Bed and breakfast vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Oak Bluffs bed and breakfasts
Family-friendly bed and breakfasts
Boutique hotel in Falmouth
4.86 out of 5 average rating, 43 reviewsLuxury SeaSide King Suite, Frederick William House
Dec. 7 – 14
Room in Falmouth
4.89 out of 5 average rating, 169 reviewsTwo bedroom suite in Falmouth MA! Muffins too!
Nov. 9 – 16
Room in Fairhaven
5.0 out of 5 average rating, 26 reviewsFranklin Delano Room at the Delano Homestead B&B
Aug. 27 – Sep. 3
Room in West Tisbury
4.88 out of 5 average rating, 26 reviewsBright, Unique on Martha's Vineyard!
Apr. 25 – May 2
Hotel room in Falmouth
4.61 out of 5 average rating, 59 reviewsCourtyard Room
Jan. 21 – 28
Room in Vineyard Haven
4.76 out of 5 average rating, 161 reviewsSerendipity/a haven on the Vineyard
Sep. 15 – 22
Room in Tisbury
5.0 out of 5 average rating, 11 reviews2 BR Serendipity Suite in owner occupied home
Nov. 10 – 17
Boutique hotel in Falmouth
4.93 out of 5 average rating, 46 reviewsPark Side Queen Room @ Frederick William House
Dec. 14 – 21
Bed and breakfast rentals with breakfast
Room in Oak Bluffs
5.0 out of 5 average rating, 25 reviewsAn Island Experience! The Mary -in a "B&B Home"
Jun. 14 – 21
Room in Mashpee
5.0 out of 5 average rating, 18 reviewsKoohville- Cape Cod Bed and breakfast Yellow room
Sep. 20 – 27
Bed and breakfast in Falmouth
5.0 out of 5 average rating, 10 reviewsCharming King Room - Woods Hole Inn
Jan. 7 – 14
Room in Falmouth
5.0 out of 5 average rating, 4 reviewsPeace & Plenty 3 Falmouth: Private Beaches, Tennis
Oct. 18 – 25
Bed and breakfast in Centerville
4.83 out of 5 average rating, 6 reviewsSeabird - Long Dell Inn
Oct. 27 – Nov. 3
Hotel room in Tisbury
5.0 out of 5 average rating, 6 reviewsLuxurious King Room in B&B
Oct. 14 – 21
Hotel room in Tisbury
5.0 out of 5 average rating, 10 reviewsLuxury B&B -1 Bedroom Suite-Living Room & Kitchen
Oct. 13 – 20
Hotel room in Tisbury
4.88 out of 5 average rating, 26 reviews2Bdm Guesthouse at Luxury B&B -Kitchen & Living Ro
May 5 – 12
Quick stats about bed and breakfast rentals in Oak Bluffs
Total rentals
20 properties
Local attractions
Inkwell Beach, Nancy's Restaurant, and Lookout Tavern
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
20 properties include access to wifi
Total number of reviews
810 reviews
Nightly prices starting at
$205 CAD before taxes and fees
Destinations to explore
- Cape Cod Vacation rentals
- Martha's Vineyard Vacation rentals
- Cambridge Vacation rentals
- Montauk Vacation rentals
- Nantucket Vacation rentals
- Salem Vacation rentals
- Newport Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Bed and breakfasts United States
- Rentals with breakfast United States
- Bed and breakfasts Boston
- Rentals with breakfast Boston
- Bed and breakfasts Cape Cod
- Rentals with breakfast Cape Cod
- Bed and breakfasts Martha's Vineyard
- Rentals with breakfast Martha's Vineyard
- Bed and breakfasts Massachusetts
- Rentals with breakfast Massachusetts
- Rentals with pools Oak Bluffs
- Cottage rentals Oak Bluffs
- Rentals with outdoor seating Oak Bluffs
- Beachfront rentals Oak Bluffs
- Monthly Rentals Oak Bluffs
- Family-friendly rentals Oak Bluffs
- Boutique hotel rentals Oak Bluffs
- Rentals with a patio Oak Bluffs
- Pet-friendly rentals Oak Bluffs
- Rentals with a kayak Oak Bluffs
- Kid-friendly rentals Oak Bluffs
- Rentals with a firepit Oak Bluffs
- House rentals Oak Bluffs
- Rentals with a fireplace Oak Bluffs
- Rentals with a hot tub Oak Bluffs
- Condo rentals Oak Bluffs
- Rentals with beach access Oak Bluffs
- Rentals with a washer and dryer Oak Bluffs
- Rentals with lake access Oak Bluffs
- Waterfront rentals Oak Bluffs
- Rentals with breakfast Oak Bluffs
- Apartment rentals Oak Bluffs
- Bed and breakfasts Dukes County
- Rentals with breakfast Dukes County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom