Berkshire Vacation Rentals: Stonebridge Cabin: Modern Amenities Enjoy Nature
4 2
cabin , Tyringham
Stonebridge Cabin, located in Lee, Massachusetts, is approximately 16km from Tanglewood and 16km from the Norman Rockwell Museum, offering easy access to Berkshire's cultural attractions. This 140 square metre holiday home sleeps eight guests in four bedrooms and two bathrooms, boasting a Jacuzzi, garden, free Wi-Fi, and a fully equipped kitchen including a dishwasher; laundry facilities are also available.
9.8 92 reviews
The Berkshires
18/08 – 25/08
£592/nighttotal: £4144 (7 )
Family Lake Retreat | Sauna, Deck & Games
5 7
chalet , Otis
This chalet is located just 20km from Tanglewood, nestled in the tranquil forest setting of Otis, Berkshire County, Massachusetts. The property has received excellent ratings for its cleanliness, location, and user experience. The chalet has five bedrooms, a cosy loft, and can accommodate up to ten guests. It offers a range of amenities, including a fully equipped kitchen, a home office with high-speed WiFi, a Tesla-compatible charger, and a unique Nordic experience with an exterior barrel sauna.
10 2 reviews
The Berkshires
18/08 – 25/08
£301/nighttotal: £2107 (7 )
Big Red Farm House In The Berkshires
1 7
apartment , Otis
This 35-acre farm near Hayden Pond in Otis, Massachusetts offers a tranquil escape in the countryside. The property boasts six bedrooms, two bathrooms, sleeping up to ten guests, and includes canoes and kayaks for use on Hayden Pond, plus an outdoor fire pit and ample parking.
9.9 56 reviews
The Berkshires
08/07 – 12/07
£247/nighttotal: £988 (4 )
Scribe's Stable | A/c • Screened Porch • Sleeps 6
1 4
farm , Monterey
This renovated barn, perfect for a Monterey countryside escape, offers a self-catering stay with two bedrooms and one bathroom, sleeping up to six guests. The property includes a small kitchenette, private patio, internet access, and parking, allowing guests to enjoy the peaceful surroundings and opportunities for stargazing.
9.7 43 reviews
The Berkshires
13/11 – 16/11
£246/nighttotal: £738 (3 )
Berkshires Cabin 2 Mi To Appalachian Trail!
3 5
cabin , Otis
The Berkshires Cabin 2 Mi to Appalachian Trail! is located in Otis, just 3.2km from the Appalachian Trail and within a short drive of attractions such as Cranwell Spa & Golf Club, Tanglewood, and Tanglewood Musical Center. The property has excellent user, location, and cleanliness ratings. This 3-bedroom holiday home is 111 square metres and can accommodate up to 7 guests. The cabin has a fully equipped kitchen, a garden, a spa, free Wi-Fi, a flat-screen TV, and parking.
9.8 19 reviews
The Berkshires
16/07 – 18/07
£440/nighttotal: £880 (2 )
Berkshires Chalet Natural Setting Deck & Fire Pit!
4 2
chalet , Otis
This charming chalet is located in the Berkshires, a short drive from Tanglewood and Jacob's Pillow, and a mile from Otis Ridge ski area, offering a peaceful retreat in a beautiful setting. This property has consistently received excellent ratings for its cleanliness, location and overall experience. The chalet has four bedrooms, three bathrooms, and can comfortably accommodate up to eight guests. It features a spacious living area with a wood-burning stove, a well-equipped kitchen, a large private yard with a fire pit and a screened-in porch, and a variety of amenities for a comfortable stay.
10 3 reviews
The Berkshires
08/07 – 12/07
£4970/nighttotal: £19880 (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.
