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, 80 reviews

Sweet apt in Belmont 2-family on quiet street

SharonRating, 5 stars1 week ago
My husband and I found this to be a very comfortable place to stay while we were in Belmont taking care of some business and visiting friends. The neighborhood is lovely and quiet, the place was fully stocked with everything we needed, and LOTS of breakfast and snack foods were provided by Robin. She even had the gluten-free cereal that I normally eat—could she be psychic? ; ) In addition, she and her husband, Jon, were very friendly, helpful, and responsive without invading our space or privacy in any way—very available, but only when needed. I very much appreciated Robin’s very flexible refund policy as I needed to make a change to our dates a few weeks before our trip and she was very accommodating in this regard. We would definitely stay here again.
Guest favourite
Private room in Arlington
4.97 out of 5 average rating, 310 reviews

Arlington Craftsman Blue Room, Int. Well Restored

DavidRating, 5 stars2 weeks ago
Excellent airbnb, in a really cool neighborhood in Arlington. Thomas is a great host, check-in was easy, and everything went smoothly. Thomas even provides breakfast in the morning, which was an unexpected bonus. Its also only a short walk to many cafes and restaurants in Arlington, as well as bus stops where you can take a bus to the red line stations. I had an enjoyable stay at Thomas's house, and would highly recommend his place to others!
Top guest favourite
Private room in College Hill
4.98 out of 5 average rating, 585 reviews

Best Location Historic College Hill

LauraRating, 5 stars6 days ago
My dog Ruby and I had a wonderful, comfortable stay at Rose’s beautiful, art-filled home. Rose is a warm, wise, fun, and welcoming host, and I enjoyed talking with her very much. The room was lovely and private. I look forward to returning.
Guest favourite
Private room in Medford
4.85 out of 5 average rating, 101 reviews

Grand Victorian gets Contemporary Facelift! #1

JonathanRating, 5 stars1 week ago
I really enjoyed Rajib's place. Just to get it out of the way, the shower in the bathroom is the nicest once I've ever used - skylights with houseplants around - honestly forgot where I was for a few minutes, because it really feels like you're at a resort. Rajib's house is a cosy Victorian on the corner of two cross-streets, has lots of trees and greenery around, is in a nice-quiet neighborhood, and is accessible to the city via the T (shoutout Green Line Extension). It felt like home. There was just the right amount of communication (some hosts inundate you with information), so it was refreshing for everything to be short and to the point. Pippy, the resident house dog, was also very sweet - and sometimes followed me around when I was the only one home at the time.
Superhost
Private room in Brookline
4.85 out of 5 average rating, 80 reviews

Queen Anne Brookline Bed and Breakfast M605 #1

GinnyRating, 5 stars6 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.
Top guest favourite
Private room in Gilsum
4.96 out of 5 average rating, 363 reviews

Solar Living Emerson Brook Forest 1

Beth Rating, 5 stars1 week ago
When I got there Valerie greeted me. Everything was amazing. I'm so glad I stayed with her, she made me feel at home.
Guest favourite
Private room in Salem
4.95 out of 5 average rating, 363 reviews

Witches Dorm-Salem School of Witchcraft

CaressaRating, 5 stars6 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, 414 reviews

Peaceful Plymouth Area 1st Floor Retreat

Cheney MeaghanRating, 5 stars2 weeks ago
The place was nice, easy to find and get into, we were greeted by Rob, one of the hosts and he was very nice and helpful. I waffled for a while over rating this a 3 or 4 for value, but 5 for everything else. I say 3.5 for value because it seemed much smaller than pictured. Not much space to move around the bed. Any standard hotel room is much bigger than this. The bathroom was very nice though, and they had cream and sugar for us coffee lovers.

Bed and breakfast rentals with breakfast

Top guest favourite
Apartment in York
4.98 out of 5 average rating, 305 reviews

History Steps from the Beach

ChrisRating, 5 stars1 month ago
Thanks for everything it was a very beautiful and relaxing place to stay. Close to the beach for walking to restaurants and for the view.
Top guest favourite
Private room in Dedham
4.93 out of 5 average rating, 75 reviews

Antique Victorian Farmhouse

DeborahRating, 5 stars6 months ago
Rosanne and I immediately hit it off. She has an adorable rescue dog. The home is stunning it reminded me of grand old homes I’ve stayed at that were professionally run bed and breakfast inns. The home is in an historic district. The neighborhood is charming. The bed was incredibly comfortable. The bedroom and bathroom were spacious. I really appreciated having a tub for soaking after my trail runs. I had access to all of the house and was able to do laundry. Despite having a bad neck injury and a dog who’d recently had leg surgery, Rosanne went out of her way to accommodate me. I felt so at home. I already know this area since I used to have a boyfriend in a nearby town. Dedham Square has lots of restaurants and a great old movie theater. The home is also near Legacy Place shopping center, which has the best Whole Foods anywhere. Being vegan, I’ve been to many during my business travels. I look forward to staying with Rosanne again soon.
Top guest favourite
Private room in Newton Centre
4.91 out of 5 average rating, 129 reviews

