Bed and breakfast holiday rentals in Oak Bluffs

Find and book unique bed and breakfasts on Airbnb

Top-rated bed and breakfasts in Oak Bluffs

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

0 of 0 items showing

1 of 3 pages

Guest favourite

Private room in North Falmouth

4.81 out of 5 average rating, 644 reviews

Cape Cod Cottage

The space is available for one to four guests in the same party. Accommodations are in a separate wing of the house. There are two bedrooms, one with a double bed and one with twin beds. There is a private bath as well as a sitting room and screen porch for the exclusive use of the guest. The house is within walking distance to a private ocean beach and within a mile of the Shinning Sea Bike Path (bike rentals are available nearby). Numerous restaurants serving traditional Cape fare are within a two mile radius, with many more in nearby Falmouth and Woods Hole. Breakfast is provided.

Superhost

Private room in Oak Bluffs

4.88 out of 5 average rating, 72 reviews

Oak Bluffs/In Town/ Harbor Views/ Queen Bed

Welcome to Watchaboat! Our family home has a comfortable, clean room available. The room has a beachy cottage feel where you'll be happy to rest at the end of a summer day. We've got a great location, overlooking Oak Bluffs harbor, a 9-minute walk to downtown OB & a quick stroll to Oak Bluffs Town Beach (.3 mile). Our bustling home has a busy business on the property, so it's fit for travelers who need to drop their bags & go enjoy the island. Please read the listing carefully before booking!

Top Guest favourite

Private room in Bourne

4.94 out of 5 average rating, 266 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.

Top Guest favourite

Private room in North Falmouth

4.91 out of 5 average rating, 235 reviews

North Falmouth Suite 'downstairs suite'

This gueen-bed suite has a private entrance, a living room with wifi/tv, and a small, private bath, on a beautifully maintained property on 28A in N. Falmouth. Enjoy easy access to beaches & the bike path is across the street. The suite is priced based on two people, additional people - older kids, friends, are $40/night more; two twin blow-ups can be set up in living room. You must list the total amount of guests when booking. This house is not well suited to toddlers & young children.

Superhost

Private room in Barnstable

4.91 out of 5 average rating, 90 reviews

Retreat to Cape Cod Home on Water

Private home built in 1906. Two lovely guest rooms in an ideally Cape Cod home overlooking Nantucket Sound and the Centerville and Bumps rivers. Both rooms have window seats and provide a traditional New England style. You will love the proximity to the ferries, P-Town, Woods Hole, great beaches, lakes, restaurants, theaters, shopping and whale watching. Both rooms have AC. Sorry to say, but my listing is not suitable for children under the age of 12; because of stairs and dock.

Guest favourite

Private room in Pocasset

4.93 out of 5 average rating, 225 reviews

Cape Cod/Bourne: Cape Escape Suite

Quiet, fully Private suite in my non-smoking, post and beam home. A sitting area with light cooking access available. Private entrance and bath. Wood floors throughout. Guests say the space is larger than photos reveal. Hiking trails and quiet cove with beautiful sunsets are a 5 min walk away. Close to Bike path to Woods Hole and along the canal. Cape Flyer stop near by. A Pick up is available. Recommend a 3 night stay in order to fully explore the Cape and an island.

Top Guest favourite

Private room in Falmouth

4.96 out of 5 average rating, 243 reviews

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 .

Guest favourite

Private room in West Tisbury

4.96 out of 5 average rating, 28 reviews

warm and spacious B and B in our Martha's Vin home

Quintessential vineyard beach house set among woods, farms, and wildlife sanctuaries. This recently built, sunny West Tisbury B and B is minutes away from beaches, including coveted Lambert's Cove beach. Sink into a comfy queen bed after a day of fun, and enjoy private bath, laundry room and separate entrance. Awake to singing birds, then explore our island after starting your day with steaming coffee/tea and pastries which can be enjoyed on the spacious front porch.

Guest favourite

Private room in Tisbury

4.96 out of 5 average rating, 129 reviews

Spacious 1850s rustic meets modern walkout studio

Located on 1.6 acres, just a 6 minute drive from Vineyard Haven town center, this lovely post and beam walk out basement apartment is the perfect home base to explore the island. Although the home was built in 2000 and has all the modern amenities you could hope for, its structure, reclaimed from a Connecticut dairy barn built in 1852 brings old world charm to this stunning space. Please note that our family of 5 lives upstairs so there is potential for noise.

Guest favourite

Private room in Vineyard Haven

4.88 out of 5 average rating, 51 reviews

The Look Inn/Parrish Room

The Look Inn is a licensed bed and breakfast Inn by the Town of Tisbury/Vineyard Haven celebrating our 30th year of operation. The Parrish and Blue and Look Out Rooms have a queen size bed and can sleep one or two people. The rooms shares a full bath with the rooms that each have sinks with hot/cold water and the common spaces of living room with tv and screened porch. There are relaxing lawn chairs that view the many gardens of flowers and vegetables.

Superhost

Private room in Forestdale

4.86 out of 5 average rating, 276 reviews

CENTRAL CAPE COD LOCATION QUIET, CLEAN, PRIVATE.

It's a beautiful home, bright cozy bedroom, w/coffee maker, micro, refrigerator/freezer, toaster oven, coffee, tea, creamer, bottle water, soda water, and snacks. Beautiful covered deck over looking tranquil yard you may use. Whole house water filtration system. Ceiling fan, table top fan, window fan, AC, heater, beach umbrella, chairs, towels & blanket. Firepit area, outdoor grill, sitting areas in yard. Everything you need for a great get away.

Guest favourite

Hotel room in Falmouth

4.91 out of 5 average rating, 69 reviews

Park Side Queen Room @ Frederick William House

This beautifully appointed room with private bath & sitting area, includes bike rentals, cable, free WIFI, overlooking gardens & park. We are located on the Shining Sea Bikeway in Falmouth, across the street from Goodwill Park, a short walk to the Steamship Authority. Guest are welcome to take bikes over to Martha's Vineyard for day excursions. Beach passes are available, 139 private & public beaches to choose from.