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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 stars4 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.
Guest favourite
Private room in Arlington
4.97 out of 5 average rating, 308 reviews

Arlington Craftsman Blue Room, Int. Well Restored

JoannRating, 5 stars3 weeks ago
The house is by the lake in a quiet and comfortable residential area. If you don't have a car, it takes about a 10-minute walk to reach the nearest bus stop to get to downtown. The room is very clean and cozy, and the bed is especially comfortable. The only thing to note is that the curtains don’t block out much light, so a sleep mask would be helpful. The host, Thomas, is super friendly and helpful. Definitely recommend :)
Top guest favourite
Private room in College Hill
4.98 out of 5 average rating, 580 reviews

Best Location Historic College Hill

ChikondiRating, 5 stars3 weeks ago
An amazing stay with an incredible host! Truly from the first moment I met Rose, she was so welcoming and inviting! We ended up grabbing dinner together at a new local spot with delicious foods. She is truly so kind and has so many recommendations! The house is incredible with everything you need and more for a comfortable and luxurious stay. It’s super close walking to downtown and just about anything. The area is quiet and calm. I loved the smell of fresh flowers throughout the house and the complementary tea for breakfast was great. Rose truly goes above and beyond for her guests, including lending me her own coat when I was severely underprepared for the wind. She is so sweet and you will enjoy your stay with her! I am looking forward to getting to visit again. Also her puppy is adorable and so sweet but definitely not intrusive for those who aren’t fans of pups. I cannot recommend enough, book your stay here! You won’t regret any of it.
Guest favourite
Private room in Medford
4.85 out of 5 average rating, 100 reviews

Grand Victorian gets Contemporary Facelift! #1

JessieRating, 5 stars5 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 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.
Guest favourite
Private room in Salem
4.95 out of 5 average rating, 363 reviews

Witches Dorm-Salem School of Witchcraft

CaressaRating, 5 stars5 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, 412 reviews

Peaceful Plymouth Area 1st Floor Retreat

EmilyRating, 5 stars4 days ago
Rob and Carol are wonderful hosts and co-hosts Barney and Fiona are sweet as can be. Great, central location to Plymouth, Duxbury and the coast. Walking distance to great food. Clean and cozy space. Private and quiet. It was perfect. I would absolutely stay here again.
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 stars8 months ago
Wendy was a great host and the location was excellent. Thanks Wendy

Bed and breakfast rentals with breakfast

Top guest favourite
Private room in Dedham
4.93 out of 5 average rating, 75 reviews

Antique Victorian Farmhouse

DeborahRating, 5 stars5 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.
Guest favourite
Private room in Somerville
4.91 out of 5 average rating, 902 reviews

Peter • Best of Boston

LindaRating, 5 stars2 weeks ago
Peter and his wife were amazing. They could not have done more to make our stay so very nice. It is an older home tastefully renovated and so very welcoming. The only thing that I feel compelled to say, is that the owners live on the second floor and they use the same staircase as you and may stop to chat. We loved it but that may not be for everyone.
Top guest favourite
Private room in Newton Centre
4.91 out of 5 average rating, 128 reviews

Historic relaxing clean home for 1- 2 adults

BethRating, 5 stars3 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, 129 reviews

Historic House Bed & Breakfast w/art RM #1

PaulRating, 5 stars9 months ago
We really enjoyed everything about our two night stay. From early checkin to very reasonable 12 check out, everything went smoothly. Additional bedding was supplied for a friend and overall the room was very large with a great big bathroom in the corner. Highly recommend.
Private room in Kittery
4.93 out of 5 average rating, 134 reviews

KitteryOasis Retreat easy to Portsmouth

LanxiaRating, 5 stars7 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 stars5 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 Cambridge
4.93 out of 5 average rating, 284 reviews

West Cambridge, 1 BR in House near Harvard

EvaRating, 5 stars3 days ago
We loved our stay at Caroline's beautiful and cozy home. We felt very welcomed and had the best trip. The neighborhood is wonderful. We would absolutely come back sometime!

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 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 stars3 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 stars6 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, 15 reviews

Silsbee's Rajah - Victorian Inn

MadisonRating, 5 stars3 weeks 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 stars5 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, 83 reviews

King Room w/Kitchenette+Balcony

AliniRating, 5 stars1 month ago
Nice, clean and quiet house. Easy check in/check out. Had a great time staying there.
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!
Top guest favourite
Private room in Bourne
4.96 out of 5 average rating, 24 reviews

Ocean Front B&B -Sandtower Room Private Deck

AmyRating, 5 stars6 months ago
This was our 4th or 5th year coming here. My Summer wouldn’t be complete without staying here. The views are incredible!! I just love sitting out on the balcony all day long listening to the waves. It’s so peaceful & relaxing. One of my favorite places! The breakfast is always soo good to. Always sad to leave but looking forward to coming back next year.

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

Destinations to explore