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

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 stars22 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.
Top guest favorite
A charming house is framed by vibrant gardens filled with various flowering plants. A stone pathway leads to the entrance, bordered by greenery and colorful blooms, creating a welcoming and serene environment. Trees rise in the background, adding to the natural ambiance.
Private room in Williamstown
4.96 out of 5 average rating, 121 reviews

Cozy 3 bedroom cape at end of road in Williamstown

CarolineRating, 5 stars1 week ago
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.
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, 35 reviews

Large room on private floor

NancyRating, 5 stars9 months ago
I loved my stay. Yulia was very responsive to my messages as I arrived later than expected. The space is very private with a lovely garden outside the window. The bed was super-comfy with plenty of storage space in the room. And the shower water pressure was a dream! Both hosts were very friendly and made me feel welcome right away. I would definitely stay here again. Thank you both! Nancy
Top guest favorite
A well-lit bedroom features two beds: a spacious queen-size bed and a single bed, each adorned with neutral bedding. Natural light flows through multiple windows, complemented by wooden furnishings and a bedside lamp. A framed artwork adds a personal touch to the inviting atmosphere.
Private room in Amherst
4.93 out of 5 average rating, 208 reviews

BigSkyHilltop: Queen & single bed, full breakfast

PatriciaRating, 5 stars8 months ago
I spent a wonderful 24 hours in Josette’s home. It was one of the best Airbnbs I ever stayed in. Beautiful surroundings, an amazing breakfast and a super comfortable bed. I hope to be back.
Superhost
A spacious living area features wooden beams and rich wood paneling. A stone fireplace is centered against a wall lined with bookshelves. Comfortable seating is arranged around a coffee table, with large windows providing natural light and a view of the surrounding nature.
Private room in Sandisfield
4.9 out of 5 average rating, 80 reviews

Berkshire Hospitality and Comfort

GloriaRating, 5 stars7 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.
Top guest favorite
A table setting features a plate of French toast topped with banana slices and raspberries, surrounded by a small bowl of whipped cream. A glass of orange juice and a cup of coffee sit nearby, with silverware neatly arranged on a textured place mat.
Private room in Brattleboro
4.91 out of 5 average rating, 102 reviews

The Purple Chef's House

RoiRating, 5 stars8 months ago
Beautiful house and amazing hostess! We both had a great time. Sharon is super friendly and very helpful. Can't wait to come again ❤️
Superhost
A cozy living room is characterized by wooden beams and warm wood paneling. Comfortable seating is arranged around a central area rug, with plants adorning the space. Natural light fills the room through large sliding glass doors that open to a deck.
Private room in Sandisfield
4.92 out of 5 average rating, 137 reviews

Hospitality in the Berkshire Woods

FairlieRating, 5 stars8 months ago
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.
A cozy bedroom features a spacious bed with a patterned quilt. A burgundy armchair is positioned beside a small table, offering a comfortable reading nook. The room is brightened by a large window with floral curtains, while an adjacent bathroom is visible through an open door.
Private room in Lenox
4.75 out of 5 average rating, 4 reviews

QUEEN ROOM Bed&Breakfast private bath

DougieRating, 5 stars20 months ago
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!

Bed and breakfast rentals with breakfast

Top guest favorite
A decorative house number display is attached to a gray post, featuring the numbers '21' and '2' in colorful tiles. A circular wall plaque with an image is visible in the background, against the soft yellow exterior of the house.
Private room in Deerfield
4.99 out of 5 average rating, 184 reviews

Queen bed suite, full breakfast, five stars

Cristiany and ToddRating, 5 stars3 weeks ago
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!
Top guest favorite
The exterior of a Victorian-style home features green siding and white trim, framed by lush trees. A covered porch offers seating, while a gravel driveway leads to the entrance. Surrounding gardens add greenery to the inviting atmosphere.
Private room in Belchertown
4.95 out of 5 average rating, 474 reviews

