This three-bedroom cottage is situated on the shores of Otis Reservoir, Massachusetts' largest recreational lake, just 40 kilometres from the Berkshire Hills. The property offers direct lake access with two docks, a spacious deck with sunset views, a private hot tub, and complimentary kayaks for exploring the scenic surroundings.
9.8 17 reviews
The Berkshires, MA
13/11 – 16/11
3025 ﺩ.ﺇ/nighttotal: 9075 ﺩ.ﺇ (3 )
Lakeside Retreat | Dock, Kayaks & Fire Pit
3 5
apartment , Becket
This lakeside chalet in Becket, Massachusetts is located just 8 kilometres from Jacob's Pillow, 40 kilometres from Tanglewood and 48 kilometres from Butternut ski resort. The three-bedroom bungalow offers space for six guests and features a private dock, kayaks, a garden, parking, a terrace, a fully equipped kitchen and air conditioning.
9.8 11 reviews
The Berkshires, MA
27/06 – 04/07
2795 ﺩ.ﺇ/nighttotal: 19565 ﺩ.ﺇ (7 )
Lakefront Bungalow
3 2
apartment , Otis
This pet-friendly bungalow is located in Otis, Massachusetts, just 7km from Tolland State Forest and close to Otis Reservoir. It has received excellent user ratings and is a popular choice for travellers visiting the area. The bungalow has 3 bedrooms and 2 bathrooms, comfortably accommodating up to 7 guests. It is fully equipped with modern amenities, including air conditioning, Wi-Fi, a fully equipped kitchen, a washer and dryer, and a spacious garden with a fire pit.
10 22 reviews
The Berkshires, MA
20/11 – 23/11
3258 ﺩ.ﺇ/nighttotal: 9774 ﺩ.ﺇ (3 )
Berkshires Waterfront Escape W/ Hot Tub & Kayaks
1 5
apartment , Otis
This five-bedroom Otis, Massachusetts lakeside property, a six-minute drive (approx. 9.6km) from the ski slopes, offers direct waterfront access with kayaks and tranquil views. Sleeping ten guests, this self-catering apartment boasts a fully equipped kitchen, three bathrooms, a jacuzzi, a basement suite with kitchenette, a game room, and extensive outdoor space including a patio with grill; essential amenities are provided.
10 1 review
The Berkshires, MA
31/08 – 03/09
1227 ﺩ.ﺇ/nighttotal: 3681 ﺩ.ﺇ (3 )
Cozy Berkshire Cottage
1 2
apartment , Otis
This lake access cottage in the Berkshires offers proximity to cultural attractions and four ski areas within a 72 kilometre drive. This one-bedroom flat accommodates up to six guests and features a full kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, Wi-Fi, a gas fireplace, and seasonal amenities including kayaks and a gas grill.
10 1 review
The Berkshires, MA
13/11 – 16/11
1998 ﺩ.ﺇ/nighttotal: 5994 ﺩ.ﺇ (3 )
Waterfront Cottage Retreat By Evergreen Home
3 5
apartment , Becket
This three-bedroom Lee lakeside property, near Shaw Pond and a nine-minute drive from Otis Ridge ski area, offers direct lakefront access and proximity to Butternut and Bousquet ski resorts (approximately 40km away). The 111 square metre holiday home features a well-equipped kitchen, two bathrooms, a screened porch, kayaks, a paddleboat, and accommodates up to six guests, with amenities including a fire pit and professionally landscaped grounds.
9.8 34 reviews
The Berkshires, MA
31/08 – 03/09
804 ﺩ.ﺇ/nighttotal: 2412 ﺩ.ﺇ (3 )
Sky Light Lighthouse Unique Getaway In Berkshires
1 2
apartment , New Marlborough
This lighthouse-style house in New Marlborough, Massachusetts, is within walking distance of the Joffe Nature Sanctuary and Umpachene Falls, and a short drive from hiking trails around York Lake. The property, sleeping up to two guests, offers a modern interior with an octagonal kitchen/living room, upstairs bedroom and bathroom, a rooftop deck, and a large three-season screened porch; high-speed internet and pet-friendly facilities are also available.
