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Apartment vacation rentals in Berkshire County

Find and book unique apartments on Airbnb

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Popular amenities for Berkshire County apartment rentals

Weekly apartment rentals

Guest favorite
Apartment in Stockbridge
4.91 out of 5 average rating, 47 reviews

Historic Retreat

PeterRating, 5 stars1 week ago
Great place. Jennifer a really good host. Very responsive.
Guest favorite
The sleeping area is furnished with a double bed, complemented by soft bedding and an accent throw. Two lantern-style lamps are placed on either side on small tables. Light-colored artwork decorates the walls, while natural light filters through sheer curtains, creating a calm ambiance.
Apartment in North Adams
4.83 out of 5 average rating, 60 reviews

Walnut Way basement apartment

BenRating, 5 stars1 month ago
It was bigger in person! Easy check in, check out. Megan was easy to communicate with.
Superhost
A comfortable sleeping area is highlighted by a queen-size bed, adorned with gray patterned bedding and neatly arranged towels. Two nightstands, each with a lamp, flank the bed, while a wooden chair offers additional seating. A closet provides storage space, and art decorates the wall.
Apartment in Adams
4.83 out of 5 average rating, 53 reviews

Downtown Studio in Adams

AaronRating, 5 stars2 months ago
Lea is always great. Place is super comfy. Recommend for sure.
Guest favorite
A comfortable living area features a gray futon sofa and a wooden coffee table. Natural light enters through two large windows, which are equipped with shades. A compact television is positioned on a stand in the corner, complementing the modern decor.
Apartment in Pittsfield
4.91 out of 5 average rating, 45 reviews

Comfortable Pittsfield Loft

ThomasRating, 5 stars1 month ago
I had simply the best time--the nicest people, a beautiful apartment, an absurdly good value, and a great location for exploring western Mass. I'm looking forward to staying here again next time I'm in this part of the country. Do yourself the favor and choose this one, you won't be disappointed.
Top guest favorite
A living area features a brown sectional sofa with floral cushions, complemented by two patterned chairs. A glass coffee table sits on a rug with a subtle floral design. Light streams through large windows adorned with sheer curtains, creating an inviting atmosphere.
Apartment in North Adams
4.95 out of 5 average rating, 74 reviews

"Nostalgia" a spacious2 bedroom first floor unit.

Gary And HeidiRating, 5 stars1 week ago
We had a good time staying at Sandy‘s place. It was exactly what we needed for a graduation weekend. Really appreciated the extra touch of coffee and tea as well as creamer, a thoughtful touch! It easy to work with Sandy. She was responsive to all my messages.
Top guest favorite
A lush, green lawn gently slopes toward a small pond, framed by trees on either side. The natural foliage provides shade and privacy, while a stone is visible among the undergrowth. The area is serene, inviting reflection and connection with nature.
Apartment in Otis
4.96 out of 5 average rating, 97 reviews

Enjoy every season the Berkshires have to offer.

MicheleRating, 5 stars5 days ago
The space is very clean. I stayed 2 nights and brought my dog with me. The only thing that I was surprised about was that there wasn't a door to the bedroom area. I had looked at the pictures and assumed the door I saw was to the bedroom but it was a closet. The bed area is separated by a partial wall but not an actual door. Something to keep in mind if you have additional people sleeping on the pull out couch.
Top guest favorite
A serene outdoor area features two lounge chairs beneath a striped umbrella, situated on a verdant lawn. Nearby, a portable fire pit is surrounded by chairs, with a red kayak positioned along the riverbank, offering a relaxing view of the water and surrounding trees.
Apartment in Stockbridge
5 out of 5 average rating, 40 reviews

Three bedroom duplex in Stockbridge on the river

KimberlyRating, 5 stars1 month ago
This was our second stay at Burr's place and we had another awesome experience! It's very close to Divine Mercy shrine. The home is very clean and has a lovely property, especially the back yard. There's plenty of space for everyone and rooms are well kept. It's very peaceful and quiet and has all the amenities you'll need for a comfortable stay. Burr is always kind, helpful, and responsive. We'll definitely stay again on our next trip to the area.
Top guest favorite
The living area features a blue futon and a cozy white chair alongside a red accent chair. Two round tables are positioned between the seating, complemented by modern table lamps. Light gray curtains frame the windows, adding a soft touch to the space.
Apartment in Pittsfield
4.96 out of 5 average rating, 85 reviews

The sweet place in the beautiful Berkshires!

JennaRating, 5 stars5 days ago
Teresa was a great host! she was helpful in communication for our arrival and stay. her place is truly the sweet place! so clean, comfortable and beautiful! thank you!

