Great Barrington MA Real Estate & Homes for Rent

June $8k; July $8,500; August $8,500. Annually $5,900/month. Well Located 5 Bedroom/2.5 Bath Colonial. Fresh & Clean & Ready! Totally Private & Quiet Near Villages of Salisbury & Lakeville. Great Eat-In Kitchen Tricked Out with Appliances. Main floor Guest Bed or Den. Generous Living Room with Fireplace & TV. Multi-Zone Efficient Central AC. Main Floor Cozy Den or Office with TV. Primary Bedroom with Full Bath. Lovely Screened Porch & Stone Terrace Overlook the Private Grounds. 2-Car Attached Garage. Easy Access to Area Hiking, Lakes & Summer Fun

Annual Furnished Rental: $5,900/month. Well Located 5 Bedroom/2.5 Bath Colonial. Fresh & Clean & Ready! Totally Private & Quiet Near Villages of Salisbury & Lakeville. Proximate to Hotchkiss; Salisbury, Indian Mountain & other Area Schools. Great Eat-In Kitchen Tricked Out with Appliances. Main floor Guest Bed or Den. Generous Living Room with Fireplace & TV. Multi-Zone Efficient Central AC. Main Floor Cozy Den or Office with TV. Primary Bedroom with Full Bath. Lovely Screened Porch & Stone Terrace Overlook the Private Grounds. 2-Car Attached Garage. Easy Access to Area Hiking, Lakes & All Season Fun

Winter Furnished Rental - Available: Nov. 1, 2024 - April 30, 2025 - This beautifully restored antique is on a sweet side street in Lakeville, CT. Features include 3 lovely Bedrooms, 2 full baths, a Living Room with a gas fireplace, a Library, a marble-countered Kitchen, central air-conditioning, and a lovely Terrace and lawn to the Brook, which runs along the back of the property. The Bike Path entrance, just down the street, connects with the shops, library, and restaurants in the village area of Salisbury and with the Town ballfield and tennis courts - and then, it is only a short way to Lakeville Lake. Also, close to Millerton, NY, and the Wassaic Train Station with Metro-North to Grand Central.

Salisbury Summer Rental with Pool - This private summer retreat with a heated pool and spa is ideally located on 4 park-like acres with stately trees and a level lawn at the end of a private lane for ultimate relaxation. This modern-feeling home offers open-concept spaces enhanced by high-end finishes, expansive windows, and extraordinary craftsmanship. Infused with natural light the airy gourmet kitchen joins the inviting living and dining rooms, both with wood-burning fireplaces, and invites you outdoors to a bluestone patio area and separate screened-in porch overlooking the pool area. The 1st-floor bedroom suite, office/study, and greeting room complete the first floor. The second floor has a fabulous primary suite and offers two abundantly spacious walk-in closets and a stunning primary bathroom with radiant heated floors. In addition, there are two additional bedrooms with a shared bath and a generous laundry room. Located within minutes of the villages of Salisbury, Lakeville, and Millerton. Enjoy summer 2024 in the Litchfield Hills!

Welcome to the Ghent Bungalow, a quintessential upstate rental in the heart of Columbia County. The completely renovated craftsman style farmhouse, sits on its own 1.5 acres, bordering 1000's of acres of open land and fields as well as North Creek. The country quiet can be enjoyed from the large deck and fenced in yard in the back and rocking chair porch at front of house. Ideal for full time living or a weekend getaway, the home has 2 bedrooms on the main floor and large upstairs primary bedroom with ensuite bathroom. The open floor plan creates a functional living space blending kitchen, dining, and living area. Full of bright, natural light throughout, the thoughtful updates and clean design create a warm and comfortable place to retreat to. Situated for easy access to all of what Columbia County has to offer- quick drives to Hudson, Chatham, Kinderhook, amazing dining, entertainment, galleries, farmer's markets, hiking, cycling, swimming, and skiing. The Ghent Bungalow is ready a launching pad for your Hudson Valley adventures! Available July 18 for a year or seasonal lease. All utilities included. Pets allowed upon approval with deposit.

