Bed and breakfast holiday rentals in Western Massachusetts

Find and book unique bed & breakfast rentals on Airbnb

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Popular amenities for bed & breakfast rentals in Western Massachusetts

Family-friendly bed & breakfast rentals

Superhost
Private room in Tivoli
4.9 out of 5 average rating, 125 reviews

Suminski Innski- Room 7- 2 flights up/shared bath

EmmaRating, 5 stars11 months ago
A Limerick for Tim (a Timerick): Want to chat with the ghost of Kandinsky, Or get drunk with Foucault or Dzierzynski? Gird your loins, take my heed, There’s just one thing you need, Buckle up and book Innski Suminski!
Guest favourite
Private room in North Chatham
4.93 out of 5 average rating, 340 reviews

Arnold Farmhouse (Italianate - private bath)

KimberlyRating, 5 stars3 weeks ago
This is my 2nd stay at Vicki’s. I love the Victorian home she grew up in. It like stepping back in time and the surround area, farmlands, and towns are lovely to explore. Easy access from major road yet feels off the beaten path. I highly recommend staying here. I will be back.
Top guest favourite
Private room in North Chatham
4.96 out of 5 average rating, 539 reviews

Charming Eyebrow Colonial North Chatham, NY

KatherineRating, 5 stars3 days ago
Susan was lovely, kindly offered to cook us breakfast and watch our dog while we went to dinner! The location of this bnb is hard to beat, amidst a charming town, accompanied by the sounds of birds chirping and the sights of fireflies and rolling hills. Was a welcome reprieve from our normal city life!
Top guest favourite
Private room in Hartford
4.95 out of 5 average rating, 332 reviews

Private suite in James Colt townhouse

KeyaRating, 5 stars4 days ago
Jane and Earl are such excellent hosts! So friendly, responsive and accommodating. Their house is so easily walkable to downtown Hartford. They have great local tips in the room, which is very clean, comfortable and well-appointed. The home itself is beautiful, too!
Guest favourite
Home in Manchester
4.97 out of 5 average rating, 58 reviews

BREAKTIME

SatoruRating, 5 stars5 months ago
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
Superhost
Home in Rhinebeck
5 out of 5 average rating, 4 reviews

Unique Converted Carriage House and Barn Compound

JoanRating, 5 stars46 months ago
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.
Top guest favourite
Private room in Amherst
4.91 out of 5 average rating, 212 reviews

OrchardSlope

StephenRating, 5 stars2 weeks ago
We had a lovely and very comfortable stay at Michele’s place. They made the trip a wonderful and memorable weekend.
Guest favourite
Private room in Amherst
4.98 out of 5 average rating, 320 reviews

Lovely bedroom in Amherst. Close to U Mass

LillianRating, 5 stars3 weeks ago
Amazing stay!! We needed a place at the last minute and Carolyn’s house was so worth it. I’m so grateful she accommodated us so last minute. Beautiful bedroom and amazing barroom, quiet neighborhood but not in the boonies! 10/10 recommend!

Bed and breakfast rentals with breakfast

Top guest favourite
Private room in Haines Falls
5 out of 5 average rating, 70 reviews

Romantic Room near Hunter Mountain

Kate And DanRating, 5 stars3 months ago
We booked a last minute getaway and this was IDEAL. Sean and Kelly’s beautifully restored home is cozy and so immaculately beautiful. The downstairs common areas are perfect for curling up by the fire with a book and a cup of tea/glass of wine. The bedroom was spotless, super comfortable bed, sparkling clean bathroom and awesome jacuzzi style bathtub. The hosts are extremely friendly and amazing people. They made us feel right at home and welcome, we thoroughly enjoyed chatting with them about local history, wildlife, and their story. Can’t wait to come back here again!
Superhost
Private room in Hurley
4.75 out of 5 average rating, 4 reviews

Historic Creekside Bed & Breakfast with Hot Tub

JillRating, 5 stars8 months ago
Incredible place to stay! Had enormous cozy living room, bedroom, and bathroom to ourselves that was perfectly furnished with interesting farmhouse style decor. Bedroom and bathroom were clean, coffee and tea in the living room and games/books, and the best part was the outdoor space - lovely big backyard with lots of outdoor seating, cedar hottub (shared with other guests but no problem there!) and swimmable creek (enjoyed cold plunge -> hot tub in late Oct). Leaves were beautiful this time of year, easy 5-min bike ride to the O&W rail trail, and 10 min drive to Kingston and close to Woodstock too - Sarah gave great food recs. Can't wait to come back.
Guest favourite
Private room in Manchester
5 out of 5 average rating, 26 reviews

