
Bed and breakfast holiday rentals in Oak Bluffs
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Top-rated bed and breakfast rentals in Oak Bluffs
Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness and more.

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.

Luxury SeaSide King Suite, Frederick William House
The Luxury SeaSide Suite...beautifully appointed, Cal-King suite, pet friendly options with pet fees collected at check-in separately from booking details on Air bnb...located on the Shining Sea Bikeway in Falmouth, across the street from Goodwill Park. Stay includes bike rentals. Enjoy being a short walk to the Steamship Authority parking & shuttle to the ferry boat. Guest are welcome to take bikes over to Martha's Vineyard for day excursions. 139 private and public beaches to choose from.

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.

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.

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.

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.

Bright, Unique on Martha's Vineyard!
Central to all the Island, yet within 20 minutes of towns and beaches.The Broad Meadow is one spacious room with queen bed, bath & opens onto a bright broad meadow. Total privacy but near to lovely sites - a beautiful art and antique gallery is at the entrance to our road:Elias Lane. A horse stable can be seen in the distance. The weekly farmers market is 1/2 mile down the road, the Village of West Tisbury is within a mile. The room sleeps two in get comfort.

The Millie Suite-Kathleens Kottage-Oak Bluffs MV
Kathleen Nasser is the owner of Kathleen's Kottage a seasonal "Host Home" located in Oak Bluffs, MA. This is the Millie Suite. Located in the main house on the second floor. This is a private room with a lockable entrance door. Queen size bed. Private bath with dual sinks. Cable TV, AC and Internet. Serving a light fare breakfast. We are small Pet Friendly.* Guests have access outdoors to the shared deck. The Millie Suite has limited availability.

Cozy Room in Vineyard Haven
Enjoy this sparkling clean and cozy first floor bedroom in our Vineyard Haven home which is perfect for travelers to the Island of Martha's Vineyard. We may be hosting up to 2 additional groups of guests in our home at any given time. Please keep this in mind! A 5 minute / 10 minute drive from the ferry and airport. The bus to Edgartown stops right in front. A 20 minute stroll to downtown Vineyard Haven. Soak in the sunshine on the wraparound deck.

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.

Charming King Room - Woods Hole Inn
This beautiful vintage meets modern style inn is a 10-minute walk from the beach and right across from the ferry to Martha's Vineyard in Woods Hole. Free private parking and free WiFi is available on site. Easy walk to the beach, several restaurants, and most science facilities. Guests can enjoy various activities in the area, including windsurfing, fishing, and traveling to Martha's Vineyard.

Charming Queen Room - Woods Hole Inn
This vintage meets modern style inn is conveniently located 10-minutes walk from the beach and just steps from the ferry to Martha's Vineyard in Woods Hole. Free private parking and free WiFi is available on site. Easy walk to several restaurants, and most science facilities. Guests can enjoy various activities in the area, including windsurfing, fishing, and traveling to Martha's Vineyard.
Popular amenities for bed & breakfast rentals in Oak Bluffs
Family-friendly bed & breakfast rentals

Luxury SeaSide King Suite, Frederick William House

The Millie Suite-Kathleens Kottage-Oak Bluffs MV

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

Two bedroom suite in Falmouth MA! Muffins too!

North Falmouth Suite 'downstairs suite'

Charming King Room - Woods Hole Inn

Cozy Room in Vineyard Haven

Charming Queen Room - Woods Hole Inn
Bed and breakfast rentals with breakfast

Harlow Pope Inn, Sagamore Massachusetts

3. Bray's Retreat - The Captain Farris House

Franklin Delano Room at the Delano Homestead B&B

#5 Location location location, pool& private rooms

“AT HYDRANGEA FARM” Bed and Breakfast

Down The Shore - Long Dell Inn

Yarmouth Port B&B Suite - Bay Views

#4 Ocean View King Room with Private Bath
Bed and breakfast rentals with a patio

Ocean Front B&B- Sandbar Room Ocean Views

Ocean Front B&B -Sandtower Room Private Deck

Room in South Dartmouth

Ocean Front B&B - Sandcastle Room Ocean View
Quick stats about bed and breakfast rentals in Oak Bluffs

Total holiday rentals
Explore 10 holiday rentals in Oak Bluffs

Nightly prices starting at
Oak Bluffs holiday rentals start at € 113 per night before taxes and fees

Verified guest reviews
Over 690 verified reviews to help you choose

Wifi availability
10 of Oak Bluffs holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oak Bluffs rentals

4.9 Average rating
Oak Bluffs stays are highly rated by guests – averaging 4.9 out of 5!
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