Spectacular Summer Rental With Pool, Lakeview, And Amazing Outdoor Area - Available: June 15 - July 31, 2024 - Discover this amazing 6-bedroom/5.5-bath home available for rent in Lakeville, CT. Thoughtfully designed for summer enjoyment, the property boasts a gunite pool with a spacious patio area and breathtaking views of Lakeville Lake. The outdoor patio is equipped with a full cooking area featuring grills, cooktops, and a green egg. This home offers generous living spaces on two levels, with bedrooms and baths spread across three floors. Conveniently situated near the town beach on Lakeville Lake, as well as restaurants, shops, Millerton for movies, and additional shopping and dining experiences. With its proximity to Hotchkiss, the Harlem Valley Metro North train line, and an abundance of outdoor activities like paddling, hiking on the AT, state forest land, you'll have access to everything the Litchfield Hills, Hudson Valley, and Berkshires have to offer.

Lakefront Summer Rental- Available: July & August @ $20,000/month. Enjoy lakefront living from this ideally situated 3-bedroom, 3-bath home on Lakeville Lake. The stunning architecture of this home is thoughtfully designed to frame the lake views from both the upper and lower levels, giving nearly every room a water view! The first floor includes an open-concept Living Room with a fireplace and a Dining Room - both of which are open to the raised deck overlooking Lakeville Lake. The Kitchen opens to a back courtyard for grilling and more intimate settings. The Primary Suite and another Bedroom and Full Bath off the hall complete the main living level. The Lower Level opens to a Family Room with sliding doors out to the yard and lake. Three additional Rooms and a Bath off the Hall on this lower level create space for everyone! Minutes to the villages of Lakeville and Salisbury, a stone's throw to the Lakeville Town Grove (beach), nearby the Salisbury Railroad Ramble biking and walking path, and all of the area's local restaurants and shops. 20 minutes to Wassaic Station.

Utterly charming country home on a lovely road only minutes from the villages of Lakeville, CT and Millerton, NY. This home is filled with character, sleeps 8 and offers central air conditioning. A large lawn, patio, gazebo and sunset views complete the package. Utilities included except trash removal, tv is streaming. Tenant pays a one time cleaning fee of $600. Available for August only 8/1/24 -9/3/24.

Equestrian Rental: 15 Stalls, Indoor Ring, Paddocks. Experience the ultimate equestrian opportunity to rent a horse barn, featuring 15 spacious 12'x12' stalls with beautiful brick floors. The barn is equipped with a convenient wash stall, complete with an adjustable hose. Additionally, there are two tack rooms capable of holding 14 saddles, ensuring ample storage for your equipment. Grain and hay storage are available to support the filled stalls. Enjoy the convenience of a kitchenette and laundry facilities right in the barn. Take advantage of our well-maintained turn-out paddocks, enclosed by a white stockade fence, providing abundant grazing areas for your horses. Access to an indoor riding area with jumps is also included, allowing for year-round training and exercise. Rent for this exceptional equestrian facility is $3,500 per month, excluding utilities. Subletting stalls is an option, offering additional flexibility. Don't miss this incredible opportunity, perfect for any passionate rider or equestrian professional.,AboveGrade:4896,Other School:WEBUTUCK,ROOF:Metal

Private single-family home available on 2.24 acres of land. Large deck overlooking big back yard that borders against undeveloped woods. Wood floors, updated kitchen and bathrooms. Large, finished room below grade level with full bathroom. Also, a full bathroom on the main floor and a half a bath from one of the bedrooms. Solar installed on roof provides around $100 in credit toward electric bill. Plenty of room for parking. Washer and dryer included in lower level. Pool is not in use, owner is willing to negotiated terms for it to become operational.