10 1 review
The Berkshires, MA
14/08 – 16/08
1993 ﺩ.ﺇ/nighttotal: 3986 ﺩ.ﺇ (2 )
Spacious Cozy Home In Otis
1 2
apartment , Otis
This Otis flat is situated in a secluded woodland area, offering peace and quiet, with a general store and local restaurant a short walk away, and close to outdoor recreation including walking and snowmobile trails, skiing, Tolland State Forest, and Otis Reservoir's public beach, with a boat ramp located less than 1 kilometre away. This property sleeps up to 10 guests across four bedrooms and two bathrooms, featuring a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, Wi-Fi, and parking, along with spacious outdoor living areas including a wrap-around porch with a gas grill and a screened-in room, and a furnished basement with bunk and twin beds to accommodate an additional three people.
9.8 24 reviews
The Berkshires, MA
08/07 – 12/07
3013 ﺩ.ﺇ/nighttotal: 12052 ﺩ.ﺇ (4 )
Lovely Vacation Home On Secluded Hillside With Views And Heated Pool
3 4
apartment , New Marlborough
This modern barn conversion is situated on a secluded hill in New Marlborough, offering stunning mountain views and a short drive (5km) to both the charming town centre and the scenic hiking trails of the Berkshires. It has consistently received excellent ratings for its location, cleanliness, and overall guest experience. The property has three bedrooms, two bathrooms, and can comfortably accommodate up to six guests. Guests can enjoy a heated pool, a spacious living area, a private garden, and a terrace with views of the surrounding countryside, as well as a trampoline and access to nearby hiking trails.
9.5 70 reviews
The Berkshires, MA
16/07 – 18/07
3704 ﺩ.ﺇ/nighttotal: 7408 ﺩ.ﺇ (2 )
Serene Berkshires Home On 5+ Acres, Rustic & Chic
5 2
apartment , Otis
This spacious apartment is located in Otis, in the Berkshires, offering a tranquil setting within protected forestland, just a short drive from local attractions. The apartment has received excellent ratings for its location, cleanliness, and overall user experience. The apartment has five bedrooms and three bathrooms, comfortably accommodating up to ten guests. It features a well-equipped kitchen, a dedicated workspace, a game room, a play area, and outdoor amenities such as a screened porch, a backyard with seating, a fire pit, and a gas grill, making it ideal for families and groups.
10 2 reviews
The Berkshires, MA
27/06 – 04/07
1147 ﺩ.ﺇ/nighttotal: 8029 ﺩ.ﺇ (7 )
Quaint & Cozy Loft
1 2
apartment , Stockbridge
This Stockbridge loft apartment is centrally located, within walking distance of Norman Rockwell's home and Stockbridge village centre. The one-bedroom flat offers a galley kitchen with fridge, freezer and microwave, a private bathroom, and accommodates two guests, featuring original fireplace and idyllic views.
10 3 reviews
The Berkshires, MA
08/07 – 12/07
24463 ﺩ.ﺇ/nighttotal: 97852 ﺩ.ﺇ (4 )
Sunset Falls: A Berkshire Mountain Luxury Retreat
1 4
apartment , New Marlborough
This luxurious apartment is located in the picturesque Berkshires of western Massachusetts, 32 kilometres from Great Barrington, a town known for its cultural experiences, restaurants, and shops. The apartment offers a range of amenities including a hot tub, steam room, radiant heated floors, three fireplaces, a fully equipped chef's kitchen, a gym, a 2-car heated garage, a children's nook with books and games, a dedicated kids room with 6 queen over queen bunk beds, accommodating up to 12 guests, and a great room with a pool table, foosball, darts, arcade games, an 85” TV, and a wet bar with a wine fridge and a kegerator.
Best family friendly The Berkshires, MA apartment rentals
Among the 1721 accommodations in The Berkshires, MA, here are the 4 best family friendly apartments
9.8 44 reviews
The Berkshires, MA
20/11 – 23/11
1365 ﺩ.ﺇ/nighttotal: 4095 ﺩ.ﺇ (3 )
The Meadows House @ Otis Ridge W/ 7-person Hot Tub
4 5
apartment , Otis
This house is located just half a mile from Otis Ridge, offering easy access to hiking trails and scenic views. It is also within a short drive of County Beach, Ashintully Gardens, Otis Reservoir, and Jacob's Pillow, making it a great base for exploring the area. The property has received excellent user ratings, suggesting a comfortable and enjoyable stay. The house has three bedrooms, three bathrooms, and can accommodate up to seven guests, with a total floor area of 153 square metres. It features a fully equipped kitchen, a fireplace, a spa tub, a garden, barbecue grills, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
9.9 340 reviews
The Berkshires, MA
13/11 – 16/11
2991 ﺩ.ﺇ/nighttotal: 8973 ﺩ.ﺇ (3 )
Jaw Dropping Mountain & Lake Views In This Stylish Mountain Home.
