Bed and breakfast vacation rentals in Oak Bluffs

Oak Bluffs/ Harbor Views/ Queen Bed/ In Town

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!

Value · Location · Cleanliness

Peace & Plenty 3 Falmouth: Private Beaches, Tennis

Peace & Plenty 3 has a queen bed with access to common areas in a spacious home in a private community (Menauhant) East Falmouth, MA. Guests walk/bike to 3 private beaches, 3 clay tennis courts, kayaks, an outdoor shower & yard games. Our Yacht Club offers group & private tennis lessons, junior sailing programs, and multiple family events (BBQs, dinner dances, game & movie nights, etc.). Guests pay a nominal Club fee based on length of stay and total people in season. Please ask for details.

Family · Location · Hospitality

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.

Value · Location · Walkability

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.

Value · Family · Walkability

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. Daily room service is available. The Millie Suite has limited availability.

Location · Air conditioning · Breakfast

The Mary 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 Mary Suite the most private and spacious room. The suite is located on the second floor of the building adjacent to the main house. The suite has a private entrance with a lockable door. King size bed. Private bath with dual sinks. Sitting room. Cable TV, AC and Internet. Microwave, Refrigerator and Coffeemaker. Serving a light fare breakfast. We are small Pet Friendly.*

Location · Getting around · Outdoor spaces

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.

Location · Family · Indoor spaces

The Look Inn/Parrish Room

The Look Inn is a licensed bed and breakfast Inn by the Town of Tisbury/Vineyard Haven celebrating our 35th 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. Serving guests over 18

Location · Value · Beach

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.

Location · Family · Layout

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.

Family · Location · Biking

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.

Location · Family · Breakfast

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.

Location · Check-in · Cleanliness