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Explore Similar Homes Within 10 Miles of Monterey, MA

  • /15

    $4,300 per month

    • 4 Beds
    • 3.5 Baths
    • 2,958 Sq Ft
    • House for Rent

    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

    472A Under Mountain Rd, Salisbury, CT 06068
  • /19

    $1,500 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • House for Rent

    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

    29 Chester Rd, Becket, MA 01223
  • /54

    $8,400 per month

    • 4 Beds
    • 2.5 Baths
    • 2,374 Sq Ft
    • Property for Rent

    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

    66 Access Rd, Becket, MA 01223
  • /38

    $25,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,600 Sq Ft
    • House for Rent

    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

    123 Jug End Rd, Egremont, MA 01230
  • /19

    $3,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,036 Sq Ft
    • House for Rent

    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

    14 Browns Ln, East Canaan, CT 06024
  • /34

    $28,000 per month

    • 4 Beds
    • 3 Baths
    • 3,593 Sq Ft
    • House for Rent

    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

    87 Beaver Dam Rd, Salisbury, CT 06068
  • /34

    $6,000 per month

    • 4 Beds
    • 3 Baths
    • 3,593 Sq Ft
    • House for Rent

    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

    87 Beaver Dam Rd, Salisbury, CT 06068
  • /4

    $2,000 per month

    • 2 Baths
    • 520 Sq Ft
    • Property for Rent

    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

    30 Stockbridge Rd, Great Barrington, MA 01230
  • /12

    $2,200 per month

    • 2 Beds
    • 1 Bath
    • 1,400 Sq Ft
    • House for Rent

    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

    Unlisted Address
  • /4

    $2,800 per month

    • 2 Baths
    • 820 Sq Ft
    • Property for Rent

    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

    30 Stockbridge Rd, Great Barrington, MA 01230
  • /36

    $2,350 per month

    • 3 Beds
    • 1.5 Baths
    • 1,470 Sq Ft
    • House for Rent

    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

    15 Lower Rd, Canaan, CT 06018
  • /7

    $1,875 per month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • House for Rent

    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

    29 E Main St Unit B3, Canaan, CT 06018
  • /26

    $12,000 per month

    • 2 Beds
    • 2 Baths
    • 1,180 Sq Ft
    • House for Rent

    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

    45 Taconic Ave, Lenox, MA 01240
  • /15

    $2,000 per month

    • 0.5 Baths
    • 2,000 Sq Ft
    • Property for Rent

    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

    490 Main St, Great Barrington, MA 01230
  • /10

    $3,000 per month

    • 2 Baths
    • 1,200 Sq Ft
    • Property for Rent

    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

    123 Main St, Great Barrington, MA 01230
  • /23

    $2,300 per month

    • Condo for Rent

    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

    18 Morgan St Unit 1, Lenox, MA 01240
  • /13

    $2,250 per month

    • 1 Bath
    • 750 Sq Ft
    • Property for Rent

    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

    27 Housatonic St, Lenox, MA 01240
  • /13

    $2,250 per month

    • 2 Beds
    • 1 Bath
    • 583 Sq Ft
    • Condo for Rent

    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

    44 Main St Unit 3, Stockbridge, MA 01262
  • /15

    $3,000 per month

    • 3 Beds
    • 2 Baths
    • 1,557 Sq Ft
    • House for Rent

    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

    33 S Main Rd, Otis, MA 01253
  • /20

    $8,500 per month

    • 3 Beds
    • 2 Baths
    • Condo for Rent

    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

    44 Main St Unit 1, Stockbridge, MA 01262
  • /9

    $2,800 plus fees

    The Garage

    1 Bed

    343 Main St, Great Barrington, MA 01230

    343 Main St, Great Barrington, MA 01230
  • /10

    $1,900 per month

    • 0.5 Baths
    • 1,200 Sq Ft
    • Property for Rent

    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

    402 Park St, Great Barrington, MA 01230
  • /10

    $1,900 per month

    • 0.5 Baths
    • 1,200 Sq Ft
    • Property for Rent

    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

    402 Park St Unit 1St Floor, Great Barrington, MA 01230
  • /36

    $3,900 per month

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft
    • House for Rent

    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

    15 Martin Ave, Lee, MA 01238
  • /20

    $25,000 per month

    • 4 Beds
    • 3 Baths
    • 2,499 Sq Ft
    • House for Rent

    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

    261 Taconic Rd, Salisbury, CT 06068
  • /13

    $2,000 per month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    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

    3191 New York 23 Unit 3, Hillsdale, NY 12529
  • /14

    $1,950 per month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    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

    3191 New York 23 Unit 1, Hillsdale, NY 12529
  • /13

    $2,400 per month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    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

