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
Top 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
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, 213 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, 451 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
Private room in York
4.96 out of 5 average rating, 590 reviews

Ogunquit Tranquil Setting near Perkins Cove

Summer Weekend Booking Policy (June–August): To ensure fair availability during our busiest season, weekend stays must include Friday and Saturday nights. Thursday bookings must include Friday and Saturday Sunday bookings must include Friday or Saturday Friday–Saturday stays are always welcome We appreciate your understanding and look forward to hosting you in our peaceful Ogunquit retreat. Private entrance with patio. A nicely appointed suite with a luxury queen bed.

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, 108 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
Private room in Marshfield
4.96 out of 5 average rating, 333 reviews

Peaceful by the Sea with breakfast (1 of 2 rooms)

PEACEFUL ROOM is appropriately named as peace and quiet is most important when hosting guests. It comes with A FULL BREAKFAST that is served at 8-8:30 AM. It is a 5 minute walk to an array of restaurants, beaches, ice cream store, groceries, nail salon, clothing shop, as well as a souvenir shop and more. Going for a bike ride, jog or a walk, this is your spot! There is also pickle ball within a 10 minute walk. There is very little use of the fridge and no cooking is allowed.

Top guest favorite
Home in Antrim
4.98 out of 5 average rating, 232 reviews

HotTub FirePit Games Huge Backyard Family Friendly

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
Guest suite in New Boston
4.99 out of 5 average rating, 222 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
Private room in Rindge
4.99 out of 5 average rating, 169 reviews

Rindge Glass Flower Rm1 PvtRoom, PvtBath, King Bed

Step inside a beautifully restored 1895 Grange Hall, now a charming B&B in the heart of New Hampshire's Monadnock Region. Each room features a king bed and private en-suite bath. Full breakfast served Sundays; delivery available daily. Enjoy a grand piano, guest kitchen, cozy common areas, backyard fire pit, and stargazing. Just 3 mins from Franklin Pierce University. First floor, no stairs. Adults 25+, children 11+ welcome. Max 2/room. No pets.

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, 342 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.

Guest favorite
Private room in Brookline
4.93 out of 5 average rating, 187 reviews

Elegant PVT Bed & Bath 6 Mi. - Boston 1-2 Guests

Located in the Chestnut Hill area, sunny private room, private bath, gracious home, quiet, safe neighborhood 6.0 miles from Downtown Boston, 4 1/2 miles from Fenway Park, Celtics & Bruins 7.9 mi; 2 minute walk to public transportation, fine restaurants, interesting shops, near parks, jogging paths . Parking on property. Guests have access and use of living room, kitchen, dining room , bathrooms, backyard which are shared space.

Popular amenities for Chelmsford bed and breakfast rentals

When is the best time to visit Chelmsford?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$9,622 GYDG$9,622 GYDG$11,505 GYDG$12,551 GYDG$11,714 GYDG$12,760 GYDG$14,433 GYDG$11,714 GYDG$11,505 GYDG$11,505 GYDG$10,877 GYDG$9,622 GYD
Avg. temp-2°C-1°C3°C9°C15°C20°C23°C22°C18°C11°C6°C1°C