Laid Back Victorian, private BR, LR and bath

MarisaRating, 5 stars5 days ago
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!
Top guest favorite
An inviting outdoor area features a large in-ground pool surrounded by a sun deck. A hot tub is located to the right, while a table and chairs provide a cozy spot for relaxation. Shade is offered by an umbrella, enhancing comfort amidst the greenery.
Private room in Bennington
5 out of 5 average rating, 121 reviews

E and E’s B and B Queen Bed Rm+ Pool & Hot Tub

MontseRating, 5 stars2 weeks ago
As usual, everything perfect at Ernie's. It's a great place to be.
Guest favorite
A stylish dining area is visible through an open doorway, featuring two woven chairs with a polka dot pattern positioned around a small black table. Light illuminates the space, and a soft area rug adds warmth. The background reveals a serving counter with various refreshments.
Private room in Suffield
4.9 out of 5 average rating, 87 reviews

The Lily House - Liv's Garden Room

SteveRating, 5 stars1 month ago
Perfect for what I needed on a last minute trip as it was close to Bradley Int. Airport. It was very charming and the updated bath was quite nice! I enjoyed the coffee bar and snack table. The grounds were beautiful and overall I would recommend Brian and Andi's bnb to other guests.
Superhost
The exterior view of the Blackberry River Inn is displayed, showing a large Colonial-style mansion with white clapboard siding. The two-story structure features multiple rooflines and several chimneys. Lush green grass surrounds the house, contributing to the serene setting in the foothills of the Berkshire Mountains.
Private room in Norfolk

C1 Carriage House at Blackberry River Inn

LindsayRating, 5 stars9 months ago
Oh....it was a great place to stay. I had my pup with me, and it worked out so well. Attended a concert down the street, and it was great to be back at the inn at a few minute's after the concert ended. Breakfast was wonderful, and the staff were so personable and accommodating . Look forward to my next visit!!
Superhost
A rustic living area features exposed wooden beams and a brick fireplace, with a cozy fire burning inside. Deep brown leather sofas surround a low coffee table, and a chandelier hangs overhead, adding a touch of elegance to the warm space.
Private room in Dover
4.97 out of 5 average rating, 38 reviews

Deluxe King, kitchenette,fireplace- Cider House 1

Rebecca ARating, 5 stars6 months ago
My boyfriend and I spent two wonderful nights in Cider House 1. We had a fabulous time. Peaceful and relaxing with beautiful fireplace.
Guest favorite
A gravel driveway leads to a spacious property surrounded by greenery. The two-story studio apartment is visible on the right, with light brown siding and a sloped roof. Mature trees provide shade, and a well-maintained lawn complements the inviting outdoor setting.
Private room in Sunderland
4.94 out of 5 average rating, 198 reviews

Private 2nd Floor Studio Apartment With a View!

GayleRating, 5 stars4 weeks ago
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
Top guest favorite
A patio area features two light-colored chairs under a vine-covered wooden pergola. The entrance to the basement apartment is visible through a glass door, surrounded by greenery and stone paving. Nearby, a small bistro table and chair set offer additional outdoor seating.
Private room in Brimfield
4.95 out of 5 average rating, 412 reviews

New England Escape

EmilyRating, 5 stars3 weeks ago
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

Guest favorite
A queen bed features a classic four-poster frame, complemented by soft white linens. Vintage wallpaper with a floral pattern adorns the walls. Soft lighting is provided by sconces on either side of the bed, creating a warm and inviting ambiance.
Private room in Litchfield County
4.92 out of 5 average rating, 12 reviews

Private en-suite Bedroom in Historic Inn

KarleneRating, 5 stars9 months ago
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.
Guest favorite
A cozy bedroom features a queen size bed with floral bedding and decorative pillows. Soft lighting is provided by two bedside lamps. A wooden nightstand is positioned next to the bed, and framed artwork adorns the walls. A patterned area rug adds warmth to the space.
Private room in Brattleboro
5 out of 5 average rating, 9 reviews

