
Bed and breakfast vacation rentals in Oak Bluffs
Find and book unique bed and breakfast rentals on Airbnb
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.

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.

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.

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

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.
Popular amenities for Oak Bluffs bed and breakfast rentals
Family-friendly bed and breakfast rentals

Grenville - Long Dell Inn

Captains Quarters - Long Dell Inn

Down The Shore - Long Dell Inn

The Nest - Long Dell Inn

Sugar Magnolia - Long Dell Inn

Tradewinds - Long Dell Inn

Seabird - Long Dell Inn

Lovely Farmhouse 2 private rooms & artisanal food
Bed and breakfast rentals with breakfast

Bright, Unique on Martha's Vineyard!

The Look Inn/Parrish Room

Peace & Plenty 3 Falmouth: Private Beaches, Tennis

Luxury SeaSide King Suite, Frederick William House

The Millie Suite-Kathleens Kottage-Oak Bluffs MV

North Falmouth Suite 'downstairs suite'

Charming King Room - Woods Hole Inn

Cape Cod Cottage
Other bed and breakfast vacation rentals

The Look Inn/Parrish Room

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

Charming Queen Room - Woods Hole Inn
Quick stats about bed and breakfast rentals in Oak Bluffs

Total vacation rentals
Explore 10 vacation rentals in Oak Bluffs

Nightly prices starting at
Oak Bluffs vacation rentals start at G$27,178 GYD per night before taxes and fees

Verified guest reviews
Over 690 verified reviews to help you choose

Wi-Fi availability
10 of Oak Bluffs vacation rentals include wi-fi 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!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Mount Pocono Vacation rentals
- The Hamptons Vacation rentals
- Capital District, New York Vacation rentals
- Rentals with a fireplace Oak Bluffs
- Private suite rentals Oak Bluffs
- Rentals with a hot tub Oak Bluffs
- Pet-friendly rentals Oak Bluffs
- Hotel rentals Oak Bluffs
- Waterfront rentals Oak Bluffs
- Rentals with a patio Oak Bluffs
- Rentals with pools Oak Bluffs
- Rentals with a washer and dryer Oak Bluffs
- Apartment rentals Oak Bluffs
- Rentals with an EV charger Oak Bluffs
- Rentals with outdoor seating Oak Bluffs
- Rentals with lake access Oak Bluffs
- Boutique hotel rentals Oak Bluffs
- Cottage rentals Oak Bluffs
- House rentals Oak Bluffs
- Rentals with breakfast Oak Bluffs
- Rentals with a kayak Oak Bluffs
- Family-friendly rentals Oak Bluffs
- Condo rentals Oak Bluffs
- Fitness-friendly rentals Oak Bluffs
- Beachfront rentals Oak Bluffs
- Rentals with beach access Oak Bluffs
- Rentals with a fire pit Oak Bluffs
- Bed and breakfasts Dukes County
- Bed and breakfasts Massachusetts
- Bed and breakfasts United States
- Cape Cod
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Point Judith Country Club
- Duxbury Beach
- Easton Beach
- Onset Beach
- Oakland Beach
- Horseneck Beach State Reservation
- White Horse Beach
- Roger Williams Park Zoo
- Coast Guard Beach
- Mayflower Beach
- Second Beach
- Chapin Memorial Beach
- Pinehills Golf Club
- Island Park Beach
- The Breakers
- Nauset Beach
- Lighthouse Beach
- Goddard Memorial State Park
- Town Neck Beach
- Inman Road Beach