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.

Top 15 Recommended vacation rentals in Oak Bluffs
Find your perfect vacation rental in Oak Bluffs from just $182 per night!
Vacation rentals and apartments with air conditioning
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Popular Rental Amenities in Oak Bluffs
Waterfront Vacation Rentals in Oak Bluffs

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.
Information about vacation rentals in Oak Bluffs
🏡 Vacation rentals available | 2,173 rentals |
---|---|
💳 Possible discounts | up to 39% |
🌙 Nightly prices starting at | $182 |
⭐ Popular amenities | Air conditioning, Pets allowed and Internet |
🐾 Pet friendly homes | 368 homes |
🏊 Vacation rentals with pools | 327 homes |
Frequently Asked Questions
What is the price per night for a vacation rental in Oak Bluffs?
The average accommodation in Oak Bluffs is priced at $182 per night. $940 is the average nightly price for house rentals in Oak Bluffs. Apartment rentals in Oak Bluffs cost on average $602 per night.
How many vacation homes are available for booking in Oak Bluffs?
Currently there are 2,173 rentals in Oak Bluffs to choose from and rent for your trip.
What amenities are most popular for vacation rentals in Oak Bluffs?
Three most popular amenities for home rentals in Oak Bluffs include accommodations that have: Pets allowed, Air conditioning, and Internet.
How many vacation homes with pools are there in Oak Bluffs?
Discover 327 vacation rentals available in Oak Bluffs.
Are pets allowed in vacation homes in Oak Bluffs?
In case if you are traveling with a pet in Oak Bluffs - 17% of vacation homes are pet-friendly.
What's the best month to travel to Oak Bluffs?
July and August are the warmest months in Oak Bluffs with temperatures around 81 °F. The coldest months in Oak Bluffs are February and January, with 25 °F on average.
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