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.
The Berkshires
08/07 – 12/07
£291/nighttotal: £1164 (4 )
Konkapot River Retreat
2 4
apartment , New Marlborough
This two-bedroom, two-bathroom flat offers direct access to the Konkapot River and secluded hiking trails at the adjacent Great Barrington National Fish Hatchery, located in the scenic Berkshires region of New Marlborough. This self-catering accommodation for four guests features a kitchen and air conditioning, providing an ideal base for enjoying the natural beauty and outdoor pursuits available year-round.
10 1 review
The Berkshires
14/08 – 16/08
£258/nighttotal: £516 (2 )
Sailor & Queen: Artist-inspired Berkshire Home
1 2
apartment , Otis
This garden-level suite in Otis is located in the Berkshires, offering a secluded natural setting with artist-crafted touches. This 2-bedroom, 1-bathroom flat accommodates up to 4 guests, featuring a kitchen, garden, and parking, ideal for a peaceful retreat in the Berkshires.
10 6 reviews
The Berkshires
24/07 – 26/07
£598/nighttotal: £1196 (2 )
Lakes & Leisure: Spacious Berkshire Getaway
4 4
apartment , Becket
This spacious Berkshire apartment in Becket offers easy access to nearby lakes perfect for kayaking and swimming. Sleeping up to 12 guests, this four-bedroom, two-bathroom property boasts a well-equipped kitchen, multiple smart TVs, a garden, parking for three cars, and pet-friendly accommodation (maximum two dogs, £40 fee).
8.7 14 reviews
The Berkshires
14/08 – 16/08
£269/nighttotal: £538 (2 )
Cozy Cabin Retreat In The Berkshires
1 2
cabin , Otis
This three-bedroom log cabin, sleeping up to ten guests, is situated in Otis, Massachusetts, in the Berkshires, a short distance (less than 1.6km) from stunning waterfalls, hiking trails, and a spring-fed lake with a beach and playground. The 2-acre property boasts two fire pits, two grills, outdoor games, and a fully equipped kitchen including a dishwasher, alongside a screened-in porch, wood-burning stove, and complimentary Wi-Fi.
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.
10 2 reviews
The Berkshires
27/06 – 04/07
£233/nighttotal: £1631 (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 1 review
The Berkshires
13/11 – 16/11
£406/nighttotal: £1218 (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.
8.9 14 reviews
The Berkshires
16/07 – 18/07
£454/nighttotal: £908 (2 )
Steepletop: Nature Lover’s Paradise W/rec Room
4 2
apartment , New Marlborough
Steepletop Lodge is a woodland retreat in New Marlborough, Massachusetts, a short drive from the Berkshires and an hour from Springfield. It has excellent user, location, and cleanliness ratings. The lodge has four bedrooms and two bathrooms, accommodating up to eight guests. It offers a range of amenities, including a fully equipped kitchen, a screened porch with a fireplace, a private balcony, a fitness area, a dedicated workspace, and a dining table crafted from a repurposed bowling lane.
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.
9.4 3 reviews
The Berkshires
20/09 – 23/09
£479/nighttotal: £1437 (3 )
Beautiful Berkshire Family Home
5 2
apartment , Monterey
This private Berkshire post and beam house is located in a secluded woodland setting, offering privacy yet situated only 5 kilometres from Monterey village amenities, 19 kilometres from Butternut Family Skiing and Lake Garfield, and 16 kilometres from the Appalachian Trail. This spacious 232 square metre dwelling, ideal for up to 12 guests across its 5 bedrooms and 3 bathrooms, boasts a well-equipped kitchen, throughout-house Wi-Fi, a wood-burning stove, and is pet-friendly, with outdoor recreation including swings and hammocks available.
10 1 review
The Berkshires
20/09 – 23/09
£291/nighttotal: £873 (3 )
Contemporary Modern Mountain Retreat
1 2
apartment , Monterey
This Monterey holiday home is located in a wooded area with mountain ridge views, 800 metres from Lake Garfield and its hiking trails, and a 10-minute drive from Great Barrington's amenities. This spacious 186-square-metre house offers accommodation for up to 10 guests with four bedrooms and three bathrooms, featuring a fully equipped kitchen, a screened-in porch, a deck with a fire pit and grill, and a king primary suite with a jacuzzi tub.
Best family friendly The Berkshires lodging
Among the 2574 accommodations in The Berkshires, here are the 4 best for families
10 6 reviews
The Berkshires
20/11 – 23/11
£219/nighttotal: £657 (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.
