Bed and breakfast vacation rentals in Chelmsford

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Top-rated bed and breakfast rentals in Chelmsford

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

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Top guest favorite
Private room in Rindge
4.99 out of 5 average rating, 170 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 Saturday and Sundays; delivery available daily. Enjoy a grand piano, guest kitchen, cozy common areas, backyard fire pit, and stargazing. Just 3 mins from Franklin Pierce U, 5 mins from Hidden Hills, 15 min-Mt Monadnock. First floor, no stairs. Adults 25+, children 11+ welcome. Max 2/room. No pets.

Top guest favorite
Private room in Boston
4.94 out of 5 average rating, 369 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, 214 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, 454 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.

Guest favorite
Private room in East Somerville
4.92 out of 5 average rating, 1,004 reviews

Peter • Best of Boston

Peter • Best of Boston • 2 miles from Downtown Boston, Little Italy's Historic North End, Beacon Hill, Back Bay, Harvard Sq Cambridge. You’ll love our place, high end Memory Foam Mattress, Organic Continental Breakfast, High End Kitchen, Cathedral Ceilings, Coziness. Our place, good for couples, solo adventurers, business travelers and Furry Friends (Pets). Wonderful for events, presentations, and reunions. Check-in 3:00pm or anytime After. Free Parking on Premise. Dogs allowed.

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, 110 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, 199 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.

Guest favorite
Home in Antrim
4.98 out of 5 average rating, 233 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, 326 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, 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
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.

Popular amenities for Chelmsford bed and breakfast rentals

When is the best time to visit Chelmsford?

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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 ﺩ.ﺇ184 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!