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Explore Similar Homes Within 10 Miles of Monterey, MA

  • /17

    $12,500 per month

    • 3 Beds
    • 2 Baths
    • 1,861 Sq Ft
    • House for Rent

    5 Beachwood Dr, Stockbridge, MA 01262

    Delightful, classic Berkshires summer cottage in the Beachwood enclave. Shares in gorgeous community beach at south end of the Stockbridge Bowl (Lake Mahkeenac.) Enjoy swimming, kayaking, etc. Minutes to Tanglewood and all the cultural delights of the Berkshires. 3BR including primary suite with bath. 1 Queen BR, 1 Br with double bunk beds. Fantastic large screened porch with dining. LR with

    Agent Photo

    Selina Lamb

    Birch Properties

    (413) 610-3637

    5 Beachwood Dr, Stockbridge, MA 01262
  • /19

    $3,300 per month

    • 1 Bed
    • 1.5 Baths
    • 1,900 Sq Ft
    • House for Rent

    174 Weatogue Rd, Salisbury, CT 06068

    Enjoy a unique retreat at the Lodge! This fully furnished rental boasts a large open floor plan that includes kitchen/dining area, seating area in front of large stone fireplace, sleigh bed, tv area and a beautiful custom bar. One full bath and one half bath. Plenty of space for a gathering or just a few. Vacation at the Lodge and enjoy the beauty of the Northwest Corner of Connecticut.

    Agent Photo

    Wendy Eichman

    Raynard & Peirce Realty,LLC

    (860) 734-4642

    174 Weatogue Rd, Salisbury, CT 06068
  • /4

    $2,000 - $3,500 per month

    Mahaiwe Building

    1-3 Beds

    4 Castle St, Great Barrington, MA 01230

    4 Castle St, Great Barrington, MA 01230
  • /36

    $17 per month

    • 2 Baths
    • 2,490 Sq Ft
    • Property for Rent

    789 Main St, Great Barrington, MA 01230

    An updated commercial condo in a prime location! This versatile space features flexible layout options, and abundant natural light--ideal for office, retail, or professional use. Situated in a high-traffic area with excellent visibility and easy access to major roads and public transit. Perfect for businesses seeking a polished, move-in-ready space in a thriving commercial hub.

    Michael Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    789 Main St, Great Barrington, MA 01230
  • /2

    Call for Price

    Apartment for Rent

    1 Bed

    343 Main St, Great Barrington, MA 01230

    343 Main St, Great Barrington, MA 01230
  • /11

    $2,600 per month

    • 3 Beds
    • 1.5 Baths
    • 1,165 Sq Ft
    • Apartment for Rent

    125 Center St Unit 2, Lee, MA 01238

    Available Immediately! Second floor apartment. Three bedroom with a full bathroom and a half bathroom. In unit washer and dryer. The house is equipped with generator so you never have to worry about power outages again. Pets negotiable. First, last and security due at signing. Employment verification, background check, credit check and references required.

    Timothy Dunn Venture

    125 Center St Unit 2, Lee, MA 01238
  • /4

    $1,305 - $3,447 per month

    Forge

    1-3 Beds

    66 Brushwood Way, Lenox, MA 01240

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

    66 Brushwood Way, Lenox, MA 01240
  • /14

    $3,700 per month

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

    61 Preston Ln, Salisbury, CT 06068

    Twin Lakes Lakefront Annual Rental Salisbury, CT Furnished Year-Round Rental with direct frontage on Lake Washinee, the smaller and quieter of the Twin Lakes, with a wide lawn and a Dock. $3700. per month starting June 1, 2025 (not by month or season). Features include a Front Deck, Living Room, Dining Area, Kitchen, Sunroom, Mudroom, 2 Bedrooms, 1 Full Bath, Loft, and 1-bay of the Garage. Close

    Juliet Moore Elyse Harney Real Estate

    61 Preston Ln, Salisbury, CT 06068
  • /20

    $1,082 per month

    Lenox Schoolhouse Apartments

    Studio

    109 Housatonic St, Lenox, MA 01240

    The Berkshires' newest community is NOW OPEN!!! Newly renovated studios and one bedrooms with ALL UTILITIES INCLUDED* - Spacious open layouts, brand new interiors, plush carpet, sunlit windows, abundant closet space. Lenox Schoolhouse Apartments is within walking distance to the center of town. Enjoy the local shops, art galleries, restaurants and entertainment. You'll be sure to experience