Your own 2 Bedroom Guest Suite w/Full Bath

SvetlanaRating, 5 stars3 months ago
Virginia was a wonderful host! Everything was perfect - clean, cozy, and so peaceful. The place is in a quiet and pleasant area, making it a great spot to relax. A special thank you for the little breakfast each morning and the freshly brewed coffee - it was such a lovely touch! We truly enjoyed our stay and would love to come back.
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 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 Sheffield
4.98 out of 5 average rating, 47 reviews

Sheffield Lodge - Ramblewood Master

ChristineRating, 5 stars1 month ago
This was hands-down the best AirBnb we've ever stayed in. Susan was very responsive, kind, and gave us a ton of helpful recommendations for things to do in the area. We felt completely at home in this beautiful AirBnb and were impressed by all the amenities, the delicious home-cooked breakfasts, spectacular outdoor views, and the attention to detail. Susan and the AirBnb were amazing and we will ABSOLUTELY be back!
Top guest favourite
Private room in Town of Rockingham
5 out of 5 average rating, 124 reviews

Eva Blake House-Margaret's Room

SheetalRating, 5 stars1 month ago
We loved our stay at Eileen's! Eileen and her husband and wonderful warm people. The home is beautiful, decorations lovely, and the aesthetic was great! The home has a lot of history which added to the stay! Eileen even cooked us a delicious breakfast, served on beautiful china. She gave us recommendations for things to do around Bellow Falls and hikes around the area which we really appreciated! Would definitely recommend staying here and we're planning to visit again ourselves!
Top guest favourite
Private room in Coventry
4.99 out of 5 average rating, 197 reviews

Jan's Phoenix Nest Lakefront B&B

LisaRating, 5 stars9 months ago
I absolutely love Jan and Tom’s place. It was clean, cozy and the location/view is beautiful! They went above and beyond to make our trip comfortable- providing recommendations, breakfast, and answering any questions we had. I definitely recommend this place - I will come back and stay for sure!

Bed and breakfast rentals with a patio

Top guest favourite
Private room in Stillwater
5 out of 5 average rating, 18 reviews

Storybook Cottage - Bird House Room

ZacharyRating, 5 stars1 month ago
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
Top guest favourite
Private room in Saratoga Springs
5 out of 5 average rating, 29 reviews

LOCUSTWOOD - ROSÉ ROOM

NoahRating, 5 stars9 months ago
Marikate and her husband were fantastic hosts - we felt welcome and taken care of the moment we arrived. The accommodations are as described…the environment is tranquil and relaxed. The house is very close to Saratoga Springs’ main drag where there are lots of restaurants and shopping to explore. Strongly recommend!
Guest favourite
Private room in Litchfield County
4.92 out of 5 average rating, 13 reviews

Private en-suite Bedroom in Historic Inn

Wei LinRating, 5 stars8 months ago
beautiful charming house, adorable puppy, delicious breakfast, warm and welcoming host who went above and beyond to accommodate us
Superhost
Private room in Stormville
5 out of 5 average rating, 3 reviews

Peaceful Room w/ Work Space

DanielRating, 5 stars1 month ago
It was a such a pleasure to spend time there while I was in the neighborhood teaching a Gravity Golf school. The hospitality was next level and the conversations were wonderful. Thank you!!!
Guest favourite
Shared room in Poughkeepsie
5 out of 5 average rating, 28 reviews

Tiny space double bed corner with privacy screen

JackRating, 5 stars6 months ago
The bed was nice and comfy! Appreciate the stay!
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!!
Top guest favourite
Private room in Rensselaerville
5 out of 5 average rating, 40 reviews

Cozy Queen room in Historic Bed and Breakfast

CmRating, 5 stars1 week ago
We came to town for a friend's birthday party and were recommended to stay at Catalpa House. Ellen was very communicative when our flight was delayed. Upon our arrival, we were shown to an excellent room with a very comfortable bed, pillows, linens, and a well-appointed bathroom. The historic house has beautifully decorated rooms and fresh flowers, well-placed. If you appreciate attention to detail in design, gracious hosts, and gourmet breakfasts, then Catalpa House should be on your list.
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!!

Destinations to explore