Bed and breakfast vacation rentals in Chelmsford

Find and book unique bed and breakfast rentals on Airbnb

Quick stats about bed and breakfast rentals in Chelmsford

  • Total vacation rentals

    Explore 20 vacation rentals in Chelmsford

  • Nightly prices starting at

    Chelmsford vacation rentals start at G$10,459 GYD per night before taxes and fees

  • Verified guest reviews

    Over 510 verified reviews to help you choose

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Chelmsford vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chelmsford rentals

  • 4.9 Average rating

    Chelmsford stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated bed and breakfast rentals in Chelmsford

Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Guest favorite
Private room in Boston
4.94 out of 5 average rating, 364 reviews

Fenway Park Vintage Brownstone (4C)

This charming brownstone, built in 1896, is set on quiet, tree-lined Bay State road, one of the "10 Boston’s Best Secret Streets" by Travel and Leisure. It is under the Boston landmark Citgo Sign, within 5 minute walking distance to Fenway Park, Kenmore Sq, Charles River and Boston University. The property has been lovingly maintained as a private residence for two generations. All original architectural details have been preserved with Victorian charm. Guest rooms are on the 3rd or 4th floor.

Top guest favorite
Private room in Rindge
4.99 out of 5 average rating, 168 reviews

Rindge Glass Flower Rm1 PvtRoom, PvtBath, King Bed

A fully renovated 1895 Grange Hall into Bed and Breakfast. We serve a full breakfast on Sundays. Breakfast delivery is available other days to dining room We have 3 private rooms each with private bath and King bed; a large common area with kitchen, sitting and dining areas & grande piano. Rooms are all on first floor with no stairs to climb. We rent to adults 25 up w/children a minimum of 11 yrs of age. Max 2 per room. No Pets. See Airbnb listings for Rindge Glass Flowers Rm 2 and 3.

Top guest favorite
The exterior of a red house is framed by a well-maintained garden comprising various flowers and greenery. The house features a welcoming entryway, a chimney, and a grassy area. Sunlight illuminates the scene, highlighting the vibrant colors of the surrounding landscape.
Apartment in Dedham
4.94 out of 5 average rating, 212 reviews

Two bedrooms, full bathroom, and breakfast room

We offer the entire second floor of our home: two bedrooms, each with a queen-size bed, a full bathroom, and a well-stocked breakfast / snack room. We are located literally seconds off Rt. 128 / I-95, in a quiet, secluded area. Our deck, gardens and grounds (which include a pond, birdfeeders, and, perhaps, wildlife sightings) are available for your enjoyment. You will have complete privacy in your quarters, but we will be close at hand should you need advice or service. Gretje and Bob

Top guest favorite
The logo of Kiss Flower Farm features a hummingbird approaching a delicate flower set against a soft, pastel background. The name 'Kiss Flower Farm' is elegantly inscribed in a circular format, enhancing the farm's identity.
Private room in Norwell
4.88 out of 5 average rating, 450 reviews

Kiss Flower Farm

Kiss Flower Farm is a bnb and specialty foods purveyor, located in a quaint 1876 New England farmhouse. Abundant with herb and flower gardens sprawling alongside a classic horse barn, our farm has charmed guests from over 20 countries since 2013. Our private guest quarters make for peaceful stay, and our made-from-scratch breakfasts bring a delicious start to your morning. The farm’s close proximity to natural and cultural attractions also offers many options for exploration and adventure.

Top guest favorite
A well-lit queen bedroom features a plush bed with a decorative blanket and a soft throw. Two windows adorned with light curtains allow natural light to fill the room, while soft colors on the walls create a calming atmosphere. A framed art piece is visible on the wall.
Private room in Watertown
5 out of 5 average rating, 107 reviews

Private living/dining/ kitchenette - Treetop Suite

Your private guest suite features one queen bedroom, full bath, living room, kitchenette, and dining area, all located on the entire third floor of our home. Once you enter through our home and close the door to the third floor, you'll be amazed at how separate you'll feel. We're situated in a quiet neighborhood, yet only a 7-minute walk to the bus or train into Boston. Curl up with a cup of tea in the evening and enjoy a light breakfast in the morning. We would love to host you!

Top guest favorite
The Stepping Stone Inn is shown with its blue exterior and stylish architecture. A prominent statue stands on a rock in the foreground. Flower boxes adorn the windows, adding a touch of color. The inviting entrance sign is clearly displayed.
Private room in Salem
4.97 out of 5 average rating, 198 reviews

The Stepping Stone Inn

Perfectly situated, the Stepping Stone Inn, and its three friendly cats, offers six beautiful guest rooms, each with private bath, free wifi, free parking, tasteful decor, shredded Memory Foam pillows and Gardner mattresses, made right here in Salem. We are right next door to the Salem Witch Museum and across the street from the Salem Common and the Hawthorne Hotel. Stash the car, walk everywhere! We are a fully licensed bed & breakfast in the City of Salem.

