This one-bedroom flat is situated in a rural, wooded area of the Berkshires, 4 kilometres from Jiminy Peak Ski Resort and a 20-minute drive from Williamstown. The 111-square-metre flat accommodates two guests and features a kitchen with an air fryer, air conditioning, and allows pets, with the surrounding area offering opportunities for skiing and exploring the wider Berkshires region.
10 3 reviews
Berkshire County, MA
03/07 – 06/07
£278/nighttotal: £834 (3 )
Escape To The Heart Of Jiminy Peak: Country Inn Condo With Full Kitchen, 2 Bths
1 2
apartment , Hancock
This ski-in/ski-out apartment at Jiminy Peak resort in Hancock, Massachusetts offers direct access to 45 runs and is conveniently located near several Berkshire towns including Williamstown, North Adams, and Pittsfield. The spacious corner unit boasts two bathrooms, a fully equipped kitchen, and sleeps four guests, benefiting from resort amenities such as a heated pool, hot tubs, and a fitness centre, plus panoramic mountain views.
Berkshire County, MA
03/07 – 06/07
£208/nighttotal: £624 (3 )
Mount Snow Lake Whitingham Antique Apartment In Jacksonville-whitingham Vermont
2 2
apartment , Whitingham
This apartment in Whitingham's Jacksonville village offers historic character with original pine floors, located approximately 16 kilometres from the Massachusetts border and near the Arthur A. Smith Covered Bridge. This 79 square metre flat accommodates up to four guests across two bedrooms and features a dishwasher, air conditioning, garden, parking, and is situated near Lake Whitingham, Mount Snow, and Prospect Mountain for outdoor activities.
9.7 75 reviews
Berkshire County, MA
03/07 – 06/07
£285/nighttotal: £855 (3 )
King Bed|2m Ski Resort|stylish|fast Wi-fi
1 2
apartment , Great Barrington
This Great Barrington apartment, a renovated mid-century motel unit, is conveniently located 2.4km from the town centre, 2.1km from the Mahaiwe Performing Arts Centre, and a short drive from Butternut Ski Resort. The self-catering flat offers a king-size bed, high-speed internet, a smart TV with Hulu Live + Roku, and sleeps two guests, boasting a mid-century modern design and local artwork.
9.7 138 reviews
Berkshire County, MA
03/07 – 06/07
£148/nighttotal: £444 (3 )
The Studio
1 2
apartment , Millerton
This Millerton, New York studio flat, a newly renovated self-contained unit within a historic home dating back to circa 1865, is situated within walking distance of shops, restaurants such as the Oakhurst Diner and Irving Farm Coffee Roasters, and attractions including Westerlind, Oblong Books, and The Movie House. The 400 sq ft (approximately 37 sq m) studio apartment offers a queen-sized bed, a private entrance, a fully equipped kitchen with fridge, freezer and microwave, air conditioning, parking, and accommodates two guests; ongoing renovations to the main house will not affect your stay.
9.7 346 reviews
Berkshire County, MA
03/07 – 06/07
£114/nighttotal: £342 (3 )
Getaway Near Mass Moca, Great Hiking, Scenic Views
1 2
apartment , Stamford
This Stamford, Vermont flat offers a peaceful base, just 16 kilometres from North Adams, Massachusetts, and within 800 metres of Clarksburg and Natural Bridge State Parks, with ski resorts like Mount Snow and Jiminy Peak a 56-64 kilometre drive away. Guests can enjoy a private entrance to this one-bedroom flat, featuring a kitchenette with a fridge, freezer, and microwave, air conditioning, free WiFi, off-street parking for two cars, and an in-unit washer and dryer, accommodating up to two people.
10 7 reviews
Berkshire County, MA
03/07 – 06/07
£230/nighttotal: £690 (3 )
Beautiful Log Cabin With A Mountain View
1 2
apartment , Windsor
This three-bedroom Windsor log cabin, sleeping six, enjoys a secluded location on an eight-acre plot within Windsor Great Park, near the Windsor Jambs Trail and Windsor Great Park, offering easy access to hiking and fishing. The self-catering property features a kitchen with fridge, freezer, and dishwasher, free Wi-Fi, and stunning mountain views, plus nearby access to a swimming/fishing hole (guests' own risk) and seasonal wildlife viewing opportunities.
