Bed and breakfast vacation rentals in Middlesex County

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Top-rated bed and breakfast rentals in Middlesex County

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Top guest favorite

A modern kitchen features dark cabinetry contrasted by light granite countertops. A stainless steel dishwasher and a kettle are positioned on the countertop, along with a small sink under a window. Natural light illuminates the space, highlighting wooden floors and a black chair with a red cushion.

Private room in Arlington

4.98 out of 5 average rating, 340 reviews

Arlington Craftsman Blue Room, Int. Well Restored

Private room, shared bath. The immaculate Interior of this classic craftsman has been lovingly restored. Bus stops are short walk. Bus is 15 mins. to Harvard Sq. Natural ponds nearby. NOTE: House Exterior is old, not yet restored. Fresh flowers, soft towels, high thread-count damask sheets. Lock on door. Simple breakfast: cereal, bread, fruit, coffee, tea, milk. Use of microwave & toaster. No oven/stove use. Note: It's 25 stairs to front door +14 stairs to 2nd fl bedrm. No Pets, No Smoking.

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 Boston

4.96 out of 5 average rating, 439 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.

Superhost

A spacious living area features a dark sofa with patterned cushions, complemented by a side chair. Natural light enters through a pair of doors leading to a balcony. A dining table accommodates six, and a flat-screen TV is mounted on the wall.

Condo in Cambridge

4.68 out of 5 average rating, 236 reviews

3BR/3BA | 3 Parking | by Central Sq, Harvard & MIT

Step into the comfort of this delightful & spacious 3BR/3Bath condo in the very heart of Cambridge. A spacious & relaxing retreat in a prime location just a few mins from Harvard, MIT, Boston Downtown and walkable to many restaurants, bars, cafes, shops, the T and attractions. ✔ 3 Comfortable Bedrooms each with own private bathroom ✔ Fully Equipped Kitchen ✔ Smart TVs ✔ Workspaces ✔ High-Speed Wi-Fi (500 mbps) ✔ Washer/Dryer ✔ 3x Parking Spots All amenities are provided for your comfort.

Guest favorite

A bright and airy room features a king bed with soft linens and a decorative throw. Natural light enters through the skylights and window. A full-length mirror and a laundry basket are included. The space is complemented by subtle wall art and modern light fixtures.

Private room in Newton

4.82 out of 5 average rating, 110 reviews

King Bed in Cozy Room w/Skylights

Kick back and relax in this calm, stylish space. ABOUT THIS SPACE Welcome to our Cozy Room with 4-Skylights which is available with a shared bathroom in this single-family house and offers a modern feel not easily found in the area. The location is also helpful as it is close to the Mass Turnpike (I-90), I-95 & I-93, commuter rail, bus line, and the community of West Newton. 3 Min Walk to West Newton Train Station 5 Min Drive to Woodland Golf Club 5 Min Drive to Newton-Wellesley Hospital

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, 206 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

Guest favorite

Private room in Somerville

4.92 out of 5 average rating, 947 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

Private room in Newton

4.9 out of 5 average rating, 133 reviews

Historic relaxing clean home for 1- 2 adults

My relaxing "home away" guest room accommodates 1-2 adults for 2 days to 2 months. 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! 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.

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, 317 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 wide, 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.

Guest favorite

Private room in Medford

4.85 out of 5 average rating, 101 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!

Guest favorite

Private room in Sudbury

4.81 out of 5 average rating, 314 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.

Guest favorite

Private room in Boston

4.97 out of 5 average rating, 242 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). Car parking available. Clean & ecological living in a bedroom, with armoire, chairs & table. Organic cotton futon & bedding w/ down comforters. Air mattress available. Shower w/ water filter, ecological soaps. Perfect for a busy day touring or working. Organic Breakfast & dinner available for a fee.

Top guest favorite

Private room in Cambridge

4.98 out of 5 average rating, 180 reviews

BnB! Sunny private bedroom/bath near Harvard

A private bedroom and private bath in a BoHo style condo located in Huron Village, a quiet, safe neighborhood in Cambridge. A continental breakfast is included. Harvard University, Harvard Square and access to public transport (the T) are only a 15 minute walk along beautiful historic Brattle Street. A diversity of nearby restaurants, cafes, museums, pubs, shops and music and art experiences abound. Boston is an easy T ride away.