4 5
apartment , Monterey
This beautiful home is located in the Berkshires, a scenic region of Massachusetts, just 20 minutes from Great Barrington and 2.5 hours from both New York City and Boston. It has received excellent ratings for location, cleanliness, and overall user experience. The property spans 214 square metres and comfortably accommodates up to 9 guests in its 4 bedrooms and 2 bathrooms. It offers a range of amenities, including a fully equipped kitchen, a hot tub, a fire pit, and a screened sunroom with stunning lake views.
9.9 168 reviews
The Berkshires, MA
31/08 – 03/09
1133 ﺩ.ﺇ/nighttotal: 3399 ﺩ.ﺇ (3 )
Converted Berkshire Schoolhouse On A Quiet River
1 2
apartment , New Marlborough
This charming cottage is located in the Berkshires, just a short distance from the Butternut ski resort and the town of Great Barrington, offering easy access to both outdoor adventures and cultural attractions. The property has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience. The cottage features three bedrooms, comfortably accommodating up to five guests. Enjoy a fully equipped kitchen, a spacious garden, a private terrace, and a host of amenities including a BBQ, a coffee grinder, a DVD collection, and a unique "sign the walls" tradition in the bathroom.
10 13 reviews
The Berkshires, MA
20/11 – 23/11
1510 ﺩ.ﺇ/nighttotal: 4530 ﺩ.ﺇ (3 )
Sunny Oasis In The Woods In Otis
1 5
apartment , Otis
This Berkshire County house, less than 1.6km from Route 23, offers easy access to Stockbridge, Great Barrington, and Lenox, placing guests near popular Berkshire attractions such as Tanglewood and Jacob's Pillow. The three-bedroom, two-bathroom property sleeps six, boasting a contemporary open-plan living area, a first-floor den, and outdoor amenities including two kayaks and a mini frisbee golf course; all within a secluded wooded setting.
Best The Berkshires, MA apartment rentals with air conditioning
10 52 reviews
The Berkshires, MA
20/11 – 23/11
1084 ﺩ.ﺇ/nighttotal: 3252 ﺩ.ﺇ (3 )
Ridge House At Otis Ridge Ski Area
3 5
apartment , Otis
The Ridge House is situated right next to the Otis Ridge Ski Area, making it perfect for those seeking a winter sports getaway. The property has consistently received excellent ratings for its cleanliness, location and overall user experience. The apartment is spacious and can comfortably accommodate up to six guests. The well-equipped kitchen, outdoor deck with grill, and access to games and Wi-Fi provide everything you need for a relaxing and enjoyable stay.
10 48 reviews
The Berkshires, MA
13/11 – 16/11
2511 ﺩ.ﺇ/nighttotal: 7533 ﺩ.ﺇ (3 )
Waterfront Oasis In Heart Of Berkshires
4 5
apartment , Sandisfield
This waterfront property is situated in Sandisfield, just a short distance from Butternut ski resort and tubing, as well as the shops and restaurants of Great Barrington and Lenox. The apartment has received excellent ratings for location, cleanliness, and user experience. The spacious apartment comfortably sleeps up to seven guests in its four bedrooms and three bathrooms. Guests can enjoy a fully equipped kitchen, a wood-burning stove, a private garden, and stunning views of the water.
10 14 reviews
The Berkshires, MA
16/07 – 18/07
2116 ﺩ.ﺇ/nighttotal: 4232 ﺩ.ﺇ (2 )
Private Mountain Retreat - 5 Acres Close To Lakes
1 2
apartment , Otis
This four-bedroom, three-bathroom Berkshire County apartment, near the Monterey/Tyringham border, is situated approximately 24-32km from Great Barrington, Lenox, and Tanglewood. The spacious property, sleeping eight guests comfortably in a newly renovated dwelling with open-plan living, boasts a fully equipped kitchen, luxurious bathrooms, and a private garden with parking; ideal for families or groups exploring the Berkshires.
