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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

Superhost
The studio apartment features a spacious king bed, complemented by gray bedding and neatly arranged towels. A comfortable sofa and a pullout couch provide additional seating, while large windows allow natural light to illuminate the wooden and carpeted flooring.
Apartment in Stephentown
4.74 out of 5 average rating, 19 reviews

Berkshires Apartment @ the Stephentown Hotel

LisaRating, 5 stars1 month ago
Loved staying here. It was so quiet and peaceful there. There was everything I needed. It was a great place to stay!
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, 58 reviews

Walnut Way basement apartment

BenRating, 5 stars2 weeks ago
Great location that’s walkable to core North Adams destinations. Spacious and clean! Definitely would return if planning to be around the area again.
Guest favorite
A cozy living room is featured with natural light streaming through large windows. A comfortable sectional sofa and two stylish armchairs are arranged around a round coffee table. Decorative elements include a soft throw and an elegant light fixture hanging from the ceiling.
Apartment in Lenox
4.97 out of 5 average rating, 64 reviews

Main Street Delight - One Bedroom Apartment

MarleyRating, 5 stars3 weeks ago
John’s listing is definitely a Lenox gem! The location is prime and within walking distance of all of the restaurants in town. We would highly recommend and plan on returning!
Top guest favorite
A wooden structure with a deck extends into the greenery, framed by tall hop poles. The building features a large front porch, inviting outdoor seating, and an entrance accentuated by surrounding trees and a grassy area leading up to it.
Apartment in Petersburgh
4.88 out of 5 average rating, 180 reviews

The Beer Diviner Brewery Apartment

GraceRating, 5 stars3 weeks ago
If you're looking for a peaceful getaway in the NY mountain woods and love the rustic brewery experience, this is an awesome place to stay! We enjoyed driving the mountain roads by day, exploring neighboring towns (especially getting a mineral spring spa bath and filling a few gallon jugs at the Saratoga Spa State Park with the State Seal mineral water). By night we enjoyed the various beer offerings of Jon the Beer Diviner in the brewery, especially liked the Stout and the Scotch Ale (Glen was right : ) Saturday night we loved the live music and delicious pizza too. Great fire pits on the deck which we enjoyed mostly on our last night all by ourselves after everyone left. Peaceful, eclectic place and exceptionally nice folks, Cindy and Jon! Got some great ideas from the local patrons, Cohoes Falls for one! And even though the weekend was rainy and it snowed as we were leaving, we thoroughly enjoyed this off the beaten path gem in the woods and you will too! We will def be back <3
Guest favorite
The living area is spacious, featuring a stone fireplace and a mounted television. Natural light fills the room through several windows. A cozy seating arrangement includes a gray sofa, a patterned accent chair, and a wooden coffee table. The adjacent kitchen is partially visible, showcasing modern appliances.
Apartment in Great Barrington
4.88 out of 5 average rating, 8 reviews

2BR|Full Kitchen|King Bed|Fireplace|Tanglewood

JodiRating, 5 stars5 months ago
East Rock Inn was just perfect for our Berkshires getaway! The place was spotless , still smelled new, and offered tons of space. The big stone (gas) fire place was our favorite feature. Our hosts were super responsive and helpful.
Top guest favorite
A bright living area features a soft-colored sofa paired with two brown leather chairs. A small, round table is positioned in front of the sofa. Natural light streams through the front door and window, highlighting the warm wooden floor and cozy ambiance.
Apartment in Williamstown
5 out of 5 average rating, 19 reviews

Downtown Jewel | Stylish | Fully Stocked | Firepit

CarrieRating, 5 stars2 months ago
Dalit’s downstairs unit at 208 Water Street is fantastic! Recently renovated with a fresh and stylish vibe. Location was perfect for us during our recent visit, and Dalit kept in great contact through a patch of tough winter weather. We appreciated the amenities set out for us and our dog. Thank you for a great stay!
Guest favorite
A spacious living area features a comfortable brown sofa with decorative pillows and a matching armchair. A glass-top coffee table sits on a patterned area rug, and a wooden bar with stools is visible in the background, showcasing a blend of classic and contemporary design.
Apartment in Pittsfield
5 out of 5 average rating, 37 reviews

