$1,082 plus fees
Lenox Schoolhouse Apartments
Studio
109 Housatonic St, Lenox, MA 01240
Explore Similar Homes Within 10 Miles of Monterey, MA
$1,082 plus fees
Lenox Schoolhouse Apartments
Studio
109 Housatonic St, Lenox, MA 01240
$4,300 per month
472A Under Mountain Rd, Salisbury, CT 06068
Striking Rental with Quarry - This sharp contemporary home sits high within 23+ acres on Undermountain Road between Salisbury, CT and the Massachusetts Berkshires. Features include Central Air, Generator, 4 Bedrooms, 3.5 Baths, a fabulous Kitchen, Library/Den, amazing Living Room with 2-story ceiling, stone Terrace, and a beautiful swimmable Quarry with dock. Available Oct 15, 2026-May 31, 2027
Juliet Moore Elyse Harney Real Estate
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The Garage
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343 Main St, Great Barrington, MA 01230
$8,400 per month
66 Access Rd, Becket, MA 01223
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
Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX
$1,305 - $3,447 plus fees
Forge
1 - 3 Beds
66 Brushwood Way, Lenox, MA 01240
$25,000 per month
123 Jug End Rd, Egremont, MA 01230
Location Location Location on a quiet road in the country, just minutes from all Berkshire Amenities. This beautiful contemporary home comes with 3 bedrooms, 3.5 baths, open plan living area with mountain views, a large screened porch and an In-ground Pool. Wheelchair assessable bedroom and bath and a primary suite on the first floor .
Mary White BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$3,500 total monthly price
165 Stockbridge Rd, Lee, MA 01238
Modern 2bdrm guesthouse w/ private porch with sweeping views on historic property. Price does not include utilities, but we can offer an all-inclusive monthly rate. Primary bedroom and the living room have skylights (sun-filled daytime). Primary bdrm has door to porch. Bathroom has Rain-shower and tub. Top of line W/D. Kitchen used and loved by chefs. Farmhouse dining table + kitchen
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14 Browns Ln, East Canaan, CT 06024
Experience modern luxury meets serene country living in this meticulously custom-renovated 3-bedroom, 2.5-bath home. Thoughtfully redesigned with premium finishes throughout, this residence offers the ultimate in comfort and contemporary style for discerning tenants. Enter through the welcoming foyer into a chef's delight of a kitchen-open, bright, and perfectly appointed for both everyday living
David Hurlburt William Pitt Sotheby's Int'l
$1,500 total monthly price
29 Chester Rd, Becket, MA 01223
Two-bedroom, one-bath house with porch and private deck in Becket.Located in the middle of Berkshire!Beautiful house with two big bedrooms, a living room, a dining room combo, and a huge porch.The house is furnished. Equipped kitchen with a big fridge, Oven with stove top, coffee machine, and microwave.Each bedroom features a double bed.Huge close porch with big tables with an
$28,000 per month
87 Beaver Dam Rd, Salisbury, CT 06068
Experience an exceptional seasonal retreat in the coveted Taconic section of Salisbury, CT. This beautifully appointed home offers a seamless blend of elegance and comfort, featuring an open-concept kitchen and living space with three sets of French doors that open onto a charming stone courtyard-ideal for summer entertaining and outdoor dining. The main residence includes four spacious bedrooms
Elyse Morris Elyse Harney Real Estate
$2,800 - $3,600 total monthly price
1579 Pleasant St, South Lee, MA 01260
Greek revival farmhouse built in 1815 on national historic registry...2min drive to Main St in Stockbridge, 5min drive to Main Street in Lee, 8min drive to Main Street in Lenox, 15min drive to GB. Easy commute to Fairview or BMC. Separate entrances for each unit. Separate Kitchens for each unit. Separate Laundry Machines (Washer/Dryer) for each unit in-unit.
