Bed and breakfast vacation rentals in Chelmsford

Find and book unique bed and breakfasts on Airbnb

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Popular amenities for Chelmsford bed and breakfasts

Family-friendly bed and breakfasts

Guest favourite
Private room in Belmont
5 out of 5 average rating, 79 reviews

Sweet apt in Belmont 2-family on quiet street

MarshaRating, 5 stars3 months ago
Our daughter and our adorable grandkids live in Belmont. We usually stay with them but they had a basement flood and the room we usually use was being repaired. So we looked for someplace close and found Robin’s delightful apartment. Though we chose it for proximity, we couldn’t have been more pleased. It is lovely, quiet, comfortable and trulyfeels like a home, not a rental. We’ve stayed in many rentals over the years, but never before have we found a pantry and refrigerator so well stocked! Robin has obviously put a lot of time, thought and heart into making the apartment a warm and welcoming place to stay. Thank you again, Robin and Jon, for sharing your special home with us.
Top guest favourite
Private room in Concord
4.99 out of 5 average rating, 434 reviews

The Majority Leader's House...

RachelRating, 5 stars6 months ago
Arnie is a wonderful host, and the space is beautiful, clean, and one-of-a-kind. I have stayed here multiple times and I would highly recommend it!
Guest favourite
Private room in Medford
4.85 out of 5 average rating, 100 reviews

Grand Victorian gets Contemporary Facelift! #1

JessieRating, 5 stars4 months ago
Raj and Julia were very welcoming hosts and I had wonderful two weeks stay here. The home is sweet , warm and beautiful. The bedroom is comfortable. Even the kitchen and bathroom are full of sunshine. The house is a very good place to stay in Boston. I had a very good experience here. Highly recommended.
Superhost
Private room in Brookline
4.85 out of 5 average rating, 80 reviews

Queen Anne Brookline Bed and Breakfast M605 #1

GinnyRating, 5 stars4 months ago
Marie's organization actually books this home for Grace, the host. Grace runs an "old fashioned" bnb, with a friendly greeting as you arrive and a light breakfast featuring fresh breakfast breads and her homemade granola. We loved staying with Grace! We had plenty of privacy, a comfortable and quiet room, a private parking spot and key to come and go as we pleased. Her home is clean and safe. Grace is not intrusive at all, but she was gracious and helpful with any advice we needed during our stay. We picked exactly the right place for a perfect vacation.
Guest favourite
Private room in Salem
4.95 out of 5 average rating, 363 reviews

Witches Dorm-Salem School of Witchcraft

CaressaRating, 5 stars4 months ago
Hope was a great host to us! She greeted us at the door and made us feel truly at home. She was such a pleasure to talk to and she gave us great insight into the area and recommendations for our time in Salem. Her place was super cozy and unique. I would absolutely recommend for any one traveling to Salem to stay with hope!
Top guest favourite
Private room in Kingston
4.98 out of 5 average rating, 408 reviews

Peaceful Plymouth Area 1st Floor Retreat

ChristopherRating, 5 stars1 month ago
This is the perfect place for me when I have to come for meetings in the area… Perfectly comfortable, totally friendly hosts, walking distance to a couple of nice restaurants, easy parking, super comfortable bed, fireplace in the winter, what else can you ask for?
Top guest favourite
Private room in Cambridge
4.93 out of 5 average rating, 281 reviews

West Cambridge, 1 BR in House near Harvard

YachunRating, 5 stars3 weeks ago
The house is beautiful and comfortable, with 20 minutes walking to Harvard campus. Caroline is really nice, and she will prepare breakfast for you. And there's also a cute dog in her house too. Totally enjoyable time these days in her house. Definitely recommend.
Guest favourite
Private room in Rockport
4.94 out of 5 average rating, 86 reviews

WALK to everything! Studio by beach with parking

DanielRating, 5 stars7 months ago
Wendy was a great host and the location was excellent. Thanks Wendy

Bed and breakfast rentals with breakfast

Superhost
Private room in Chelsea
4.84 out of 5 average rating, 420 reviews

Private comfortable, colorful Red Room@Washburn!

SauravRating, 5 stars2 weeks ago
I had a wonderful 2-day stay at Donnell’s place! From the moment I arrived, he was incredibly warm and welcoming, making me feel right at home. The place itself is peaceful, cozy, and perfect for a relaxing stay. Commuting was also super easy, which made my trip even more convenient. A special thanks to Donnell for his kind gesture of shifting me to a better room on the first floor when I mentioned feeling chilly due to the cold weather outside. That truly made a difference in my comfort! Overall, a great experience, and I’ll definitely consider staying here again on my next visit. Highly recommend! 😊
Top guest favourite
Private room in Cambridge
4.98 out of 5 average rating, 291 reviews

Smack dab between Harvard+Porter 2

MargaretRating, 5 stars3 weeks ago
Connie was super helpful, especially since I consider myself a bit of a “country bumpkin” & she quelled my anxieties about check in, parking, & recommendations on restaurants. The room & bathroom were comfortable, cozy, & clean! I loved seeing the moon & stars as I drifted to sleep. Additionally, due to the arrival of a blizzard, I decided to head home early & Connie offered & refunded one night stay, something I did not expect or ask for! Connie is without a doubt a kind & accommodating hostess! Recommend this room wholeheartedly if you’re looking for a peaceful space to rest after a busy day at a conference or event in the area.
Guest favourite
Private room in Quincy Center
4.84 out of 5 average rating, 163 reviews

2 cozy twin bed,free breakfast,a few min walk to T

AbigailRating, 5 stars4 months ago
Stayed at Christie’s for a night and it was absolutely perfect! If you’re looking for a place to stay I highly recommend booking here! Not only was the place super clean and comfy but Christie was also very kind and welcoming, felt right at home.
Guest favourite
Private room in Somerville
4.92 out of 5 average rating, 895 reviews

