Vacation Rentals in Oak Bluffs

Vacation Rentals in Oak Bluffs

Start comparing over 280 rentals in Oak Bluffs and book at the best price!

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Best Vacation Rentals in Oak Bluffs

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 4 Guests in Oak Bluffs, Martha's Vineyard
Vacation Rental for 4 Guests in Oak Bluffs, Martha's Vineyard, Picture 1
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Vacation Rental for 4 Guests in Oak Bluffs, Martha's Vineyard, Picture 3
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Oak Bluffs, Martha's Vineyard
Vacation Rental • 797 ft² • 2 Bedrooms
10.0
(19 reviews)
Cozy, comfortable cottage in Oak Bluffs near everything! Features a huge wrap around deck with furniture and attached outdoor shower. Walk or bike to the beach, Sunset Lake, Oak Bluffs Harbor, Circuit Avenue, Flying Horses and the Steamship Authority terminal. Explore the island by bus from just outside the door. Renovated in 2010, our home is decorated with an eclectic eye toward contemporary and mid-century. The cottage is comfortable and homey with everything you need. At nearly 800 square feet, it is perfect for a small family, romantic escape, girls' getaway, or a low-key vacation with...
from $368 / night
Vacation Rental for 4 Guests in Oak Bluffs, Martha's Vineyard
Vacation Rental for 4 Guests in Oak Bluffs, Martha's Vineyard, Picture 1
Vacation Rental for 4 Guests in Oak Bluffs, Martha's Vineyard, Picture 2
Vacation Rental for 4 Guests in Oak Bluffs, Martha's Vineyard, Picture 3
Vacation Rental for 4 Guests in Oak Bluffs, Martha's Vineyard, Picture 4
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Oak Bluffs, Martha's Vineyard
Vacation Rental • 4 Guests • 2 Bedrooms
9.8
(26 reviews)
Enjoy a relaxing ferry ride to Oak Bluffs and its picturesque surroundings. Once your ferry ride ends, you’re steps away from home! Your vacation stay will be unforgettable in this charming cottage located in back of the elegant, enchanting, and historical bright yellow Victorian home, which was built in the 1950s. Speaking of ocean views….enjoy the benefits of having an ocean view steps away from your back yard! Being on vacation in Martha’s Vineyard in the heart of down town on a main street has its privileges! As the cottage is located on the main street, Kennebec Avenue, you can see the...
from $623 / night
Vacation Rental for 4 Guests in Oak Bluffs, Martha's Vineyard
Vacation Rental for 4 Guests in Oak Bluffs, Martha's Vineyard, Picture 1
Vacation Rental for 4 Guests in Oak Bluffs, Martha's Vineyard, Picture 2
Vacation Rental for 4 Guests in Oak Bluffs, Martha's Vineyard, Picture 3
Vacation Rental for 4 Guests in Oak Bluffs, Martha's Vineyard, Picture 4
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Oak Bluffs, Martha's Vineyard
Vacation Rental • 420 ft² • 4 Bedrooms
9.7
(66 reviews)
This quaint cottage, nestled in a quiet neighborhood of Oak Bluffs, is perfect for a romantic getaway, a special place to bring your favorite friends, or a wonderful spot to have a family vacation. Some guests also choose to have a solo retreat to read, write, explore, and re-center. Cottage visitors comment on the welcoming feeling they experience as soon as they walk in the door, and the sweet simplicity of this cozy abode.The Cottage sleeps 4 easily. There is a queen-sized futon on the ground level, and a king-sized sleeping loft. The living area has a comfy cozy futon, SmartTV, an activ...
from $258 / night

Prices and availability

Current Vacation rental prices Oak Bluffs

$448for 1 Jun - 8 Jun
$630 annual average
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Average price per week

Current vacation rental availability Oak Bluffs

38%for 1 Jun - 8 Jun
32% annual average
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Percentage of available rentals

FAQs: Vacation Rentals in Oak Bluffs

What is the average price for vacation rentals in Oak Bluffs?

Oak Bluffs is one of the most expensive cities in the USA. For a vacation rental here, you can expect to pay around $556 per night.

When are vacation rentals cheaper in Oak Bluffs?

If you would like to save the maximum during your visit to Oak Bluffs, go there in May ($375 per night on average), April ($415), or March ($509), to find the lowest prices for the whole year.

In which months is it more expensive to rent a vacation rental in Oak Bluffs?

Analyzing the data from last year, we found that costs per night for accommodation here are usually higher, on average, during the months of January ($684), December ($676), and August ($647).

Should I plan a trip to Oak Bluffs well in advance?

When going on vacation to Oak Bluffs, we recommend you to be proactive as 82% of rentals are usually booked, according to the data from last year.

What time of the year can I find more available vacation rentals?

The most available months are, on average, November (with an availability of 32%), February (31%), and October (30%), according to the trends observed in the prior year.

Are there many rentals in Oak Bluffs?

Holidu offers around 490 accommodations in Oak Bluffs from 2 different partners, so find the perfect type of accommodation you are looking for. We have everything you need!

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