Oak Bluffs Vacation Rentals

Oak Bluffs Travel Guide

On the island of Martha’s Vineyard is the charming town of Oak Bluffs. This town in Massachusetts is a favorite spot in the summer for tourists and it is famous for its history and colorful gingerbread cottages and beautiful beaches. In addition, there is plenty of time for recreation and other fun activities. The center for shopping, wining and dining is Circuit Avenue, where visitors will find everything from ice cream shops to fine dining restaurants.

Things to Do in Oak Bluffs

One of the best places to go in Oak Bluffs is Joseph Sylvia State Beach. This is the perfect setting for a long walk, with golden sand for miles and blue sea. There are gentle waves for swimming. Inkwell Beach is also popular, with a lifeguard during the summer and the downtown area nearby. For fun with all the family, visitors can head to the Flying Horses Carousel. This is the oldest carousel in the United States and is still great fun for all ages. To learn more about the history and how Oak Bluffs’ famous houses are built, visitors can head to the Cottage Museum. East Chop Lighthouse is another favorite spot for tourists.

Best Time to Visit Oak Bluffs

The best time to visit Oak Bluffs is during the warm spring and summer months.

Price and Availability Index in Oak Bluffs

Most expensive

Most availability

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

68º 17º

1.77

58º 2º

1.83

58º 8º

5.75

63º 15º

1.41

57º 11º

2.49

58º 8º

5.75

84º 30º

6.88

91º 33º

2.4

89º 47º

2.51

85º 44º

4.6

80º 32º

7.45

78º 34º

5.31

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Rainy days

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This climate histogram shows you the weather patterns in Oak Bluffs. The warmest months in Oak Bluffs are July and June, when temperatures reach 91 ˚F. The coolest month is December, when temperatures drop to 2 ˚F. The wettest month in Oak Bluffs is September with 7.45 inches of rain, while the driest month is February with 1.41 inches of rain.

Vacation Rentals in Oak Bluffs

At AllTheRooms.com we have accommodations from all of your favourite providers - Airbnb, Homeaway, VRBO and more. Oak Bluffs has 3920 hotels, vacation rentals and other unique places to stay, with prices to suit budget travelers, luxury travelers and everything in between. For those trying to keep costs down, the lowest priced place to stay in Oak Bluffs comes in at $29 per night. The average price of accommodation in is $424 per night.

Those looking to get some work done during their trip to Oak Bluffs can pick from 1042 places to stay that provide WiFi. 58 of our accommodations in include a breakfast in the price. You can keep up with your workout regime by staying at one of 12 accommodations that provide gym facilities. Driving to Oak Bluffs? Then choose one of the 976 places to stay that comes with a parking spot included. 116 accommodations come with a pool or jacuzzi

Those traveling with a dog, cat or some other animal can stay in one of 160 accommodations that are designated as pet-friendly.

We combine a wide variety of Oak Bluffs accommodations including vacation rentals, homestays, hostels and other unique places to stay into one easy search. We show results from more than 5 providers, including 640 places to stay from Airbnb, 212 accommodations from Homeaway and 210 places to stay from VRBO.

2396 of our places to stay in Oak Bluffs have been rated by previous guests. They rated 62% as excellent or good. You can instantly book any of 1380 places to stay right now.