Bed and breakfast holiday rentals in Massachusetts

Hospitality in the Berkshire Woods

Enjoy a rustic wooded retreat up in the cool Berkshire hills, surrounded by nature and wildlife, in a quiet, secluded, safe and peaceful setting, yet very close to top-notch cultural and recreational attractions. Nearby trails, pristine lakes and woods offer hiking, swimming and cycling. Experience the absence of mechanical sounds and the centering presence of rustling leaves, birdsong, and owls hooting at night. Behold a star-studded black night sky without artificial light. Breakfast included!

Lovely Farmhouse 2 private rooms & artisanal food

Filled with art and feng shui, our beautifully appointed home is tucked amidst vegetable gardens and flower patches. Outside you'll enjoy nature walks and beaches. Afterwards, you'll retire to a cozy bedroom, private bathroom, and leisure room with skylights, TV, and sofa to relax in. For breakfast you'll savor local specialty foods such as gourmet granola, artisan bread, steel-cut oats, and more. If you like basking on a deck or chilling on a porch, then this is where you'll want to call home.

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.

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.

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.

Peaceful Plymouth Area 1st Floor Retreat

Welcome! This cheerful, clean and private 1st-floor bedroom is in a restored 1799 farmhouse.We are about halfway between Boston and the Cape Cod Canal and convenient to all major highways. Guests have a private entrance and newly renovated, bedroom/bath suite. Parking, a comfy queen-size bed, and TV are included as well as a fridge, microwave, and Keurig. Plymouth Rock, Plimoth Plantation, and "The Mayflower" are 10-15 minute drive. No cameras on property. We respect your privacy.

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!

Secret Garden Suite with full breakfast

We built our home in 1997 and have shared it with our five children, grandchildren and extended family. We thought someday when the kids leave, we will make it into a Bed & Breakfast and Airbnb has made the dream simply possible. Joining Airbnb in May 2016 changed and enriched our lives by the many travelers we have hosted and friends we have made. We look forward to being your host soon. We believe that the breakfast we include with the room rate adds substantial value.

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.

Hampshire Room

Welcome! Our Hampshire Room is a comfortable private room w/ a brand new king bed, a laptop-friendly workspace, Wi-fi, and 40" flat screen. Conveniently next to bathroom. Convenient access: - MGM Casino-7 min - Bradley Airport-15 min - Eastern States Exposition, home of The Big E-5 min - Basketball Hall of Fame-8 min - Six Flags New England-10 min TWO extremely friendly cats, Tigger & Pounce will greet you and permit oodles of loving.

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

"Casita" on the Water - Harbor View

At Constitution Marina's Bed & Breakfast Afloat you can enjoy the ambiance, the comfort, the romance of staying ON THE WATER with all the amenities of a modern hotel, at rates as low as you'll find anywhere in Boston! For boats with 2 staterooms, there is an additional fee of $100.00 plus tax/night if the 2nd room is rented. The 2nd room is booked directly through the host.