9.5 117 reviews
The Berkshires
14/08 – 16/08
£229/nighttotal: £458 (2 )
Cabin With Spectacular Views Of Robin Hood Lake
2 2
cabin , Becket
This charming cottage is situated in the Sherwood Forest area of Becket, Massachusetts, just a short distance from Robin Hood Lake and within easy reach of the Berkshires' attractions. The property boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay. The two-bedroom cottage can accommodate up to six guests and features a fully equipped kitchen with a dishwasher, a washing machine and dryer, and a fire pit for cosy evenings. Enjoy stunning views of Robin Hood Lake from the back porch, perfect for relaxing, fishing, swimming, boating, kayaking, or ice skating and fishing depending on the season.
The Berkshires
08/07 – 12/07
£274/nighttotal: £1096 (4 )
Monterey Haven Less Than Half Mi To Lake Garfield With Kayaks
3 4
house , Monterey
This Monterey holiday home is situated less than 0.8km from Lake Garfield, offering easy access to kayaking and within 26-35km of attractions such as Cranwell Spa & Golf Club, Tanglewood, and the Norman Rockwell Museum. This three-bedroom property boasts 84 square metres of floor space, comfortably sleeping up to 11 guests and featuring a fully equipped kitchen, air conditioning, free Wi-Fi, and a washing machine; outdoor dining is also available.
9.6 62 reviews
The Berkshires
14/08 – 16/08
£468/nighttotal: £936 (2 )
Cozy Cottage-sunset On The Lake!
3 2
apartment , Otis
This Berkshire holiday home is situated in a private lake community near Otis and Becket, Massachusetts, approximately 16km from both towns and the Otis Reservoir marina, offering easy access to the Appalachian Trail and the Knox Trail. The three-bedroom, two-bathroom property sleeps six guests, features a deck with a fire pit overlooking the lake, provides fast fibre-optic internet, and includes kayaking and fishing opportunities on the lake, plus scenic walks to Watson Pond and Lily Pond.
9.8 251 reviews
The Berkshires
31/08 – 03/09
£213/nighttotal: £639 (3 )
Secluded Cabin With Babbling Brook
1 2
cabin , Monterey
This secluded cabin is located just 5km from Butternut ski mountain and 10km from Great Barrington, offering a peaceful escape in the woods near Monterey. The cabin has received excellent ratings for location, cleanliness, and overall experience. The property sleeps up to 6 guests and includes a fully equipped kitchen, a wood-burning fireplace, and a claw-foot bathtub. Guests can enjoy a private deck overlooking a stream, access to the entire property, and easy access to nearby ski resorts.
9.9 22 reviews
The Berkshires
13/11 – 16/11
£362/nighttotal: £1086 (3 )
Direct To Lake Garfield: Summer Dates Available!
3 5
apartment , Monterey
This three-bedroom apartment is located just 8 kilometres from Butternut and 12 kilometres from Great Barrington, offering easy access to local attractions and amenities. The apartment has received excellent ratings for its cleanliness, location, and overall experience. The apartment comfortably accommodates six guests and features a screened-in porch with lake views, a lower level bonus room with a fireplace and TV, and a well-equipped kitchen with high-end appliances. Guests can enjoy outdoor amenities such as a stone patio with a fire pit, a covered porch with rocking chairs and a porch swing, and a large sun deck.
Best family friendly The Berkshires lodging
Among the 2574 accommodations in The Berkshires, here are the 4 best for families
10 79 reviews
The Berkshires
13/11 – 16/11
£220/nighttotal: £660 (3 )
Beaver Lodge
1 5
apartment , Monterey
This three-bedroom cottage is situated in the Berkshires, just a short distance from Tanglewood, Lake Garfield, and Ski Butternut. The property boasts a spacious layout, accommodating up to six guests, and offers a range of amenities including a fully equipped kitchen, a wood-burning fireplace, and high-speed internet.
9.8 212 reviews
The Berkshires
16/07 – 18/07
£200/nighttotal: £400 (2 )
Cozy Guesthouse Minutes Away From Hiking!
