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Bed and breakfast vacation rentals in Pioneer Valley

Find and book unique bed and breakfast rentals on Airbnb

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Popular amenities for Pioneer Valley bed and breakfast rentals

Family-friendly bed and breakfast rentals

Private room in Worthington
4.97 out of 5 average rating, 120 reviews

Country Luxury in the Heart of the Berkshires

RyanRating, 5 stars10 months ago
Jim and Michelle were such welcoming and accommodating hosts. Their home is the perfect location tucked away in the countryside. Enjoying coffee and breakfast with Michelle on Sunday and their super friendly dog, Darby, was such a pleasant treat. Would love to come back more and explore the area. One thing to note, if you have Verizon you'll be off the grid here because cell service is sparse - but that's probably the best way to fully immerse yourself in the property and truly enjoy it!
An inviting bedroom boasts a vaulted ceiling with exposed brick, creating a cozy atmosphere. A spacious bed is complemented by antique furnishings, including a wooden dresser and wardrobe. A doorway leads to a light-filled bathroom, with a comfortable sitting area visible in the corner.
Private room in Stafford
4.96 out of 5 average rating, 26 reviews

Brimfield Show near Innkeeper Place B&B: Heritage

ValRating, 5 stars21 months ago
We enjoyed our stay at the Inn. We stayed in the Heritage Room which was on the top floor. The bathroom was beautiful, the room was very clean. We loved all the personal touches around the room. Chris was very hospitable and we enjoyed chatting with him and the other guests the next morning at the breakfast table-which Chris cooked and it was excellent. Unfortunately Danele was away for the weekend and we did not get to meet her. but there’s always a next time.
Guest favorite
Private room in Amherst
4.98 out of 5 average rating, 307 reviews

Lovely bedroom in Amherst. Close to U Mass

TeresaRating, 5 stars2 weeks ago
This is the second time I've stayed here in a couple weeks, on visits for short work trips to UMass. The house is very clean and peaceful and the hosts are friendly and nice and take a lot of care to make guests feel welcome. I found the location very convenient to walk to campus, though there is a short stretch with no sidewalk, but it was easy to walk alongside the road without being too close to cars.
Top guest favorite
Private room in Williamstown
4.96 out of 5 average rating, 119 reviews

Cozy 3 bedroom cape at end of road in Williamstown

JenelleRating, 5 stars2 months ago
Super charming home and guest space upstairs. We were looking for a comfy place to spend a few winter days with our Williams student and this fit the bill perfectly. Super close to campus, but the view out of the northwest window made it feel like we were in a wood cabin in the middle of the woods somewhere. Great communication with owner.
A welcome sign for Shearer Hill Farm Bed and Breakfast is prominently displayed. The sign features script lettering and is adorned with green garland and red ribbons. Snow is partially visible on the ground, with a gravel road leading into the farm.
Private room in Halifax
4.91 out of 5 average rating, 23 reviews

Baked Apples At Shearer Hill Farm B&B Room 2

LauraRating, 5 stars26 months ago
The Shearer Hill Farm is not only a cozy and beautiful place to stay at, it also has the best hosts, Patricia and Bill. Their attention to detail, kindness and hospitality made this a fantastic experience. Breakfast here was worthy of a 5 star restaurant, their coffee and jams were sooo good too. Our rooms was beautifully decorated, also super comfy and clean. Thanks for having us so last minute! Hope to be back soon. :)
Superhost
A spacious guest room features a floral-patterned bedspread atop a queen-size futon bed, with light streaming in from a nearby window. Two wooden nightstands are situated on either side of the bed, complemented by a decorative lamp and a potted plant in the corner.
Private room in Northampton
4.91 out of 5 average rating, 34 reviews

