Oak Bluffs Holidays

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Oak Bluffs Holiday

Oak Bluffs Beach Holiday

There's nothing like an Oak Bluffs holiday to put a bounce in your step. The soothing melody of rolling surf and the smell of fresh ocean air will help refresh your mind and body. To be close to the town centre on your trip to Oak Bluffs, find a hotel around Inkwell Beach (0.64 kilometres away). If the plan is to hang around a while, consider securing one of our Oak Bluffs holiday packages. Not only will you save some money, you'll also have other stunning beaches around you to explore, like Joseph Sylvia State Beach and Eastville Point Beach. We call that a win-win!

Things You Should Know About Oak Bluffs

  • Spend your holiday by the water and let the hassles of daily life drift away with the ocean breeze. Book one of our Oak Bluffs beach hotels and enjoy a little beachside bliss.
  • No matter your budget or style, you'll find an ideal place to stay for your holiday in Oak Bluffs. Why not take a look at some private holiday homes, like The Attleboro House and Marthas Vineyard Resort? They're popular with visitors of all sorts.
  • Some 3 800 people live in Oak Bluffs. If you'd like advice about what to see and do in this area, why not start a conversation with one or two of the locals? Our Oak Bluffs things to do page is also a handy source of information.
  • Inkwell Beach, Oak Bluffs Harbour and Flying Horses Carousel are just some of the attractions that should be on your sightseeing list. With our Oak Bluffs holiday deals, you'll have more money in your back pocket to explore.

Our pick of the best Oak Bluffs Hotel Deals

Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue Oak Bluffs MA
The price is NZ$1,090 per night from 12 July to 13 July
NZ$1,090
12 July - 13 July
includes taxes & fees
9.4/10 Exceptional! (1,007 reviews)
"We were pleased on arrival and felt very welcomed. The staff provided so much detail and local maps, bus schedules and helped us understand the local area. The room was exceptional and very clean. We did need to walk up 5 sets of stairs, which we were capable to do. The AC was working fine. There ..."

Reviewed on 25 June 2026

Summercamp
MV Surfside Hotel

MV Surfside Hotel

2.5 out of 5
7 Oak Bluffs Avenue Oak Bluffs MA
The price is NZ$782 per night from 9 July to 10 July
NZ$782
9 July - 10 July
includes taxes & fees
8.8/10 Excellent! (854 reviews)
"Staying here at Martha's Vineyard for the first time was a phenomenal experience. The property is beautiful, the room was clean and the staff was top notch. My only complaint would be more accessible outlets that work. Thanks for a great first experience."

Reviewed on 22 June 2026

MV Surfside Hotel
Pequot Hotel

Pequot Hotel

3 out of 5
19 Pequot Avenue Oak Bluffs MA
The price is NZ$789 per night from 7 July to 8 July
NZ$789
7 July - 8 July
includes taxes & fees
9.4/10 Exceptional! (598 reviews)
"It’s a pretty hotel close to the beach and the ferry terminal, breakfast was delicious, staff was very helpful, wonderful stay overall"

Reviewed on 21 June 2026

Pequot Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Oak Bluffs attractions

What to do in Oak Bluffs

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.