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Oak Bluffs Vacation Rentals

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Oak Bluffs Travel Guide

Oak Bluffs is a historic resort town on Martha's Vineyard, home to sandy beaches, great seafood, unique stores and traditional cottages. The place is colorful and bustling in summer, while tranquil in winter.

Things to Do in Oak Bluffs

Top beaches include Inkwell Beach, being walking distance to the ferry port and State Beach -- ideal for a casual stroll or swim due to its gentle current. From this beach you can get to Jaws Bridge the location of the iconic shark horror movie from 1975. You can hurl yourself off into the water here, as many thrill-seeking jumpers do in summer.

In summer, hire a kayak or canoe on the huge Sengekontacket Pond and enjoy the scenic natural beauty. Alternatively, check out one of the most historic and adored attractions in town, the Flying Horses Carousel. Built in 1876, this vintage carousel is the stuff summer memories are made of.

Another must-visit is the gingerbread cottages at the Oak Bluffs Campground. Dating back to the 19th-century, these cottages with their delicate little fences and tiny dimensions are like something from a fairytale.

For something more relaxing, take a scenic drive along East Chop Drive in Oak Bluffs and drink in the beauty of the coast on one side and beautiful homes on the other. At some point, the East Chop Lighthouse will appear before you and further down you will reach Oak Bluffs Harbor.

Best Time to Visit Oak Bluffs

Visit in summer for the real taste of the atmosphere in Martha's Vineyard.

Price and Availability Index in Oak Bluffs

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The most expensive month to stay in a vacation rental in Oak Bluffs is in August, while the cheapest month is in December. The most popular time to book a vacation rental in Oak Bluffs is in the high season in August. Oak Bluffs has its low season in December, when less people are visiting and the vacation home occupancy rate drops.
The cheapest day to stay at a vacation rental in Oak Bluffs tends to be Saturday, while the most expensive day tends to be Tuesday. Vacation homes in Oak Bluffs tend to be busiest on Saturdays, while it tends to be much quieter on Sundays.

The weather in Oak Bluffs

58º 8º
5.75
63º 15º
1.41
57º 11º
2.49
78º 24º
5.3
84º 30º
6.88
91º 33º
2.4
89º 47º
2.51
85º 44º
4.6
80º 32º
7.45
78º 34º
5.31
68º 17º
1.77
58º 2º
1.83
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This climate histogram shows you the weather patterns in Oak Bluffs. The warmest months in Oak Bluffs are July and June, when temperatures reach 91 ˚F. The coolest month is December, when temperatures drop to 2 ˚F. The wettest month in Oak Bluffs is September with 7.45 inches of rain, while the driest month is February with 1.41 inches of rain.

Vacation Rentals in Oak Bluffs

Browse accommodations from all the best providers including Airbnb, VRBO, Homeaway and more at AllTheRooms.com. We have 3852 vacation rentals, hotels and other accommodation types in Oak Bluffs ranging from budget options to luxury places to stay. A trip to Oak Bluffs can be affordable - our lowest price accommodation is available at $29 per night. The average price of accommodation in is $429 per night.

If you want to stay connected during your trip, then you can choose from over 1016 accommodations in Oak Bluffs that have WiFi. 62 of our accommodations in include a breakfast in the price. Fitness addicts can get a workout in during their stay by choosing from 12 accommodations that have gym facilities. If you're planning on arriving in Oak Bluffs by car, be sure to choose from 964 accommodations that provide parking. We have 116 places to stay that have a pool or jacuzzi.

If you're traveling with a furry friend, then be sure to choose one of the 158 pet-friendly accommodations available.

AllTheRooms aggregates vacation rentals, hotels and other unique accommodation types from 5 providers in Oak Bluffs, including 628 places to stay from Airbnb, 200 accommodations from VRBO and 200 places to stay from Homeaway

2324 of our places to stay in Oak Bluffs have been rated by previous guests. They rated 62% as excellent or good. 1408 places to stay in are instantly bookable.

Destinations near Oak Bluffs

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