Top guest favorite
Home in Antrim
4.99 out of 5 average rating, 227 reviews

Relaxing Hot Tub Getaway

The ultimate experience for couples & families 5-10min from hiking trails & ski resorts A Mile from Gregg Lake Beach ALL YEAR PRIVATE/SECLUDED HOT TUB Grill, Hammock, Gym equipment XBox Series S, Life Size Janga, Yahtzee, Darts, Corn Hole, ping pong table, mini pool table Luxury KING PURPLE Brand Mattresses in every bedroom for the best nights rest with individual mini splits for optimal comfort Fully stocked kitchen High speed WiFi, house on 2 private acres

Guest favorite
A cozy bedroom is enclosed in warm wood paneling, featuring a spacious red-covered bed positioned near large windows. Soft lighting is provided by a bedside lamp and a floor lamp, while a wood-burning stove adds an inviting touch in one corner of the room.
Private room in Sudbury
4.81 out of 5 average rating, 325 reviews

Cabin in the Woods near river

Perfect for cozy stays away from it all, our comfortable cabin has its own private entrance, skylight, wood-burning fireplace stove, pure well water, and a private bathroom with shower room (which is also a stream room) all just a short walk from the Sudbury river, conversation land with nature trails, history, and outdoor sports. No contact with the host is necessary. This is a fully self-contained separate space attached to one end of the house.

Top guest favorite
A private deck features a hot tub beside a wooden seating area with four chairs arranged around a fire pit. A blue umbrella provides shade, while cozy bathrobes hang on the fence, inviting relaxation in the natural surroundings.
Guest suite in New Boston
4.99 out of 5 average rating, 221 reviews

Private Suite with Hot Tub

#BarnQuiltHouse Cozy, private guest suite with hot tub in the wooded hills of a quaint New Hampshire farming town. Residential neighborhood, centrally located in Southern New Hampshire. 20+/-min to Concord, Manchester Airport, St. Anselms College, New England College, Pat's Peak, Crotched Mountain. Head north to the lakes region, west to Mt. Sunapee, or south to visit Boston..all within an hour+ drive. May the peace of the wilderness be with you.

Top guest favorite
A cozy living space features exposed wooden beams and wide pine flooring. A comfortable sofa is placed beside a coffee table, while a television is mounted above a brick fireplace. Natural light fills the room through multiple windows, enhancing the inviting ambiance.
Apartment in York Harbor
4.98 out of 5 average rating, 340 reviews

History Steps from the Beach

If you’re looking for more space and amenities than staying in a hotel room, but still want the cleanliness and professionalism you’d expect from one, then you may enjoy staying here. Our spacious 3 room, 1,200 square foot historic (c. 1670) one bedroom apartment for two guests has exposed beams, wide pine floors, full bath, kitchenette, and is just a short walk to Long Sands Beach or a short drive to York Beach, York Harbor, or York Village.

Top guest favorite
Private room in Marshfield
4.97 out of 5 average rating, 232 reviews

Sweet stay by the ocean w breakfast (1 of 2 rooms)

SWEET STAY is what I call this guest room because many times when guests are leaving they say " thank you for a sweet stay." It comes with A FULL BREAKFAST and is served between 8-8:30 AM. It is a 5 minute walk to restaurants, beaches, ice cream store, groceries, nail salon and clothing store as well as souvenir shop and more . Sorry but there is no use of kitchen for cooking and very limited fridge space.

Guest favorite
A spacious bedroom features a four-poster bed adorned with decorative pillows and a patterned throw. Natural light enters through two large windows, illuminating the hardwood floor and side tables. Floral curtains and framed artwork add a touch of color to the inviting atmosphere.
Private room in Dorchester
4.96 out of 5 average rating, 336 reviews

Large Private room in Savin Hill

My place is close to Malibu and Savin Hill Beaches. You’ll love my place because of the neighborhood, and the coziness. This is an old Boston home. We are close to the T, easily accessible from Logan airport. Just a few stops from downtown Boston. My place is good for solo adventurers and business travelers, medical people. All walks of life welcome here. Registered with the City of Boston #STR383505

Popular amenities for Chelmsford bed and breakfast rentals

When is the best time to visit Chelmsford?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$9,623 GYDG$9,832 GYDG$11,296 GYDG$12,551 GYDG$11,714 GYDG$12,760 GYDG$14,434 GYDG$11,714 GYDG$11,505 GYDG$11,505 GYDG$10,878 GYDG$9,623 GYD
Avg. temp-2°C-1°C3°C9°C15°C20°C23°C22°C18°C11°C6°C1°C