
Apartment vacation rentals in Berkshire County
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Top-rated apartment rentals in Berkshire County
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Popular amenities for Berkshire County apartment rentals
Weekly apartment rentals

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

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

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

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.

"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.

Enjoy every season the Berkshires have to offer.
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.

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.

The sweet place in the beautiful Berkshires!
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

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.

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.

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.

2 Bed Berkshire Getaway @ Stephentown Hotel
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.

COLD SPRING
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!

Cozy One Bedroom Garden Suite with Views & Office
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!

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

Luxury 2BR Apt. Home w/Work Area
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

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

Condo ski in/out
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!

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
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.

The Crystal Loft
This was my second stay. Great for a family of 3 and a dog that doesn’t mind a flight of stairs:)

All-Season Condo at Jiminy Peak (Berkshires)
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.

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4
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.
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- Six Flags New England
- John Boyd Thacher State Park
- Albany Center Gallery
- Bushnell Park
- Jiminy Peak Mountain Resort
- Taconic State Park
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Zoom Flume
- Kent Falls State Park
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Norman Rockwell Museum
- Mohawk Mountain Ski Area
- Beartown State Forest
- Hartford Golf Club
- Bright Nights at Forest Park
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Opus 40
- Naumkeag
- Brignole Vineyards
- Bousquet Mountain Ski Area