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 in Oak Bluffs

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The cheapest day to stay at a vacation rental in Oak Bluffs tends to be Monday, while the most expensive day tends to be Friday. Vacation homes in Oak Bluffs tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Oak Bluffs is in August, while the cheapest month is in November. 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 February, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Oak Bluffs

Rainy days
83° 39°
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92° 50°
3
86° 44°
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80° 36°
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80° 30°
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69° 13°
3
59° 10°
7
56°
5
62°
2
59°
4
70° 14°
4
77° 31°
4
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Rainy days

This climate histogram shows you the weather patterns in Oak Bluffs. The hottest month in Oak Bluffs is June, when temperatures peak at 92 ˚F. The coolest month is November, when temperatures drop to 2 ˚F. The wettest month in Oak Bluffs is January with 7.37 inches of rain, while the driest month is November with 2.36 inches of rain.

What Expert Travelers Think

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  • — The great thing about AllTheRooms is their ability to cover all bases. If you are travelling solo, with a partner, friends or even a larger family. There is something there for everyone and that is a hugely powerful tool that I believe it boasts moreso than competitors.

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    Max HobbsLTL Mandarin School
  • — Site is easy to use; clean, laid out well, good colors and branding, fun logo and title that connects to the purpose of the brand. The blog, vacation destinations, and rental destinations is a great feature and really make the brand stand apart from other sites!

    Laurelle McVicker
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Vacation Rentals in Oak Bluffs

Browse vacation rentals from all the leading providers including Airbnb, Priceline, RedAwning and many more at AllTheRooms.com. We have 1,137 vacation rentals, hotels and other places to stay in Oak Bluffs ranging from inexpensive options to extravagant places to stay. A trip to Oak Bluffs can be budget-friendly - the lowest price vacation rental is available at $28 a night. The average price of a rental is generally $458 per night.

If you want internet access during your time in Oak Bluffs, then you can choose from over 402 accommodations that have WiFi internet. We have 24 accommodations that come with breakfast included. Fitness addicts can get a workout in during their stay by choosing from 4 accommodations that have gyms. If you're planning on arriving in Oak Bluffs by car, be sure to choose from 391 accommodations that provide parking. We have 63 places to stay that have a pool or jacuzzi.

If you're traveling with a furry friend, then be sure to select one of the 85 pet-friendly accommodations available.

676 accommodations in Oak Bluffs have been reviewed; 65% are rated highly. 432 places to stay in are instantly bookable.

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