4 houses for rent in Great Barrington town

Available for lease, this 3,047-square-foot contemporary residence sits on a quiet 1.22-acre parcel in Great Barrington, offering 4 bedrooms, 4 full bathrooms, an attached 2-car garage, and seasonal access to a heated community pool. The interior features a vaulted great room anchored by a wood-burning fireplace, a main-level primary suite, and a private bonus studio ideal for a home office or creative retreat. Exterior amenities include an expansive wrap-around deck and a three-season screened porch overlooking mature grounds. Practical essentials include central air conditioning and an automatic whole-house backup generator. Located minutes from downtown Great Barrington, Ski Butternut, and Catamount; flexible lease terms, pet policy, and private showings available upon request

Spend your summer on the shores of Greenwater Pond in this peaceful Berkshire waterfront retreat. Offering beautifully designed living spaces, serene water views, and a private dock, this is the perfect setting for long summer days spent kayaking, boating, entertaining, or simply unwinding by the water. The property also offers convenient access to the public boat launch on Greenwater Pond, making it easy to enjoy everything the lake has to offer. Thoughtfully designed for comfort and relaxation, this home provides an ideal escape while remaining within reach of the Berkshires' renowned dining, culture, and outdoor recreation. Available June, July, August, and September 2027. June: $5,700/month July: $8,550/month August: $8,550/month September: $5,225/month No pets

Wonderful, one-level ranch owned, furnished, and decorated by a professional interior designer. Must be seen to be appreciated. Creative and functional space throughout this meticulously maintained home. Bright and attractive rooms. Outstanding, private, well-kept backyard. Dog-friendly landlord. Convenient proximity to three very popular restaurants and other village attractions

Vacation perfection! Look no further. This spacious and comfortable 5 bedroom, 3 1/2 bath home has it all. A pool, a tennis court, panoramic distant and scenic views, and it is in close proximity to two of the more popular Berkshire County restaurants. Don't want to eat out? Enjoy this home's large and attractive cook's kitchen. Fully available as of August 1st for $30,000 plus utilities. The rent per month for September 2026 through June 2027 is $10,000 per month

Bright and beautifully updated studio apartment with large windows providing plenty of natural light. The updated bathroom features a full tub/shower combination, and the apartment offers a clean, modern feel throughout. All utilities included. No pets, no smoking. First, last and security due at signing. Serious inquiries only: Contact Tavia via email at * or text with your name and your availability to schedule a showing. She will coordinate with our schedule, provide the application, and outline the next steps. All applicants are evaluated fairly based on income, rental history, and background/credit screening. References and proof of income are required. Section 8 and Housing Vouchers Welcome!

Spacious 3-bedroom, 1-bath apartment offering 960 square feet of comfortable living space. Enjoy relaxing on the charming front porch and the ease of in-unit laundry. Lead compliant! Located in a convenient area with easy access to local shops, transit, and amenities. Utilities are not included. First, last and security due at signing. No smoking. No pets. Don't miss this well-maintained rental opportunity!

Experience country living and modern convenience in this stunning Berkshire rental home. 2 bedroom or 3-bedroom options. Nestled on five serene acres of private land, this beautifully designed 2-to-3-bedroom, 3-full-bathroom residence offers an unparalleled woodland escape. Step inside to find spacious, light-filled rooms with views from every window. The open-concept living area flows seamlessly into a fully equipped kitchen with premium countertops, perfect for entertaining. Outside, a deck overlooks your private acreage, offering the ideal spot for morning coffee, evening gatherings, or simply taking in the peaceful surroundings. Outdoor enthusiasts will love the unparalleled location, situated just minutes from pristine state forest hiking trails and beautiful lakes. Furnished, all utilities included. This home can be rented via 2 options: 2-bed, 2 bath, $4,500 per month, all utilities included. 3-bed, 3 bath $6,000 per month, all utilities included

