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 44 reviews
Berkshire County, MA
26/06 – 28/06
£1174/nighttotal: £2348 (2 )
Views Of Catamount! Tanglewood, Skiing, Bash Bish Falls, Barn At Liberty Farms!
5 2
apartment , Ghent
This luxurious five-bedroom apartment is situated in a peaceful location in Ghent, just 10 kilometres from the centre of the city. It has received excellent reviews from previous guests. This spacious apartment has a floor area of 418 square metres and comfortably accommodates up to 14 guests. It offers a range of amenities, including a fully equipped kitchen, a swimming pool, a tennis court, and a garden with a terrace.
10 5 reviews
Berkshire County, MA
29/08 – 03/09
£194/nighttotal: £970 (5 )
2 Bed Berkshire Getaway @ Stephentown Hotel
2 5
apartment , East Nassau
This three-bedroom apartment, perfect for families, is situated in Stephentown, New York, close to the Berkshire and Taconic Mountains, and a short drive (approximately 0.6 km) from Jiminy Peak Ski Resort. The 111 square metre self-catering property offers a well-equipped kitchen, in-unit laundry facilities, three smart TVs, and parking for two cars, accommodating up to six guests with the added convenience of a Pack 'n Play and high chair.
9.2 72 reviews
Berkshire County, MA
29/08 – 03/09
£225/nighttotal: £1125 (5 )
5 Minutes From The Appalachian Trail And Mount Washington. In The Berkshires!
4 5
apartment , Egremont
This four-bedroom house is located in the mountains of Egremont, just 5km from Catamount Ski Area, Jug End State Reservation, and Catamount Aerial Adventure Park. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. The spacious 1115 square metre house comfortably accommodates up to six guests. The property includes a fully equipped kitchen, a fireplace, a spa tub, a garden, a terrace, and parking, ensuring a relaxing and enjoyable stay.
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.
Berkshire County, MA
26/06 – 28/06
£541/nighttotal: £1082 (2 )
Condo ∙ 2 Bedrooms ∙ 6 Guests
2 2
apartment , Lenox
This two-bedroom apartment, situated in The Ponds at Foxhollow in the Berkshires, Massachusetts, is conveniently located 4.7km from The Mount, 11.6km from the Norman Rockwell Museum, and 6.9km from Tanglewood. The property, sleeping up to six guests, boasts a fully equipped kitchen, three bathrooms, a private deck with scenic pond views, resort access to pools, a fitness centre, and a sauna, plus on-site parking.
10 289 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.
9.8 39 reviews
Berkshire County, MA
29/08 – 03/09
£267/nighttotal: £1335 (5 )
Ski-in, Ski-out! Lift And Mt. Views Unbeatable Location For All Seasons! Unit 2
3 5
apartment , Hancock
This two-bedroom apartment is located in Hancock, Massachusetts, just 10 kilometres from Pittsfield State Forest and 10 kilometres from Jiminy Peak Mountain Resort. The 121 square metre apartment features a fully equipped kitchen, a balcony, a fireplace, a spa tub, and a fitness centre, providing a comfortable and convenient stay for up to nine guests.
9.8 7 reviews
Berkshire County, MA
03/07 – 06/07
£219/nighttotal: £657 (3 )
Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5
1 2
apartment , Hancock
This Hancock apartment is conveniently located just 0.1 miles from Jiminy Peak Mountain Resort and within 9 miles of several attractions including Zema's Nursery, Pittsfield State Forest, Mount Greylock State Reservation Visitor Center, and Brodie Mountain. The property has received excellent user ratings. The apartment has one bedroom and one bathroom, comfortably accommodating up to five guests. It offers a fully equipped kitchen, a terrace, a garden, a swimming pool, a fitness centre and parking, along with amenities like internet access, air conditioning, and a TV.
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.
Berkshire County, MA
26/06 – 28/06
£660/nighttotal: £1320 (2 )
Catamount, Zip Line, Private Setting, Book Now!
4 2
apartment , Egremont
This expertly renovated four-bedroom house, sleeping eight, is located on a private road in Egremont, Massachusetts, less than 1.6km from Catamount Mountain and a 12-minute drive from Great Barrington's town centre. The 214 square metre property boasts a chef's kitchen, two bathrooms, a terrace, parking, and pet-friendly amenities including a portable cot and baby bath; nearby activities include skiing and ziplining at Catamount Mountain and dining in Egremont and Hillsdale, New York.
9.8 146 reviews
Berkshire County, MA
29/08 – 03/09
£213/nighttotal: £1065 (5 )
Central Haus (Cozy Group Getaway)
4 5
apartment , North Adams
This four-bedroom house, sleeping seven, is situated in a quiet North Adams neighbourhood, approximately 2.4km from MASS MoCA and 4.8km from Natural Bridge State Park, offering easy access to Berkshire hiking trails. The property boasts a fully equipped kitchen, two enclosed porches, a garden, dedicated office space with Wi-Fi, a spacious living room with a smart TV, and stunning Mount Greylock views; parking is also available.
