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

Perfect Family Gateway Spot For The Berkshires, Jiminy Peak Skiing, Mass Moca - Berkshire County, MA
10 5 reviews
Berkshire County, MA
29/08 – 03/09
428 €/nighttotal: 2140 € (5 )

Perfect Family Gateway Spot For The Berkshires, Jiminy Peak Skiing, Mass Moca

3 5
apartment , Hancock
This three-bedroom Hancock holiday home is situated 2.9km from Jiminy Peak Mountain Resort, offering easy access to skiing, snowboarding, and summer attractions such as the Mountain Coaster and Alpine Super Slide (within 9.6km).
Sleeping up to seven guests, the property boasts a fully equipped kitchen, outdoor pool, patio with fireplace, free Wi-Fi, and on-site laundry facilities, perfect for families seeking a relaxing mountain getaway near Mount Greylock State Reservation (within 14.5km).
Cozy 2-bedroom Apartment Within Walking Distance To Mass Moca And Downtown - Berkshire County, MA
Berkshire County, MA
03/07 – 06/07
191 €/nighttotal: 573 € (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.
Secluded And Spectacular Views - Berkshire County, MA
9.9 86 reviews
Berkshire County, MA
26/06 – 28/06
1229 €/nighttotal: 2458 € (2 )

Secluded And Spectacular Views

5 2
apartment , Pine Plains
This five-bedroom house is situated on a river in Pine Plains, just under 5 kilometres from The Stissing Center, Pine Plains Library, and Thompson Pond.
The 325 square metre property offers a fully equipped kitchen, two bathrooms, a washing machine, a terrace, a garden, and a spa, and comfortably accommodates up to 12 guests.
Walk To Campus; Open Concept Kitchen/living;nature Trail At End Of This Quiet St - Berkshire County, MA
8.4 5 reviews
Berkshire County, MA
03/07 – 06/07
368 €/nighttotal: 1104 € (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.

Top cities

Best Berkshire County, MA holiday apartments with air conditioning

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.
204 Park Suite - Berkshire County, MA
10 1 review
Berkshire County, MA
03/07 – 06/07
212 €/nighttotal: 636 € (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.
Deluxe Yeti Suite On Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn - Berkshire County, MA
9.8 22 reviews
Berkshire County, MA
03/07 – 06/07
334 €/nighttotal: 1002 € (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.
King Bed|2m Ski Resort|stylish|fast Wi-fi - Berkshire County, MA
9.7 78 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.

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

Chic 2br Suite On Jiminy Mtn Sleeps 8 - Gorgeous - Berkshire County, MA
9.6 34 reviews
Berkshire County, MA
03/07 – 06/07
426 €/nighttotal: 1278 € (3 )

Chic 2br Suite On Jiminy Mtn Sleeps 8 - Gorgeous

2 2
apartment , Hancock
This apartment is located in Hancock, just a short walk from Jiminy Peak Mountain Resort and within easy reach of other attractions such as Zema's Nursery and Pittsfield State Forest. It has consistently received excellent reviews from previous guests.
This two-bedroom, one-bathroom property spans 84 square metres and can comfortably accommodate up to eight guests. It features a fully equipped kitchen, a fireplace, a DVD player, and access to a swimming pool, jacuzzi, and fitness centre.
It's All About The Mountain Views, Modern Farmhouse - Berkshire County, MA
9.6 4 reviews
Berkshire County, MA
26/06 – 28/06
308 €/nighttotal: 616 € (2 )

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.
Hike, Fish & Ski: Riverside Barn Loft In Lee - Berkshire County, MA
Berkshire County, MA
26/06 – 28/06
588 €/nighttotal: 1176 € (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.
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.

Best Berkshire County, MA apartment rentals with a garden

Antique Farmhouse Totally Restored - Berkshire County, MA
9.8 98 reviews
Berkshire County, MA
26/06 – 28/06
772 €/nighttotal: 1544 € (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.
Views Of Catamount!  Tanglewood, Skiing, Bash Bish Falls, Barn At Liberty Farms! - Berkshire County, MA
10 44 reviews
Berkshire County, MA
26/06 – 28/06
1361 €/nighttotal: 2722 € (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.
Jug End Crest | Fireplace  Sunroom  Central Air - Berkshire County, MA
10 2 reviews
Berkshire County, MA
03/07 – 06/07
781 €/nighttotal: 2343 € (3 )

Jug End Crest | Fireplace Sunroom Central Air

3 2
apartment , Egremont
This Egremont apartment, near Jug End Reservation and the Appalachian Trail, offers stunning valley views and is minutes from Great Barrington's amenities, including shops and restaurants.
The 275 square metre property features three bedrooms sleeping six, two bathrooms, a fully equipped kitchen with dishwasher, a terrace, garden, parking, and modern amenities including air conditioning, Wi-Fi, and a fireplace; guests can enjoy hiking, exploring the Berkshires, or visiting attractions like Tanglewood and Catamount ski resort, all within easy driving distance.
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.
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