Bed and breakfast vacation rentals in Massachusetts

Find and book unique bed and breakfast rentals on Airbnb

Top-rated bed and breakfast rentals in Massachusetts

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

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Guest favorite

Farm stay in Southbridge

4.98 out of 5 average rating, 164 reviews

High Grass Farm

Get cozy in front of the fireplace and enjoy a romantic getaway in our beautiful and historic old house. One of the top 16 farm stays in New England! Our 1780's farmhouse has been completely renovated and retains its rustic country feel. Experience early American period life with only a few modern conveniences (e.g. full laundry and 5G wi-fi). Our secluded setting on 19 acres in southern Mass is minutes from I-90 and I-84, and borders CT, Old Sturbridge Village and the Westville recreation area.

Dec 26 – Jan 2

G$36,722 GYD per night

Guest favorite

Place to stay in Bourne

4.93 out of 5 average rating, 244 reviews

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.

Aug 4 – 11

G$32,471 GYD per night

Guest favorite

Room in Marshfield

4.95 out of 5 average rating, 260 reviews

Peaceful Room and by the Sea, 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. Kitchen is not available for guest cooking. Bringing in ready made foods is fine.

Dec 25 – Jan 1

G$20,240 GYD per night

Guest favorite

Room in Pittsfield

4.99 out of 5 average rating, 375 reviews

Large guest suite w/private bath in the Berkshires

A wonderful welcoming house in a beautiful residential neighborhood with no occupancy taxes! We are 15-25 minutes from Tanglewood, Kripalu, Mt Greylock, the Rockwell Museum, MassMoCA, skiing and hiking. Our home is centrally located to all of the fun things to do in the Berkshires. We've lived here for over 20 years and are happy to provide helpful insights for your stay. One of the reasons we love the Berkshires is that each season offers wonderfully unique experiences for any visitor.

Nov 11 – 18

G$14,294 GYD per night

Guest favorite

Room in Norwell

4.85 out of 5 average rating, 385 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.

Jan 28 – Feb 4

G$26,298 GYD per night

Guest favorite

Place to stay in Kingston

4.98 out of 5 average rating, 363 reviews

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, wall-mounted TV are included as well as a fridge, microwave, and Keurig. Duxbury and Plymouth are close by for great seafood restaurants, Plymouth Rock, Plimoth Plantation, and "The Mayflower".

Aug 16 – 23

G$28,319 GYD per night

Guest favorite

Room in Boston

4.95 out of 5 average rating, 292 reviews

Fenway Park Brownstone B&B-3B (Single guest only)

*This is a single guest room, one guest only* --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. Guest rooms are on the 3rd or 4th floor.

Jan 21 – 28

G$30,445 GYD per night

Guest favorite

Room in Cambridge

4.99 out of 5 average rating, 264 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.

Oct 12 – 19

G$23,980 GYD per night

Guest favorite

Tiny home in Orange

4.92 out of 5 average rating, 310 reviews

The Writer's Retreat: A Sweetwater Stay

Located on the shore of Tully Pond, The Writers Retreat is a newly designed 325sqft lake side cottage with breathtaking views of Tully Mountain. This 4-season cottage is built with salvaged barn wood; up-cycled maple floors and custom built furniture and lighting. It's the little sister to The Fishing Cottage. You'll find this intimate home has everything you need to relax, write the next Great American Novel, connect with a lover, or just plain chill.

Apr 11 – 18

G$28,336 GYD per night

Guest favorite

Room in Plymouth

4.9 out of 5 average rating, 129 reviews

B & B at the Double B Ranch l

Welcome to the Double B! Please note our check-in time is between 4-6 pm. This is very important as we are a busy ranch and retire early. We have 2 rooms (see B&B at the Double B Ranch ll for 2nd room) . The 9 acre ranch is located in a quiet, private section of Chiltonville, Plymouth. We can serve a light breakfast at 8am but prefer to sleep in that is fine. Please let us know if you have any dietary concerns. I'll try to do my best accommodate you.

Feb 3 – 10

G$24,639 GYD per night

Guest favorite

Place to stay in Westport

4.9 out of 5 average rating, 100 reviews

Romantic stay in a rural beach town

This restored home has been through many iterations. Starting as a Whaling Captains home at the head of Westport, we offer the village setting with a comfortable 1840 Half Federal renovation. Enjoy totally private formal colonial entry hall with living and dining areas, full luxury bath, private dining room with kitchenette and outside deck for garden views. Bedroom is on the 2nd floor and offers the most comfortable king bed and luxury linens.

May 27 – Jun 3

G$34,690 GYD per night

Guest favorite

Room in Shrewsbury

4.97 out of 5 average rating, 177 reviews

Bed & Breakfast with a warm Irish welcome (King 2)

One of two bedrooms available with a shared bathroom in this colonial house from the 1920's. There is a beautifully landscaped yard and a large deck. The house is centrally located in Shrewsbury with easy access to major roads, Worcester and Boston. Great location for families, couples, and solo travelers. Breakfast is included. No cooking in the kitchen. Guests may use the microwave and prep lunch "to go"Guests may use the BBQ grill.

Jul 22 – 29

G$15,919 GYD per night