE Rental with Wonderful Views! Seeing is believing. This picture perfect home has it all. First floor en suite primary bedroom, 2 en suite guest bedrooms, a fabulous family room, a living room with fireplace and mountain views, a country kitchen, a delightful screened porch and a deck that simply says ''Wow.'' This rental is available on a multi-month basis from October 15, 2024 to June 15, 2025. If you are looking for perfection, you can call this fashionably furnished rental, home sweet home.

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$6,500 IC / month
3bedrooms
4bathrooms
land 6,273

By William Pitt Sotheby's International Realty

28

House Lenox (United States)

This charming, fully furnished home is the epitome of comfort and convenience, offering a seamless rental experience. The house features 4 bedrooms and 3 full/2 half well-appointed bathrooms, including the convenience of an upstairs laundry. The heart of the home is the expansive living area, complete with a warm fireplace, perfect for gathering and relaxation. Natural light floods the chef's kitchen, opening up to an additional seating area, ensuring the culinary space is functional and inviting. The spacious dining room, adorned with built-ins, is ideal for hosting dinner parties and family meals. Sliding doors lead out to a serene screened-in porch and an adjoining deck, offering a tranquil retreat with views of the pool against the backdrop of October Mountain. The property also includes an in-law suite, accessible from the lower level, which boasts a large living area, a full kitchen, and a dining space. This self-contained suite extends to its own screened-in porch and features 1 bedroom with an ensuite bathroom, a half bath, and its own laundry facilities, providing privacy and independence. The home is nestled on over an acre of land, encompassed by a fenced-in area and a spacious yard. The 2-car garage and ample parking on the paved driveway add to the home's appeal. The home is located on a quiet street. You can walk out your front door and take a left to the end of the street to enjoy the path to Meditation Meadow. Just minutes away from all your favorite Berkshire attractions, this home is perfectly positioned to enjoy the best of the region. With ample room for everyone, this property is not just a house; it's a home waiting to be filled with new memories.

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$16,000 IC / month
4bedrooms
5bathrooms
land 4,452

By William Pitt Sotheby's International Realty

19

Apartment Stockbridge (United States)

STOCKBRIDGE IN-TOWN LOCATION. Fully Renovated, Fully Furnished, Like New. 3 Bedroom Apartment. Must be seen to be appreciated. Location, Location, Location. It doesn't get any better than this.

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$4,000 IC / month
3bedrooms
2bathrooms

By William Pitt Sotheby's International Realty

11

Apartment Stockbridge (United States)

STOCKBRIDGE IN-TOWN LOCATION. Fully Renovated, Fully Furnished, Like New 2 Bedroom, 2 Bath Apartment. Must be seen to be appreciated. Location, Location, Location. It doesn't get any better than this!

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$3,000 IC / month
2bedrooms
2bathrooms

By William Pitt Sotheby's International Realty

43

House Becket (United States)

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!

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$7,500 IC / month
5bedrooms
3bathrooms
land 1.8ha

By William Pitt Sotheby's International Realty

11

House Great Barrington (United States)

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.

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$2,500 IC / month
3bedrooms
2bathrooms

By William Pitt Sotheby's International Realty

48

House with garden Becket (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.

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$8,400 IC / month
4bedrooms
3bathrooms
land 1.6ha

By William Pitt Sotheby's International Realty

50

House Sheffield (United States)

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!

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$12,000 IC / month
4bedrooms
4bathrooms
land 7,082

By William Pitt Sotheby's International Realty

40

House Stockbridge (United States)

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.

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$8,000 IC / month
4bedrooms
3bathrooms
land 4.9ha

By William Pitt Sotheby's International Realty

22

House Egremont (United States)

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.

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$5,500 IC / month
4bedrooms
3bathrooms
land 2ha

By William Pitt Sotheby's International Realty

50

House with garden Egremont (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 July and September 2024

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$25,000 IC / month
5bedrooms
6bathrooms
land 7.5ha

By William Pitt Sotheby's International Realty

32

House Alford (United States)

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.

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$12,500 IC / month
4bedrooms
4bathrooms
land 2.2ha

By William Pitt Sotheby's International Realty

12

Property Otis (United States)

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.

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$2,500 IC / month
3bedrooms
2bathrooms
land 769

By William Pitt Sotheby's International Realty

30

House Monterey (United States)

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.

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$4,950 IC / month
4bedrooms
3bathrooms
land 5,342

By William Pitt Sotheby's International Realty

20

House Stockbridge (United States)

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.

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$13,000 IC / month
2bedrooms
2bathrooms

By William Pitt Sotheby's International Realty

39

House New Marlborough (United States)

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.

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$18,000 IC / month
3bedrooms
4bathrooms
land 5.1ha

By William Pitt Sotheby's International Realty

35

Farmhouse Lanesborough (United States)

$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.

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$3,500 IC / month
3bedrooms
3bathrooms
land 3,035

By William Pitt Sotheby's International Realty

14

House with garden and terrace Stockbridge (United States)

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.

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$14,000 IC / month
3bedrooms
land 1.2ha

By William Pitt Sotheby's International Realty

18

House West Stockbridge (United States)

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

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$3,500 IC / month
3bedrooms
2bathrooms
land 2.2ha

By William Pitt Sotheby's International Realty

14

House New Marlborough (United States)

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!

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$4,000 IC / month
4bedrooms
5bathrooms
land 1.7ha

By William Pitt Sotheby's International Realty

15

Property Lee (United States)

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

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$3,200 IC / month
4bedrooms
3bathrooms

By William Pitt Sotheby's International Realty

15

House Sheffield (United States)

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.

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$1,975 IC / month
1bedroom

By William Pitt Sotheby's International Realty

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