1 2
house , New Marlborough
This charming guesthouse is situated in Southfield, a small village just 10km from Great Barrington, offering a peaceful retreat in the heart of the Berkshire countryside. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. The guesthouse has one bedroom and one bathroom, comfortably accommodating up to four guests. It features a fully equipped kitchen, a king-size bed, a claw-foot bath, and a loft-style bedroom, making it ideal for a relaxing getaway. Guests can enjoy a range of nearby attractions, including Ski Butternut, hiking trails, and local restaurants, all within easy reach.
10 17 reviews
The Berkshires
20/11 – 23/11
£238/nighttotal: £714 (3 )
Cozy Cabin In The Berkshires
1 5
cabin , Sandisfield
This charming two-bedroom cabin is situated in the beautiful Berkshires, just a short drive from Sandisfield, with Butternut ski resort 40km away and Jiminy Peak 80km away. The cabin has received excellent user, location, and cleanliness ratings, making it a top choice for travellers. The property has two bathrooms and can comfortably accommodate up to eight guests, offering plenty of space for families or groups of friends. The cabin features a fully equipped kitchen, a screened-in deck, a loft with four twin beds, a basement with a pool table and dart board, a fire pit, and a grill, ensuring a comfortable and enjoyable stay for all.
10 13 reviews
The Berkshires
20/11 – 23/11
£307/nighttotal: £921 (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 accommodations with a fireplace
10 6 reviews
The Berkshires
13/11 – 16/11
£221/nighttotal: £663 (3 )
Berkshires Cedar Cabin/4 Acres Woods/private Idyll
1 5
cabin , Otis
This detached lodge is located on four private acres in the Berkshires, offering a secluded woodland setting 4 kilometres from Otis Reservoir and close to hiking, skiing, Jacob's Pillow, and Tanglewood. This pet-friendly, family-friendly accommodation sleeps six guests across three bedrooms and two bathrooms, featuring a well-stocked kitchen with a fridge, freezer, and microwave, air conditioning on both floors, an electric fireplace, and a sunroom with forest views.
9.9 362 reviews
The Berkshires
31/08 – 03/09
£153/nighttotal: £459 (3 )
Charming Cottage W/ Gorgeous Views.
1 2
apartment , Monterey
This charming cottage is situated in the Berkshire Hills of Massachusetts, just a short drive from the town beach and within 30 kilometres of summer arts venues like Tanglewood and Jacob's Pillow. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. The cottage has two bedrooms and two bathrooms, comfortably accommodating up to four guests. It offers a fully equipped kitchen, high-speed internet, entertainment options, and a range of outdoor spaces, including a sunroom, garden, and gazebo, perfect for enjoying the beautiful surroundings.
9.5 62 reviews
The Berkshires
31/08 – 03/09
£892/nighttotal: £2676 (3 )
353 M² House ∙ 4 Bedrooms ∙ 12 Guests
4 2
house , Monterey
This luxurious four-bedroom lakeside property near Lake Garfield in the Berkshires offers uninterrupted views and is within driving distance of attractions such as the Berkshire Botanical Gardens and Jiminy Peak Mountain Resort. Sleeping up to twelve guests, this three-story house boasts a fully equipped kitchen, a second kitchenette, hot tub, sauna, and access to a seasonal dock, alongside various indoor games including ping pong and pool, making it ideal for families or large groups.
9.9 170 reviews
The Berkshires
14/08 – 16/08
£382/nighttotal: £764 (2 )
Bedroom Forest View I Sauna I Fire-pit I Trails
1 2
cabin , New Marlborough
This one-bedroom cabin in New Marlborough is situated beside the Umpachene River, a short distance from the Appalachian Trail and the town centre. The cabin is equipped with a well-equipped kitchen, a private sauna, and an outdoor shower, comfortably accommodating up to four guests.
Frequently asked questions about accommodations in The Berkshires
What are the top attractions and must-see sites in Monts Berkshire?
The Berkshires is bursting with things to see. You simply must visit the Clark Art Institute in Williamstown, a stunning museum with beautiful gardens, and the Berkshire Museum in Pittsfield, which has a fantastic collection of art and natural history exhibits. If you're a theatre fan, a trip to Tanglewood in Lenox for a performance is a must. And don't forget to explore the charming towns of Stockbridge and Lenox, with their beautiful architecture and quaint shops.