$6,000 per month
87 Beaver Dam Rd, Salisbury, CT 06068
Experience an exceptional seasonal retreat in the coveted Taconic section of Salisbury, CT. This beautifully appointed home offers a seamless blend of elegance and comfort, featuring an open-concept kitchen and living space with three sets of French doors that open onto a charming stone courtyard-ideal for summer entertaining and outdoor dining. The main residence includes four spacious bedrooms
Elyse Morris Elyse Harney Real Estate
$2,500 - $3,600 total monthly price
1579 Pleasant St, South Lee, MA 01260
Greek revival farmhouse built in 1815 on national historic registry...2min drive to Main St in Stockbridge, 5min drive to Main Street in Lee, 8min drive to Main Street in Lenox, 15min drive to GB. Easy commute to Fairview or BMC. Separate entrances for each unit. Separate Kitchens for each unit. Separate Laundry Machines (Washer/Dryer) for each unit in-unit.
$2,000 per month
30 Stockbridge Rd, Great Barrington, MA 01230
Secure your place in the heart of the action with this prime, newly renovated office and retail opportunity in downtown Great Barrington. Located just a short stroll from the vibrant shopping district, these modern suites feature high-efficiency, dedicated HVAC systems and excellent visibility with a sidewalk leading straight into the center of town. With fresh infrastructure and the option for
Tony Segalla WILLIAM RAVEIS - BERKSHIRE
$2,800 - $3,600 total monthly price
1579 Pleasant St, South Lee, MA 01260
Greek revival farmhouse built in 1815 on national historic registry...2min drive to Main St in Stockbridge, 5min drive to Main Street in Lee, 8min drive to Main Street in Lenox, 15min drive to GB. Easy commute to Fairview or BMC. Separate entrances for each unit. Separate Kitchens for each unit. Separate Laundry Machines (Washer/Dryer) for each unit in-unit.
$2,200 per month
Unlisted Address
Charming 2-Bedroom Apartment with Office in Historic Farmhouse - Norfolk, CT Enjoy peaceful country living in this bright and spacious second-floor apartment set inside a beautifully preserved old farmhouse. Surrounded by open fields and scenic woods, this unique home offers picturesque views of grazing cows and beautiful forest from nearly every window. The apartment features two comfortable
Rachel Devlin Mary LeBlanc Realty
$2,650 total monthly price
474 East St, Mount Washington, MA 01258
$2,800 per month
30 Stockbridge Rd, Great Barrington, MA 01230
Secure your place in the heart of the action with this prime, newly renovated office and retail opportunity in downtown Great Barrington. Located just a short stroll from the vibrant shopping district, these modern suites feature high-efficiency, dedicated HVAC systems and excellent visibility with a sidewalk leading straight into the center of town. With fresh infrastructure and the option for
Tony Segalla WILLIAM RAVEIS - BERKSHIRE
$2,350 per month
15 Lower Rd, Canaan, CT 06018
$2,350 per month - utilities not included. Available starting Monday, March 22. This is a private, furnished single-family home featuring three bedrooms and one and a half bathrooms, located just steps from the Blackberry River. A private staircase behind the house provides direct access to the riverbank, offering a unique outdoor setting. The home includes a kitchen, dining area, living room,
Jorge Zea Blue Lighthouse Realty, Inc
$1,875 per month
29 E Main St Unit B3, Canaan, CT 06018
Welcome to this beautifully designed brand-new rental offering modern comfort, thoughtful design, and an unbeatable location. This newly constructed apartment showcases an outstanding use of space, that is both stylish and functional. The primary suite is a true highlight, featuring a spacious layout with a large walk-in closet and a private ensuite bathroom, providing the perfect retreat at the
Annie Simard LPT Realty
$12,000 per month
45 Taconic Ave, Lenox, MA 01240
Experience the ultimate Summer in Lenox! This fully restored carriage house is available from June 28 - July 30, offering a prime walk-to-town location just minutes from Tanglewood. Inside, enjoy a light-filled great room with cathedral ceilings, a gas fireplace, and a chef's kitchen. This 2-bed, 2-bath retreat features a first-floor primary suite, hardwood floors, and a brand-new second-floor
John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$2,000 per month
490 Main St, Great Barrington, MA 01230
Second floor office space in a high-traffic location. Currently configured with four offices, reception area and half bath. This space has air conditioning, forced air heat, and its own electric meter. Ample off-street parking available. The space comes furnished. Utilities not included.
Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE
$3,000 per month
123 Main St, Great Barrington, MA 01230
High Visibility - High Traffic former Gas Station Building on Route 7 in the heart of the Berkshires. Ready for a creative new use. Pop-up shop? Antique Store? Art Gallery? Cafe? Bar? Ideal for Brand advertisement (Great signage on Rt 7 !) Funky and fabulous with 2 large spaces for your vision. Tanks are gone, property cleaned, on site Parking, and views of the Housatonic. Act fast!*Property also
Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$2,300 per month
18 Morgan St Unit 1, Lenox, MA 01240
Fully renovated, fully furnished, like new Studio Apartment with 1 full bath. Must be seen to be appreciated. Location, location, location. It does not get any better than this. Just minutes from the heart of downtown Lenox and the world class music at Tanglewood. Features include modern finishes and a rare private garage stall.
Jim Moir WILLIAM PITT SOTHEBY'S - GT BARRINGTON
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27 Housatonic St, Lenox, MA 01240
Make your dreams come true! Perhaps one of the best retail locations in Historic downtown Lenox. This highly sought after space is centrally located with high foot traffic count and is located on the corner of Church St. and Housatonic. The 750 sq.ft. has two great large window wells along the sidewalk entrance and includes your own bathroom and kitchenette. Nestled amongst dozens of small shops,
Tim Gallagher STONE HOUSE PROPERTIES, LLC
$2,250 per month
44 Main St Unit 3, Stockbridge, MA 01262
Totally Renovated, Newly Furnished, Stockbridge In-Town Location. Truly a ''renter's dream come true.''Must be seen!Rent is $2,250/Month September to June and $4500/month for July and August.No pets.
George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$3,000 per month
33 S Main Rd, Otis, MA 01253
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
George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$8,500 per month
44 Main St Unit 1, Stockbridge, MA 01262
STOCKBRIDGE IN-TOWN LOCATION. SUMMER RENTAL! Fully Furnished, Like New. 3 Bedroom Apartment. Must be seen to be appreciated. Location, Location, Location. It doesn't get any better than this. JULY AND AUGUST RENTS ARE $8500 per Month. Monthly rents outside of July and August will be $4,250 per month.
George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,900 per month
402 Park St, Great Barrington, MA 01230
Looking for the perfect space to grow your business? This exceptional first-floor commercial property in the charming village of Housatonic checks all the boxes. Step into a spacious, open-concept layout, ideal for retail, office, or creative ventures. With both heating and air conditioning, you'll have year-round comfort to keep your team and customers happy. Need a little extra privacy? The
Suzann Ward HOUSATONIC REAL ESTATE
$1,900 per month
402 Park St Unit 1St Floor, Great Barrington, MA 01230
Looking for the perfect space to grow your business? This exceptional first-floor commercial property in the charming village of Housatonic checks all the boxes. Step into a spacious, open-concept layout, ideal for retail, office, or creative ventures. With both heating and air conditioning, you'll have year-round comfort to keep your team and customers happy. Need a little extra privacy? The
Suzann Ward HOUSATONIC REAL ESTATE
$3,900 per month
15 Martin Ave, Lee, MA 01238
Welcome to the well maintained and updated split level home featuring three bedrooms, 2.5 bathrooms, and a finished basement. Main level includes all three bedrooms, the living room, dining room, kitchen, laundry, and one full bathroom. Second level includes a spacious family room and another full bathroom. The basement offers a large finished space for relaxing or entertaining. Being offered for
Cory Evangelisto NOCHER REALTY
$25,000 per month
261 Taconic Rd, Salisbury, CT 06068
***Available July 2026 through 9/8/26, summer full term*** Taconic Waterfront Carriage House. Step through the Living Room French doors to the terrace and gardens overlooking the Channel from Twin Lakes, or enjoy serene, landscaped rock vistas from any room in this turn-of-the-century Carriage House. Master Bedroom suite, plus two Bedrooms with Bath on the first floor; fourth Bedroom and Bath on
Colleen Vigeant Elyse Harney Real Estate
$2,000 per month
3191 New York 23 Unit 3, Hillsdale, NY 12529
Well-maintained 2-bedroom, 1-bath apartment offering comfortable living with a functional layout. The unit features a bright living area, an updated kitchen with ample cabinetry, and two well-sized bedrooms with good natural light. The bathroom is clean and modern, with a full tub/shower. Enjoy easy access and sliding glass doors that open to a covered outdoor space—perfect for fresh air and
Greg Berardi Berardi Realty
$1,950 per month
3191 New York 23 Unit 1, Hillsdale, NY 12529
Well-maintained 2-bedroom, 1-bath ground-floor apartment (with limited steps) offering comfortable living with a functional layout. The unit features a bright living area, an updated kitchen with ample cabinetry, and two well-sized bedrooms with good natural light. The bathroom is clean and modern, with a full tub/shower. Enjoy easy access with ground-level entry and sliding glass doors that open
Greg Berardi Berardi Realty
$2,400 per month
11449 New York 22, Austerlitz, NY 12017
Wonderful 2 bedroom 2 bath home in beautiful Austerlitz. Enjoy mountain views, a big back yard and privacy. 2400 per month plus maintenance and utilities. Pets considered.
