
Bed and breakfast vacation rentals in Pioneer Valley
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Top-rated bed and breakfast rentals in Pioneer Valley
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Family-friendly bed and breakfast rentals

Country Luxury in the Heart of the Berkshires
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!

Private suite in James Colt townhouse
We loved Jane and Earl’s place and will highly recommend everyone! Jane and Earl communicated clearly and were extremely proactive to respond back to us. We appreciate all their help during our stay a lot.

The Carriage Barn
We recently enjoyed a lovely stay at The Carriage Barn in Guilford. Our host, Katherine, was very responsive to everything we might have needed during our visit: a very easy check in and out process, detailed instructions on how everything worked, items for our comfort (a gift of delicious chocolates, many fluffy towels, silky sheets, etc.), and was easily available via texting. The photos of her restored historic barn are very accurate - it's a beautifully designed renovation and is decorated with lovely art pieces, cozy furniture, and a huge library of books for your enjoyment. The tv works great and so does the WiFii. We traveled with our small dog and there is a baby gate available that easily snaps onto the staircase posts so I was not concerned about my dog's safety.. Best of all is the beautiful views of the gorgeous Vermont countryside. You'll see lovely sunsets here and spectacular sunrises. It's a great spot to truly relax.

Your own 2 Bedroom Guest Suite w/Full Bath
Virginia was very welcoming! I didn’t realize when booking that the accommodations were part of the main house (the whole second floor is the guest suite space), with the kitchen space shared. This was by no means a problem and was user error on my part. That being said staying here was the closest to a true bed and breakfast experience I’ve had using Airbnb. Virginia had a nice light breakfast with fresh fruit, pastries, bagels and coffee each morning which was delightful. It was one of the cleanest Airbnbs I’ve stayed in. Highly recommend if you’re comfortable with a partially shared space. If I’m back in the area, I would stay again!

Lovely bedroom in Amherst. Close to U Mass
Staying in a bedroom in someone’s home (when they are home) is old-school Airbnb and Carolyn’s home was the perfect spot. Entering late at night was not a problem, getting in was easy and welcoming and warm. The bed was cozy and comfortable and I was only a 2 min drive from my son’s dorm at U Mass :) Thank you for sharing your home!

OrchardSlope
We really enjoyed our visit and the house was welcoming, charming, very clean, and comfortable. The hosts were very friendly and flexible about our late arrival time. There was also delicious coffee for us in the morning!

Cozy 3 bedroom cape at end of road in Williamstown
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.

Large room on private floor
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.
Bed and breakfast rentals with breakfast

Classic New England Bed & Breakfast
Mary’s place is a charming little colonial farmhouse built in the late 1700s out in a beautiful rural part of CT. It is quirky and filled with signs of an earlier time while updated with modern conveniences. It’s not all shiny and new, so if that’s your thing, stay home. But if you want to be charmed with glimpses into the past, be surrounded by gorgeous countryside with parks galore and hiking at every level, and have an imagination that finds inspiration in glimpses of history, then this is your place!

Brimfield Show near Innkeeper Place B&B: Heritage
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.

Apple Hill Room @ The Wilmington Inn- Breakfast Included & downtown Wilmington location!
The Wilmington Inn is always a favorite place to stay! It's always quiet and so convenient to restaurants and the shops--we'll be back!

Henrietta Suite
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!

Maple House, Birch Room
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.

Beautiful Room in Hartfield House - The Berkshires
We had such a wonderful stay! The house is historic, beautiful, and impeccably clean. Breakfast was delicious, with French press coffee and steeped tea that we loved. Missy the dog is a joy to be around and kept our dog entertained in the massive outdoor space. We truly felt at home, and the place felt very private. There’s so much to do in the area—great hikes, antique stores, and plenty of restaurants to explore. All in all, it was a very relaxing weekend getaway from the hustle and bustle of the city. We’d love to come back!

High Grass Farm (old listing)
This is a lovely place for peace & quiet. Hard to believe this house was built in 1780 and is still in pristine condition with period decor but modern amenities. It was the perfect setting for our family Christmas (on New Years). A great place to make memories!! Thanks again Karen & Brian for sharing your home with us. We will be back.

Private 2nd Floor Studio Apartment With a View!
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.
Bed and breakfast rentals with a patio

Purple Chef's cozy lair
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!!

The Lacey Rose - The Golden Room
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.

Queen bed + private bath, breakfast included
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!

PrivateRoom/Sunny/Clean/Peace/SelfCheckIn
Angela is a wonderful and gracious host; she welcomed me with tea and lots of helpful information about the local area. Her kind hospitality was so appreciated. Her home is beautiful, spotlessly clean, and incredibly comfortable! Thank you, Angela for a great visit.

Welcoming B&B room with balcony and whirlpool bath
Great hidden gem It is a beautiful location, next to the river, peaceful with a waterfall, covered bridge, and great food. Assume surprised
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- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Monadnock State Park
- Berkshire East Mountain Resort
- Six Flags New England
- TPC River Highlands
- Taconic State Park
- Mohawk Mountain Ski Area
- Bushnell Park
- Mount Sugarloaf State Reservation
- Mount Greylock Ski Club
- Hartford Golf Club
- Douglas State Forest
- Bousquet Mountain Ski Area
- Mount Snow Ski Resort
- Bash Bish Falls State Park
- Beartown State Forest
- Otis Ridge
- Norman Rockwell Museum
- Naumkeag
- Brimfield State Forest
- Bigelow Hollow State Park
- Bright Nights at Forest Park
- Rockledge Golf Club