Bed and breakfast holiday 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.
Holiday 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
Room in West Tisbury
4.88 out of 5 average rating, 26 reviewsBright, Unique on Martha's Vineyard!
12–19 Nov
Hotel room in Falmouth
4.61 out of 5 average rating, 59 reviewsCourtyard Room
19–26 Jan
Room in Vineyard Haven
4.76 out of 5 average rating, 161 reviewsSerendipity/a haven on the Vineyard
16–23 Sep
Boutique hotel in Falmouth
4.86 out of 5 average rating, 43 reviewsLuxury SeaSide King Suite, Frederick William House
18–25 Oct
Room in Tisbury
5.0 out of 5 average rating, 11 reviews2 BR Serendipity Suite in owner occupied home
8–15 Sep
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"
7–14 Jan
Room in Mashpee
5.0 out of 5 average rating, 18 reviewsKoohville- Cape Cod Bed and breakfast Yellow room
6–13 Oct
Room in Falmouth
5.0 out of 5 average rating, 4 reviewsPeace & Plenty 3 Falmouth: Private Beaches, Tennis
6–13 Jun
Bed and breakfast in Falmouth
5.0 out of 5 average rating, 10 reviewsCharming King Room - Woods Hole Inn
7–14 Jan
Bed and breakfast in Centerville
4.83 out of 5 average rating, 6 reviewsSeabird - Long Dell Inn
26 Oct – 2 Nov
Hotel room in Tisbury
5.0 out of 5 average rating, 6 reviewsLuxurious King Room in B&B
14–21 Oct
Hotel room in Tisbury
5.0 out of 5 average rating, 10 reviewsLuxury B&B -1 Bedroom Suite-Living Room & Kitchen
13–20 Oct
Room in West Tisbury
4.96 out of 5 average rating, 25 reviewsJADE House Grand Bedroom, ensuite bathroom, spa
15–22 Oct
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, Wi-Fi and Pool
Wi-Fi availability
20 properties include access to Wi-Fi
Total number of reviews
810 reviews
Nightly prices starting at
$255 NZD before taxes and fees
Destinations to explore
- Cape Cod Holiday rentals
- Martha's Vineyard Holiday rentals
- Cambridge Holiday rentals
- Montauk Holiday rentals
- Nantucket Holiday rentals
- Salem Holiday rentals
- Newport Holiday rentals
- Philadelphia Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Rentals with breakfast United States
- Bed and breakfasts 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 a hot tub Oak Bluffs
- Rentals with beach access Oak Bluffs
- Rentals with a patio Oak Bluffs
- Rentals with a fire pit Oak Bluffs
- Cottage rentals Oak Bluffs
- Boutique hotel rentals Oak Bluffs
- Rentals with a kayak Oak Bluffs
- Rentals with pools Oak Bluffs
- Rentals with outdoor seating Oak Bluffs
- House rentals Oak Bluffs
- Waterfront rentals Oak Bluffs
- Family-friendly rentals Oak Bluffs
- Rentals with breakfast Oak Bluffs
- Pet-friendly rentals Oak Bluffs
- Apartment rentals Oak Bluffs
- Beachfront rentals Oak Bluffs
- Condo rentals Oak Bluffs
- Rentals with a fireplace Oak Bluffs
- Monthly Rentals Oak Bluffs
- Rentals with lake access Oak Bluffs
- Kid-friendly rentals Oak Bluffs
- Rentals with a washing machine and dryer Oak Bluffs
- Rentals with breakfast Dukes County
- Bed and breakfasts 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