Best apartment offers in Berkshire County, MA

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Berkshire County, MA apartments
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1359 Holiday apartments Berkshire County, MA

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

3 Br+ 4level Winter Ski Rental\n Looking 4 Seasonal Renter\n 1 Mile Off Of Jiminey - Berkshire County, MA
9.5 32 reviews
Berkshire County, MA
03/07 – 06/07
846 €/nightTotal: 2538 € (3 )

3 Br+ 4level Winter Ski Rental\n Looking 4 Seasonal Renter\n 1 Mile Off Of Jiminey

4 2
apartment , Lanesborough
This Lanesborough apartment is situated in a mountain setting, less than 5 kilometres from Jiminy Peak Mountain Resort and Mount Greylock State Reservation.
This 163-square-metre property offers four bedrooms, two bathrooms, sleeps ten guests, and boasts a private jacuzzi, terrace, swimming pool, fitness centre, and tennis court, alongside free Wi-Fi.
Getaway Near Mass Moca, Great Hiking, Scenic Views - Berkshire County, MA
9.7 346 reviews
Berkshire County, MA
03/07 – 06/07
133 €/nightTotal: 399 € (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.
It's All About The Mountain Views, Modern Farmhouse - Berkshire County, MA
9.6 4 reviews
Berkshire County, MA
03/07 – 06/07
315 €/nightTotal: 945 € (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.
Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4 - Berkshire County, MA
10 3 reviews
Berkshire County, MA
03/07 – 06/07
423 €/nightTotal: 1269 € (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.

Top cities

Best Berkshire County, MA holiday apartments with air conditioning

King Bed|2m Ski Resort|stylish|fast Wi-fi - Berkshire County, MA
9.7 75 reviews
Berkshire County, MA
03/07 – 06/07
330 €/nightTotal: 990 € (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.
Frankie’s Place - A Mass Moca Neighborhood 2br Apt - Berkshire County, MA
9.7 146 reviews
Berkshire County, MA
03/07 – 06/07
161 €/nightTotal: 483 € (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.
Vermont Lake Whitingham Mount Snow Area Apartment - Berkshire County, MA
9.7 4 reviews
Berkshire County, MA
03/07 – 06/07
152 €/nightTotal: 456 € (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.
Disney Magic Suite At Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat - Berkshire County, MA
9.8 21 reviews
Berkshire County, MA
03/07 – 06/07
334 €/nightTotal: 1002 € (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.

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 numerous lakes and rivers. It's also a significant cultural hub, boasting world-class performing arts venues like Tanglewood (the summer home of the Boston Symphony Orchestra) and Jacob's Pillow Dance Festival. The area is also known for its charming towns, historic sites, and thriving arts and crafts scene.
  • 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, consider exploring the Mount Greylock State Reservation, offering breathtaking panoramic views from the highest point in Massachusetts. The Ashuwillticook Rail Trail provides a scenic walk or cycle through tranquil countryside. Also, check out the smaller, less-visited museums like the Norman Rockwell Museum in Stockbridge, which is a great alternative to the busier attractions.
  • 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 priorities. Summer (June-August) offers warm weather ideal for hiking and outdoor activities, alongside the peak season for cultural events like Tanglewood and Jacob's Pillow. Autumn (September-October) brings vibrant foliage, making for spectacular scenic drives and hikes. Spring and winter offer quieter experiences, with winter providing opportunities for skiing and snowboarding at various resorts in the area.
  • What are the best apartments with a jacuzzi in Berkshire County, MA?

  • Are there any cultural festivals unique to Berkshire County, Massachusetts?

    Yes, Berkshire County hosts several unique cultural festivals. The Tanglewood Music Festival is a major summer event featuring the Boston Symphony Orchestra. Jacob's Pillow Dance Festival showcases diverse dance styles from around the world. The Great Barrington Fair is an annual agricultural fair with local crafts and entertainment. Many smaller towns also have their own unique festivals throughout the year.
  • 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?

    Berkshire County offers a wide range of recreational activities. Hiking and mountain biking are popular in the numerous state parks and forests, including Mount Greylock State Reservation. During winter, skiing and snowboarding are popular at Butternut Basin and other resorts. Canoeing, kayaking, and fishing are available on several lakes and rivers. Golfing is also a popular pastime, with several courses in the region.
  • 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?

    The best way to learn about local traditions is to engage with the community. Visit local farmers' markets, where you can chat with vendors about regional produce and practices. Stop by local shops and businesses in smaller towns; engaging with the owners often reveals insights into the area's history and culture. Attending local events and festivals provides opportunities for interaction with residents.
  • 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 variety of culinary experiences. You should try the local maple syrup products, which are renowned for their quality. Many restaurants feature locally sourced ingredients in their dishes, showcasing seasonal produce and regional specialties. Look for restaurants that highlight New England cuisine, often incorporating seafood and hearty, seasonal dishes.
  • What specific items should one pack for a trip to Berkshire County, Massachusetts?

    Pack comfortable walking shoes, as you'll likely be doing a lot of exploring on foot. Layers of clothing are recommended, as the weather can be variable, especially during shoulder seasons. A raincoat is always a good idea, regardless of the time of year. If you plan on hiking, bring appropriate gear, including sturdy boots and insect repellent.
  • What are the top sights to visit in Berkshire County, Massachusetts?

    Among the top sights are Tanglewood, the summer home of the Boston Symphony Orchestra; the Norman Rockwell Museum in Stockbridge; Mount Greylock State Reservation for hiking and scenic views; and the many charming historic towns like Lenox, Stockbridge, and Great Barrington, each with its unique character and attractions.

Nearby regions

Best Berkshire County, MA holiday apartments with parking

Beautiful, 100 Acre Retreat, Williamstown 10 Mins - Berkshire County, MA
10 70 reviews
Berkshire County, MA
03/07 – 06/07
272 €/nightTotal: 816 € (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.
Walk To Williams * Steam Sauna * Ritz-carlton Bed - Berkshire County, MA
10 2 reviews
Berkshire County, MA
03/07 – 06/07
505 €/nightTotal: 1515 € (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.
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-ski On/off Country Inn Redone - Berkshire County, MA
10 12 reviews
Berkshire County, MA
03/07 – 06/07
334 €/nightTotal: 1002 € (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).
Renovated Apartment On Main St. - Berkshire County, MA
8.4 5 reviews
Berkshire County, MA
03/07 – 06/07
440 €/nightTotal: 1320 € (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.

Best Berkshire County, MA apartment rentals with a garden

Berkshires Retreat | Hiking & Swim | Fenced Yard - Berkshire County, MA
10 43 reviews
Berkshire County, MA
03/07 – 06/07
1316 €/nightTotal: 3948 € (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.
5br Berkshire Home Mins To The Mountain - Berkshire County, MA
10 4 reviews
Berkshire County, MA
03/07 – 06/07
647 €/nightTotal: 1941 € (3 )

5br Berkshire Home Mins To The Mountain

5 2
apartment , Charlemont
This newly renovated five-bedroom house in Charlemont is located less than 5 kilometres from Berkshire East Resort, offering convenient access to skiing, snowboarding, zip-lining, mountain biking, and rafting.
This spacious property accommodates up to 12 guests, featuring a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a garden, and parking, with a front porch and back deck ideal for relaxation and al fresco dining.
18th Century Refurbished Yankee 3 Bedroom Farmhouse In The Berkshires - Berkshire County, MA
10 4 reviews
Berkshire County, MA
03/07 – 06/07
371 €/nightTotal: 1113 € (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.
Lake Whitingham & Mount Snow Area Village Apartment - Berkshire County, MA
10 1 review
Berkshire County, MA
03/07 – 06/07
223 €/nightTotal: 669 € (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.
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