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
86° 44°
3
80° 36°
3
80° 30°
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69° 13°
3
59° 10°
7
56°
5
62°
2
59°
4
70° 14°
4
77° 31°
4
83° 39°
6
92° 50°
3
Aug
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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

  • — AllTheRooms.com makes travel easier, enjoyable and inexpensive through its provision of ample information, data and every possible accommodation available to choose from

    ArtMatters.Info
    ArtMatters.InfoArtMatters.Info
  • — I love AllTheRooms because it is not only local homes for renting, and not only hotels, but everything combined. When I am about to book a place to stay, I usually spend a couple of hours looking through both hotel sites and local home sites, comparing the prices and places.

    Alli Sims
    Alli SimsAlli Sims
  • — I love how AllTheRooms shows a map with room price tags straight away when you search, it makes it so quick and easy to choose the right hotel, at the right price in the right location. Perfect for those with busy lifestyles! The AllTheRooms website is so user friendly. WiFi. Brilliant!

    Amanda Alston
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Vacation Rentals in Oak Bluffs

Browse places to stay from all the leading providers including Airbnb, Priceline, RedAwning and others at AllTheRooms.com. AllTheRooms has 1,137 vacation rentals, hotels and other great places to stay during your time in Oak Bluffs, with everything from inexpensive hostels and homestays to luxury Airbnbs and hotels. A trip to Oak Bluffs can be budget-friendly - the lowest price accommodation is available at $28 per night. A typical accommodation in Oak Bluffs costs on average $458 per night.

If you would like to stay connected during your vacation, then you can choose from over 402 accommodations in Oak Bluffs that have WiFi. We have 24 accommodations that include a breakfast included. Fitness fanatics can get a workout in during their stay by choosing from 4 accommodations that have gym facilities. Driving to Oak Bluffs? Then choose one of the 391 places to stay that comes with a parking spot included. 63 accommodations come with a pool or jacuzzi

Those traveling with a cat, dog or some other animal can stay in one of 85 accommodations that are designated as pet-friendly.

676 accommodations in Oak Bluffs have been reviewed; 65% are rated highly. 432 accommodations allow instant booking.

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