9.8 362 reviews
The Berkshires, MA
31/08 – 03/09
899 ﺩ.ﺇ/nighttotal: 2697 ﺩ.ﺇ (3 )
Real Estate:therapy - Lake, Laundry, Love It
1 2
apartment , Becket
This apartment is located in the Sherwood Forest Community, just 18 minutes from the centre of Lee, Massachusetts, offering a peaceful retreat in a woodland setting. It has received excellent ratings for location, cleanliness, and user experience, making it a popular choice for travellers. The self-catering property has three bedrooms, accommodating up to six guests, and features a spacious open-plan living area, kitchen, and dining room. The apartment comes equipped with a range of amenities, including a fully equipped kitchen, a washing machine and dryer, comfortable beds, and high-speed internet access. Guests can also enjoy access to a private lake with a canoe and paddleboard, a barbecue area, and a level 2 EV charger.
Frequently Asked Questions about apartment rentals in The Berkshires, MA
Which neighborhoods in Monts Berkshire are best for renting an apartment?
For a comfortable stay, consider renting an apartment in Lenox, Stockbridge, or Williamstown. These towns offer a good balance of amenities, cultural attractions, and proximity to natural beauty. Lenox, in particular, has a charming downtown area with plenty of restaurants and shops. Williamstown is home to Williams College and has a vibrant arts scene.
What are the best apartments in The Berkshires, MA?
What are the top cultural and historical sites in Monts Berkshire?
The Berkshires is packed with cultural gems. You can visit the Tanglewood Music Center in Lenox, which hosts world-renowned classical music performances during the summer. The Norman Rockwell Museum in Stockbridge showcases the iconic American artist's works. For a taste of history, visit the Hancock Shaker Village in Hancock, which offers a glimpse into the life of the Shaker community.
What are the best apartments with a pool in The Berkshires, MA?
The Berkshires is known for its stunning natural beauty, with rolling hills, forests, and lakes. It's also a haven for art and culture, with a thriving arts scene, numerous museums, and world-class music venues. The area has a rich history, with historic homes, villages, and landmarks that tell stories of the past.
What are the best apartments with a jacuzzi in The Berkshires, MA?
How is the public transportation system in Monts Berkshire?
The Berkshires is a car-dependent region, with public transportation being limited. There are local bus services within some towns, but you'll need a car to get around the entire region. However, there are several ride-sharing services available, and you can find taxis in some towns.
What are the best apartments for families and kids in The Berkshires, MA?
Which seasonal events or festivals should apartment renters look forward to in Monts Berkshire?
The Berkshires is alive with festivals throughout the year. In the summer, you can enjoy the Tanglewood Music Festival in Lenox, the Jacob's Pillow Dance Festival in Becket, and the Berkshire Theatre Festival in Stockbridge. In the fall, the region bursts with colour during the foliage season, and there are many festivals celebrating the harvest.
What are the best pet friendly apartments in The Berkshires, MA?
Best The Berkshires, MA apartment rentals with parking
9.2 10 reviews
The Berkshires, MA
20/11 – 23/11
5204 ﺩ.ﺇ/nighttotal: 15612 ﺩ.ﺇ (3 )
Monterey Home W/ Hot Tub, Pool & Game Room!
6 5
apartment , Monterey
This spacious apartment is located in Monterey, Massachusetts, just 13 kilometres from Butternut Ski Area and 24 kilometres from Tanglewood, offering easy access to popular attractions. It has consistently received very good reviews from previous guests. The property spans 415 square metres and comfortably accommodates up to 16 guests across its six bedrooms and six bathrooms. The apartment features a well-equipped kitchen, a games room, a large garden with a swimming pool and a hot tub, and a tennis court, ensuring entertainment for all ages.
10 8 reviews
The Berkshires, MA
08/07 – 12/07
1726 ﺩ.ﺇ/nighttotal: 6904 ﺩ.ﺇ (4 )
Charming Berkshire Farmhouse: Your Cozy Retreat Awaits!
3 4
apartment , Monterey
This Monterey mountain property is situated 0.6km from Lake Buel, and within 5km of Dry Hill, Les Trois Emme Winery, Ski Butternut, and Beartown State Forest. This three-bedroom house, sleeping six, boasts a fully equipped kitchen, private patio, fireplace, free Wi-Fi, and is ideal for families or groups enjoying nearby water sports, wine tasting, skiing, or forest walks.