Historic relaxing clean home for 1- 2 adults

BethRating, 5 stars4 months ago
I really enjoyed my stay with Kate. She was warm, welcoming, and reliable. She is genuinely interested in people and our conversations were wide ranging, from gardening to art to history. I can't wait to return. Kate will always be my first choice of host in the Boston area.
Top guest favourite
Private room in Federal Hill
4.98 out of 5 average rating, 130 reviews

Historic House Bed & Breakfast w/art RM #1

Garlan JudeRating, 5 stars1 week ago
This is the place to stay if visiting Providence! Such a warm and inviting vibe and the hosts are marvelous. The morning breakfast is such a sweet and thoughtful touch. A fabulous experience.
Private room in Kittery
4.93 out of 5 average rating, 134 reviews

KitteryOasis Retreat easy to Portsmouth

LanxiaRating, 5 stars8 months ago
The hosts are friendly and accommodating. The place is quiet and peaceful. Would stay there again.
Guest favourite
Private room in Gloucester
4.92 out of 5 average rating, 51 reviews

Comfortable First Floor Room, Walk to ocean

RoseannaRating, 5 stars6 months ago
Very timely response once I booked. Someone was waiting outside at night and helped my daughter and I bring in our bags and gave us a tour and let us know some very helpful travel hints to Salem. Would recommend.
Top guest favourite
Apartment in Dedham
4.96 out of 5 average rating, 189 reviews

Two bedrooms, full bathroom, and breakfast room

MeredithRating, 5 stars5 months ago
Such a lovely and cozy stay on the second floor of the sweetest house! Robert is a very attentive and communicative host and it was lovely to meet him and Gretje, as well!
Top guest favourite
Private room in Shrewsbury
4.97 out of 5 average rating, 238 reviews

Bed & Breakfast with a warm Irish welcome (King 1)

LaurenRating, 5 stars5 months ago
Mary is absolutely amazing in every way! She is extremely hospitable, thoughtful, kind, helpful, and welcoming. I loved chatting with her and listening to her Irish accent through her stories from when she was in Ireland and beyond. Her house is very spacious and the bed is so comfortable. Her dog is darling too!

Bed and breakfast rentals with a patio

Guest favourite
Private room in Carlisle
4.88 out of 5 average rating, 49 reviews

Postmodern Pastoral Suite | 25min to Cambridge

AnneRating, 5 stars1 week ago
Very nice small, cozy suite. It had everything we needed to prepare a few meals. The surrounding yard was lovely and the medium-firm mattress was incredibly comfortable.
Top guest favourite
Private room in Scituate
5 out of 5 average rating, 6 reviews

The Pearl Bed & Breakfast 2 Bedroom (A)

AlexRating, 5 stars7 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 stars4 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 Salem
5 out of 5 average rating, 15 reviews

Silsbee's Rajah - Victorian Inn

MadisonRating, 5 stars1 month ago
We absolutely adored the Rajah Room. It was a beautiful space to stay for our one night in Salem and we would definitely book again in the future!
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 stars6 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, 85 reviews

King Room w/Kitchenette+Balcony

ScottRating, 5 stars1 month ago
I only needed the space for one night and wasn't able to see what was around. But Sheila's place is just as advertised! I wish I needed the space for longer, it is quite a nice spot! The room was spacious, very clean and contemporary. It is the perfect spot to stay just outside of Boston. I would love to stay here again!
Guest favourite
Private room in Kennebunkport
5 out of 5 average rating, 6 reviews

Two-Bedroom Family Suite in Charming B&B

ArmelleRating, 5 stars6 months ago
Amazing stay - waking distance to center, beautifully decorated house and rooms, delicious breakfast and so appreciated the homemade gluten free items and breakfast items. Michael the host helped with luggages and was super welcoming. I can’t imagine going anywhere else if in the area again!
Guest favourite
Private room in Easton
5 out of 5 average rating, 6 reviews

Josiah Keith House (hunter suite)

BenRating, 5 stars6 months ago
Hi Neville!!! I mean, Justin, thank you so much for your hospitality and friendship, the home was an absolute dream for a great night sleep and an excellent breakfast (w/ waffles!!). We will most definitely make plans to visit again, see you then!

Quick stats about bed and breakfast rentals in Chelmsford

  • Total rentals

    20 properties

  • Nightly prices starting at

    $69 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

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