Recently built private Litchfield county retreat. Imagine spending your summer in this beautiful home with stunning hillside distant views. Enjoy watching the sunset with family and friends on this gorgeous wrap around deck. As you enter the home the first thing you notice is the sunshine flooding the entire open concept main level. The living room provides lots of space for gathering with two full size sofas. Friends and family can gather at the large dining table which is adjacent to the chef's kitchen. The kitchen provides new stainless steel appliances, and plenty of counter space for preparing meals. You will notice that almost every room in the house has a stunning view of the landscape that surrounds the house. This home features plenty of room to host guests. The primary suite is on the first level featuring a beautiful en suite bathroom. The ground level floor has two additional bedrooms with a shared living room as well as full bathroom. The upstairs level features a spacious office as well as an additional sunny bedroom and a large full bathroom. This home is nestled in a private location but is moments from both Lakeville and Millerton for shopping and restaurants. All utilities included. Tenant is responsible only for liability insurance, lake pass & credit check. Join us this summer in the Litchfield Hills and you can understand why people instantly fall in love with the quiet corner. AVAILABLE JULY $14/m & AUGUST (through 9/3) $15.5k/m ONLY.

Available early September 2024 to early June 2025 @ $4250 per month. Shorter terms considered. Fabulous 4 bedroom contemporary waterfront home with amazing lake views, kitchen/family room combo (FP not to be used), dining/living room combo with fireplace, sunroom, and 3 full and 1 half baths. About 25 minutes to skiing at Mohawk Mountain, about 30 minutes to Catamount ski area in Hillsdale NY and about 45 minutes to Butternut ski area in Great Barrington, Mass. Minutes to the villages of Lakeville and Salisbury and about 20 minutes to train service to NYC. Guest cottage not included. Will be winterized and not in use. Use of one bay in detached garage.

Elegant Historic Home with Fireplaces for Winter Rental - Available January 1 -June 30, 2024. - A very special renovated Historic Colonial is offered with 3 Bedrooms, one on the Main Floor, 2 Full Baths, a large Living Room with a fireplace, and a separate TV Room or Den/Office. The Main House is offered for $4,500 per month thru May 2024. Additionally available is the 2-bedroom Cottage with a Great Room, Kitchenette and Full Bath. The Main House and the Cottage may be rented together for a total of $5,750 per month thru May 2024. The Main House is available for month of June 2024 for $6000. Close to private schools, Lakeville Lake, the Villages of Salisbury, Lakeville, Sharon CT, and Millerton, NY, the Wassaic Train Station with trains to NYC, and winter ski slopes. Fabulous!

Lakeville Annual Furnished Rental - Annual, furnished rental, available June 5, 2024: Privately located in Lakeville, Connecticut. This 4-bedroom, 2.5-Bath home offers space for everyone. Well-maintained and updates throughout - enjoy an open Living, Dining, Kitchen area that opens to the expansive back deck surrounded by gardens. A Primary Suite with private Sitting Room/Office, newly renovated Master Bath and walk-in closet is situated off its own hall with doors to the backyard and deck. 3 Additional Bedrooms and a full bath are off the front hall. A light-filled Family Room and Mudroom entry with Half Bath complement the New England lifestyle. Enjoy a year-round outdoor recreation from this spacious country home with expansive outdoor space for entertaining. Nearby attractions: Hotchkiss School, Salisbury School, Berkshire School, Lakeville Lake, Ski Butternut, Catamount, Appalachian Trail, Housatonic River, village of Millerton NY, Hudson Valley NY, Berkshires MA, Twin Lakes

Spend your summer in the country enjoying this privately located home in the Ancram area which is convenient to The Berkshires and other surrounding areas that offer hiking, boating and cycling. Visit the local farmer's markets and dine out in the area's many fine restaurants. This 1880's Victorian features 5+ bedrooms, 3.5 baths, large chef's kitchen with a dining area. There is a cozy family room which opens to a screened in porch and patio overlooking an expansive lawn and heated in ground pool. Plenty of room to entertain family and friends. Located on 21+ acres at the end of a country lane. Longer term considered. Convenient to Mashomack Club and area private schools.

