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.
8.8 8 reviews
Berkshire County, MA
03/07 – 06/07
£288/nightTotal: £864 (3 )
1st Floor Mountain View Suite Ski On/off At Jiminy- Fully Redone Decor
1 2
apartment , Hancock
This Hancock apartment, near Jiminy Peak Mountain Resort (under 3.2km) and Pittsfield State Forest (under 9.7km), offers ski-in/ski-out access and proximity to the Alpine Super Slide and Mountain Coaster. The 46-square-metre property features two bedrooms, one bathroom, sleeps four guests, and includes a fully equipped kitchen, indoor pool access, fitness centre, and jacuzzi.
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.
9.0 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.
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.
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).
9.8 22 reviews
Berkshire County, MA
03/07 – 06/07
£288/nightTotal: £864 (3 )
Deluxe Yeti Suite On Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
1 2
apartment , Hancock
This apartment is located in Hancock, just 0.16 kilometres from Jiminy Peak Mountain Resort, offering easy access to the slopes and nearby attractions like Zema's Nursery and Pittsfield State Forest. It has received excellent user ratings, making it a popular choice for travellers. The apartment has one bedroom and one bathroom, covering 46 square metres and comfortably accommodating up to four guests. It includes a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, parking, and a fireplace, providing all the amenities you need for a relaxing and enjoyable stay.
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.
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.
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.
Berkshire County, MA
03/07 – 06/07
£119/nightTotal: £357 (3 )
Spacious One Bedroom W/private Entrance And W/d
1 2
apartment , Hancock
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 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.
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
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.
10 3 reviews
Berkshire County, MA
03/07 – 06/07
£365/nightTotal: £1095 (3 )
Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4
1 2
apartment , Hancock
This Hancock apartment, a five-minute walk from Jiminy Peak Mountain Resort and a one-minute drive from the Mountain Coaster, offers ski-in/ski-out access and proximity to Mount Greylock State Reservation. The 60-square-metre (0.06 hectare) self-catering flat sleeps four, boasting a fireplace, air conditioning, a fully equipped kitchen including a dishwasher, and in-unit laundry facilities, plus access to a shared pool, hot tub, and fitness centre.
9.7 4 reviews
Berkshire County, MA
03/07 – 06/07
£131/nightTotal: £393 (3 )
Vermont Lake Whitingham Mount Snow Area Apartment
1 2
apartment , Whitingham
This Jacksonville apartment, near Whitingham, Vermont, is conveniently located approximately 45km from Bennington and 12.5km from Molly Stark State Park, offering easy access to Mount Snow and other attractions. This three-bedroom dwelling, boasting 46 square metres of floor space and sleeping up to four guests, features a fully equipped kitchen, free Wi-Fi, private parking, a peaceful garden with patio and fireplace, and on-site yoga classes.
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.
Top cities
Best Berkshire County, MA holiday apartments with air conditioning
9.5 9 reviews
Berkshire County, MA
03/07 – 06/07
£243/nightTotal: £729 (3 )
Game Night Suite At Jiminy Peak Ski Onoff Sleeps 4
1 2
apartment , Hancock
This Hancock apartment is situated near Jiminy Peak Ski Resort, approximately 55 kilometres from Albany International Airport. The 46-square-metre flat offers one bedroom, one bathroom, sleeps seven guests, and includes a fully equipped kitchen, free Wi-Fi, a washing machine, and access to an on-site swimming pool, jacuzzi, and fitness centre.
10 67 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.
10 2 reviews
Berkshire County, MA
03/07 – 06/07
£298/nightTotal: £894 (3 )
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.
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.
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
8.4 5 reviews
Berkshire County, MA
03/07 – 06/07
£318/nightTotal: £954 (3 )
Walk To Campus; Open Concept Kitchen/living;nature Trail At End Of This Quiet St
3 2
apartment , Williamstown
This Williamstown holiday home is situated a short 0.8 km walk from Lower Linear Park and Williams College, with North Street Conservation Area and Pine Cobble Preserve within a 2.4 km radius. The three-bedroom property, sleeping five guests, boasts two bathrooms, a fully equipped kitchen including dishwasher, a jacuzzi, garden, terrace, parking, and free Wi-Fi; enjoy nearby walks and outdoor recreation.
8.4 6 reviews
Berkshire County, MA
03/07 – 06/07
£242/nightTotal: £726 (3 )
The Brooks Motel: Exceptional Suite
1 2
apartment , Copake Lake
This two-bedroom apartment near Copake Lake, New York, is situated approximately 3.2 kilometres from Hillsdale Town Hall, Catamount Aerial Adventure Park, and the community library, and 4.8 kilometres from the Catamount Ski Area and Taconic State Park. The self-catering flat sleeps four, offering a sofa bed, refrigerator, microwave, stovetop, coffee maker, TV, and dedicated workspace; on-site parking and Wi-Fi are also provided.
8.4 5 reviews
Berkshire County, MA
03/07 – 06/07
£380/nightTotal: £1140 (3 )
Renovated Apartment On Main St.
2 2
apartment , Salisbury
This newly renovated Salisbury apartment, centrally located near Limerock Park and the Appalachian Trail, offers easy access to Hotchkiss School and other local attractions within a few kilometres. The two-bedroom, one-bathroom flat sleeps five guests comfortably, boasting a fully equipped kitchen with microwave and dishwasher, a private balcony, high-speed internet, and a Roku TV; nearby activities include birdwatching at Hanging Rock Park and tea tasting at Harney and Sons.
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.
Best Berkshire County, MA apartment rentals with a garden
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.
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.
9.6 21 reviews
Berkshire County, MA
03/07 – 06/07
£444/nightTotal: £1332 (3 )
Home In The Berkshires
4 2
apartment , Hancock
This spacious four-bedroom holiday home is situated on a secluded 1.2-hectare property in Williamstown, Massachusetts, offering convenient access to Jiminy Peak Mountain Resort (800 metres) and the Ashuwillticook Rail Trail (1.6 kilometres). This 186-square-metre residence accommodates up to eight guests, featuring two master suites, a kitchen with a fridge and dishwasher, and a terrace or balcony, with the surrounding Berkshires providing ample opportunities for outdoor pursuits such as hiking, fishing, and kayaking.
9.8 11 reviews
Berkshire County, MA
03/07 – 06/07
£685/nightTotal: £2055 (3 )
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.
