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Oak Bluffs Vacation Rentals

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Our Favorite Vacation Rentals in Oak Bluffs

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Oak Bluffs Vacation Rentals with a Pool

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Oak Bluffs Vacation Rentals with Wi-Fi

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Oak Bluffs Pet-Friendly 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

63º 13º
5.23
66º 18º
4.19
83º 37º
1.72
86º 36º
2.94
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 1º
4.48
54º 12º
7.88
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Rainy days
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 your favourite providers - Airbnb, VRBO, Homeaway and more. AllTheRooms has 977 vacation rentals, hotels and other great places to stay during your time in Oak Bluffs, with everything from cheap hostels and homestays to luxury Airbnbs and hotels. 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 $452 per night.

If you want to stay connected during your trip, then you can choose from over 504 accommodations in Oak Bluffs that have WiFi. 32 of our accommodations in include a breakfast in the price. Fitness addicts can get a workout in during their stay by choosing from 6 accommodations that have gym facilities. If you are driving to Oak Bluffs, you'll want to pick from 478 places to stay that provide parking. We have 58 places to stay that have a pool or jacuzzi.

AllTheRooms has 80 pet-friendly places to stay in Oak Bluffs, so if you're travelling with your cat or dog you won't have any trouble.

AllTheRooms aggregates vacation rentals, hotels and other unique accommodation types from 5 providers in Oak Bluffs, including 317 places to stay from Airbnb, 100 accommodations from VRBO and 94 places to stay from Homeaway

575 of our places to stay in Oak Bluffs have been rated by previous guests. They rated 62% as excellent or good. 371 places to stay in are instantly bookable.

Destinations near Oak Bluffs

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