10 5 reviews
The Berkshires, MA
24/07 – 26/07
2562 ﺩ.ﺇ/nighttotal: 5124 ﺩ.ﺇ (2 )
The Owl And Firefly – A Cabin For Families
1 4
apartment , Otis
This secluded apartment in Otis, nestled deep within the southern Berkshires' pine forests and stone walls, offers a tranquil escape on a private 6-acre property, providing a convenient base for exploring the region. This 3-bedroom, 3-bathroom dwelling accommodates up to 10 guests, featuring a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, internet, and indoor entertainment including a climbing wall and playroom, all within a cabin experience designed for family adventures.
9.9 99 reviews
The Berkshires, MA
13/11 – 16/11
1719 ﺩ.ﺇ/nighttotal: 5157 ﺩ.ﺇ (3 )
Bosworth Tap Room
1 5
apartment , Sandisfield
This historic house is located in the southeast corner of the Berkshires, around 48 kilometres from the nearest shopping centre, offering a peaceful retreat in the beautiful countryside. The property has received excellent ratings for its location, cleanliness, and overall experience. The house has four bedrooms and one bathroom, comfortably accommodating up to six guests. The house features a fully equipped kitchen, a garden, and air conditioning, alongside modern amenities while retaining its authentic colonial charm.
Best The Berkshires, MA apartment rentals with a garden
The Berkshires, MA
13/11 – 16/11
2026 ﺩ.ﺇ/nighttotal: 6078 ﺩ.ﺇ (3 )
Direct To Lake Garfield: Summer Dates Available!
3 5
apartment , Monterey
This waterfront holiday home in Monterey offers direct access to Lake Garfield, with Ski Butternut less than 10 kilometres away and Great Barrington approximately 15 kilometres distant. This 171 square metre apartment sleeps eight guests and features three bedrooms and three bathrooms, a gourmet kitchen with a Viking range, multiple living spaces including a bonus room with a gas fireplace, and private outdoor entertaining areas with a fire pit and Adirondack chairs.
9.6 77 reviews
The Berkshires, MA
13/11 – 16/11
1608 ﺩ.ﺇ/nighttotal: 4824 ﺩ.ﺇ (3 )
Newly Rebuilt Waterfront House On Otis Reservoir
1 5
apartment , Otis
This four-bedroom apartment is situated in Otis, right on the water in a cove, with a road separating the front yard from the water's edge. The property enjoys excellent ratings for location, cleanliness, and overall user experience. The self-catering property sleeps up to eight guests and features a fully-equipped kitchen, two bathrooms, and a spacious deck. Guests can enjoy a private dock, boat rentals, and a peaceful garden, all within a safe and child-friendly environment.
9.8 152 reviews
The Berkshires, MA
08/07 – 12/07
1186 ﺩ.ﺇ/nighttotal: 4744 ﺩ.ﺇ (4 )
Berkshires Cottage | Trails & Water Nearby
2 4
apartment , Otis
This rustic modern apartment is located in Otis, Massachusetts, just 5 kilometres from Otis Ridge Ski Area and within a 15-kilometre radius of Butternut and Catamount ski resorts, perfect for a winter getaway. The property has received excellent ratings for its cleanliness, location and overall experience. The apartment can accommodate up to 6 guests and features a spacious layout with a modern kitchen, a cosy fireplace and a large garden. Guests can enjoy the convenience of a fully equipped kitchen, a washer and dryer, and a wrap-around deck with a gas grill, as well as access to a range of activities in the surrounding area, including skiing, hiking and exploring the Berkshires.
9.3 6 reviews
The Berkshires, MA
14/08 – 16/08
1219 ﺩ.ﺇ/nighttotal: 2438 ﺩ.ﺇ (2 )
Becket Home W/ 3-season Porch: Walk To Lake Access
2 2
apartment , Becket
This Becket holiday home boasts stunning Lake Robinhood views, is within walking distance of the Sherwood Shoppe, and a short drive from Jacob's Pillow and October Mountain State Forest. Sleeping up to seven guests, this two-bedroom property offers a fully equipped kitchen, a private backyard with fire pit, in-unit laundry facilities, plus access to four kayaks, a canoe, and a paddleboard for exploring the lake.