Bed and breakfast holiday rentals in The Berkshires

Staying at Tim's was a fantastic experience for our family. We felt at home, part of a community made up of kind and welcoming people. Tim is much more than a host: he is a friend who makes his best to make his guests feel at ease and he is one of the most generous people I have ever met. The house is lovely and is in a pleasant place. We would like to return in the future.

This is my 2nd stay at Vicki’s. I love the Victorian home she grew up in. It like stepping back in time and the surround area, farmlands, and towns are lovely to explore. Easy access from major road yet feels off the beaten path. I highly recommend staying here. I will be back.

Very beautiful and quiet house in the nature. The room is large and the bed very comfortable. Thank you Susan for the warm welcome, great breakfast and nice conversation! Recommendation for diner for future guests : Bimi’s canteen and bar in Chatham !

5 of us stayed at David's place for our family ski vacation and all of us loved the location and the house. the house was as described and has so many linens and amenities. it's 30 minutes to Stratton Ski Report and 5 minutes to downtown Manchester where you can find anything, including Shaws supermarket. It's a great location and house and we are looking forward to come back to this place next year for our family vacation. Thanks

This house was the perfect place for our family get together. We were able to use both dwelling and socially isolate while indoors. The grounds are extensive and nicely cared for. There were plenty of gathering spots outdoors where family could gather comfortably while maintaining distance. These are cray times, but this property was well suited for our family needs. The garden is gorgeous and there was plenty of room to spread out for a softball game or badminton, but intimate enough to find a nice corner to read or just relax. The location was very good as well. It was a short distance to the walkway over the Hudson (30 min) and to Lake Minnewaska State Park (40 min). This was our first trip to Hudson Valley but will not be our last.

The space was cozy, tucked away at the top of the stairs. Plenty of space in the room. Bed and linens are dreamy. Bathroom is well-appointed and clean. Lovely stay!

Rosemary was wonderful! She gave us some background on Beacon and even the story of how her home was built. She was very friendly and accommodating for both me and my friend. The room was gorgeous and extremely well kept! An overall pleasant and comfortable stay, I must say.

Leo and Michelle were very responsive with any questions we had, and even reached out to offer us an early check in. The location was close enough to our places of interest, while still being slightly rural. The place looked just like the pictures and we felt right at home. We will stay there again when we return!

Yet another wonderful 5-star stay at Jane & Karl's lovely home in Deerfield. Delicious homemade breakfasts, spacious and clean rooms, and always a warm welcome from Jane & Karl. Have stayed over 10 times across 3 years, and every time has been great - and there's always an improvement each time!

a wonderful cabin with a great ambience and very welcoming hosts. the fire, record player, breakfasts, birds in the morning, and more all make for a perfect stay.

I am so honored to have been one of the last guests who had the privilege of staying in this beautiful home. Thank you, Chris and Fran, for the wonderful conversation, the magic tricks, delicious local breakfasts, recommendations, and opening your charming historic home to our travels!

As usual, everything perfect at Ernie's. It's a great place to be.

Great place, great location. Sue was great, a quick introduction and I was on my way for my daughter’s graduation from QU!

We had a lovely and very comfortable stay at Michele’s place. They made the trip a wonderful and memorable weekend.

We could not have asked for a nicer place to stay~~~~clean, comfortable, woke up every morning hearing the bird’s singing. Felt like home. And Lori was a wonderful host! Thank you!

Felt like we were nestled in the range of Mount Toby. The property and studio were super quiet, super non scented and clean with plentiful views to awe at. We needed ths peaceful trip while watching our son graduate. We are huge fans of Pioneer Valley. We know this area well so we took advantage of all great foodie places and all nature locations we could pack in. We would love to visit your place again! A slice of heaven for us

Kathleen was very kind and informative when we checked in. She has a wonderful bed and breakfast and the food she prepared is phenomenal. She made us feel very welcome. Would definitely recommend to anyone staying in Stillwater or surrounding areas

What an awesome place, and an awesome host! I had an eight-hour drive to make when I left. Priscilla volunteered to serve breakfast at 5:45 AM. Great breakfast. Great host. I even got to relax reading a book in front of the fireplace. It wasn't lit, but still so cool. She offered to make a fire and I declined. Thank you so much for your hospitality! Travis Lee

We totally loved our stay! The town of Norfolk is so quaint. But Airbnb bed-and-breakfast, we felt right at home really loved the breakfast in the morning when we all sat around the table and had conversations with all the guests that were staying. I would definitely stay there if we return to the area.

The Catalpa House was the sweetest bed & breakfast you could find in the area. Ellen was so kind, cooked us up an immaculate breakfast and gave wonderful recommendations for the short amount of time we had in the area. The room was super comfortable and she was extremely accommodating to anything we need throughout our stay. The town is a very sleepy town with not much to do, but beautiful surroundings. There were trails and a waterfall hike just up the road that kept us occupied and that we enjoyed the morning after our stay. Would definitely stay again if ever in the area.

The Lacey Rose is an absolutely stunning Victorian home built in the early 1800’s. Every single detail of the home from the paintings and artwork on the stained glass windows, to the ornate ceilings and walls, to the beautifully curated outside space complete with a pool and several relaxing areas with chairs and tables to lounge. Denise was friendly and helpful, and made our breakfast experience absolutely flawless!!! I can’t recommend this place enough, please if you are in the are you must check it out! This is the epitome of what one expects when booking a B&B at such a fabulous location. Thank you again Denise, I’m sure I’ll be back!!

Such an awesome place! Very cozy, clean and great experience. I recommend this for a night or two away.

Our stay at Nicole’s place was lovely. We had a nice walk around the pound. It was very peaceful

Friendly and helpful hosts. Super cute cats!