Private apartment rentals

Guest favorite
The living area features a green sofa and an ornate red chair, complemented by a wooden coffee table at the center. Large windows allow natural light to fill the space, while decorative elements like a patterned rug and a vintage-style mirror add character.
Apartment in Pittsfield
4.93 out of 5 average rating, 82 reviews

Downtown Apartment A

PoLinRating, 5 stars8 months ago
My family and I were in town for my annual fall birthday getaway and had a pleasant stay! Melissa’s place was clean, easy to find, and had all the right amenities. We would be glad to stay here again for a future visit.
Superhost
A spacious sleeping area features a large bed with a soft white duvet, complemented by two windows providing natural light. A modern sofa is positioned against one wall, and a small nightstand is beside the bed, creating a comfortable, inviting space.
Apartment in Adams
4.71 out of 5 average rating, 7 reviews

Guestrooms on the Bike Trail

NicoleRating, 5 stars3 months ago
My stay at Yina's was perfect for what I was looking for. The space was cozy and quiet and that bed was so comfortable. There was a nice work space with a refrigerator as well which was convenient. Yina and Katelynn were quick to respond to messages etc.
Top guest favorite
A scenic landscape unfolds with rolling hills adorned in vibrant autumn foliage. The rich hues of orange, red, and yellow contrast with a tranquil water body in the distance, set against a cloudy sky that hints at the changing seasons.
Apartment in Lenox
4.93 out of 5 average rating, 85 reviews

Lenox Ma.

BaylieRating, 5 stars5 months ago
France's apartment was really nice - clean, well-stocked (although I would have loved a box of kleenex and a dish towel or two, but that's just me), and comfortable for the two of us. We were on the second floor so if stairs are an issue this isn't the place for you. Overall a great spot, close to restaurants, grocery, etc. All within walking distance! Nice hosts, too.
Guest favorite
A spacious living area is furnished with a comfortable sectional sofa, a dark rug, and a dining table with four chairs. Large windows allow natural light to brighten the room, complemented by stylish dark curtains and modern decor.
Apartment in Stephentown
4.95 out of 5 average rating, 40 reviews

2 Bed Berkshire Getaway @ Stephentown Hotel

GianninaRating, 5 stars2 months ago
We booked a quick in and out mini trip from Long Island. It was so easy to get there, perfect location if you’re looking to get away from the hustle and bustle and need to unplug for a bit. We booked one of the larger apartments since we were traveling with 3 kids and our dog. We felt right at home, the design and decor allowed us to cozy up quickly. They put effort into the small details that provide the comfort you’re looking for when being away from home. Tons of games to play with the family, comfortable mattresses, perfect lighting, stocked kitchen. Everything you need to start a fire outside along with s’mores kits. The boys played ball and with a few other things that were provided in the outdoor bins. The kids were also very interested learning about the history of the actual hotel and location, and how the history of it has been preserved while creating something beautiful and cozy for families. The place smelled great and was spotless.
Guest favorite
A comfortable living area features a sectional sofa and a single armchair arranged around a small metallic coffee table. A colorful area rug adds warmth to the space, while a lamp provides soft lighting. Exposed wooden beams enhance the architectural detail, and a door leads to the hallway.
Apartment in Williamstown
4.94 out of 5 average rating, 304 reviews

COLD SPRING

AlexandraRating, 5 stars1 week ago
We had a great stay here! The place is located a little outside of town but it was an easy drive to get into Williamstown. It was a good location if you are planning to explore the area a bit. There is some noise from the main road, but not so much that it was disruptive. The apartment was easy to find and exactly as described. It is a spacious place that easily fit three adults. Everything we needed was provided in the apartment and the hosts were incredibly responsive to questions and messages. We would definitely stay here again!
Superhost
A view from the porch showcases a hanging flower pot filled with purple blooms, complemented by a decorative birdbath. Lush greenery and colorful flowers line the garden below, providing a serene backdrop. The setting offers an inviting space for relaxation amidst nature.
Apartment in North Adams
4.87 out of 5 average rating, 247 reviews

Cozy One Bedroom Garden Suite with Views & Office

GeoffRating, 5 stars7 months ago
Terrific spot tucked away on a hill away from the mainstream but easily walkable to MassMOCA and ideal access to Mt Greylock access road for outdoor and hiking activities. Immediately responsive, friendly, and yet unobtrusive hosts, with some great recommendations throughout the stay. Will definitely be back before too long!
Superhost
A two-story house features a welcoming front porch with white railings and multiple planters. Red shutters adorn the windows, complementing the light-colored siding. A well-maintained lawn stretches in front, bordered by a path leading to the entrance. The setting reflects a pleasant neighborhood atmosphere.
Apartment in Dalton
4.83 out of 5 average rating, 6 reviews

1843 House - Bright and Airy 5 Rooms (2 Bedrooms)

TonyRating, 5 stars5 months ago
Cathy’s place is a great option for anyone looking to be in Dalton specifically or just as a home base to explore the Berkshires. It is spacious, comfortable, and clean. The kitchen, living room, dining room, and laundry are on the first floor with two bedrooms and the bathroom upstairs, it feels really homey. We were in town for the holidays, and it provided us the perfect spot for four adults and a small dog to be near family but to have a place of our own. Santa even knew where to find us. Although there was a little glitch before we arrived, Cathy was proactive, super communicative, and very accommodating. A great host! We will definitely be back. Thanks, Cathy!
Guest favorite
A charming brick building is viewed from the street, featuring large windows with planters below. A tree-lined street extends to the right, showing a mix of greenery and residential architecture. Soft shadows from nearby trees create a pattern on the asphalt.
Apartment in Pittsfield
4.98 out of 5 average rating, 89 reviews

Luxury 2BR Apt. Home w/Work Area

KatherineRating, 5 stars8 months ago
Robert was a wonderful host, we appreciated his proactive and responsive communication. The space was very clean and beautifully decorated. This apartment does make a bit of noise - creaky floorboards, radiator heat, the beds (a bit squeaky). That said, overall we found the space to be very comfortable and cozy. A great getaway with everything the Berkshires has to offer a short drive away. We would be honored to come back another time. Thank you for having us!