Comfy Quaint Tavern

MarkRating, 5 stars1 month ago
Amy is a fantastic host and has thought of everything you need while staying here. It’s convenient to everything in town and feels like home.
Superhost
A modern living area is featured with a plush gray sofa and a cozy armchair, positioned on a soft rug. Two round coffee tables, with marble tops, are placed in front of the sofa. Natural light enters through a large window adorned with white blinds, complementing the neutral color scheme.
Apartment in Williamstown
4.94 out of 5 average rating, 16 reviews

2-Bedroom Williamstown Apartment in Center of Town

StephenRating, 5 stars9 months ago
Good, clean place. Everything was as advertised. Close to the campus.

Private apartment rentals

Guest favorite
A cozy living area features a green sofa with decorative pillows, accompanied by a wooden coffee table. Natural light filters through two nearby windows, highlighting a warm area rug. A bookshelf filled with vinyl records and plants adds character to the space.
Apartment in Pittsfield
4.93 out of 5 average rating, 82 reviews

Downtown Apartment A

PoLinRating, 5 stars6 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 comfortable seating area is featured, including a light-colored armchair and a sectional sofa. A small side table sits beside the sofa. Light-colored curtains frame a glass door leading to the outside, while a patterned rug adds warmth to the space.
Apartment in Lee
4.94 out of 5 average rating, 32 reviews

Cute, Cozy and Comfortable apartment

NatalieRating, 5 stars4 days ago
Beautiful, cozy, clean, quiet apartment. Apartment was decorated so beautiful. Tracy is amazing. Cannot wait to stay again!
Guest favorite
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
5 out of 5 average rating, 6 reviews

Guestrooms on the Bike Trail

NicoleRating, 5 stars1 month 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.
Superhost
A comfortable seating area is highlighted by a striped sofa and a floral armchair. A small side table with a lamp sits beside the sofa, illuminating the cozy space. Natural light filters through a small window in the sloped ceiling, creating a warm ambiance.
Apartment in Chester
4.77 out of 5 average rating, 197 reviews

Quiet getaway in the Berkshires

MarkRating, 5 stars2 weeks ago
The place is a large upstairs apartment built into a single family home with a business on the first floor. Very Chester. Comfortable and warm. Everything was and felt clean, no worries there.
Top guest favorite
A cozy living area features a rich brown leather couch facing a flat-screen TV on a wooden console. Natural light filters through the nearby window, illuminating the warm wood floor and woven area rug. A small side table adds functional space next to the couch.
Apartment in Lenox
4.93 out of 5 average rating, 85 reviews

Lenox Ma.

BaylieRating, 5 stars4 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.
Top guest favorite
A tranquil sleeping area features a wooden bed topped with a vibrant patterned quilt. Natural light enters through a window, illuminating the space. A wooden cabinet and a side table with a lamp add functionality, complemented by artwork on the walls showcasing nature scenes.
Apartment in East Chatham
4.95 out of 5 average rating, 115 reviews

Bennett Abode

DevenRating, 5 stars4 months ago
Was a very comfortable stay and host was great!
Top guest favorite
A comfortable living area features a blue sofa adorned with decorative cushions, complemented by a wooden coffee table. Artwork hangs above the sofa, with natural light filtering through the window, illuminating the light wood floor and neutral wall tones.
Apartment in Great Barrington
5 out of 5 average rating, 17 reviews

Great Barrington Treetops Suite

EricaRating, 5 stars8 months ago
We absolutely loved out time at Treetops. This was our very first air B&B experience and I could not rate it more highly. The space is immaculate. We loved the little details - the fresh cream for our coffee in the fridge, the makeup wipes and disposable cups in the bathroom - the tea bags and the hot pot etc. We will definitely be back! Thanks for everything! Erica and Mike
Top guest favorite
A bright living area features a comfortable beige sofa with decorative pillows, accompanied by a dark wooden coffee table. Natural light enters through two windows adorned with bamboo shades, while a simple plant adds a touch of greenery to the space.
Apartment in Stockbridge
4.98 out of 5 average rating, 44 reviews

Stockbridge private apartment

PamRating, 5 stars2 months ago
Bella’s place is lovely - warm and welcoming! It was perfect for our President’s weekend escape to the Berkshires. Bella welcomed us with a nice note and treats for our pup. Her place was spotless and even more attractive in person. The kitchen had all we needed and the family room and bed were very comfortable. Quiet location! We would love to return!