Peter • Best of Boston

ErikRating, 5 stars4 days ago
This is a gem of a place. The location is great: in a quiet residential neighborhood, a ten-minute walk from the T. The space is terrific. High ceilings, exposed brick, south-facing windows, funky decor. It's even bigger than it seems in the pictures because guests have access to the entire second floor, which includes the bedroom, private bath, living area, and kitchen. Peter and his wife and giant dog pretty much stay up on the third floor, but I did have a very nice conversation with Peter, who is funny and interesting. Overall, top-notch accommodations.
Top guest favourite
Private room in Newton Centre
4.99 out of 5 average rating, 78 reviews

Alderwood Bed & Breakfast Single Room

KikeRating, 5 stars5 months ago
i had an incredible experience staying at Myra’s airbnb. the place was clean, cozy, and exactly as described. Myra was extremely responsive and made sure i had everything i needed during my stay. the location was perfect, and all the little touches in the home made it feel special. i highly recommend staying here and will definitely book again in the future.
Superhost
Private room in Charlestown
4.84 out of 5 average rating, 148 reviews

"Casita" on the Water - Harbor View

SusanRating, 5 stars4 months ago
This was truly a unique and memorable place to stay. Melissa was wonderful in accommodating our late check in due to our flight. It was walkable to restaurants and we were given a voucher for a free breakfast. If you want something out of the ordinary, I couldn’t recommend enough.
Guest favourite
Farm stay in Southbridge
4.97 out of 5 average rating, 194 reviews

High Grass Farm (old listing)

BonnieRating, 5 stars2 months ago
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.
Top guest favourite
Private room in Brimfield
4.95 out of 5 average rating, 407 reviews

New England Escape

MeghanRating, 5 stars4 months ago
We stayed at Nicole’s for a wedding in Sturbridge. They had no issue letting us check in early, easy check in and a lovely property. Lots of Halloween movies were on cable which reminded us of being kids :) Easy drive to Sturbridge, I’m so glad we chose her place because it was spacious and private and probably 1/5 the cost of staying in town. She has everything you need for a short stay! Plus the goats and chickens are very sweet. Thanks very much.

Bed and breakfast rentals with a patio

Top guest favourite
Private room in Scituate
5 out of 5 average rating, 6 reviews

The Pearl Bed & Breakfast 2 Bedroom (A)

AlexRating, 5 stars6 months ago
Jodi was a great host, we felt right at home from the second we walked in. Her home was so clean and beautiful. She had everything we could have needed and made an amazing breakfast in the morning, that we enjoyed outside by the fire. We will be staying with her again such a beautiful town.
Guest favourite
Private room in West Newbury
4.93 out of 5 average rating, 121 reviews

Bright and sunny 1 bed with adjacent lounge area

JaneRating, 5 stars2 months ago
Lovely home, great location and friendly and helpful host. Felt more like a "hosted B&B or inn" rather than the more common experience I've had with Air B&B of the host being available but not a visible presence. If you are looking for a private, nonengaging experience, this might not be for you. However, if you enjoy meeting your host, we found Bob to be warm and cheery and he made us a lovely breakfast with excellent coffee. Rosy was away so we did not meet her, however, her decorating talents were much on display from the tableware to the linens and accoutrements, all of which made us feel like we were special guests.
Guest favourite
Private room in Newton Centre
4.88 out of 5 average rating, 40 reviews

Sunny and Spacious B&B in a Lakeside Neighborhood

Devin PatrickRating, 5 stars5 months ago
A beautiful craftsman style house near the center of Newton and a short drive to anywhere in the Boston area.
Guest favourite
Private room in Salem
5 out of 5 average rating, 12 reviews

Silsbee's Rajah - Victorian Inn

AjRating, 5 stars3 weeks ago
Perfect location for a very short trip to Salem. Extremely walkable to Essex Street and Witch City Mall. The space itself was pristine and beautiful. Tons of natural light to wake up to, and the tub served for an amazing soak. Highly recommend staying at any of the Silsbee or Daniel's House properties.
Top guest favourite
Private room in Braintree
4.97 out of 5 average rating, 73 reviews

Spacious, Stylish & Cozy bedroom in Braintree MA

RobertRating, 5 stars9 months ago
Overall this was a very pleasant stay in a quiet location, close to restaurants and other needed services. When I come back to this area I would like to stay here again. It is a clean, comfortable, welcoming home. Also, even though I did not use it this time, convenient quick rail transportation into downtown Boston is located a 5 minute or less walk from the b an b.
Private room in Tewksbury
4.67 out of 5 average rating, 9 reviews

From us to you

ShannonRating, 5 stars5 months ago
Flavia’s place was a great value for the location. The bed was very comfortable, the place was clean, and Flavia was kind and responsive to all our questions.
Top guest favourite
Private room in Winthrop
4.97 out of 5 average rating, 71 reviews

2 - Jeremiah Suite & Private Deck (180 sq ft)

TaylorRating, 5 stars4 months ago
We loved staying here! We felt so welcomed and comfortable. It was easy to find and parking was great! It was a beautiful place!
Superhost
Private room in West Newton
4.82 out of 5 average rating, 82 reviews

King Room w/Kitchenette+Balcony

TuckerRating, 5 stars2 months ago
Shelia’s place was perfect for my stay.

Quick stats about bed and breakfast rentals in Chelmsford

  • Total rentals

    20 properties

  • Nightly prices starting at

    $72 CAD before taxes and fees

  • Total number of reviews

    440 reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

Destinations to explore