
Bed and breakfast holiday rentals in The Berkshires
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Top-rated bed and breakfast rentals in The Berkshires
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Family-friendly bed & breakfast rentals

Lake Front Catskills Lodge
Absolutely gorgeous place. Was so peaceful and nice. Meghan was friendly and responded very fast when we needed something. Would love to come back and enjoying the kayaks on the beautiful lake again!

Highlanders View - The Suite, Hot Breakfast incl.
This was our second stay at Patty and Liam’s place, and we loved it just as much! Cozy space, gorgeous view, and close to both trails and towns. The included breakfast was a treat, especially the homemade maple syrup. Liam was super welcoming and shared great local tips. Don’t miss the unit with the hot tub—it was a real treat after days filled with hiking. Highly recommend it!

BREAKTIME
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

Unique Converted Carriage House and Barn Compound
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.

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

Solar Living Emerson Brook Forest 1
Staying with Valerie at her home was the perfect end to an already magical weekend at Bethel Farms where I participated in a spiritual retreat, which was very rejuvenating but also a lot of energy work. Staying at Valerie's was the perfect spot to recoup for a day before heading back to Philadelphia!

Hiking Hideaway on the Ridge
Rosemary and Ed were warm hosts. They had great advice on where to join hiking trails surrounding their property. The space is welcoming, clean and as described. Rosemary kindly offered us some fresh veg from their garden! Would 100% recommend.

Endless Brook Farm B&B w Sauna, Hot Tub, Breakfast
Catherine's home was just right for us, private setting in the country, a suite all to ourselves, use of the kitchen and beautiful garden and area to walk in. We could hear the peepers by the near-by pond once it got dark. Catherine and Todd were wonderful hosts and we enjoyed our conversations together. We learned about a park just down the road with a trail to the top of a small mountain that overlooks the near-by lake. We would love to stay again in the future.
Bed and breakfast rentals with breakfast

Queen bed suite, full breakfast, five stars
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!

Laid Back Victorian, private BR, LR and bath
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!

E and E’s B and B Queen Bed Rm+ Pool & Hot Tub
As usual, everything perfect at Ernie's. It's a great place to be.

Bucolic Farm On A Country Road
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!

Private 2nd Floor Studio Apartment With a View!
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

The Sara Tracy House, Eliot Room
The inn was beautiful inside, the door to enter is down a little brick paved alley so it is set back from the street, which is very nice. The street itself is still a work in progress. There is still a lot of fixing up going on so it may seem a bit disconcerting, but step inside the inn and all your worries will melt away. It was quiet (because it is set back from the street) and very clean, beautiful and comfortable. We had a great night's sleep and a lovely breakfast the next morning: nice yogurts, fresh fruit and granola, juice and tea and coffee and muffins, fresh from a bakery that morning! We will certainly stay there again when we visit our son at RPI!
Carriage House "Rembrandt"
Remy was always responsive to our questions and requests, and regularly checked in to see how we were doing. The location is excellent and very safe. It’s especially convenient for anyone visiting Yale, as you can easily reach any of the campuses from the nearby bus stop. I would love to stay here again if I have the chance.😊

New England Escape
I was thrilled with my stay at this beautiful Airbnb, it met and exceeded all my expectations. The place was clean, quiet, private, and equipped with everything I needed to be perfectly comfortable. I would definitely stay again, and highly recommend to anyone who needs a place to stay!
Bed and breakfast rentals with a patio

Storybook Cottage - Bird House Room
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

One Half Historic Farmhouse
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

Private en-suite Bedroom in Historic Inn
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.

Tiny space double bed corner with privacy screen
The bed was nice and comfy! Appreciate the stay!

Cozy Queen room in Historic Bed and Breakfast
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 - The Golden Room
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!!

The Warwick Inn Boutique Little York Loft.
Such an awesome place! Very cozy, clean and great experience. I recommend this for a night or two away.

Hudson Pond · Hideaway King Suite
Our stay at Nicole’s place was lovely. We had a nice walk around the pound. It was very peaceful
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