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Oak Bluffs Vacation Rentals

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 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

83º 37º
86º 36º
91º 40º
92º 49º
88º 43º
78º 23º
66º 15º
58º 13º
54º 12º
63º 13º
66º 18º
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 rentals from all of your favorite providers - Airbnb, VRBO, Homeaway and others. AllTheRooms has 992 vacation rentals, hotels and other great places to stay while you enjoy Oak Bluffs, with everything from inexpensive hostels and homestays to luxury Airbnbs and hotels. For those traveling on a budget, the most economical place to stay in Oak Bluffs is available at $29 per night. On average, an accommodation in Oak Bluffs will cost you $444 per night.

If you have to have an internet connection during your stay in Oak Bluffs, then you can choose from over 509 accommodations that provide WiFi internet. 32 places to stay include a morning meal. Choose from 5 accommodations that provide gym facilities, so you don't miss a single workout. If you are driving to Oak Bluffs, you'll want to pick from 484 places to stay that provide parking. 58 accommodations have a a pool or jacuzzi

AllTheRooms has 90 pet-friendly places to stay in Oak Bluffs, so if you're traveling with your cat or dog you won't have any problems.

We combine a wide variety of Oak Bluffs accommodations including vacation rentals, home stays, hostels and other unique places to stay into one easy search. We show results from more than 5 providers, including 338 places to stay from Airbnb, 93 accommodations from VRBO and 86 places to stay from Homeaway.

566 accommodations in Oak Bluffs have been reviewed; 59% are rated excellent or good. 353 accommodations allow instant booking.

Destinations near Oak Bluffs