Explore Similar Homes Within 10 Miles of Monterey, MA
$3,300 total monthly price
174 Weatogue Rd, Salisbury, CT 06068
174 Weatogue Rd, Salisbury, CT 06068
$3,400 total monthly price
34 Church St Unit 2B, Lenox, MA 01240
Downtown Lenox!!Located in the heart of downtown Lenox, Unit 2B is a newly renovated condo nestled within shops, boutiques and numerous restaurants that are a staple to the Berkshires. This condo features 2 bedrooms, 1 full bathroom and an additional half bathroom. The spacious and open kitchen, living and dining area allows for plenty of gathering space. Living area has a beautiful working
$4,500 per month
56 Great Spruce Dr, Hillsdale, NY 12529
Discover a private Columbia County/Berkshires retreat set on a secluded, wooded lot just minutes from skiing and top regional attractions. Available as a seasonal furnished rental, this spacious home offers exceptional indoor–outdoor living with mature gardens and an expansive wraparound deck ideal for relaxing or entertaining. Inside, the home offers a flexible layout. The king bedroom features
Kelcey Otten Compass Greater NY, LLC
Call for Price
Apartment for Rent
1 Bed
207 Pleasant St, Great Barrington, MA 01230
$25 total monthly price
2 Depot Rd, Stockbridge, MA 01262
Physician, Dentist, Attorney, Architect, Engineer, Accountant or other professional office use with a long-term lease, minimum of 5 years. Berkshire Scenic Railway Museum has decided to lease their historic train station located in Stockbridge. Built in 1893, the building is listed on the National Registry of Historic Places. It was purchased by the Jack and Jane Fitzpatrick charitable High
Rich Aldrich WILLIAM PITT SOTHEBY'S - LENOX
$1,082 per month plus fees
Lenox Schoolhouse Apartments
Studio
109 Housatonic St, Lenox, MA 01240
$32 total monthly price
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
$2,800 total monthly price
37 Greene Ave, Canaan, CT 06018
This fully furnished 3-bedroom 1 bath rental is nestled in a quiet corner of Litchfield County is available starting January through June 2026. This bright and nicely decorated home is a peaceful retreat offering comfortable country living. This home features a fully equipped, spacious kitchen, ideal for entertaining, cozy living, and dining areas with an abundance of natural light that creates a
Margaret Alexson Elyse Harney Real Estate
$1,305 - $3,447 per month plus fees
Forge
1 - 3 Beds
66 Brushwood Way, Lenox, MA 01240
$4,850 per month
208 Cunningham Hill Rd, Canaan, NY 12029
Down a beautiful country road lies this fully furnished, completely renovated 3-bedroom, 3.5 bath home--the perfect blend of comfort and countryside charm. Conveniently located between Chatham, NY and The Berkshires, you'll enjoy easy access to fine restaurants, skiing and year-round cultural attractions. Home rental includes access to Queechy Lake.Features include:Central AC,
Janet Kain The Kinderhook Group, Inc.
$2,600 per month plus fees
139 Alan a Dale Dr, Becket, MA 01223
Property Id: 1379366This 2 bedroom 2 bath cabin is across the street from Little Robin Lake. Living room, den with TV and sunroom, all with comfortable seating, and high-speed internet. There are two bedrooms on the 2nd floor. The master bedroom has a queen size bed and closet. Guest bedroom has one queen size bed, a twin bed, as well as a twin trundle. Sunroom provides beautiful
$4,500 total monthly price
261 Taconic Rd, Salisbury, CT 06068
Available 11/01/2025-4/08/2026 Taconic Waterfront Carriage House. Step through the Living Room French doors to the terrace and gardens overlooking the peaceful waterway that meanders by from Twin Lakes, or enjoy serene, landscaped rock vistas from any room in this magical turn-of-the-century Carriage House. A Primary Bedroom Suite, plus Two Bedrooms with shared Full Bath on the first floor;
Colleen Vigeant Elyse Harney Real Estate
$3,300 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
$1,500 total monthly price
1292 Lenox Rd Unit 1, Richmond, MA 01254
Don’t Miss This Opportunity! Charming 1-Bedroom Studio Apartment in Beautiful Richmond MA. Enjoy peaceful living in this 1-bedroom studio apartment, located on over 6 acres of beautifully landscaped property featuring a variety of trees, flowering plants, and local wildlife that’s Available NOW – move in ready. This charming space features stylish vinyl wood plank flooring and is nestled in a
Dennis LeClair RE/MAX Compass
$3,400 total monthly price
34 Bridge St Unit 200, Great Barrington, MA 01230
Live the convenient downtown life in this sunny 2-bedroom, 2-bath apartment at Powerhouse Square! This recently built and modern apartment offers the best of downtown Great Barrington living from a quiet, off-street location. Enjoy bright, open spaces with nine-foot ceilings, large windows, and a private "Juliet" balcony. The apartment features a kitchen with granite countertops and stainless
$5,500 total monthly price
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
$2,200 - $3,200 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.
$5,500 total monthly price
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
$2,200 - $3,200 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.
$2,950 total monthly price
343 Main St, Great Barrington, MA 01230
New Apartments in the W.K. Garage Block - Main Street, Great BarringtonBe the first to live in these brand-new apartments located in the heart of Great Barrington. A variety of sleek studio, one-bedroom, and two-bedroom residences are now available, with monthly rents ranging from $2,400 to $3,200. Designed with modern style and industrial touches, each apartment features stainless steel
Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$2,200 - $3,200 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.
$18 total monthly price
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
$1,500 total monthly price
27 Housatonic St Unit 1, Lenox, MA 01240
Don’t miss this beautifully updated 1-bedroom apartment located in the heart of historic downtown Lenox. This bright second-floor corner unit offers abundant natural light, classic charm, and modern conveniences—all within steps of cafés, boutiques, and cultural destinations.APARTMENT FEATURES• Second-floor corner unit with large windows and excellent natural light• Hardwood
$2,000 total monthly price
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
$3,500 per month
230 Middle Rd, Austerlitz, NY 12017
Tucked along a winding country road, this 3-4 bedroom Cape feels worlds away from everything—yet close to all that makes the Berkshires & Hudson Valley special. Set on two wooded acres where light filters through old maples and the seasons feel close at hand, it's a home that invites you to slow down and breathe. Step inside and you'll sense the calm immediately. The living room gathers around a
$8,000 total monthly price
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
$2,650 total monthly price
474 East St, Mount Washington, MA 01258
$1,950 total monthly price
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
$18 total monthly price
34 Bridge St, Great Barrington, MA 01230
We have 3 space 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 spaces
Anthony Blair STONE HOUSE PROPERTIES, LLC
$975 total monthly price
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
$1,250 total monthly price
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
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.
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