Find a rental that matches your criteria among the 1,049 welcoming properties from 20 vacation rental websites in Oak Bluffs. Every one of the accommodations from the different providers are immediately compared by the search engine, allowing you to save up to 10%.
Recommended Vacation Rentals in Oak Bluffs
Rent a vacation accommodation in Oak Bluffs: from $96 per night
Vacation Homes With Fishing Spots Nearby
Vacation Rentals With Fireplaces
Apartments With Balconies or Patios
Popular Rental Amenities in Oak Bluffs
Price and Availability Index in Oak Bluffs
Vacation Rental Price Information in Oak Bluffs
The graph shows average prices of rental prices in Oak Bluffs for the next twelve months. Prices in a week of July (7/27 - 8/3) go up to $550 per night, which is the highest average price in the next 12 months. Prices are more affordable in December (12/8 - 12/15).
Rental Availability Information in Oak Bluffs
Check out the graph above to find out how many accommodations are available in Oak Bluffs(in %). The week with the least available rentals is in August (8/10 - 8/17), with only 36% of the rentals available. The week with the most available rentals is in September (9/7 - 9/14), with 79% of the vacation rentals available.
The Weather in Oak Bluffs
Check out our climate diagram to find the perfect month for your vacation. In the next 6 months, July will have higher average temperatures. Conversely, February is the coolest month in Oak Bluffs, with temperatures going under 24° The rainiest month is July while the driest month is August.
Enjoy whimsical island charm with a vacation home in Oak Bluffs
Oak Bluffs is located on the island of Martha's Vineyard, a seven-mile ferry ride from Cape Cod. Rent one of Oak Bluffs' famous "gingerbread" cottages, adorned with intricate scrollwork and painted with bright, whimsical colors. Traditional Cape Cod-style homes are also available, as well as luxury condos.
From clambakes to fine dining
Dine at the Black Dog Tavern, a favorite of American presidents Bill Clinton and Barak Obama. The Vineyard's most famous eating establishment also sells clothing and souvenirs with the black labrador logo.
While the Vineyard has many fine dining options, it is best known for homemade ice cream, fudge and clambakes on the beach. The clambake tradition goes back to the Wampanoag people, who steamed seafood over heated stones and seaweed.
Fun for kids of all ages
Go for a whirl on the Flying Horses Carousel, the oldest carousel in the country, or pet an alpaca at the Island Alpaca Company. Nip N' Tuck Farm also has farm animals, as well as buggy and hay rides.
Sign up for an interactive Pirate Adventure, where kids dress up as pirates, board a custom-built pirate ship and search for sunken treasure in Oak Bluffs Harbor. Or embark on a Nature Quest at Felix Neck Wildlife Sanctuary, and discover all about local animals, plants and their habitats.
Explore the spectacular island setting
One of the best ways to explore the island is by bike. The entire island is criss-crossed with well-maintained paths, which are also open to pedestrians. Rent kayaks, paddle boards, or book a sunset sailboat cruise or fishing charter.
Take a dip in the calm waters of Oak Bluffs Town Beach or walk along the thundering surf on the island's south shore. Visit the multi-colored Gay Head Cliffs in nearby Aquinnah, and the historic Gay Head Lighthouse.
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