Large room on private floor

BillRating, 5 stars9 months ago
Our plane was delayed several times and our arrival time of 5pm was pushed back to midnight. There was no lockbox so Olena wanted a face-to-face check-in and waited up till that ungodly hour. Her lovely, well-appointed house is right next to a dense woods and no other houses are visible from Olena's. As a result we experienced complete, total silence during the sleeping hours. Although others lived in the house on the floors above ours (basement), we rarely heard or saw them and felt we had an apartment all to ourselves even though we entered through the main door. Our bedroom was the largest I've had in an AirBnB and had copious storage and furniture: closet, drawers, two chairs, desk, etc. The bed size is double (not Queen) and is actually a futon but, nonetheless, was quite comfortable. We were often greeted upon entering by Olena's large and friendly dog. We hope that her place is free during our next Northampton visit.
Superhost
Private room in Sandisfield
4.9 out of 5 average rating, 80 reviews

Berkshire Hospitality and Comfort

GloriaRating, 5 stars6 months ago
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.

Bed and breakfast rentals with breakfast

Top guest favorite
Private room in Enfield
5 out of 5 average rating, 82 reviews

Antique1242, Queen Elizabeth II suite. British

OlgaRating, 5 stars1 month ago
Thia was my 3rd visit to Helen's. I keep returning there - it's so beautiful and welcoming. I feel at home there. My friend, who was there for the first time, loved it too! Oh, and Helen's cooking is amazing! Will come back again. Thank you for your hospitality, Helen!
A historic home with a warm pink hue is surrounded by vibrant autumn foliage. Leaf-covered ground and lush greenery frame the entrance, while large windows allow natural light to highlight the architectural details of the building.
Private room in Ashford
5 out of 5 average rating, 9 reviews

Henrietta Suite

MissRating, 5 stars26 months ago
Our favorite place to stay in CT! My husband I love that the hosts are very welcoming, they make you feel right at home, and their homemade breakfast with local ingredients is SO delicious. I'm not a huge coffee drinker but I will always have a cup of coffee Jasmine makes for us. We stayed in the same room a few years ago, and made sure to stay in the same house/room this time around again. It's so peaceful, scenic, and good vibes all around. Can't wait to visit again, and hopefully next time it'll be for a longer stay!
Top guest favorite
Private room in Norfolk
4.98 out of 5 average rating, 40 reviews

Maple House, Birch Room

AlfredaRating, 5 stars8 months ago
Bill and Pamela are wonderful hosts. They are flexible and accommodating. Pamela's beautiful watercolors fill the house. The shady porch overlooking the garden is perfect for reading and chatting. Norfolk is a favorite summer destination and this is the fourth time we have stayed at Maple House. It would be five, but one time they were already booked. We highly recommend.
Guest favorite
The image captures a view from the studio showing a brown shingled roof below, framed by vibrant greenery and distant rolling hills. A clear blue sky with a few clouds stretches overhead, and a solar panel glistens in the sunlight.
Private room in Sunderland
4.94 out of 5 average rating, 197 reviews

Private 2nd Floor Studio Apartment With a View!

PhillipRating, 5 stars4 months ago
I can’t say enough about the beauty and isolation of this spot. Within a 10 minute drive there are a variety of good restaurants and shops, and Northampton isn’t far. But for walks in the woods, biking or looking at the mountains through the 270 degree window panorama, this spot is extraordinarily spacious and cozy. There are a number of famous rock climbing sites nearby. The bathtub is the largest I’ve used, not a jacuzzi, but bigger than most hotel jacuzzis. Plenty of hot water.
Top guest favorite
A serene outdoor deck overlooks the Connecticut River, framed by lush greenery. A white chair is positioned beside decorative flower pots, which contain vibrant blooms and two pink flamingo figurines. The calm water reflects the sky, creating a peaceful atmosphere.
Private room in Northampton
4.94 out of 5 average rating, 206 reviews

Enjoy the River & Downtown Noho!