9.9 279 reviews
Berkshire County, MA
03/07 – 06/07
£242/nighttotal: £726 (3 )
Mountain View Victorian Retreat By Evergreen Home
3 2
apartment , North Adams
This restored Victorian home is located in North Adams, a short 5-minute walk from the town centre and a 10-minute drive from Williamstown, offering easy access to cultural and educational attractions. The apartment has excellent user, location and cleanliness ratings, making it a popular choice for travellers. The property offers 3 bedrooms and 1 bathroom, sleeping up to 7 guests. Amenities include an electric vehicle charging station, driveway parking, two smart TVs, Wi-Fi access, a garden and a deck with mountain views. Guests can enjoy year-round activities in the Berkshires, including skiing, snowshoeing, hiking and kayaking.
10 35 reviews
Berkshire County, MA
03/07 – 06/07
£200/nighttotal: £600 (3 )
Hillside Getaway
1 2
apartment , Charlemont
This updated ranch in Charlemont offers a quiet escape, a short walk to the village and shops, and is a 5-minute drive to Berkshire East Mountain Resort. This spacious, bright, and private property accommodates up to 5 guests with 2 bathrooms, featuring air conditioning, internet, and a kitchen equipped with a fridge, freezer, and microwave, set within a garden with no added chemicals.
9.8 7 reviews
Berkshire County, MA
03/07 – 06/07
£288/nighttotal: £864 (3 )
Game Night Suite At Jiminy Peak Ski Onoff Sleeps 4
1 2
apartment , Hancock
This Hancock, Massachusetts apartment is located at the base of Jiminy Peak Mountain Resort, offering easy access to Lanesboro, Pittsfield, and North Adams, all within a short driving distance. This 46 square metre (approximately 495 square feet) self-catering flat features a unique gamer-themed design, sleeps four guests, and includes a fully equipped kitchenette, a PlayStation 4, and access to Jiminy Peak's amenities such as a heated swimming pool and hot tub.
Berkshire County, MA
03/07 – 06/07
£183/nighttotal: £549 (3 )
204 Park Suite
1 2
apartment , Adams
This centrally located Adams flat offers convenient access to local amenities, situated within walking distance of banks, churches, and grocery stores. This stylish one-bedroom flat for two guests features a fully stocked coffee/tea bar, a coffee machine, a microwave, a fridge, a freezer, air conditioning, a washer/dryer, and keyless entry, all presented with Art Deco/French decor.
10 288 reviews
Berkshire County, MA
03/07 – 06/07
£295/nighttotal: £885 (3 )
Cozy Vermont Mini-house
1 2
apartment , Pownal
This Pownal mini-house, a uniquely sculpted dwelling, is situated a short drive (approximately 16km) from the Clark Art Institute, Mass MoCA, and Bennington. The recently renovated property offers self-catering accommodation for two guests, boasting a queen-sized bed, fully equipped kitchen, and high-speed Wi-Fi, alongside a tranquil wooded setting.
Best family friendly Berkshire County, MA Holiday Apartments and Self Catering Accommodations
Among the 1359 accommodations in Berkshire County, MA, here are the 4 best family friendly holiday apartments
10 4 reviews
Berkshire County, MA
03/07 – 06/07
£320/nighttotal: £960 (3 )
18th Century Refurbished Yankee 3 Bedroom Farmhouse In The Berkshires
3 2
apartment , Rowe
This pet-friendly farmhouse in Rowe, Massachusetts, is conveniently located within walking distance of Pelham Lake Park and Rowe Town Library. The three-bedroom property sleeps six guests, boasting a fully equipped kitchen, in-unit laundry, a private terrace, and access to kayaking and winter sports equipment; nearby attractions include Berkshire East Ski Area and Honora Winery, a short drive away.
9.0 17 reviews
Berkshire County, MA
03/07 – 06/07
£288/nighttotal: £864 (3 )
Wow-new Ski Onoff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn
1 2
apartment , Hancock
This Hancock slopeside apartment is situated within 3.2km of Jiminy Peak Mountain Resort and other attractions, including the Alpine Super Slide and Mountain Coaster, offering convenient access to winter sports and outdoor activities. This 46 square metre property sleeps four guests in two bedrooms and one bathroom, and boasts a fully equipped kitchen, in-unit laundry, a fitness centre, swimming pool and jacuzzi, plus ski-in/ski-out access.