Purple Chef's cozy lair

JackieRating, 5 stars4 months ago
What a lovely and beautiful location amongst the woods... perfect living space, a wonderful kitchen with everything we could want or need. Sharon is the consummate host. We absolutely love being there and our 2 dogs do too! We can't wait for our next visit!!
A double twin room features two wooden beds with intricate posts, positioned parallel to each other. Soft white bedding covers the beds, while a patterned area rug enhances the space. Complementary wall sconces provide illumination, and a door leads to the adjoining bathroom.
Private room in Newfane
4.82 out of 5 average rating, 11 reviews

Yogi & artist retreat center

JoshRating, 5 stars20 months ago
Thomas has a beautiful yoga retreat type of resort up in the mountains of Vermont. The place is stunning. The rooms are very comfortable and they give you a delicious breakfast. It's definitely worth the time and money to stay with Thomas. 5 star rating. I hope to come again with my family.
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, 106 reviews

The Lacey Rose - The Golden Room

KeithRating, 5 stars4 weeks ago
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!!
A cozy queen room features a wooden bed with a plaid blanket. Two artworks hang on the teal wall, complemented by matching wooden nightstands. Soft lighting is provided by a lamp on one side, while natural light enters through an unseen window.
Private room in Newfane
5 out of 5 average rating, 3 reviews

Queen bed + private bath, breakfast included

SebastianRating, 5 stars21 months ago
This is an idyllic setting for a beautiful home with super friendly and caring hosts. The large house, a retreat center with facilities for large groups, sits on a lake overlooked by a gorgeous modern treehouse. Tom and Ravi are excellent hosts and I enjoyed chatting and eating with them and learning about their vision for the property, communal and artistic, with nourishing food fresh from local farms, and a mix of interesting guests. This is the kind of place where you can truly unwind in natural green, wander the extensive grounds and connect socially if that suits you. The beds are comfortable, each room with its own bathroom, and the living rooms are spacious and with walls of books and artwork. Cannot recommend this place more highly. If you’re lucky enough to find availability, don’t hesitate!
The spacious room features a large bed with crisp white bedding, complemented by two bedside lamps on wooden tables. Natural light floods in through two windows, illuminating the purple walls and hardwood flooring. A small table and chairs are positioned near the windows.
Private room in Newfane
5 out of 5 average rating, 9 reviews

King bed+private bath, breakfast included

CarolRating, 5 stars29 months ago
I recently spent 3 snowy, quintessentially Vermont days at Thomas & Ravi’s guest house in Newfane, VT. I was given excellent directions & upon arrival Thomas helped heft my heavy ski luggage. This idyllic setting is conveniently located between Brattleboro and Mt. Snow and within a 45 minute drive to Stratton. Would most definitely recommend for a DIY retreat!
The exterior of the Goldenrod Country Inn is presented, featuring a charming white façade with dark trim. Lush green landscaping surrounds the entrance, complemented by vibrant flowers. A welcoming sign stands at the forefront, marking the entrance to the inn, set against a backdrop of trees.
Private room in Worthington

The Mountain Room - Goldenrod

BenRating, 5 stars10 months ago
Fantastic to spend some time at the Goldenrod with Aaron and Eric with our two kids and family this weekend. The hospitality was fantastic, location incredible, and we loved the restaurant, our beds, and the 3 goats to feed in the back. Thank guys for hosting us! Can’t wait to return on our next trip to the Berkshires
Superhost
An elegant dining room is visible through an open doorway, featuring a large table surrounded by wooden chairs. Natural light enters through the windows, accented by soft drapes. Antique chandeliers hang above, enhancing the classic decor with wooden trim and a serene area rug.
Private room in Windsor

Graduation season is around the corner, book now!

ChristineRating, 5 stars7 months ago
Sandra and Tom are amazing hosts. Everything is so cozy and they are incredibly warm and welcoming, it was home away from home! Sandra is an amazing cook and was so accommodating to our individual preferences. Highly recommend and definitely would stay here again!!

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