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
60° 21°
5
74° 27°
5
80° 36°
2
93° 47°
1
88° 43°
1
87° 34°
1
77° 27°
4
75° 15°
4
62° 18°
6
63°
2
57° 11°
4
65° 14°
3
Apr
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Sep
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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 93 ˚F. The coolest month is December, when temperatures drop to 6 ˚F. The wettest month in Oak Bluffs is January with 5.95 inches of rain, while the driest month is June with 0.5 inches of rain.

What Expert Travelers Think

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Vacation Rentals in Oak Bluffs

At AllTheRooms.com we have accommodations from all of your favorite providers - Airbnb, Priceline, RedAwning and many more. Oak Bluffs has 1,137 hotels, vacation rentals and other unique places to stay, with prices to suit budget travelers, extravagant travelers and everything in between. For those wanting to save money, the cheapest place to stay in Oak Bluffs is just $28 per night. An average accommodation in Oak Bluffs costs on average $458 per night.

If you want internet access during your stay in Oak Bluffs, then you can choose from over 402 places to stay that provide WiFi internet. We have 24 accommodations that come with breakfast included. Choose from 4 places to stay that provide gym facilities, so you won't miss a single workout. Driving to Oak Bluffs? Then choose one of the 391 places to stay that comes with a parking spot included. We track 63 accommodations that have a pool or jacuzzi.

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

676 of our places to stay in Oak Bluffs have been rated by previous guests. They rated 65% as great. 432 accommodations allow instant booking.

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