Berkshire County, MA
03/07 – 06/07
£478/nighttotal: £1434 (3 )
Charming 3-bedroom Condo With Wifi In Williamstown, Ma
3 2
apartment , Williamstown
This Williamstown apartment, ideally situated near the North Street Conservation Area and Pine Cobble Preserve, offers easy access to Hopkins Observatory and the Mountain Coaster. The 167 square metre (1796 square feet) property boasts three queen-sized bedrooms, two bathrooms (each with a bath and shower), a living room with a futon, and accommodates up to eight guests, complete with kitchen appliances, parking, and a terrace/garden.
Berkshire County, MA
03/07 – 06/07
£165/nighttotal: £495 (3 )
Cozy 2-bedroom Apartment Within Walking Distance To Mass Moca And Downtown
2 2
apartment , North Adams
This centrally located flat in North Adams offers easy access to attractions including Western Gateway Heritage State Park (350 meters away) and Natural Bridge State Park, as well as the Hopkins Observatory and the 62 Center for Theatre and Dance. This 79 square meter apartment comfortably accommodates four guests with two bedrooms, featuring air conditioning, a fridge, microwave, and parking, serving as a practical base for exploring the Berkshires.
Top cities
Best Berkshire County, MA holiday apartments with air conditioning
9.7 146 reviews
Berkshire County, MA
03/07 – 06/07
£139/nighttotal: £417 (3 )
Frankie’s Place - A Mass Moca Neighborhood 2br Apt
1 2
apartment , North Adams
This North Adams apartment, situated on the first floor and a short walk (less than 1 km) from Mass MoCA, the farmers' market, and Main Street, offers easy access to North Adams' cultural attractions. The two-bedroom, one-bathroom flat sleeps five guests comfortably, featuring a fully equipped kitchen, a three-season porch, outdoor grill, and fire pit; nearby activities include exploring the Berkshire Museum and enjoying the scenic views.
9.8 21 reviews
Berkshire County, MA
03/07 – 06/07
£288/nighttotal: £864 (3 )
Disney Magic Suite At Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat
1 2
apartment , Hancock
This apartment is situated in Hancock, just 0.16km from Jiminy Peak Mountain Resort and within 14.5km of Zema's Nursery, Pittsfield State Forest, Mount Greylock State Reservation Visitor Center, and Brodie Mountain. This property has received excellent user ratings, making it a popular choice for travellers. This one-bedroom apartment is 46 square metres in size and can comfortably accommodate up to four guests. The apartment offers a range of amenities and features, including a fully equipped kitchen, a fireplace, a DVD player and TV, a sofa bed, a swimming pool, a jacuzzi, and parking.
10 1 review
Berkshire County, MA
03/07 – 06/07
£193/nighttotal: £579 (3 )
Lake Whitingham & Mount Snow Area Village Apartment
2 2
apartment , Whitingham
This Whitingham apartment is situated near Jacksonville Pond (0.5km) and Honora Winery (3.9km), with Harriman Reservoir and H.O. Cook State Forest also within a 10km radius. This 46 square metre self-catering flat offers two bedrooms, one bathroom, sleeps two guests, and includes a terrace, garden, parking, and amenities such as a kitchenette, Wi-Fi, and Smart TV.
9.9 269 reviews
Berkshire County, MA
03/07 – 06/07
£159/nighttotal: £477 (3 )
Freemans Grove Benevolent Society Walk To Moca
1 2
apartment , North Adams
This charming flat is situated in the Freeman's Grove neighbourhood of North Adams, just a short walk from MASS MoCA and a steep block from the town centre. It has consistently received excellent ratings for its cleanliness, location and overall experience. The apartment is laid out with two bedrooms and one bathroom, comfortably accommodating up to four guests. It features a modern kitchen with a fridge and microwave, air conditioning, a garden, parking and internet access, along with a unique artistic vibe, an open floor plan and a cosy sleeping nook.
Frequently asked questions about apartment rentals in Berkshire County, MA
What is Berkshire County, Massachusetts, famous for?
Berkshire County is renowned for its stunning natural beauty, encompassing rolling hills, picturesque mountains, and charming towns. It's a haven for outdoor enthusiasts, with opportunities for hiking, biking, and skiing. The county is also celebrated for its vibrant arts and culture scene, boasting world-class museums like MASS MoCA and Tanglewood, the summer home of the Boston Symphony Orchestra. A thriving culinary scene and historic sites add to its appeal.
What are the best apartments in Berkshire County, MA?
What are some off-the-beaten-path spots to check out in Berkshire County, Massachusetts?
