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Oak Bluffs holiday rentals

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Best Oak Bluffs holiday rentals

Most recommended holiday rentals in Oak Bluffs

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Oak bluffs cottage Fills up quickly, make reservation early! - Oak Bluffs - Outdoor view
Oak bluffs cottage Fills up quickly, make reservation early!
Oak Bluffs, MA, United States
Air conditioning
£345+
Check availability
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View - Oak Bluffs - Balcony
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Oak Bluffs, MA, United States
Free Wi-Fi
Air conditioning
£505+
Check availability
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View. - Oak Bluffs - Kitchen
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Oak Bluffs, MA, United States
Free Wi-Fi
£490+
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Cozy getaway in a central location w/ a full kitchen & furnished deck - Oak Bluffs - Balcony
Cozy getaway in a central location w/ a full kitchen & furnished deck
Oak Bluffs, MA, United States
Free Wi-Fi
£306+
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Marsh Walk - Oak Bluffs - Living room
Marsh Walk
Oak Bluffs, MA, United States
6.4Okay(14)
Pet-friendly
Air conditioning
£229+
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The Pinkletink - Oak Bluffs - Beach
The Pinkletink
Oak Bluffs, MA, United States
9.3Wonderful(4)
Air conditioning
£263+
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Oak Bluffs Home with Renovated Screened-in Porch - Short Drive to Beach - Oak Bluffs - Living room
Oak Bluffs Home with Renovated Screened-in Porch - Short Drive to Beach
Oak Bluffs, MA, United States
7.7Good(11)
Air conditioning
£628+
Check availability
Discover The Magic Of Marthas Vineyard! New ! Build In 2020 ! - Oak Bluffs
Discover The Magic Of Marthas Vineyard! New ! Build In 2020 !
Oak Bluffs, MA, United States
Air conditioning
£295+
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Make Lasting Memories In This Adorable Vineyard Cottage! - Oak Bluffs - Living room
Make Lasting Memories In This Adorable Vineyard Cottage!
Oak Bluffs, MA, United States
9.9Wonderful(40)
Air conditioning
£236+
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Marthas Vineyard Apt about 1 Mile to Inkwell Beach! - Oak Bluffs - Living room
Marthas Vineyard Apt about 1 Mile to Inkwell Beach!
Oak Bluffs, MA, United States
9.1Wonderful(14)
Free Wi-Fi
Air conditioning
£366+
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Capricorn Beach House - Oak Bluffs
Capricorn Beach House
Oak Bluffs, MA, United States
8.6Very Good(66)
Free Wi-Fi
Air conditioning
£345+
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Home in Oak Bluffs - Oak Bluffs
Home in Oak Bluffs
Oak Bluffs, MA, United States
7.7Good(2)
Parking
Free Wi-Fi
Air conditioning
£653+
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Sea Glen Cottage - Oak Bluffs
Sea Glen Cottage
Oak Bluffs, MA, United States
4.8Mediocre(8)
£247+
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Coastal condo with pool & tennis courts near golf, beaches & town - Oak Bluffs
Coastal condo with pool & tennis courts near golf, beaches & town
Oak Bluffs, MA, United States
Pool
Air conditioning
£195+
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Centrally Located Modern Waterfront Property - Oak Bluffs
Centrally Located Modern Waterfront Property
Oak Bluffs, MA, United States
Air conditioning
£1,527+
Check availability
Cozy, dog-friendly condo by the sea with pool, tennis & picnic area - Oak Bluffs
Cozy, dog-friendly condo by the sea with pool, tennis & picnic area
Oak Bluffs, MA, United States
Pool
Air conditioning
£193+
Check availability
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KAYAK’s insights for holiday rentals in Oak Bluffs

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Oak Bluffs with confidence.

Which month has the cheapest vacation rental rates in Oak Bluffs?

Vacation rentals are cheapest in Oak Bluffs in September, with average rates of £166. In comparison, October is the most expensive month, with prices at £680.

What is the cheapest day of the week to book a vacation rental in Oak Bluffs?

Thursday offers the lowest rates in Oak Bluffs, with an average nightly price of £211. The highest prices are found on Tuesday, with average rates at £2,684.
Find deals

KAYAK's top tips for finding Oak Bluffs holiday rental deals

  • Holiday rentals in Oak Bluffs are around 58% more expensive than hotels on average. Search here to compare prices for all accommodation types in Oak Bluffs.
  • The best holiday rental properties in Oak Bluffs are Make Lasting Memories In This Adorable Vineyard Cottage! (9.9, 40 reviews), Oak bluffs cottage Fills up quickly, make reservation early! (9.9, 39), and Martha's Vineyard Beachfront Cottage in Oak Bluffs but closer to Vineyard Haven (9.8, 22), based on ratings and reviews from real travellers.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Oak Bluffs for 2 days.

FAQs when booking a holiday home in Oak Bluffs

  • What types of holiday rentals are available in Oak Bluffs?

    There are loads of different property types that you can make your holiday home in Oak Bluffs. You’ll find apartments, condos, cottages, houses and homestays.

  • Are there any pet-friendly holiday rentals in Oak Bluffs?

    There are a number of dog and pet-friendly Oak Bluffs holiday rentals, with around 8% allowing you to bring your pet along with you.

  • How can I find holiday rentals near me in Oak Bluffs?

    Take a look at our holiday rentals map to find the best holiday rental homes near you.

Where to stay in Oak Bluffs?

Our map will help you find the perfect place to stay in Oak Bluffs by showing you the exact location of each holiday rental.

Everything you need to know for your stay in Oak Bluffs

Oak Bluffs holiday rental deals. Search for holiday homes, apartments, condos, cabins, cottages, villas and more in Oak Bluffs. Find cheap holiday homes to rent in Oak Bluffs. KAYAK searches hundreds of travel sites to help you find and book a holiday rental in Oak Bluffs that suits you best.

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