Rustic Chic Barn, renovated as an energy efficient home, consisting of 2 large open floors w/ a Queen Bed on 1st floor, and 2 more on the 2nd Floor. A group, or two couples should be comfortable sharing this unique space. Fully equipped kitchen w/gas stove, washer & dryer. There is a separate toilet with sink, and a single shower with sink. Radiant floor heating throughout. Full music set up w/instruments & PA on 2nd floor. 1GB Wifi, smart thermostat, smart lighting, AC window units, 2x 42' TV w/firestick & cable. There is also a full house Auto-Backup Generator. Ambient light moves through the building during the day & no artificial lighting is needed. Excellent star gazing, with spectacular views of the Milky Way on a clear night. Circular driveway lined with Apple Trees leads to a large stone patio w/BBQ as well as an above ground fire pit. Summer guests have access to a canoe, blueberry, peach and apple groves, as well as a Lakeville lake facility and parking pass. The Hotchkiss 9 hole golf course is 1 mile away. Winter guests have 3 local ski resorts 30-45 minutes away plus a ski jump in Salisbury. Hotchkiss, Indian Mountain, Salisbury private schools, Lime Rock Park Racetrack & cultural activities & shopping in Millerton, NY are all within a 5 mile radius. Privacy, amazing marsh views w/abundant bird watching, wildlife, country living, comfort & convenience awaits you.

Nestled amidst the tranquility of nature, this private 3-bedroom, 1.5-bath home offers a serene escape on a sprawling 7.6 acres. Imagine waking up to the gentle sounds of nature, stepping onto your deck to overlook the scenic backyard and its centerpiece, a peaceful pond. Inside, the warmth of wood floors greets you on the main level, leading you to a cozy living room where the fireplace awaits to create memorable moments. Just a stone's throw away, the charming Village of Millerton invites you with its community spirit and local amenities, all within a brief 5-minute journey. This home is available for a school year rental from August 15, 2024, to June 30, 2025, offering a perfect blend of privacy, comfort, and convenience for those seeking a temporary haven during the academic year.

Newly Renovated In-town Apartment - Everything is Brand New!! 2 bedroom, 1 full bathroom 725 square foot apartment on .22 acres. Located on a quiet side road in the town of Millerton with the Harlem Valley Rail Trail across the street. Stainless steel appliances with butcher block countertops and an open floor plan to the dining area and living room. Spacious bedrooms with closets on the second floor. The convenience of a washer and dryer. Private outside area perfect for a grill and table. Common flat grass area shared among three units. Parking on the street and/or one spot included in the parking lot across the street. Hot water and heat are electric. Approved pets are allowed with an additional deposit.

Simple clean expression, natural materials, and timeless design characterize this architect-designed house carefully sited to enjoy stunning views over protected land. Set on 11 bucolic acres along one of Litchfield County's prettiest roads, the meticulously cared-for home is filled with light, air, and warm materials. Large sheets of glass eliminate barriers and bring the outdoors in. The open floor plan is organized around a commanding two-sided thick granite curbstone fireplace that unites the living room and kitchen. The primary suite is stunning with a classic design and extra-large bathroom. Three other spacious bedrooms welcome friends and family in style. Private first-floor office with internet for office meetings and family chats. Chefs kitchen with extra-large refrigerator and space to entertain friends and family. A large grassy area is perfect for enjoying those long lazy summer days and central air is a nice getaway from the heat. Salisbury Land Trust Conservation Easement. Easy access to Metro-North.