HelenRating, 5 stars7 months ago
No wonder Nancy is a super host. She has combined all those roles into one, a sister, a mother, even a nana. Sitting on the deck, enjoying breezes from the early fall; the waves from Connecticut river and the splashing sounds sooth and rock you like a baby in a mother’s arms. If you seek a home away from your home; if you love nature, then, Riverbank is for you!! Nancy, I wish I could thank you more!
Guest favorite
Private room in Suffield
4.79 out of 5 average rating, 38 reviews

The Lily House - The Stargazer Master Suite

AlexisRating, 5 stars3 weeks ago
Definitely a great spot if you ever need to stay the night in Suffield, CT! We enjoyed the homey feeling and spacious sized rooms. We stayed in the Stargazer Master Suite which was perfect for 2 adults and a child. It was near the common area that had plenty of coffee options, snacks, a microwave and refrigerator. It was exactly what we were looking for!
Guest favorite
The exterior of the Starlight Llama Bed and Breakfast is shown, featuring a solar panel system prominently displayed on the roof. Gravel pathways lead to the house, surrounded by tall grass and framed by surrounding trees. A natural landscape complements the sustainable design.
Private room in Northampton
4.91 out of 5 average rating, 106 reviews

Starlight Llama Bed & Breakfast - Solar-Powered!

LaylaRating, 5 stars6 months ago
We had such a lovely time at Dee’s place! She was a wonderful host - she gave us clear check-in instructions as well as recommendations for restaurants and places to visit, and made delicious and abundant breakfast for us each morning. The house itself was very peaceful and we are really grateful to Dee for sharing her lovely home with us. Highly recommend!

Bed and breakfast rentals with a patio

Top guest favorite
The exterior of a Victorian home is displayed, featuring a turret and multi-colored shingles. The manicured lawn is bordered by green foliage and decorated with planters. Steps lead to a welcoming entrance, framed by large windows that reflect the surrounding greenery.
Private room in Belchertown
4.98 out of 5 average rating, 101 reviews

The Lacey Rose - The Golden Room

JeremyRating, 5 stars4 months ago
We had a lovely stay at The Lacey Rose. The house itself is very impressive and beautiful inside. The beds were very comfy and breakfast was terrific. Denise was great and stayed up to welcome us on a bit of a late arrival. Will have no hesitation in staying there again.
Superhost
A private bedroom features light purple walls and is illuminated by natural light from multiple windows. A spacious bed is paired with a decorative mirror and a dresser. Two chairs and a small table create a cozy seating area, with an en-suite 3/4 bath visible nearby.
Private room in Guilford
5 out of 5 average rating, 17 reviews

Beautiful B&B room by a river and covered bridge.

ShelleyRating, 5 stars5 months ago
If you want peace and quiet then this was the place. Lee and Bob were wonderful just and breakfast was delicious. We enjoyed a morning walk and getting to know our wonderful host.
Top guest favorite
A bright red house with white trim features a welcoming entrance with steps leading to the front door. Lush green grass surrounds the home, and landscaping is present with various shrubs and plants. A white car is parked in the driveway adjacent to the garage.
Private room in Pittsfield
5 out of 5 average rating, 24 reviews

Petite space for a getaway

IniRating, 5 stars1 week ago
Josie and Scott are the best. They made me feel very welcomed. Coffee and banana bread plus other goodies were waiting for me in the morning. I will definitely stay there again; I am booked to stay there at the end of May
Top guest favorite
A cozy bedroom features a queen bed with soft linens and a large area rug. Natural light enters through two windows beside a comfortable armchair. A sliding glass door provides access to a balcony overlooking the lush greenery, creating a serene ambiance.
Private room in Guilford
5 out of 5 average rating, 8 reviews

Welcoming B&B room with balcony and whirlpool bath

KevinRating, 5 stars12 months ago
Great hidden gem It is a beautiful location, next to the river, peaceful with a waterfall, covered bridge, and great food. Assume surprised
Superhost
A spacious bedroom is highlighted by warm tones and natural light. A large bed is adorned with colorful pillows, and a wooden coffee table complements the decor. Soft furnishings and large windows create an inviting atmosphere, while light fixtures add a touch of charm.
Private room in Guilford
5 out of 5 average rating, 6 reviews

Relaxing private room with bath by the Green River

CarlRating, 5 stars14 months ago
Can we give more than 5 stars? Lee and Bob were wonderful hosts and we truly enjoyed their company. Their place was so beautiful and peaceful and the amazing breakfast was just the icing on the cake! Already looking forward to our next visit!

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