For a less crowded experience, explore the scenic trails of Mount Greylock State Reservation, the highest point in Massachusetts. Consider visiting the charming town of New Ashford, with its quiet country roads and stunning views. The Norman Rockwell Museum in Stockbridge offers a more intimate museum experience compared to the larger institutions. Also, check out the smaller, local farms and farmers' markets scattered throughout the county for a taste of authentic Berkshire life.
What are the best apartments with a pool in Berkshire County, MA?
When should one visit Berkshire County, Massachusetts, for the best experience?
The best time to visit depends on your interests. Summer (June-August) offers warm weather ideal for hiking and outdoor activities, as well as the Tanglewood music festival. Autumn (September-October) brings spectacular foliage, making it a popular time for scenic drives and hikes. Winter (November-March) is perfect for skiing and snowboarding at various resorts. Spring (April-May) offers pleasant weather and the chance to see the area awaken after winter.
What are the best apartments with a jacuzzi in Berkshire County, MA?
Are there any cultural festivals unique to Berkshire County, Massachusetts?
Berkshire County hosts many events throughout the year. The Tanglewood Music Festival is a major summer attraction, featuring the Boston Symphony Orchestra. The Jacob's Pillow Dance Festival showcases diverse dance styles. Many smaller towns also hold their own festivals and fairs throughout the year, often celebrating local crafts, produce, or history. You should check local listings closer to your travel dates.
What are the best apartments for families and kids in Berkshire County, MA?
What sports or recreational activities are a big draw in Berkshire County, Massachusetts?
Outdoor recreation is a major draw. Hiking and mountain biking trails abound, particularly in Mount Greylock State Reservation and the Appalachian Trail. Skiing and snowboarding are popular winter activities at resorts like Butternut and Jiminy Peak. Canoeing and kayaking are enjoyed on the Housatonic River. Golfing is also a popular pastime with several courses in the area.
What are the best pet friendly apartments in Berkshire County, MA?
How can one best interact with locals to learn about Berkshire County, Massachusetts's traditions?
Visiting local farmers' markets is a great way to meet residents and learn about local produce and traditions. Stopping for a meal at family-run restaurants allows for conversation and insights into the community. Attending local events and festivals provides opportunities to interact with residents and experience the local culture firsthand. Simply striking up conversations with people you encounter during your travels can also yield interesting insights.
What are the best apartments with parking in Berkshire County, MA?
What are the best local dishes to try in Berkshire County, Massachusetts?
Berkshire County offers a range of culinary experiences. Look for locally sourced ingredients and dishes featuring seasonal produce. Apple picking and cider donuts are quintessential autumn treats. Many restaurants feature farm-to-table menus highlighting local meats and vegetables. You'll find classic New England fare alongside innovative dishes incorporating local ingredients.
What specific items should one pack for a trip to Berkshire County, Massachusetts?
Pack for all types of weather, as conditions can change rapidly, especially in the mountains. Comfortable walking shoes are essential for hiking and exploring towns. Layers of clothing are recommended, including waterproof and windproof outerwear. Insect repellent is advisable during warmer months. A camera is a must to capture the stunning scenery.
What are the top sights to visit in Berkshire County, Massachusetts?
Top sights include MASS MoCA (a contemporary art museum), Tanglewood (the summer home of the Boston Symphony Orchestra), and the Norman Rockwell Museum. Mount Greylock State Reservation offers breathtaking views. Historic sites like the Hancock Shaker Village provide insights into the region's past. Exploring the charming towns of Lenox, Stockbridge, and Great Barrington is also a must.
Nearby regions
Best Berkshire County, MA holiday apartments with parking
This Hancock apartment building, situated near Jiminy Peak Mountain Resort (within 3.2km), offers ski-in/ski-out access and proximity to the Alpine Super Slide and Mountain Coaster (both within 3.2km), as well as Pittsfield State Forest and Taconic Ridge State Forest (both within 9.6km). This 46-square-metre self-catering flat features two bedrooms, one bathroom, sleeps four guests, and includes a fully equipped kitchen, indoor pool, fitness centre, hot tub, and parking.
