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Apartment holiday 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 favourite
Apartment in Stockbridge
4.91 out of 5 average rating, 47 reviews

Historic Retreat

PeterRating, 5 stars2 weeks ago
Great place. Jennifer a really good host. Very responsive.
Guest favourite
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.
Guest favourite
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.
Superhost
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.
Top Guest favourite
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 favourite
Apartment in Otis
4.96 out of 5 average rating, 97 reviews

Enjoy every season the Berkshires have to offer.

MicheleRating, 5 stars1 week 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 favourite
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 favourite
Apartment in Pittsfield
4.96 out of 5 average rating, 85 reviews

The sweet place in the beautiful Berkshires!

JennaRating, 5 stars1 week 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 favourite
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
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.
Apartment in Lee
4.77 out of 5 average rating, 119 reviews

Cozy Berkshire Cottage Style Apartment

JesseRating, 5 stars7 months ago
Loved Bettina's place! It was cozy and comfortable and very well located for a fun weekend all around the Berkshires. The place was generally well appointed and took care of all my needs. Definitely recommended!
Superhost
Apartment in Stephentown
4.74 out of 5 average rating, 19 reviews

Berkshires Apartment @ the Stephentown Hotel

LisaRating, 5 stars2 months ago
Loved staying here. It was so quiet and peaceful there. There was everything I needed. It was a great place to stay!
Top Guest favourite
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.
Apartment in Lee
4.66 out of 5 average rating, 119 reviews

Upstairs on Main

DanielRating, 5 stars3 weeks ago
Jeff was very hospitable the place was clean and homey and we loved the small town feel of Lee
Top Guest favourite
Apartment in Williamstown
5 out of 5 average rating, 19 reviews

Downtown Sanctuary: Bright, Airy & Renovated

ElizabethRating, 5 stars1 week ago
This was hands down one of the nicest AirBnBs I’ve stayed at. It was clean, thoughtfully decorated and had lovely amenities. Dalit was a super responsive and friendly host, and included all kinds of thoughtful touches such as yummy snacks and sparkling water in the fridge. The location was also perfect - an easy walk to Spring Street and the rest of the Williams campus, as well as the Green River Park. Highly recommend!
Guest favourite
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
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 favourite
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
Apartment in Hancock
5 out of 5 average rating, 5 reviews

Ski-in/out condo

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 favourite
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 favourite
Apartment in Hancock
5 out of 5 average rating, 11 reviews

Artsy loft near MassMoCA with pool and hot tubs

GinaRating, 5 stars1 week 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
Apartment in North Adams
4.77 out of 5 average rating, 92 reviews

The Crystal Loft

NoreenRating, 5 stars3 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 favourite
Apartment in Hancock
5 out of 5 average rating, 18 reviews

All-Season Condo at Jiminy Peak (Berkshires)

RobynRating, 5 stars4 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
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