Summer in the Litchfield Hills! Experience expansive sunrise to sunset views from this stunning property with a pool. Summer Rental Available: 07/01/2024 - 8/31/2024 Perched high amongst rolling hills, with endless pastoral and mountain views, this Sprawling Furnished 4-Bedroom Ranch style home is newly renovated. A Master Suite with Fireplace and Twin Bedroom en-suite are located on the main floor. Two additional Bedrooms are located on the second floor with a full bath. Living Room with Fireplace and a full wall of sliders leading out to a patio looking over the pool and an endless eastern mountain view. The chefs' kitchen, completely updated with a center island, and eat-in breakfast area is filled with light. Come and enjoy this luxurious newly renovated home offering spectacular views of the Berkshires and beyond. Minutes from Salisbury, CT, Sharon CT, Millerton, NY, and Lime Rock Park, Appalachian Trail, and Metro-North Train Station. Only two hours from NYC.

Lovely updated oversized home with plenty of room for everyone. Perfectly furnished with everything you'd need, walk into the large living room with space for all your guests to chat. Formal dining room flow into the updated and beautiful kitchen perfect for all your cooking. Breakfast dining area and lounge furniture around cozy fireplace off kitchen. Large sliding doors off back lead to great sized deck with gazebo area for al fresco dining. Plenty of space outside in the 1.5 acre yard for gardening, lounging and enjoying the upstate air! On the first floor there is one bedroom, a full bathroom and office library perfect for getting all your work done from home. Upstairs there is 3 bedrooms with a family lounge area off the primary bedroom. This home has space for the whole family and all your guests, and is the perfect place to spend your summer as you're 10 minutes to Hudson with so much to do!,AboveGrade:2465,ExteriorFeatures:Landscaped,FLOORING:Wood,FOUNDATION:Block,OwnerPays:Cable,Fire Insurance,Maintenance,Taxes,ROOF:Asphalt Shingles

Spectacular Views from New Renovation - Available 5/1/2024 - 4/30/2025 - $4500 per month plus utilities. A long driveway approach brings you to this beautifully renovated home with gorgeous distant southern views. Features include a new Kitchen with soapstone counters, Pantry, large Living Room/Dining Room with propane fireplace and vaulted ceiling, 3-Bedrooms and 2 Full Baths, and 2 front Porches facing the view. Single-floor living in a fabulous location just a short hop to the Village of Millerton, NY, the Wassaic Train Station, and Lakeville and Sharon, CT. Be sure to see this outstanding rental!

Spectacular Views From New Renovation - A long driveway approach brings you to this beautifully renovated home with gorgeous distant southern views. Features include a new Kitchen with soapstone counters, Pantry, large Living Room/Dining Room with propane fireplace and vaulted ceiling, 3 bedrooms and 2 Full Baths, and 2 front Porches facing the view. Single-floor living in a fabulous location just a short hop to the Village of Millerton, NY, the Wassaic Train Station, and Lakeville and Sharon, CT. Be sure to see this outstanding rental!

Stylishly remodeled former hunting camp within its own vast 100 acre + nature preserve. Outdoor fire pit, pond, and private walking trails are throughout the property. The location is private, and yet is just moments to the Taconic State Parkway, Hudson, NY, and the countless wonderful farm stands and farm to table restaurants and hikes for which the Hudson Valley is renowned.

Nestled amidst 23 acres of lush woodland, this contemporary 2-bedroom home offers a serene retreat for the summer season, available from Memorial Day to Labor Day. The privacy of the location invites you to meander through the woods to discover a modern haven, complete with a convenient carport. Inside, the residence boasts wood flooring throughout and plush carpeting in the primary bedroom, ensuring comfort and style. The primary bathroom is a highlight, featuring elegant tile work and a large soaking tub perfect for unwinding. Outside, the property extends an invitation to relax on the patio or the expansive deck, both offering tranquil views of the verdant backyard. This idyllic escape is conveniently situated just 15 minutes from the charming village of Millerton and the Wassaic Train Station, blending accessibility with the peace of country living. Rental Memorial Day to Labor Day. Available for Fall, School and Year round rental