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 stars1 month 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.
An outdoor pool is featured at the resort, surrounded by lounge chairs and umbrellas for shade. Views of the well-maintained grounds and pool area are available, with trees and hills in the background. Nearby buildings provide accommodations for guests.
Apartment in Lee
4.92 out of 5 average rating, 25 reviews

Dream Vacation

AmandaRating, 5 stars44 months ago
This was our second time staying here with Nikolay as the host, and we had an amazing time! The pools and activities are so much fun, my kids (age 15 and 11) had a blast even though it rained a few days. They kept busy in the arcade, indoor pools, and movie theater. The staff is super friendly, grounds are clean, the room is roomy with an awesome jacuzzi tub and deck, the outdoor pool is huge with plenty of seating, and the free laundry is much appreciated! The only thing I would recommend is to bring an extra blanket if you like to sleep with lots of blankets, the ones from the resort are kind of thin. BEST PART is the mini golf! This time we brought our own balls and putters (and our own basketball for the court), but you can get them from the staff too. The grocery store is right up the road and there are several great restaurants in town - Highly recommend The Locker Room for great burgers. We definitely will be back, its a great place and wonderful hosts! Definitely a hidden gem of Massachusetts!
Guest favorite
A spacious living area is highlighted by a vaulted ceiling and large windows that provide natural light. A comfortable sofa and two armchairs surround a fireplace, complemented by decorative items. A mirror reflects the room's brightness, enhancing the inviting atmosphere.
Apartment in Hancock
4.97 out of 5 average rating, 38 reviews

Ski-InSki-Out Loft Lift&MT.Views

ShawnRating, 5 stars2 weeks 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

Ski-in/out condo

KristinaRating, 5 stars3 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 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, 10 reviews

Artsy loft near MassMoCA with pool and hot tubs

NicoleRating, 5 stars1 month ago
We had a great stay at the end of ski season; the place was quiet and relaxing. We will definitely return!
Guest favorite
A cozy living area features a comfortable sofa adorned with plush pillows and a soft throw. A modern artwork with oceanic hues occupies the wall above, complemented by two stylish lamps. A wooden coffee table holds a decorative tray with two metallic cups.
Apartment in Sandisfield
4.96 out of 5 average rating, 51 reviews

Sweet Dreams Retreat

David TimothyRating, 5 stars2 months ago
I had the most wonderful stay at Missy’s ! From the moment we arrived, it felt like a true getaway. The highlight of the experience was definitely the hot tub – perfect for unwinding after a long day of exploring. We spent hours enjoying the relaxing bubbles under the stars. The fireplace inside added such a cozy touch, making the space feel warm and inviting. Missy was incredibly welcoming, providing thoughtful touches like extra blankets and local recommendations. The entire place was clean, stylish, and well-equipped. Highly recommend this retreat if you're looking for comfort and relaxation! Missy is an amazing host!!
Superhost
An outdoor deck is shown, featuring a hot tub surrounded by a wooden railing. A dining set with a large red umbrella offers a shaded area for relaxation. Lush greenery and trees are visible in the background, complementing the serene outdoor space.
Apartment in North Adams
4.77 out of 5 average rating, 91 reviews

The Crystal Loft

DeRating, 5 stars1 month ago
Thank you!
Superhost
A welcoming living space is presented, featuring a dark stone fireplace as a focal point. Two armchairs with deer motifs complement a plush sofa, while a coffee table sits centrally. Soft light enters through partially open shades, enhancing the cozy atmosphere.
Apartment in Hancock
4.72 out of 5 average rating, 18 reviews

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

ShawnRating, 5 stars2 weeks ago
I rented this condo for some of my staff who said their stay was great. Four mechanics sharing a condo at a ski resort, they were easy to please.

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