Apartment holiday rentals in Berkshire County

Loved staying here. It was so quiet and peaceful there. There was everything I needed. It was a great place to stay!

Great location that’s walkable to core North Adams destinations. Spacious and clean! Definitely would return if planning to be around the area again.

Excellent and lovely spot in the center of the Town of Lenox, like brand new walk-up second floor apartment, beautifully designed, arranged and styled, with a really big, fantastic bathroom - one of the nicest I've seen in my travels. Do note that while Lenox in April is quiet as it's offseason, and there was little street noise at night, I imagine it will be louder in the high season. Note it is above a coffee shop; we heard the bass thump of their sound system starting up early Saturday morning (not Sunday though) so bring ear plugs if you like to sleep in. Still, it was well worth the convenience of shuffling downstairs to have a latte made for you practically on site.

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

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.

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!

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.

Good, clean place. Everything was as advertised. Close to the campus.

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.

Beautiful, cozy, clean, quiet apartment. Apartment was decorated so beautiful. Tracy is amazing. Cannot wait to stay again!

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.

Comfortable space convenient to Chester and lots of walking/hiking trails. Well equipped kitchen & comfy bed. Nice slider facing the forest behind.

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.

Was a very comfortable stay and host was great!

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

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!

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.

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!

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

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!

We had a great stay at the end of ski season; the place was quiet and relaxing. We will definitely return!

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!!

Thank you!

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.