Renovated Spacious 3 Bedroom 1 Bath Apartment in The Heart Of Downtown! Bars, Restaurants, Coffee, Fitness Studios, and Shopping all at your fingertips with this central location. Spacious luxurious 3 Bedroom 1 Bath apartment with gourmet stainless steel kitchen and walk-in pantry. This apartment features recessed lighting and ceiling fans throughout; renovated kitchen with stone countertops; all stainless steel appliances (including dishwasher and in-unit washer/dryer); renovated modern bathroom, and hardwood floors throughout. The building is secured with a smart entry system, compatible with smartphone. Heat and hot water are included

Glimmerglass' offers the ultimate Academic Year retreat in an enchanting 4 bedroom waterfront home, available now through June 12, 2027. Nestled in a wonderfully private, serene setting with breathtaking water views, this exceptional property is designed for both restful getaways and effortless entertaining. Inside, the inviting layout boasts a seamless kitchen and family room combination alongside a large sunroom where dawn paints shimmering light across Lakeville Lake. The spacious living and dining areas are anchored by a cozy fireplace, where the quiet magic of the seasons unfolds. Outside, step directly onto your private dock, where misty autumn mornings give way to crisp, starry winter nights and the soothing silence of nature. Though deeply private, the home is ideally situated just minutes from the charming villages of Lakeville and Salisbury, CT, as well as Millerton, NY, keeping local boutiques and fine dining well within reach. No pets allowed. The Rail Trail in Millerton is

7000 per month for an Academic year lease. This unique waterfront rental, with an expansive deck & beautiful vista has a Main Residence with 3 bedrooms, 3 full en-suite baths, large stone fireplace & includes a one bedroom Guest Cottage with kitchen, full bath & a lovely stone fireplace. Available for $7000/month for an Academic year lease (Labor day 2026-Memorial Day 2027), a $7000/month winter lease term can be negotiated, or $8500/month for a one year lease. The setting is private, both houses have high ceilings & are light filled with open floor plans. Entertain right at the lakeside gazebo, on the large wrap around deck or lower patio. The lower level of the main house has a large family room with a pool table & a walk out for a stroll down to the lake where you can swim, kayak, sail, fish on Connecticuts' deepest lake. Enjoy all that our Litchfield Hills, Berkshires & Hudson Valley have to offer, including a variety of cultural events, (Sharon Playhouse, Tanglewood, Jacob's Pillo

Your weekend/weekday escape is waiting for you. Beautifully maintained log cabin on 3 acres surrounded by State Land. Large open living room with a stone fireplace, dining area, open kitchen, and wall of sliding doors leading to an extra-large deck perfect for summer entertaining and relaxing. Two bedrooms and a full bath on the first floor, primary bedroom and ensuite bath on the second floor with an office area overlooking the main level. The full unfinished basement provides excess storage space. This home offers complete privacy yet is perfectly situated between Cornwall, Sharon, Salisbury and Falls Village. Stay home and hike and explore from your front porch or visit the many beautiful town in the Northwest Corner! Available September to June

A Regal Sanctuary with recent key upgrades! Seize the opportunity to own a piece of majesty with this unparalleled castle perched atop a hill, commanding 60+ acres of pristine land. Surrounded by conservancy property, this estate promises uninterrupted tranquility and privacy. As you ascend the private road, the castle's imposing silhouette against the horizon is a prelude to the grandeur within. Boasting expansive living spaces, this 7,000+ sq ft residence offers endless potential for luxury and craftsmanship. The property's elevated position on the ridgeline affords breathtaking panoramic views stretching all the way to the Berkshires, ensuring every sunset is a spectacular event. The surrounding acreage, a mix of open spaces, ponds, woods and wild beauty, provides a serene retreat from the world. With nature as your neighbor, the possibilities are endless. There are trails for miles, an old mill, enjoy the local flora and fauna or simply bask in the peace that only such a secluded e