Apartment rentals with a hot tub

Superhost
An outdoor pool area is surrounded by several lounge chairs and umbrellas, offering a view of vibrant autumn foliage on the hills. The pool is partially covered, and a building is visible in the background, enhancing the resort-like atmosphere.
Apartment in Hancock
4.86 out of 5 average rating, 29 reviews

Mountainside Condo Ski on/off

ThomasRating, 5 stars3 months ago
A great place for a skiing getaway at Jiminy Peek Resort! Ski - in, ski -out, a lovely appointed condo, with access to a hot tub. Frank was most helpful and friendly. I highly recommend his place.
Guest favorite
A view from the condo showcases snow-covered slopes leading up to the mountain, with ski lifts operating in the distance. The landscape is framed by the rustic stone chimney of the adjacent building, creating a serene winter scene.
Apartment in Hancock
4.97 out of 5 average rating, 38 reviews

Ski-InSki-Out Loft Lift&MT.Views

ShawnRating, 5 stars2 months ago
My stay was smooth and the condo was nice. I was on a business trip so I didn't have much time in the room besides sleeping which was quiet
The multi-story building features a light-colored façade and a central entrance with a green awning. Surrounded by greenery and gentle hills, the setting showcases a blend of natural beauty and well-maintained landscaping.
Apartment in Hancock
5 out of 5 average rating, 5 reviews

Condo ski in/out

KristinaRating, 5 stars5 months ago
It was a pleasure coordinating with Karen on booking this property and the property exceeded our expectations. It was clean, in a great location, had everything we needed and was perfect for our family. Will definitely book again!
Guest favorite
A well-equipped kitchen features modern appliances, including a stainless steel refrigerator and an electric stove. Light cabinetry complements the granite countertops. A wooden dining table with eight chairs is set with blue placemats, creating a welcoming space for meals.
Apartment in Hancock
5 out of 5 average rating, 5 reviews

Luxe Ski Getaway Base of Jiminy

KathleenRating, 5 stars3 months ago
We enjoyed our stay immensely! Great location and beautiful place. Our hosts were also fantastic. We would love to go back!
Guest favorite
A cozy living area features a tall Christmas tree adorned with lights and ornaments next to a glass-top coffee table. A fireplace with built-in decor sits beneath a mounted television. Velvety blue chairs complement an orange accent pillow on the nearby couch, surrounded by large windows with sheer curtains.
Apartment in Hancock
5 out of 5 average rating, 11 reviews

Artsy loft near MassMoCA with pool and hot tubs

GinaRating, 5 stars5 days ago
The absolute perfect location at the heart of the Berkshire Yoga Festival! Loved the location. Very comfortable for two people. The host was very quick to respond and was accommodating. I would definitely recommend and would stay there again.
Superhost
A red front door, framed by a small overhang, is adorned with hanging flowers. Colorful blooms, including yellow marigolds and pink flowers, surround the entrance, creating a welcoming atmosphere. Sunlight casts gentle shadows on the stone pathway leading to the door.
Apartment in North Adams
4.77 out of 5 average rating, 92 reviews

The Crystal Loft

NoreenRating, 5 stars2 weeks ago
This was my second stay. Great for a family of 3 and a dog that doesn’t mind a flight of stairs:)
Guest favorite
A spacious living and dining area features a large wooden table and a cozy seating arrangement. A flat-screen TV is mounted above a fireplace, and natural light flows through windows, creating a bright environment. Textured rugs add warmth to the hardwood flooring.
Apartment in Hancock
5 out of 5 average rating, 18 reviews

All-Season Condo at Jiminy Peak (Berkshires)

RobynRating, 5 stars3 months ago
Second year in a row staying here. And another perfect vacation. Great location, amenities are perfect, clean condo, and the owner is responsive when needed. Can't wait to stay here again.
Superhost
A cozy bedroom features a spacious bed dressed in plaid and a soft brown throw blanket. Two bedside tables with lamps frame the bed. Above, framed artwork depicting a bear and mountain scene enhances the decor, while a friendly plush bear character adds a charming touch.
Apartment in Hancock
4.87 out of 5 average rating, 31 reviews

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4

JeffRating, 5 stars2 months ago
The perfect location is right at the slopes of Jiminy Peak. The yeti suite was very clean and had everything you needed for your stay. Good luck finding 24 champion badges (I found 23). This is a fun place to stay, and everyone was very helpful.

Destinations to explore