Bed and breakfast holiday rentals in Berkshire County

George and Annalee are wonderful hosts. From their insight of local recommendations to the thoughtful ways they make sure you feel right at home, they really exemplify what Airbnb was created to be. Ordinary civilians like you and me who love meeting people from all over the world. They are there to great you upon arrival and to make sure you know your way around the house. I would recommend commuting in/out with a car, because the location is quite remote and not walkable especially with luggage. It’s the perfect place to retreat and disconnect.

We had such a lovely time staying at George and Annalee’s! The breakfast was excellent, including catering for us being vegan, and they gave us great local recommendations. They were really hospitable and friendly including picking us up from the bus stop in town! We really enjoyed our stay and would definitely stay there again.

Dalija was an incredible host. she was there to greet me right at check in and gave me the run down of the airbnb room and the surrounding area. she was very responsive and her place was very homely and accommodated all my needs perfectly. if Im ever in the area again I would definitely rent one of her rooms!

Great spot for our son’s graduation. We had the upstairs which gave us privacy and flexibility in case our other son and a cousin could join us. Cozy, clean and comfortable. Charmaine was a warm and gracious hostess. Good coffee in the morning.

Such incredibly welcoming and engaging hosts! We walked in during dinner and were greeted with warm smiles and enthusiasm. It was like chatting with old friends. Also, the pizza smelled AMAZING lol. We went up to our suite and it was exactly as described with some snacks including homemade banana bread. In the morning we were offered a ride/help to get to the Appalachian Trail. I could go on and on, by far one of our best AirBnb experiences ever! If we’re ever back in MA. 10 out of 10. Highly recommend!

A perfect stay! Everything was wonderful, and I would love to stay again. Warm common area with comfy furnishings and a fireplace with an outstanding library! Rooms are so thoughtfully designed! Lovely Beekman Bros. Toiletries, Extending magnifying mirror in bathroom, comfy bedding, and a delicious breakfast made for a wonderful stay. Have already recommended to family and friends.

Susan is an incredible host running a charming lodge. The decor is beautiful and everything is easily accessible. The peaceful environment inside and outside the lodge makes this place a must visit. Delicious breakfast every morning and pet friendly. We couldn’t ask for a better experience.

We had a great stay. Excellent location.

A beautiful location tucked away from the road. Susan clearly enjoys what she does and goes above and beyond to accommodate—plus spoiling us with a lavish breakfast every morning!

Whistler's inn is a beautiful place with great hosts and located in lovely a Lenox. Highly recommend!

Susan graciously accommodated us during the busy holiday season and her house was spacious enough for our group of two families with kids. The house is easy driving distance to Butternut for skiing as well as other spots in the Berkshires. Breakfasts were made from scratch and included multiple options. Susan was also kind enough to quickly reach out when we'd left behind an item of sentimental value—we really appreciated it.

Lisa was great! My girlfriend and I showed up a little later in the night and Lisa came down to greet us and help us check in to the room. Everything was gorgeous and the space was clean and comfortable.

We loved The Silver Maple Farm stay! The historic renovations are stunning. We felt at home and we’re sorry to only stay one night! Chloe and Sean were great hosts! Delicious and generous breakfast was another highlight.

Great place here. Josie and her husband were very friendly and it felt like home. I had a great conversation with them as well and they were kind to respond to my questions. They do also respect your privacy. I will recommend their place.