    11449 New York 22, Austerlitz, NY 12017
  • /26

    $7,500 per month

    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft
    • House for Rent

    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

    320 Lakeshore Dr, Sandisfield, MA 01253
  • /23

    $3,500 per month

    • 2 Beds
    • 2.5 Baths
    • 1,867 Sq Ft
    • House for Rent

    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

    34 Galway Ct, Lenox, MA 01240
  • /5

    $32 per month

    • Studio
    • 8,955 Sq Ft
    • Property for Rent

    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

    73 W Center St, Lee, MA 01238
  • /93

    $18,000 per month

    • 5 Beds
    • 5.5 Baths
    • 4,860 Sq Ft
    • Property for Rent

    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

    36 Millard Rd, Egremont, MA 01230
  • /31

    $5,500 per month

    • 4 Beds
    • 2.5 Baths
    • 2,048 Sq Ft
    • House for Rent

    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

    310 Twin Lakes Rd, Salisbury, CT 06068
  • /20

    $5,500 per month

    • 6 Beds
    • 3 Baths
    • 3,120 Sq Ft
    • House for Rent

    308 Twin Lakes Rd Unit 312, Salisbury, CT 06068

    Camp House Rental On Twin Lakes in Salisbury, Connecticut, is the quintessential summer getaway. This spacious 6 bedroom, 3 bathroom house offers a comfortable and inviting setting, perfect for a family vacation or gathering of friends. The main living area includes a kitchen, dining room, and living room with a cozy fireplace. The large screened porch provides ample outdoor seating and space for

    Tracy Macgowan Elyse Harney Real Estate

    308 Twin Lakes Rd Unit 312, Salisbury, CT 06068
  • /10

    $2,200 per month

    • Property for Rent

    5 Glendale Rd, Stockbridge, MA 01262

    Very sweet cottage on the grounds of a larger estate. graciously sized living / dining area with sliders to patio. Large bedroom with leafy views of flowering trees. Separate bath and dressing room. Excellent location in Stockbridge.

    Martha Piper THE KINDERHOOK GROUP

    5 Glendale Rd, Stockbridge, MA 01262
  • /26

    $13,000 per month

    • 3 Beds
    • 3.5 Baths
    • 3,100 Sq Ft
    • House for Rent

    37 Kalliste Hill, Great Barrington, MA 01230

    PRISTINE ONE YEAR 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 immediately available. If you are looking for

    George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    37 Kalliste Hill, Great Barrington, MA 01230
  • /17

    $1,305 - $3,447 plus fees

    Forge

    1 - 3 Beds

    66 Brushwood Way, Lenox, MA 01240

    Forge is a brand new mixed-income housing community in Lenox, MA. The development includes 65 apartments within 13 townhome-style buildings, and a community clubhouse. Each building at Forge contains 5-6 apartments, with a mix of one-, two-, and three-bedroom apartments available at various income tiers (30, 60, 120% AMI). Apartments have their own entrances at a new road loop, which is

    66 Brushwood Way, Lenox, MA 01240
  • /12

    $9,500 per month

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Condo for Rent

    44 Main St Unit 4, Stockbridge, MA 01262

    Outstanding fully renovated 3 Bedroom, 2 bathroom apartment in the heart of Stockbridge. Walk to restaurants, shops, library, etc. The best apartment in the building even though it is on the third level. Fully furnished with all new quality appointments. Must be seen to be appreciated. Terrific Summer Rental! No pets. JULY & AUGUST @ $9,000/month. Rent reduces to $4500 per month on September 1,

    George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    44 Main St Unit 4, Stockbridge, MA 01262
  • /32

    $18 per month

    • 2 Baths
    • 4,103 Sq Ft
    • Property for Rent

    34 Bridge St, Great Barrington, MA 01230

    We have 3 retail spaces currently available ranging from 840 to 1583 sq.ft. One of the most successful locations in Downtown Barrington! Located just one block off the vibrant Main St. and positioned to take advantage the ample foot and vehicle traffic in arguably the most recognizable location in South County. Share the same building as the iconic Berkshire Food Co-op. The 3 office/retail/studio

    Anthony Blair STONE HOUSE PROPERTIES, LLC

    34 Bridge St, Great Barrington, MA 01230
  • /48

    $2,800 - $3,600 total monthly price

    • 1 - 3 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • House for Rent

    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.

    1579 Pleasant St, South Lee, MA 01260

Frequently Asked Questions

What are the most popular zip codes in Monterey, MA for renters?
The most popular zip codes in Monterey, MA for renters include 01230, 01262, 01238, 01240 and 06058.
How to Rent a Home