Bed and breakfast vacation rentals in Middlesex County

Find and book unique bed and breakfast rentals on Airbnb

Top-rated bed and breakfast rentals in Middlesex County

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

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Top guest favorite
A cozy bedroom features a double bed with a patterned blanket and a light-colored bed skirt. Natural light floods the space through a skylight and a window with sheer curtains. A dresser and a round mirror complement the decor, while soft flooring adds warmth.
Private room in Cambridge
4.98 out of 5 average rating, 329 reviews

Smack dab between Harvard+Porter 2

The room has a double bed and is on the third floor, cozy and quiet, among the tree tops. At night you have the stars, and by day the room is light and sunny. The room has old pine board flooring, a sky light with a room-darkening shade, mini-split, closet, dresser, large desk with office supplies, yoga mat, full length mirror, and a fan. This bedroom shares a full bathroom with the other third floor bedroom which is also rented through Airbnb. Off street parking is available for $10/night.

Top guest favorite
A grand staircase is featured, showcasing ornate wooden railings and intricately carved balusters. The steps are covered with a richly patterned red and gold carpet that complements the floral wallpaper. An exit sign is visible near the top of the staircase.
Private room in Fenway-Kenmore
4.96 out of 5 average rating, 518 reviews

Fenway Park Vintage Brownstone (4A)

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, 218 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
A dining space is set with an assortment of dishes on a wooden table, surrounded by several chairs. Soft lighting illuminates the area, highlighting a cozy atmosphere. Shelves filled with books line the walls, while potted plants add a touch of greenery.
Private room in Somerville
4.92 out of 5 average rating, 1025 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.

Guest favorite
A spacious bedroom is furnished with a wooden bed covered in a gray and white plaid duvet. Two large windows allow natural light to fill the room, which is equipped with a small table and chairs. Air conditioning is provided, and the hardwood floor is enhanced by a light area rug.
Private room in Dorchester
4.97 out of 5 average rating, 262 reviews

A bit of France in Boston

Historic family-owned 1885 Victorian (not a hotel) in quiet area, walking distance to public transportation (Commuter Rail, Red Line T, Bus). Parking available. A vintage Airbnb experience for discovering Boston for work or play. “More art than some museums!” Very clean cedroom with armoire, chairs & table. Organic cotton thick futon & bedding, down comforters. Air mattress available. Shared bath, filtered shower, ecological soaps. Organic Breakfast & dinner available for a fee.

Top guest favorite
A charming home is framed by lush greenery and a variety of trees, including vibrant red and green foliage. A stone wall partially encircles the landscaped garden, enhancing the natural setting. Skylights are visible on the roof, allowing light to filter into the space.
Private room in Carlisle
4.89 out of 5 average rating, 74 reviews

Postmodern Pastoral Suite | 25min to Cambridge

Welcome to your charming apartment in Carlisle, MA! Perfect for solo/duo/trio travelers seeking a getaway amidst natural beauty. Discover our expansive garden, unwind in the shaded gazebo, and gather around the fire pit. Just 25 mins from Cambridge, Somerville. Explore nearby hiking, conservation land and farms. The historic town of Concord is a pleasant 15 mins away, offering lively events and restaurants. Experience New England and Carlisle's tranquility and natural beauty here!

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
5.0 out of 5 average rating, 119 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
A large blue guest room features a comfortable queen bed with soft bedding and light pillows. Natural light floods in through a sunny bay window, complemented by floral curtains. An antique dresser, a small desk, and a cozy chair complete the tranquil space.
Private room in Newton
4.9 out of 5 average rating, 142 reviews

Historic relaxing clean home for 1- 2 adults

My relaxing "home away" guest room accommodates 1-2 adults for 2 days. My house is sanitized and clean. I am fully vaccinated and boosted and ask guests to be vaccinated also. My home has AC, lovely gardens and is a quiet relaxing environment. The guest room has a luxurious pillow top queen bed that ensures a good night’s sleep! Note: I am allergic to smoke- so smoking on the premises is not allowed. No pets or kids under age 14. Masks can be worn in the house if needed.

Guest favorite
A modern kitchen features sleek cabinetry with a rich wood finish, complemented by a stone countertop and open shelving holding various plants. A central island with seating is illuminated by natural light filtering through a skylight, creating an inviting cooking space.
Private room in Medford
4.86 out of 5 average rating, 106 reviews

Grand Victorian gets Contemporary Facelift! #1

Our home is a rather unique and very updated 100+ year old Victorian in a historic neighborhood in Medford. There is convenient access to Boston either by car or by public transportation. We hope you'll enjoy the comfy queen sleigh bed, large open dresser, and loads of other amenities our home provides. While we do offer various teas and coffee to our guests, we don’t offer breakfast or food items generally. But you may use the kitchen if you so choose!

Superhost
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
4.8 out of 5 average rating, 334 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, conservation 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.

Guest favorite
A bright bedroom features green walls and natural light entering through a window adorned with sheer white curtains. A spacious bed is dressed in floral bedding, complemented by a light throw. A nightstand with a decorative item and a folding chair are positioned nearby.
Private room in Jamaica Plain
4.92 out of 5 average rating, 356 reviews

Charming room, in hip JP near The T #2

This is a private bedroom in my fully furnished historic home. I keep it super clean. One full bathroom shared with host and one other guest. Within a 5 min. walk to the Stony Brook Train, on the orange line. Lots of charm, on a safe quiet st, comfy bed, wood floors, 100% cotton bedding. Within walking distance to stores, restaurants, and parks. There is on street parking. Please be aware of street cleaning on Fridays and park accordingly.

Guest favorite
A charming brick home is set back from the street, featuring a well-kept lawn and a stone pathway leading to the entrance. The front porch is accessible, and a garage door is visible on the right side, surrounded by landscaped areas.
Private room in Brookline
4.93 out of 5 average rating, 194 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.

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