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.
9.8 13 reviews
The Berkshires
08/07 – 12/07
£820/nighttotal: £3280 (4 )
Sleek Butternut Ski Chalet Lakefront Hottub Sauna
1 4
chalet , Monterey
This luxurious five-bedroom chalet is situated on Lake Garfield in the Berkshires, approximately 11km from Butternut and 24km from Catamount ski resorts, near Great Barrington. Sleeping up to 14 guests, this modern property boasts a fully equipped chef's kitchen, four bathrooms, two living rooms, a hot tub, and access to kayaks and paddleboards (summer season only), offering a perfect base for exploring the Berkshires.
9.9 343 reviews
The Berkshires
13/11 – 16/11
£608/nighttotal: £1824 (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.
Best The Berkshires accommodations with a fireplace
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.
10 15 reviews
The Berkshires
18/08 – 25/08
£1759/nighttotal: £12313 (7 )
Lakefront Home - Stunning Sunrise, Otis Reservoir!
1 7
apartment , Otis
This lakefront flat in Otis Reservoir, Berkshire, is 6 minutes by car from Otis Ridge ski area and within a 30-45 minute drive of Lenox, Great Barrington, and Tanglewood. This spacious, three-level residence accommodates up to 11 guests, boasting four en-suite bedrooms, a large kitchen with restaurant-grade appliances, a separate basement living area with a ping pong table, and a sunroom offering panoramic lake views, perfect for lake activities and winter sports.
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.
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.
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
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.
The Berkshires
13/11 – 16/11
£1003/nighttotal: £3009 (3 )
Forget-me-not By Avantstay Bold Lakefront Escape
5 5
house , Monterey
Forget-Me-Not by AvantStay, a lakefront property in Monterey, California, is situated 23-35km from attractions including the Cranwell Spa & Golf Club, the Norman Rockwell Museum, Haystack Mountain State Park, and Great Falls. This one-bedroom house boasts four bathrooms, sleeps sixteen guests, and features a fully equipped kitchen, Jacuzzi, sauna, parking, and a terrace; enjoy lakefront views, water activities, and a fireplace.
The Berkshires
20/09 – 23/09
£373/nighttotal: £1119 (3 )
Lakeside Berkshires Chalet | Sauna & Fireplace
3 2
apartment , Becket
This Becket flat is located on the wooded shores of Longbow Lake, offering a private dock and easy access to Jacob's Pillow, just minutes away, and Tanglewood, a 40-kilometre drive. This 129 square metre property accommodates up to 8 guests across 3 bedrooms and a den, featuring a wood-burning fireplace, a private sauna, a spacious deck, and proximity to Ski Butternut (under 48 kilometres) and Jiminy Peak Mountain Resort (approximately 72 kilometres).
9.8 17 reviews
The Berkshires
20/09 – 23/09
£607/nighttotal: £1821 (3 )
Lakeside Retreat | Dock, Kayaks & Fire Pit
3 2
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.
Best The Berkshires accommodations with a kitchen
9.8 68 reviews
The Berkshires
18/08 – 25/08
£1069/nighttotal: £7483 (7 )
Forget-me-not By Avantstay | Bold Lakefront Escape
1 7
apartment , Monterey
This apartment is located in the Berkshires, a region in western Massachusetts, just 160 kilometers from Monterey, offering stunning views of Lake Garfield. It has received excellent ratings for its location, cleanliness and overall guest experience. The property is a spacious home with a modern design, suitable for up to 12 guests. Enjoy a range of amenities, including a hot tub, sauna, a fully equipped kitchen, a large deck with a BBQ grill, a ping pong table, and a pool table for entertainment.
10 6 reviews
The Berkshires
20/11 – 23/11
£327/nighttotal: £981 (3 )
The Owl And Firefly – A Cabin For Families
1 5
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.
9.3 4 reviews
The Berkshires
18/08 – 25/08
£670/nighttotal: £4690 (7 )
Spring Skiing With Friends & Family - Berkshires
5 7
chalet , Otis
This five-bedroom chalet is situated in Otis, Massachusetts, approximately 30 kilometres from Cranwell Spa & Golf Club and 34 kilometres from Tanglewood. The 242 square metre property features a fully equipped kitchen, three bathrooms, a sauna and a patio, comfortably accommodating up to 14 guests.
The Berkshires
13/11 – 16/11
£412/nighttotal: £1236 (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.
