Bed and breakfast holiday rentals in Pioneer Valley

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Popular amenities for Pioneer Valley bed and breakfasts

Family-Friendly Bed and Breakfasts

Hotel room in Cornwall
5 out of 5 average rating, 5 reviews

Cornwall Lodge - King Room (pet friendly)

RobertRating, 5 stars42 months ago
Stacey was sweet and gracious. The Cornwall Inn is a cute little inn that is a mix of inn and roadside motel. We stayed in a room in the motel part and felt comfortable. The entire place was well maintained and cleaned. Nice job Stacey and family! We will be back!
Private room in Stafford
4.96 out of 5 average rating, 26 reviews

Brimfield Show near Innkeeper Place B&B: Heritage

ValRating, 5 stars23 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 favourite
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
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
Superhost
Private room in Lakeville
4.46 out of 5 average rating, 28 reviews

Queen Master Bedroom

JohnRating, 5 stars8 months ago
Terry was super nice and the place was great. She even offered to pick me up dinner and welcomed me with a beer out of her refrigerator. 10 out of 10, would recommend.
Top Guest favourite
Private room in Amherst
4.93 out of 5 average rating, 208 reviews

BigSkyHilltop: Queen & single bed, full breakfast

PatriciaRating, 5 stars9 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.
Top Guest favourite
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
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.

Bed and breakfast rentals with breakfast

Top Guest favourite
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 favourite
Private room in Belchertown
4.95 out of 5 average rating, 474 reviews

Laid Back Victorian, private BR, LR and bath

MarisaRating, 5 stars1 week 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!
Superhost
Private room in Lenox
5 out of 5 average rating, 4 reviews

Whistler's Inn/The Spanish Room (#1)

BenRating, 5 stars68 months ago
Whistler's inn is a beautiful place with great hosts and located in lovely a Lenox. Highly recommend!
Top Guest favourite
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 favourite
Private room in Suffield
4.9 out of 5 average rating, 88 reviews

The Lily House - Liv's Garden Room

DaraRating, 5 stars3 weeks ago
I love staying at Lily’s House. It is extremely convenient for my visits and it is always my first choice accommodation.
Superhost
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
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 favourite
Private room in Sunderland
4.94 out of 5 average rating, 198 reviews

Private 2nd Floor Studio Apartment With a View!

GayleRating, 5 stars1 month 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

Bed and breakfast rentals with a patio

Guest favourite
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 favourite
Private room in Brattleboro
5 out of 5 average rating, 9 reviews

Purple Chef's cozy lair

JackieRating, 5 stars5 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!!
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 favourite
Private room in Belchertown
4.98 out of 5 average rating, 106 reviews

The Lacey Rose - The Golden Room

KeithRating, 5 stars1 month 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!!
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!
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!
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
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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