Skip to main content

Featured apartment destinations

Destination inspiration for your trip – find an apartment

The best apartments in The Berkshires

Check out our pick of great apartments in The Berkshires

Filter by:


Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

See the latest prices and deals by choosing your dates.

The air-conditioned apartment is composed of 2 separate bedrooms, a fully equipped kitchen with a dishwasher and an oven, and 1 bathroom. A TV as well as a CD player are available to keep guests entertained throughout their stay. The accommodation offers a fireplace. Building is cute and easy to find. Parking was excellent being right in front of the door of this apartment. very clean, well stocked, modern space. Comfy living room for hanging out, large kitchen with everything you need to cook, a clean bathroom with soap, shampoo and toothbrushes and a big shower. It was cool I’m the house and easy to adjust the temperature. Location was good. Reasonably close to all the things we wanted to do, including Tanglewood, The Clark, Mass MoCA, the Mount, Lenox, Great Barrington, plus hiking, and skiing and horses next door! And a great cheese shop down the road (Four Fat Fowl).

Show more Show less
9.9
Exceptional
9 reviews
Price from
US$113.40
per night

Situated 25 km from Bennington Battle Monument, 46 km from Cranwell Spa & Golf Club and 46 km from Tanglewood Musical Center, Water Street Apartments features accommodation located in Williamstown. The Tanglewood is within 46 km of the apartment. Rooms have a TV with cable channels. I will definitely stay again this house. Very cozy and comfortable accommodation. Strongly recommend, especially parents of Williams College students.

Show more Show less
9.4
Superb
26 reviews
Price from
US$120
per night

The air-conditioned apartment consists of 1 bedroom, a living room, a fully equipped kitchen with a dishwasher and a kettle, and 1 bathroom with a hot tub and a hair dryer. Towels and bed linen are provided in the apartment. The accommodation offers a fireplace. Everything was amazing. Howie the host will help you with anything you need.

Show more Show less
9
Superb
19 reviews
Price from
US$101.65
per night

Situated in Hancock, 33 km from Cranwell Spa & Golf Club and 33 km from Tanglewood Musical Center, Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4 offers a fitness centre and air conditioning. The property has mountain views and is 33 km from Tanglewood and 43 km from Norman Rockwell Museum. The apartment provides parking on-site, an outdoor swimming pool and a lift.

With free WiFi, this 1-bedroom apartment features a cable TV and a kitchen with a dishwasher and oven. Towels and bed linen are available in the apartment. The accommodation offers a fireplace. Nice quiet and relaxing place, must be in list and want to visit again in winter time when it’s snowing

Show more Show less
9
Superb
23 reviews
Price from
US$101.65
per night

With free WiFi, this 1-bedroom apartment provides a cable TV, a washing machine and a fully equipped kitchen with a dishwasher and microwave. Towels and bed linen are provided in the apartment. The accommodation is non-smoking. My kids loved the games! It was perfect to take a break in a nice warm room and play some family games and have that quality time. The games ranged for little kids to teenagers which was perfect for us

Show more Show less
8.9
Fabulous
6 reviews
Price from
US$107
per night

Boasting air-conditioned accommodation with a private pool, Mountain View Suite on Jiminy Peak Ski On Off -New is situated in Hancock. The property has mountain views and is 33 km from Cranwell Spa & Golf Club and 33 km from Tanglewood Musical Center. The apartment offers parking on-site, an indoor pool and a lift. Beautiful area warm, comfortable room with a kitchen

Show more Show less
8.6
Fabulous
21 reviews
Price from
US$107
per night

Set in Hancock, 33 km from Cranwell Spa & Golf Club and 33 km from Tanglewood Musical Center, Gorgeous 1st FL Mtn View Jiminy Suite Sleeps 4 Ski On Off offers air conditioning. The property has mountain views and is 33 km from Tanglewood and 43 km from Norman Rockwell Museum. The apartment features parking on-site, an outdoor swimming pool and a lift. Everything was perfect. Walk right onto the lift from the building very convenient!

Show more Show less
8.9
Fabulous
14 reviews
Price from
US$107
per night

With free WiFi, this 1-bedroom apartment provides a TV and a kitchen with a microwave and fridge. Towels and bed linen are provided in the apartment. The accommodation offers a fireplace.

Dining options are available close to the apartment. Clean, calming presence. Perfect location to skiing and restaurants. Massage chair is fantastic! Felt comfortable letting my teen girls move about independently. Very safe location!

Show more Show less
8.2
Very good
15 reviews
Price from
US$101.65
per night

Located in Hancock and only 33 km from Cranwell Spa & Golf Club, Gorgeous Ski On/Off 2 BR Sleeps 8 Jiminy-Must See Luxury provides accommodation with mountain views, free WiFi and free private parking. The air-conditioned accommodation is 34 km from Tanglewood. The aparthotel features a pool with a view, sauna and a 24-hour front desk. This place was a godsend. After the nearby Wyndham Resort canceled our booking last minute due to overbooking, my family was scrambling to find local accommodation. After the recent, sudden loss of my mother, my family was looking forward to our annual trip to Jiminy Peak, which was one of her favorite places. This place appeared at just the right time and was a great, even better, alternative to Wydham. Howie was a wonderful host and the accommodations were clean, comfortable, and cute. The place felt like home and had all of the amenities we needed. There were many comfortable beds and a copious number of fluffy blankets. It also had 2 bedrooms, unlike many of the other hotels in the area. Howie was very responsive to our questions and provided helpful recommendations. They even left a cute stuffed bear that we could take home as a souvenir! What a thoughtful touch. All in all, it was a wonderful stay and we would definitely stay again.

Show more Show less
8.3
Very good
28 reviews
Price from
US$161
per night

Featuring an outdoor pool and mountain views, Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4 is located in Hancock. The air-conditioned accommodation is 33 km from Cranwell Spa & Golf Club. Providing free WiFi throughout the property, the non-smoking apartment features a fitness centre.

Show more Show less
7.5
Good
2 reviews
Price from
US$103
per night

Most booked apartments in The Berkshires this month

FAQs about apartments in The Berkshires

Apartments that guests love in The Berkshires