Bed and breakfast vacation rentals in Oak Bluffs

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Top-rated bed and breakfast rentals in Oak Bluffs

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Guest favorite

Room in North Falmouth Cape Cod

4.8 out of 5 average rating, 596 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.

Dec 10 – 15

€ 148 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

€ 175 per night

Guest favorite

Room in West Tisbury

4.97 out of 5 average rating, 32 reviews

JADE House Queen Room Shared hallway bathroom

Enjoy this sunny, airy Queen bedroom in a private, comfortable bed & breakfast home located in a quiet neighborhood outside of town centers, near beaches & towns, bike paths & transportation. The room has beautiful morning light with individual temperature control and a comfortable memory foam queen bed. Guests share hall bathroom with bathtub & shower, located in a 2nd floor guest suite with other bedrooms also available. The hosts occupy the 1st floor of JADE House and are available to help.

May 14 – 21

€ 241 per night

Guest favorite

Room in Sandwich

4.88 out of 5 average rating, 225 reviews

CENTRAL CAPE COD LOCATION QUIET, CLEAN, PRIVATE.

I am only person in the home. Most of the time I am away. Beautiful home, bright cozy bedroom, w/coffee maker, micro, refrigerator/freezer, toaster oven, coffee, tea, creamer, bottle water, soda water, soda, 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. Spotless home. Firepit area, outdoor grill, picinic table, sitting area in yard. Everything you need for a great get away.

Oct 27 – Nov 3

€ 81 per night

Guest favorite

Room in Bourne

4.93 out of 5 average rating, 217 reviews

Cape Cod/Bourne: Cape Escape Suite

Quiet, fully Private suite in my non-smoking, post and beam home. A separate entrance and private bath. Wood floors throughout. Guests say the space is larger than photos reveal. Hiking trails and cove with beautiful sunsets are a 5 min walk away. Recommend a 3 night stay in order to have 2 full days to explore the Cape. It is larger than many anticipate when trying to travel around or to either island. Traveling beyond the upper Cape area do plan on dealing with traffic in July and August.

Jun 2 – 9

€ 151 per night

Guest favorite

Room in North Falmouth

4.91 out of 5 average rating, 219 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.

Jun 10 – 17

€ 203 per night

Guest favorite

Room in Oak Bluffs

4.9 out of 5 average rating, 50 reviews

Oak Bluffs/In Town/ Harbor Views/ Queen Bed

Welcome to Watchaboat! Our family home has a comfortable, clean room available to stay. 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, only a 9-minute walk to downtown OB & quick stroll to Oak Bluffs Town Beach. Our bustling home has a busy business on the property, so it's fit for travelers who need a place to drop their bags and head out to enjoy what Martha's Vineyard has to offer.

Oct 27 – Nov 3

€ 227 per night

Guest favorite

Room in Barnstable

4.93 out of 5 average rating, 81 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.

Oct 8 – 15

€ 185 per night

Guest favorite

Room in Falmouth

4.97 out of 5 average rating, 207 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 .

Dec 4 – 11

€ 104 per night

Guest favorite

Room in Tisbury

4.97 out of 5 average rating, 121 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.

Sep 29 – Oct 6

€ 254 per night

Guest favorite

Hotel room in Tisbury

5.0 out of 5 average rating, 46 reviews

2 Bedroom Luxurious Suite -Kitchen & Living Room

Charles & Charles B&B close to restaurants and dining, the beach, and nightlife. Our AQUINAH SUITE is on the second floor and has a lovely living room and a fully equipped eat in kitchen. We have 100% cotton linens in all our rooms along with complimentary use of our bicycles, beach chairs and beach towels. We serve a cooked breakfast served at poolside everyday. We only allow children 12 years of age and older. For special weekly winter rates, please contact us.

May 5 – 12

€ 386 per night

Superhost

Bed and breakfast in Vineyard Haven

4.84 out of 5 average rating, 37 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.

Jun 16 – 23

€ 276 per night