    109 Housatonic St, Lenox, MA 01240
  • /13

    $2,500 per month

    • 2 Beds
    • 1.5 Baths
    • 1,156 Sq Ft
    • Apartment for Rent

    125 Center St Unit 1, Lee, MA 01238

    Available Immediately! First-floor 2-bedroom, 2-bath apartment located a short distance from downtown Lee. Features include hardwood floors, a gas fireplace, front porch, dishwasher, and in-unit washer/dryer. Equipped with a generator for added peace of mind. Tenant pays all utilities. Pets considered. Move-in costs include first and last month’s rent and security deposit. All applicants subject

    Timothy Dunn Venture

    125 Center St Unit 1, Lee, MA 01238
  • /4

    $2,400 per month

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

    177 Laurel St, Lee, MA 01238

    Located in Lee, is this 2BR, 1 Bath, duplex home, with updated bathroom tile floor, hardwood and laminated flooring throughout, freshly painted. No smoking 1st and last references and credit check

    177 Laurel St, Lee, MA 01238
  • /16

    $3,900 per month

    • 0.5 Baths
    • 1,100 Sq Ft
    • Property for Rent

    38 Railroad St, Great Barrington, MA 01230

    Seize the opportunity to establish your business in the vibrant heart of Great Barrington. Located on bustling Railroad Street, this retail space has been the home of a successful art supply store for many years, making it a proven location for success. Offering approximately 1,100 square feet of versatile retail space, with additional storage on the lower level, this storefront is perfectly

    Tony Segalla LANCE VERMEULEN RE, INC

    38 Railroad St, Great Barrington, MA 01230
  • /16

    $3,600 per month

    • 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
  • /33

    $9,000 per month

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

    42/44 Railroad St, Great Barrington, MA 01230

    An incredible opportunity awaits in the heart of downtown Great Barrington. This 2,200 square foot space in a historic building features high ceilings, wood floors, a large commercial kitchen, and basement storage. An overhead garage-style door opens from the bar area onto the street, creating an ideal setup for vibrant, street-side dining. Indoor and outdoor seating areas maximize the potential

    Tony Segalla LANCE VERMEULEN RE, INC

    42/44 Railroad St, Great Barrington, MA 01230
  • /14

    $3,200 per month

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

    47 Main St Unit 47, South Egremont, MA 01258

    This property at 47 Main St features 3 bedrooms and 2 bathrooms within a spacious 2,000 square feet. The living room offers ample space for relaxation and entertainment, while the kitchen is equipped with a dishwasher for convenience. Each bedroom provides sufficient storage space, and the bathrooms are designed for functionality. Additional amenities include air conditioning and in-unit

    47 Main St Unit 47, South Egremont, MA 01258
  • /15

    $7,000 per month

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

    264 Twin Lakes Rd, Salisbury, CT 06068

    Available: May 26, 2025 through September 30, 2025 - 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

    KATHLEEN DEVANEY Elyse Harney Real Estate

    264 Twin Lakes Rd, Salisbury, CT 06068
  • /9

    $2,650 per month

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

    474 East St, Mount Washington, MA 01258

    474 East St, Mount Washington, MA 01258
  • /15

    $1,950 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 three offices, a conference room, reception area, and half bath. This space also has air conditioning, forced air heat, and its own electric meter. Ample off-street parking available.

    Lance Vermeulen LANCE VERMEULEN RE, INC

    490 Main St, Great Barrington, MA 01230
  • /20

    $1,800 per month

    • 1.5 Baths
    • 1,920 Sq Ft
    • Property for Rent

    236 Main St, Lee, MA 01238

    Prime location located on Main St. in Downtown Lee within a short walking distance to new EAGLE MILL development project with a total of 135 new housing units. This turnkey unit has been designed and used as a restaurant, deli and sandwich shop and has seating for 12 with parking in front and behind the building. Highly visible centrally located to serve the business and residential community.

    Tim Gallagher STONE HOUSE PROPERTIES, LLC

    236 Main St, Lee, MA 01238
  • /17

    $40,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,326 Sq Ft
    • House for Rent

    23 Ravine Ridge Rd, Salisbury, CT 06068

    Secluded Salisbury Rental With Private Pool & Riverside Charm - Escape to this tranquil 3-bedroom, 2.5-bath cottage nestled at the end of a private road in Salisbury, CT. Thoughtfully furnished and brimming with charm, this home features three fireplaces, rustic brick flooring, and a three-season sunroom perfect for unwinding. Step outside to a riverside patio, where you can sip your morning

    Elyse Morris Elyse Harney Real Estate

    23 Ravine Ridge Rd, Salisbury, CT 06068
  • /5

    $12 per month

    • 0.5 Baths
    • 2,106 Sq Ft
    • Property for Rent

    10 Valley St, Lee, MA 01238

    2106 SF OFFICE SPACE. Building B available for immediate occupancy. New bathroom. Ample power. LED lighting. Central Air. In addition to base rent of $12.00/sf/yr tenant pays for heat, electricity, security, trash removal, telecommunications renter's/liability insurance and taxes. Tenant, at tenants expense, may make alterations. Landlord pays for insurance, water & sewer, snow removal and

