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Explore Similar Homes Within 10 Miles of Monterey, MA

  • /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

    Agent Photo

    Annie Q Simard

    LPT Realty

    (860) 609-6279

    29 E Main St Unit B3, Canaan, CT 06018
  • /20

    $1,082 plus fees

    Lenox Schoolhouse Apartments

    Studio

    109 Housatonic St, Lenox, MA 01240

    Welcome to Lenox Schoolhouse Apartments — newly renovated apartment living in the heart of the Berkshires. Offering thoughtfully updated studio and one-bedroom apartment homes, this charming community combines historic character with modern comfort in a highly walkable Lenox location. Each apartment features spacious open layouts, brand-new interiors, plush carpeting, sun-filled windows, and

    109 Housatonic St, Lenox, MA 01240
  • /15

    $3,449 per month

    • Property for Rent

    9 Brushwood Way Unit 9, Lenox, MA 01240

    Discover elevated living in this brand new 3 bedroom apartment at Lenox's newest community. Designed with modern finishes and bright, open layouts, this home offers comfort, style, and space to truly settle in. Step outside your door and enjoy resort style amenities, including a clubhouse with a welcoming community room, fitness center, and expansive outdoor deck. Wander scenic walking trails,

    Keyla Girard LAMACCHIA REALTY, INC

    9 Brushwood Way Unit 9, Lenox, MA 01240
  • /9

    $2,500 plus fees

    The Garage

    1 Bed

    343 Main St, Great Barrington, MA 01230

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

    $1,850 per month

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

    3191 State Route 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 State Route 23 Unit 3, Hillsdale, NY 12529
  • /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
  • /15

    $5,000 per month

    • 7 Beds
    • 3 Baths
    • 3,144 Sq Ft
    • House for Rent

    264 Twin Lakes Rd, Salisbury, CT 06068

    Available: April 10, 2026 - November 1, 2026 - Twin Lakes Lodge - Twin Lakes Lodge is a Landmark building located next to O'Hara's Marina. Features of this rental include a primary suite on the first and second floor, living room with a wood burning fireplace and a recently renovated kitchen. Enjoy entertaining or relaxing on the wrap around porch there is also a boat slip available to use at the

    KATHLEEN DEVANEY Elyse Harney Real Estate

    264 Twin Lakes Rd, Salisbury, CT 06068
  • /4

    $1,350 plus fees

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Condo for Rent

    31-33 Railroad St Unit 5, Canaan, CT 06018

    Property Id: 2466755Nicely updated 1-bedroom apartment is. On-site laundry facilities, pet-friendly, and move-in ready.Rental Requirements:- Credit score of at least 650- Monthly income must be 3x the rent- No history of evictions- Security deposit of 1 months' rent and 1st month's rent required to move in- Minimum 1-year lease required

    31-33 Railroad St Unit 5, Canaan, CT 06018
  • /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
  • /18

    $3,500 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • House for Rent

    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

    165 Stockbridge Rd, Lee, MA 01238
  • /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

    $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
  • /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
  • /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
  • /35

    $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
  • /23

    $2,495 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,600 Sq Ft
    • House for Rent

    3 Meadow St, Housatonic, MA 01236

    This property at 3 Meadow St. features 1 bedroom and 1 full bathroom, with a downstairs den that can work as a second bedroom and office space. This old storefront offers an open floor plan with a chefs kitchen that provides ample room for relaxation and entertainment. The bathroom includes a deep soaking tub and waterfall shower as well as another fun loft space through a large walk in closet.

    3 Meadow St, Housatonic, MA 01236
  • /35

    $6,000 per month

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

    87 Beaver Dam Rd, Salisbury, CT 06068

    Availability: September 12, 2026 - June 30, 2027 - 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.

    Elyse Morris Elyse Harney Real Estate

    87 Beaver Dam Rd, Salisbury, CT 06068
  • /48

    $2,800 - $3,800 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
  • /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
  • /48

    $2,800 - $3,800 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
  • /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
  • /3

    $2,650 - $2,850 total monthly price

    • 3 - 4 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Condo for Rent

    12 Crystal St, Lenox Dale, MA 01242

    **Spacious 3 Bedroom / 2 Bath (or 2 Bedroom + Office) – First Floor – Fully Renovated – Lenox Dale**Beautifully updated and spacious **first-floor apartment** located in Lenox Dale, offering easy access and a flexible layout ideal for comfortable living or working from home.This unit features 2 bedrooms plus a dedicated office (or can be used as a 3rd bedroom), along with 2 full

    12 Crystal St, Lenox Dale, MA 01242
  • /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
  • /3

    $2,650 - $2,850 total monthly price

    • 3 - 4 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Condo for Rent

    12 Crystal St, Lenox Dale, MA 01242

    **Spacious 3 Bedroom / 2 Bath (or 2 Bedroom + Office) – First Floor – Fully Renovated – Lenox Dale**Beautifully updated and spacious **first-floor apartment** located in Lenox Dale, offering easy access and a flexible layout ideal for comfortable living or working from home.This unit features 2 bedrooms plus a dedicated office (or can be used as a 3rd bedroom), along with 2 full

    12 Crystal St, Lenox Dale, MA 01242
  • /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
  • /13

    $1,500 total monthly price

    • 2 Beds
    • 1 Bath
    • 550 Sq Ft
    • House for Rent

    25 Chester Rd, Becket, MA 01223

    2-Bedroom House in Becket – Quiet, Private, and Fully FurnishedEnjoy peaceful living in this standalone, fully renovated 2-bedroom, 1-bath house located in beautiful Becket, MA. No shared walls — just privacy and quiet.Inside the Home:Primary bedroom: Spacious, includes a queen bed, a large closet, and a desk.Second bedroom/office: Perfect for a twin bedroom or a

    25 Chester Rd, Becket, MA 01223
  • /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
  • /24

    $2,500 total monthly price

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    71 Housatonic St Unit Upper Level, Lenox, MA 01240

    Welcome to this charming downtown apartment in the heart of Berkshire County! Nestled in a vibrant and picturesque area, this beautifully appointed, fully furnished space offers the perfect blend of modern amenities and classic New England character.For your ultimate comfort, most utilities are included with the exception of cable/internet, allowing you to move in without a worry.

    71 Housatonic St Unit Upper Level, Lenox, MA 01240
  • /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
  • /9

    $2,650 total monthly price

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Condo for Rent

    474 East St, Mount Washington, MA 01258

    474 East St, Mount Washington, MA 01258
  • /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
  • /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
  • /37

    $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

    $1,850 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

    $1,800 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

Why Live in Monterey

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.

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