Best family friendly Berkshire County, MA Holiday Apartments and Self Catering Accommodations
Among the 1359 accommodations in Berkshire County, MA, here are the 3 best family friendly holiday apartments
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.
Berkshire County, MA
26/06 – 28/06
£2056/nighttotal: £4112 (2 )
Sleeps 40 Heated Pool Hot Tub Game Room | Brookside Mountain Retreat
13 2
apartment , East Nassau
This expansive country estate in Stephentown, situated in the rolling foothills between the Berkshires and New York’s Capital Region, is located just minutes from Jiminy Peak Mountain Resort, offering a countryside retreat with sweeping mountain views. This large property, boasting 604 square meters of floor area, accommodates up to 40 guests across thirteen bedrooms and features a chef's kitchen, a game room with a full bar, and an outdoor area with a heated swimming pool and hot tub, with AvantStay's Concierge Service available to enhance your stay.
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.
Top cities
Best Berkshire County, MA holiday apartments with air conditioning
9.7 347 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 1 review
Berkshire County, MA
26/06 – 28/06
£620/nighttotal: £1240 (2 )
Tranquil Lakeside Escape In The Berkshires
2 2
apartment , Lenox
This Lenox condo, a short 6.4km drive from The Mount and 9.6km from the Housatonic River, offers convenient access to local attractions. The two-bedroom, three-bathroom apartment sleeps six, boasting a fully equipped kitchen, in-unit laundry, a swimming pool, sauna, parking, and free Wi-Fi.
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.
10 8 reviews
Berkshire County, MA
26/06 – 28/06
£623/nighttotal: £1246 (2 )
Mid-century Home Surrounded By Meadows
3 2
apartment , Pine Plains
This Pine Plains riverfront property is situated within 4.8 kilometres of Stissing Center, Pine Plains Library, and Thompson Pond, and 5 kilometres from Stissing Lake Park, offering easy access to local amenities and outdoor recreation. This 139 square metre house boasts three bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, patio, garden, spa, on-site laundry, and parking.
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
Berkshire County, MA
26/06 – 28/06
£507/nighttotal: £1014 (2 )
Hike, Fish & Ski: Riverside Barn Loft In Lee
1 2
apartment , Lee
This South Lee studio flat is situated in a Grade II listed 1815 barn directly on the Appalachian Trail, offering mountain and river views and proximity to Goose Pond Reservation and October Mountain State Forest (9.6 kilometres), as well as Stockbridge (3.2 kilometres) and downtown Lee (4.8 kilometres). The 84 square metre studio loft accommodates up to four guests with a king bed and futon, a kitchenette, a laptop-friendly workspace, air conditioning, Wi-Fi, and a covered porch, with parking and pets allowed for an additional fee.
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 2 reviews
Berkshire County, MA
03/07 – 06/07
£436/nighttotal: £1308 (3 )
Walk To Williams * Steam Sauna * Ritz-carlton Bed
1 2
apartment , Williamstown
This Williamstown guesthouse is centrally located, just 180 metres from Williams College and a short walk to Spring Street's shops and restaurants, and within 3.2 kilometres of the Clark Art Institute and a five-minute drive to MASS MoCA. This 33 square metre apartment accommodates up to three guests with one bedroom and one bathroom, featuring a fully equipped kitchen, private garden patio with a fire pit, luxurious steam sauna, and off-street parking for two vehicles.
9.7 78 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
9.8 98 reviews
Berkshire County, MA
26/06 – 28/06
£666/nighttotal: £1332 (2 )
Antique Farmhouse Totally Restored
4 2
apartment , Sheffield
This farmhouse is situated in Sheffield, a rural area in the Berkshire Hills, just 16 km from Mount Riga State Park and a short drive from the Catamount Ski Area. The 451 square metre property features a spacious living area with a state-of-the-art kitchen, three bedrooms, and a large master bedroom with a stunning sunrise view, as well as a Jacuzzi, a spa, and a garden with Highland Cows and Belted Galloways grazing in the meadows.
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).
Berkshire County, MA
26/06 – 28/06
£1464/nighttotal: £2928 (2 )
The Pease-hastings House Charming 7-bedroom Victorian Home In Lovely Worthington
7 2
apartment , Worthington
This large country house in Worthington, nestled in the Berkshires foothills, offers a Victorian manor experience just 1.6 kilometres from a golf course and near the Fox Den and Hiram H. Fox Wildlife Management Areas. With 7 bedrooms, 5 bathrooms, and capacity for 14 guests, this property provides ample space and amenities including internet, a terrace, garden, and parking, with extensive grounds for hiking and enjoying the surrounding natural beauty.
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.