    Rich Aldrich WILLIAM PITT SOTHEBY'S - LENOX

    10 Valley St, Lee, MA 01238
  • /6

    $6 per month

    • 0.5 Baths
    • 7,300 Sq Ft
    • Property for Rent

    10 Valley St, Lee, MA 01238

    7300 SF WAREHOUSE SPACE FOR LEASE. Available for immediate occupancy. With 2 loading docks and 1 ground level drive-in access door. New bathroom. Ample power, suspended overhead gas heaters, LED lighting, 24' center ceiling. In addition to base rent of $6.00/sf/yr tenant pays for heat, electricity, security, trash removal, telecommunications renter's/liability insurance and taxes. Landlord

    Rich Aldrich WILLIAM PITT SOTHEBY'S - LENOX

    10 Valley St, Lee, MA 01238
  • /33

    $18 per month

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

    34 Bridge St, Great Barrington, MA 01230

    Huge price adjustment! 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. Four office/retail/studio spaces available. Ample free off-street parking as

    Anthony Blair STONE HOUSE PROPERTIES, LLC

    34 Bridge St, Great Barrington, MA 01230
  • /11

    $7 per month

    • 2 Baths
    • 9,400 Sq Ft
    • Property for Rent

    10 Valley St, Lee, MA 01238

    9,400 sf FOR LEASE. Available for immediate occupancy. With 2 loading docks and 1 ground level drive-in access door. 7.300 sf of warehouse, 2,106 sf of office area and 2 new bathrooms. Ample power, suspended overhead gas heaters, LED lighting, 24' center ceiling. In addition to base rent of $7.50/sf/yr tenant pays for heat, electricity, security, trash removal, telecommunications

    Rich Aldrich WILLIAM PITT SOTHEBY'S - LENOX

    10 Valley St, Lee, MA 01238
  • /15

    $13,000 per month

    • 4 Beds
    • 3 Baths
    • 2,167 Sq Ft
    • House for Rent

    Unlisted Address

    Charming Twin Lakes Lakefront Retreat Nestled along the serene shores of Washining Lake, this beautiful 4 bedroom, 3 bath home offers a tranquil retreat for those seeking relaxation and natural beauty. With its spacious interior and breathtaking views, this rental property promises an unforgettable experience. This lake home is the perfect place to create lasting memories. Whether you seek a

    TAMI REID Northwest CT Realty

    Unlisted Address
  • /7

    $1,495 per month

    • 1 Bath
    • 365 Sq Ft
    • Property for Rent

    313 Main St, Great Barrington, MA 01230

    The Berkshire Block on Main Street in Great Barrington has been recently renovated and still has beautiful office spaces available for lease on the second and third floor. Office sizes range from 254 SF to 589 SF, choice of flooring, and can be furnished. Prices start at $975/month. The spaces offer elevator access, fiber internet, common reception area, conference room and restrooms. Private

    Tony Segalla LANCE VERMEULEN RE, INC

    313 Main St, Great Barrington, MA 01230
  • /7

    $1,250 per month

    • 1 Bath
    • 589 Sq Ft
    • Property for Rent

    313 Main St, Great Barrington, MA 01230

    The Berkshire Block on Main Street in Great Barrington has been recently renovated and still has beautiful office spaces available for lease on the second and third floor. Office sizes range from 254 SF to 589 SF, choice of flooring, and can be furnished. Prices start at $975/month. The spaces offer elevator access, fiber internet, common reception area, conference room and restrooms. Private

    Tony Segalla LANCE VERMEULEN RE, INC

    313 Main St, Great Barrington, MA 01230
  • /7

    $975 per month

    • 1 Bath
    • 301 Sq Ft
    • Property for Rent

    313 Main St, Great Barrington, MA 01230

    The Berkshire Block on Main Street in Great Barrington has been recently renovated and still has beautiful office spaces available for lease on the second and third floor. Office sizes range from 254 SF to 589 SF, choice of flooring, and can be furnished. Prices start at $975/month. The spaces offer elevator access, fiber internet, common reception area, conference room and restrooms. Private

    Tony Segalla LANCE VERMEULEN RE, INC

    313 Main St, Great Barrington, MA 01230

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 neighborhoods in Monterey, MA for renters?
The most popular neighborhood in Monterey, MA for renters is North East.
What are the most popular zip codes in Monterey, MA for renters?
The most popular zip codes in Monterey, MA for renters include 01230, 01238, 06068, 12529 and 01201.
How to Rent a Home