What are the best places to stay in The Berkshires?
Which cultural festivals and seasonal events should visitors attend in Monts Berkshire?
The Berkshires is a hub for cultural events. The Jacob's Pillow Dance Festival in Becket is a world-renowned dance festival, and the Shakespeare & Company in Lenox offers excellent theatre productions. For autumn foliage, visit in October, and for winter fun, there's the Berkshire Winter Festival in February. You'll find something to enjoy no matter when you visit.
What are the best places to stay with a pool in The Berkshires?
What are the most convenient modes of transportation within Monts Berkshire?
The Berkshires is best explored by car. The roads are scenic and well-maintained. However, if you're staying in a town like Lenox or Williamstown, you can easily get around on foot or by bicycle. There are also public buses, but they're not as frequent as in larger cities.
What are the best places to stay with a jacuzzi in The Berkshires?
What outdoor activities and adventures are popular in and around Monts Berkshire?
The Berkshires is a haven for outdoor enthusiasts. Mount Greylock, the highest peak in Massachusetts, offers hiking and stunning views. You can also go kayaking on the Housatonic River, explore the Appalachian Trail, or take a scenic drive along the Mohawk Trail. For winter fun, there's skiing at Butternut and Jiminy Peak.
What are the best places to stay for families and kids in The Berkshires?
What types of accommodations are available in Monts Berkshire?
You'll find a wide range of accommodation options in the Berkshires, from charming bed and breakfasts to luxurious hotels. There are also plenty of vacation rentals, including cabins and cottages, for those who prefer a more secluded experience. If you're on a budget, there are some motels and inns available.
What are the best pet friendly places to stay in The Berkshires?
The best time to visit the Berkshires depends on your interests. If you want to enjoy the vibrant cultural scene, summer is ideal. For stunning autumn foliage, visit in October. Winter offers skiing and snowshoeing, while spring brings beautiful wildflowers and fresh air.
What are the best places to stay with parking in The Berkshires?
What local dishes and culinary experiences are a must-try in Monts Berkshire?
The Berkshires is known for its farm-to-table cuisine. You'll find plenty of restaurants featuring locally sourced ingredients, including fresh produce, meats, and cheeses. Try a Berkshire pork chop, a local specialty, or sample some of the delicious apple cider donuts. Don't miss the chance to visit a local farmers market for a taste of the region's bounty.
In which part of Monts Berkshire should you consider renting accommodation?
It really depends on what you want to do! If you're interested in the arts and culture, Lenox or Williamstown are great choices. For outdoor activities, consider staying near Mount Greylock or the Housatonic River. For a more rural experience, explore the towns of Stockbridge or Great Barrington. Each area has its own unique charm and attractions.
Destinations nearby
Best The Berkshires accommodations with a balcony
9.2 11 reviews
The Berkshires
14/08 – 16/08
£702/nighttotal: £1404 (2 )
Treetop Hideaway In Tyringham
4 2
apartment , Tyringham
This log cabin, nestled in the district of Monterey bordering Tyringham, is located within a short drive of attractions like Greenock Country Club, Otis Ridge, Ashintully Gardens, and Berkshire Scenic Railway Museum. This secluded dwelling, situated on 35+ acres of woodland, offers a peaceful retreat with stunning views of the Tyringham Valley, a spacious living area with vaulted ceilings and a fireplace, a modern kitchen, a screen porch with a hot tub, and a wraparound deck.
The Berkshires
08/07 – 12/07
£614/nighttotal: £2456 (4 )
Hilltop Escape With Views & Hot Tub
3 4
house , New Marlborough
This New Marlborough residence is located near Great Falls and the Canaan Village Historic District, 16 kilometres away, with Haystack Mountain State Park 17.6 kilometres distant, and the Norman Rockwell Museum and Tanglewood are 25.6 and 32.2 kilometres away respectively. This 220 square metre holiday home offers accommodation for up to 11 guests with three bedrooms, three bathrooms, a well-equipped kitchen including a dishwasher and microwave, air conditioning, a Jacuzzi, and a terrace, all set within a garden with complimentary private parking.