9.5 82 reviews
Berkshire County, MA
03/07 – 06/07
£289/nighttotal: £867 (3 )
Charming Columbia County Farm House
3 2
apartment , Copake Lake
This family-friendly property is situated 14.5 kilometres from Callan Family Care and Taconic State Park and 19 kilometres from Lake Taghkanic State Park, offering a peaceful escape in a rural setting. The property has received excellent ratings for location, cleanliness, and overall user experience. The three-bedroom dwelling comfortably accommodates up to six guests. The house provides a fully equipped kitchen, a terrace, a garden, parking, and internet access, along with a range of amenities like a washing machine, coffee maker, and Smart TV, and features an arcade/game room for entertainment.
10 43 reviews
Berkshire County, MA
03/07 – 06/07
£1136/nighttotal: £3408 (3 )
Berkshires Retreat | Hiking & Swim | Fenced Yard
1 2
apartment , Monterey
This five-bedroom, three-bathroom house in the Berkshire Mountains, near Great Barrington, Massachusetts, is seven minutes from Beartown State Forest/Butternut Ski Area and 26 minutes from Tanglewood. Sleeping up to ten guests, this spacious property boasts a well-equipped kitchen with a 48-inch gas range and dual ovens, four distinct gathering areas including a screened porch and a private fenced backyard with a fire pit, plus fast 1 Gigabit fibre internet and ample parking.
10 12 reviews
Berkshire County, MA
03/07 – 06/07
£288/nighttotal: £864 (3 )
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-ski On/off Country Inn Redone
1 2
apartment , Hancock
This Hancock slopeside apartment building is situated in the mountains, within 3km of Jiminy Peak Mountain Resort, offering ski-in/ski-out access and proximity to Pittsfield State Forest and Mount Greylock State Reservation (within 10km). This 46 square metre apartment features two bedrooms, one bathroom, sleeps four guests, and includes a fully equipped kitchen, indoor pool, fitness centre, hot tub, garden, and parking; enjoy nearby attractions such as the Alpine Super Slide and Mountain Coaster (within 3km).
Best Berkshire County, MA apartment rentals with a garden
10 70 reviews
Berkshire County, MA
03/07 – 06/07
£234/nighttotal: £702 (3 )
Beautiful, 100 Acre Retreat, Williamstown 10 Mins
1 2
apartment , Pownal
This solar-powered cottage is situated in Pownal, Vermont, approximately 16 kilometres from Williamstown's art and cultural attractions. The one-bedroom, one-bathroom property sleeps two guests and boasts a fully equipped kitchen, a private hot tub with 56 massage jets, a fireplace, and access to 100 acres of private land with walking trails.
9.9 79 reviews
Berkshire County, MA
03/07 – 06/07
£335/nighttotal: £1005 (3 )
Cascades Cottage | Stylish Tudor On Gorgeous St.
1 2
apartment , North Adams
This three-bedroom apartment, ideal for six guests, enjoys a prime West End location in North Adams, Massachusetts, abutting the Cascades trail and within a short driving distance (a few kilometres) of downtown, MASS MoCA, and Mount Greylock. The property features a fully equipped kitchen, stylish vintage décor, indoor and outdoor living spaces including a fireplace, fire pit, sunroom, library, and writing room, plus a private garden, fast Wi-Fi, and parking; pets are welcome.
9.6 4 reviews
Berkshire County, MA
03/07 – 06/07
£272/nighttotal: £816 (3 )
It's All About The Mountain Views, Modern Farmhouse
1 2
apartment , Ghent
This family-friendly holiday home is situated in the mountains, just 20 kilometres from Catamount Aerial Adventure Park, Catamount Ski Area, and Omi International Arts Center. The property has received excellent user reviews, highlighting its comfortable and relaxing atmosphere. This one-bedroom house can accommodate up to six guests and features a fully equipped kitchen, a spacious living area, and a private garden. Guests can enjoy the spa, jacuzzi, and outdoor barbecue facilities, as well as free Wi-Fi and air conditioning.
9.7 21 reviews
Berkshire County, MA
03/07 – 06/07
£160/nighttotal: £480 (3 )
Cozy Berkshire Cottage
House-private Fenced Yard
1 2
apartment , North Adams
This North Adams holiday home is conveniently located near Massachusetts College of Liberal Arts (MCLA), Mass MoCA, and Williams College, offering easy access to local lakes, hiking trails, and skiing opportunities. Sleeping up to six guests in two bedrooms (plus a queen air mattress), the property boasts a country-style kitchen, a large living room with sectional sofa, TVs in each bedroom and the living room, a fenced garden, a deck with grill, and on-site parking; note that bathroom renovations are underway, resulting in a discounted price.
