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Oak Bluffs Vacation Rentals

Our Favorite Vacation Rentals in Oak Bluffs

Oak Bluffs Vacation Rentals with a Pool

Oak Bluffs Vacation Rentals with Wi-Fi

Oak Bluffs Pet-Friendly Vacation Rentals

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 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 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 Weather in Oak Bluffs

91º 40º
1.98
92º 49º
1.25
88º 43º
3.16
78º 23º
6.41
66º 15º
9.01
58º 13º
3.89
55º
4.48
54º 12º
7.88
63º 13º
5.23
66º 18º
4.19
83º 37º
1.72
86º 36º
2.94
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This climate histogram shows you the weather patterns in Oak Bluffs. The hottest month in Oak Bluffs is May, when temperatures peak at 92 ˚F. The coolest month is January, when temperatures drop to 1 ˚F. The wettest month in Oak Bluffs is November with 9.01 inches of rain, while the driest month is August with 1.25 inches of rain.

What Expert Travelers Think

Vacation Rentals in Oak Bluffs

At AllTheRooms.com we have accommodations from all of the best providers - Airbnb, Bed and Breakfast, RedAwning and others. We have 1,011 vacation rentals, hotels and other accommodation types in Oak Bluffs ranging from inexpensive options to luxury places to stay. A trip to Oak Bluffs can be affordable - our lowest price accommodation is available at $29 a night. The average price of a vacation rental is $430 per night.

Those needing to get some work finished during their trip to Oak Bluffs can choose from 535 places to stay that include WiFi. 29 places to stay include a breakfast. You can maintain your workout regime by staying at one of 5 accommodations that provide gym facilities. Driving to Oak Bluffs? Then choose one of the 502 places to stay that comes with a parking spot included. We track 58 hotels and vacation rentals that have a pool or jacuzzi.

Those traveling with a dog, cat or some other animal can stay in one of 90 accommodations that are designated as pet-friendly.

610 of our accommodations in Oak Bluffs have been reviewed and rated. 61% are rated excellent or good. 368 accommodations allow instant booking.

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