10 4 reviews
The Berkshires
13/11 – 16/11
£692/nighttotal: £2076 (3 )
Lakeside 5-br Home In Idyllic Berkshires
5 5
apartment , Becket
This five-bedroom Becket lakeside property, near Pyramid Lake (0.6km) and Jacob's Pillow Dance Festival (2.9km), offers stunning waterfront views and easy access to Iroquois Waterfront and Becket Quarry (within 9.6km). The 223 square metre house boasts a fully equipped kitchen, two bathrooms, a jacuzzi, private balcony, and parking, comfortably accommodating up to ten guests.
9.6 8 reviews
The Berkshires
20/11 – 23/11
£417/nighttotal: £1251 (3 )
Lakeside 3-br Berkshires Residence
3 5
apartment , Becket
This Becket lakeside property offers direct Pyramid Lake access and is located 3.7km from Jacob's Pillow dance centre. The 149 square metre house sleeps six, boasting three bedrooms, three bathrooms, a fully equipped kitchen with dishwasher, a jacuzzi, terrace, garden, parking, and on-site hot tub.
Best The Berkshires accommodations with a kitchen
9.0 2 reviews
The Berkshires
08/08 – 10/08
£221/nighttotal: £442 (2 )
Cozy Becket Cottage Escape W/ Lake Access!
2 2
cottage , Becket
This two-bedroom Becket cottage, located in the Sherwood Forest area, is close to the Berkshire Theatre Festival and The Mount museum. The 56-square-metre self-catering property sleeps six, boasting on-site laundry facilities, BBQs, and a fully equipped kitchenette in each room; nearby attractions include Becket Quarry and Ashintully Gardens.
9.7 61 reviews
The Berkshires
18/08 – 25/08
£947/nighttotal: £6629 (7 )
Iconic Lodge In The Berkshires
4 7
cabin , Sandisfield
This four-bedroom lodge is situated in the Berkshires, a scenic region of Western Massachusetts, about 48 kilometres from Stockbridge, Great Barrington, and Otis Reservoir. The property has received excellent ratings for location, cleanliness, and user experience. The lodge is spacious and can accommodate up to 12 guests. It offers a range of amenities, including an indoor pool, a billiards lounge, a large dining room, a well-equipped kitchen, and a private garden.
10 30 reviews
The Berkshires
27/06 – 04/07
£337/nighttotal: £2359 (7 )
A Berkshires Retreat, Stunning Views
1 2
apartment , North Canaan
This four-bedroom, two-and-a-half-bathroom country house is situated in the Southern Berkshire Hills near Canaan, Connecticut, offering easy access to Butternut, Catamount, Mohawk Mountain, and Otis Ridge ski resorts (32-55km away) and the towns of Great Barrington, Salisbury, Sheffield, and Canaan (13-35km away). The self-catering property sleeps six, features a fully equipped kitchen, two wood-burning fireplaces, a bonus room, a covered deck, and an outdoor fire pit, and provides amenities such as air conditioning, internet access, parking, and a fitness centre.
8.6 9 reviews
The Berkshires
27/06 – 04/07
£401/nighttotal: £2807 (7 )
Private Island - Largest Fresh Water Reservoir In Mass
2 2
cottage , Otis
This charming cottage is situated on the waterfront in Otis, just a short drive from Otis Ridge and Blandford Ski Area, offering a peaceful retreat in the heart of nature. The property has received excellent reviews from previous guests, highlighting its comfortable and relaxing atmosphere. The two-bedroom cottage spans 102 square metres and can comfortably accommodate up to six guests. It features a fully equipped kitchen, a private garden, and a deck overlooking the lake, perfect for enjoying the stunning views and indulging in a range of water activities, from fishing and swimming to boating.