Andrea Gabel Gabel Real Estate
$7,500 per month
320 Lakeshore Dr, Sandisfield, MA 01253
Wow! You must see to fully appreciate how special this home truly is. The construction quality is not only exceptional, but it is also new this year. The open floor plan log home features impactful vaulted ceilings, a spacious eat-in kitchen and pantry, a bright dining area, and an eye-catching Great Room with an effective wood burning stove. Four attractive bedrooms, 3 1/2 bathrooms, an office
George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$3,500 per month
34 Galway Ct, Lenox, MA 01240
Perfectly located within 10 minutes to Tanglewood, this all one floor Ranch home is fully furnished and nicely appointed. The Galway Court neighborhood experiences limited traffic situations while making the trip to the center of Lenox and its shops and restaurants an easy bike ride for anyone so inclined. Like to golf? The Miraval Country Club is just five minutes away. The house features a very
George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$32 per month
73 W Center St, Lee, MA 01238
Be Part of the Vibrant Lee Community. Restored Historic Mill Machine Shop Building is a Commercial Condominium available for Lease, occupancy in 2027. Tenant responsible for cost of improvements which can be amortized over the life of the lease and built into monthly lease payment. Rentable space is 8,955 sf on two levels, 5,809 sf first floor, 3,146 sf second floor plus basement. Gallery,
Rich Aldrich WILLIAM PITT SOTHEBY'S - LENOX
$18,000 per month
36 Millard Rd, Egremont, MA 01230
The perfect Berkshire country retreat for large gatherings awaits you. Bring your family andfriends to enjoy this stunning home and property on 18+ acres perched atop the Berkshire hillswith panoramic views. This generous and tasteful home offers endless spaces to relax andentertain. Lounge on the expansive deck with gorgeous views all around.Take a swim in yourown pond overlooking the
Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX
$5,500 per month
310 Twin Lakes Rd, Salisbury, CT 06068
This charming lake house on Twin Lakes delivers the quintessential year-round summer retreat experience in the picturesque Litchfield Hills of Connecticut. "The Lodge" combines 4 bedrooms, 2.5 baths, and an open floor plan perfect for family gatherings and friendly get-togethers, creating a nostalgic and inviting atmosphere full of character and charm. The spacious interior centers around
Tracy Macgowan Elyse Harney Real Estate
Monterey, MA, nestled in the southern Berkshires, is a mountain town known for its natural beauty and strong community ties. The area boasts numerous hiking trails and fishing lakes, including the popular Lake Garfield, which offers year-round activities such as swimming, kayaking, fishing, and ice skating. Beartown State Forest provides 12,000 acres for hiking, camping, mountain biking, and winter sports. Monterey's housing market features early 20th-century cottages and lakefront properties, with many being converted into larger year-round homes. The Southern Berkshire Regional School District, which includes Mount Everett Regional School, is noted for its smaller class sizes and individual attention. Residents often travel to nearby towns like Lee and Great Barrington for shopping and dining, with Great Barrington offering a variety of bakeries, cheese shops, and international cuisine. Cultural attractions are abundant, with the Boston Symphony Orchestra's summer home at Tanglewood in Lenox, just 15 miles north, and local art exhibitions at the Monterey Library. Despite its rural charm, Monterey is car-dependent, with main roads like Route 23 and Route 57 connecting to larger highways. The town is about 50 miles west of Springfield and 20 miles south of Pittsfield.