
Apartment vacation rentals in Berkshire County
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Berkshire County
Guests agree: these apartments are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Berkshire County apartment rentals
Weekly apartment rentals

Guestrooms on the Bike Trail
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.

Walnut Way basement apartment
It was bigger in person! Easy check in, check out. Megan was easy to communicate with.

Center of Lenox, cozy Apartment 2-bedroom
This is a wonderful space, lots of natural light, comfort and Shayla thought of everything for the kitchen and bathroom, which includes a handy washer and dryer. I felt so at home here and the location was steps away from coffee shops and a local bookstore, as well as a short drive to Tanglewood. Shayla was always available as needed, but also gave plenty of space. She was a superb host! I hope to return again soon!

Comfortable Pittsfield Loft
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.

Downtown Studio in Adams
Lea is always great. Place is super comfy. Recommend for sure.

Great Barrington Treetops Suite
We truly enjoyed the peaceful atmosphere, it was very relaxing. There were plenty of great restaurants in the area to enjoy. The pictures that are posted on Airbnb are exactly what you will see warm and inviting. Thank you for a wonderful stay.

Enjoy every season the Berkshires have to offer.
We had a lovely relaxing time. The place was in a quiet, beautiful spot. Denise’s instructions were helpful and she was very welcoming. The place was spotless and the bed was extremely comfortable. We’d happily stay there again.

The sweet place in the beautiful Berkshires!
Fantastic stay, Teresa was extremely responsive and the unit was super comfortable.
Private apartment rentals

Downtown Apartment A
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.

Historic Retreat
Great place. Jennifer a really good host. Very responsive.

Lenox Ma.
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.

Petite Paris
Apartment was very spacious and comfortable. Nice and quiet neighborhood. Convenient location to hiking trails. Would stay again.

"Nostalgia" a spacious2 bedroom first floor unit.
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.

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

Three bedroom duplex in Stockbridge on the river
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.

A Sacred Place
Our favorite Airbnb upstate so far! Incredibly homey and cozy space, beautiful decor, very clean, comfortable beds, fully equipped kitchen, so quiet and private. Erica left fruit and eggs for us which was very thoughtful. WiFi signal was pretty weak, but it was a good opportunity to disconnect. Loved the place overall.
Apartment rentals with a hot tub

Mountainside Condo Ski on/off
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.

Ski-InSki-Out Loft Lift&MT.Views
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

Ski-in/out condo
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!

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
We had a great time in this suite for 2 nights during Easter Weekend . This was a surprise gift for my boys .they absolutely loved the decor/gamers & Minecraft .they already asked to go back .host was very responsive and made sure we had everything we needed .we will definitely be back!

Luxe Ski Getaway Base of Jiminy
We enjoyed our stay immensely! Great location and beautiful place. Our hosts were also fantastic. We would love to go back!

Artsy loft near MassMoCA with pool and hot tubs
We had a great stay at the end of ski season; the place was quiet and relaxing. We will definitely return!

Sweet Dreams Retreat
Melissa and Geoff's place is in beautiful surroundings and well within a short drive to excellent restaurants, museums and outdoor activities. We were there during an especially rainy and cool period, but the apartment kept us toasty and warm after a day of dodging the raindrops. The king size bed was lovely and a white machine lulled us to sleep. The deck attached to the house was wonderful and when the weather looked as if the blue skies were here to stay, Melissa asked if we wanted dry cushions for the chairs- just a lovely thought. The gardens were just beginning to bloom and the property is spotless. We will definitely return to Sweet Dreams; the apartment was a pleasure to be in. Andrea and Ray

The Crystal Loft
Thank you!
Destinations to explore
- Private suite rentals Berkshire County
- Rentals with pools Berkshire County
- Fitness-friendly rentals Berkshire County
- Rentals with breakfast Berkshire County
- House rentals Berkshire County
- Pet-friendly rentals Berkshire County
- Cottage rentals Berkshire County
- Rentals with a fire pit Berkshire County
- Rentals with a patio Berkshire County
- Farmstay rentals Berkshire County
- Condo rentals Berkshire County
- Rentals with outdoor seating Berkshire County
- Kid-friendly rentals Berkshire County
- Ski-in/ski-out rentals Berkshire County
- Rentals with lake access Berkshire County
- Guesthouse rentals Berkshire County
- Chalet rentals Berkshire County
- Rentals with an EV charger Berkshire County
- Rentals with a sauna Berkshire County
- Beachfront rentals Berkshire County
- Rentals with beach access Berkshire County
- Cabin rentals Berkshire County
- Rentals with a hot tub Berkshire County
- Waterfront rentals Berkshire County
- Bed and breakfasts Berkshire County
- Family-friendly rentals Berkshire County
- Rentals with a washer and dryer Berkshire County
- Rentals with a kayak Berkshire County
- Rentals with a fireplace Berkshire County
- Apartment rentals Massachusetts
- Apartment rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Six Flags New England
- John Boyd Thacher State Park
- Jiminy Peak Mountain Resort
- Albany Center Gallery
- Bushnell Park
- Bash Bish Falls State Park
- Taconic State Park
- Catamount Mountain Ski Resort
- Zoom Flume
- Kent Falls State Park
- Mount Snow Ski Resort
- Mount Greylock Ski Club
- Berkshire East Mountain Resort
- Norman Rockwell Museum
- Mohawk Mountain Ski Area
- Hartford Golf Club
- Bright Nights at Forest Park
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area
- Opus 40
- Naumkeag
- Brignole Vineyards
- Bull's Bridge Golf Club