The Berkshires, MA Apartments from SAR 619

A person snowboarding down a snowy slope.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for The Berkshires apartments

A compact kitchen with a refrigerator, oven, microwave, and coffee maker.

1. Cozy 1-bedroom studio in serene Great Barrington with AC

Great Barrington

Deborah S.

SAR 619 total

includes taxes & fees

30 Oct - 31 Oct

A rustic wooden interior with various stalls selling items like books, snacks, and wine.

2. Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

Hancock

patricia f.

A sandy beach with a lake and forest in the background.

3. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake

Great Barrington

Marc R.

A snow-covered outdoor area with a fire pit, tables, and chairs.

4. Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Hancock

Maura D.

SAR 925 total

includes taxes & fees

14 Oct - 15 Oct

"The best part of this place is the backyard. Sitting next to the river, watching the fire was real FUN! It felt like camping without the inconvenience of real camping.." ...Lina (no fee for firewood)

5. Downtown | Waterfront | Walk to Shops

Williamstown

Tricia

SAR 1,052 total

includes taxes & fees

4 Nov - 5 Nov

A spacious living area with a high ceiling, a kitchen in the background, and a large abstract painting on the wall.

6. Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4

Hancock

Chad J.

A modern kitchen with white cabinetry, a stainless steel dishwasher, and a window with a view.

7. Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton

Dalton

Allie T.

SAR 1,349 total

includes taxes & fees

15 Oct - 16 Oct

A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.

8. Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base

Hancock

Eileen O.

9. Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat

Hancock

shannon m.

SAR 894 total

includes taxes & fees

14 Oct - 15 Oct

10. New Studio In Town, By the Water

Williamstown

Lydia J.

SAR 1,039 total

includes taxes & fees

25 Oct - 26 Oct

A spacious living room with a wooden floor, a sofa, a coffee table, and a lamp. There is a dining area in the background with a table and chairs.

11. Penthouse Apartment on Park Street

Adams

Margaret C.

SAR 1,057 total

includes taxes & fees

18 Oct - 19 Oct

A covered outdoor seating area with two chairs and a view of a grassy landscape.

12. Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center

Lenox

A wicker sofa with a floral cushion, a wicker table with magazines, and a standing fan in a room with large windows and wooden floors.

13. Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown

North Adams

Ruthie K.

SAR 826 total

includes taxes & fees

14 Oct - 15 Oct

"Sitting next to the river, watching the fire was real FUN! It felt like camping without the inconvenience of real camping." ...Lina -- "the fire pit and creek are like a private oasis in the backyard." ... Nachama -- ( no firewood fees )

14. 2-Bdr Apt In Town, By the Water

Williamstown

Thomas

SAR 1,137 total

includes taxes & fees

19 Oct - 20 Oct

A wooden deck with outdoor furniture, a glass door leading to a view of a grassy area with trees.

15. Gorgeous 2BR 2BA Condo At Jiminy Peak w Mtn Views

Hancock

"I chose this place at the very last minute. It was all that I expected and wanted and more: two bedrooms with three beds, a comfortable living space, two full bathrooms, kitchen with all the basic necessities, TV in each bedroom and in the living room, a dining table and chairs, an outside porch with table, a big open space, and grill, easy parking and access, quiet, .and access to two pools. The place was well tended: clean, with towels and extras blankets ready. Howard, the owner, checked on...

Cecilia S.

SAR 1,235 total

includes taxes & fees

14 Oct - 15 Oct

16. Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

Hancock

Ann

SAR 925 total

includes taxes & fees

14 Oct - 15 Oct

A modern kitchen with a central island, stainless steel appliances, and a ceiling fan.

17. Urban Peak Escape, Lenox, MA

Lenox

Nancy H.

SAR 2,861 total

includes taxes & fees

13 Oct - 14 Oct

Four people seated at a table with food and drinks, wearing winter sports helmets.

18. Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

Hancock

Wendy D.

19. Mountain View Suite at Jiminy Peak - Ski On Off - Near Elevator, Pool, and Lobby

Hancock

Marc F.

20. Ski On/Off Winter Mountain Suite Jiminy Peak-- Sleeps4- Home Away From Home

Hancock

Rony N.

SAR 925 total

includes taxes & fees

14 Oct - 15 Oct

View all properties

Find vacation rentals that suit your style

Cabins

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Top The Berkshires Hotel Reviews

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent

"It's a perfect stop on our little Berkshires trip. The Inn had everything we needed and more. The property was beautiful, and the staff was beyond helpful. We will certainly be back."

The Red Lion Inn

8/10 Good

"We had a nice stay at the Red Lion Inn. Our room was clean and had a fireplace, but did not have a mini-refrigerator and the TV was placed to the side of the bed. The restaurant charged a lot ($65 for a filet mignon entree) and the food was not up to that price. The bread and salad were a la carte. The whole place seemed in need of a refresh."

Berkshires Untold

8/10 Good

"First this is a gorgeous property, the outdoor areas are wonderful, with comfy furniture, flowers and fire pits. The main area is an intimate restaurant and bar, with a seating area with books and plants. We enjoyed drinks and dinner there and it was excellent, particularly with the sunset and fire pit to begin our evening, Absolutely lovely! Upon checking in, we were assigned a “premium” room, which sounded great, however it turned out to be on the second floor, at the end of a very long outside corridor, parking and lobby quite distant. They have no elevator. We did lug our bags and a cooler to the room, which was lovely, but we knew we would be much more comfortable on the first floor closer to the lobby, as we are somewhat older. We asked to be moved, and we accommodated, found the room the same, but lacking the coffee service and luggage rack. We were brought a luggage rack, and complimentary coffee was available in the lobby in the morning, but it seemed odd that those would be considered premium in such a nice place. The star of the place is the beautiful outdoor space, and restaurant, we just loved that!"

Quality Inn Great Barrington

8/10 Good

"First, this is an absolutely gorgeous place! The outside areas are beautiful with comfy furniture, flowers and fire pits. Inside is a small intimate restaurant and bar, plus sitting area. With books and plants, very nice. We had dinner there which was excellent, and loved cocktails and sunset outside by the fire pits. When we checked in, we were assigned one of their premium rooms, which sounded great. However, it was on the second floor, at the very end of a long outside corridor, accessible only by stairs near the lobby. There is no elevator. We did go to the room, lugging our bags and a cooler. Unpleasant, as we are somewhat older. We concluded that we did not want to be that far from the main area, so asked to be moved, and were accommodated. We found the new room the same, but lacking a luggage rack and a coffee service (those were only available in the premium rooms at the end of the long corridor). We were given a luggage rack, and complimentary coffee was available in the restaurant in the morning, but it seemed odd that those were considered premium in such a nice place. Otherwise we loved the hotel, room was very nice with a comfortable bed and a very updated bath with a walk in shower. The real star of the hotel is the lobby restaurant and outdoor space - that was just perfect!"

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for The Berkshires apartments

1. Cozy 1-bedroom studio in serene Great Barrington with AC

2. Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

3. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake