Oak Bluffs, MA

Travel Guide

A row of colorful, historic houses with a central path.
A row of colorful Victorian-style houses with front porches and a well-maintained lawn.
A row of colorful Victorian-style houses with blue and yellow trim, a tree with white blossoms, and a paved street.
A rocky shoreline at sunset with a calm sea reflecting the colors of the sky.
A white lighthouse with a black top, surrounded by trees and a bench, overlooking a body of water.
Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue Oak Bluffs MA
The price is AED 1,519 per night from Sep 1 to Sep 2
AED 1,519
AED 1,697 total
1 Sep - 2 Sep
includes taxes & fees
Book a stay at this beach hotel in Oak Bluffs. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
Summercamp
MV Surfside Hotel

MV Surfside Hotel

2.5 out of 5
7 Oak Bluffs Avenue Oak Bluffs MA
The price is AED 1,305 per night from Sep 1 to Sep 2
AED 1,305
AED 1,550 total
1 Sep - 2 Sep
includes taxes & fees
Stay at this hotel in Oak Bluffs. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (887 reviews)
"I stayed here once before. It was a better experience then. Now, the room I was given is not worth the amount paid. The way the room is set up on the 2nd floor, where you can't open the window because of the traffice constantly passing by; uncomfortable chairs in the room; bathroom too small and ..."

Reviewed on 4 August 2026

MV Surfside Hotel
Pequot Hotel

Pequot Hotel

3 out of 5
19 Pequot Avenue Oak Bluffs MA
Stay at this hotel in Oak Bluffs. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (607 reviews)
"The hotel was pleasant and centrally located on the island."

Reviewed on 2 August 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.
Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!

Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!

Oak Bluffs MA
Book a stay at this beach condo in Oak Bluffs. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Inkwell Beach and Oak Bluffs Harbor ...
9.8/10 Exceptional! (59 reviews)
"The condo is really lovely, Jennifer is timely and very helpful!"

Reviewed on 9 July 2026

Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!
Victorian cottage overlooking downtown Oak Bluffs and the Harbor.

Victorian cottage overlooking downtown Oak Bluffs and the Harbor.

Oak Bluffs MA
Stay at this vacation home in Oak Bluffs. Enjoy laundry facilities, balconies, and an in-room coffeemaker. Popular attractions Oak Bluffs Harbor and Inkwell ...
8.8/10 Excellent! (6 reviews)
"The location was by far the best part of this property. We could easily walk to shops, restaurants, and activities throughout Oak Bluffs, which was extremely convenient. Unfortunately, the condition of the house and our check-in experience overshadowed that benefit.When part of our group arrived, ..."

Reviewed on 3 August 2026

Victorian cottage overlooking downtown Oak Bluffs and the Harbor.
Bright old-world cottage with two porches & large yard - walk to town & beaches

Bright old-world cottage with two porches & large yard - walk to town & beaches

Oak Bluffs MA
Stay at this vacation home in Oak Bluffs. Enjoy balconies, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Oak Bluffs Harbor and ...
8/10 Very Good! (1 review)
"The cottage met our expectations and provides a good value for the money. My wife and I were a little unsure about the double beds but the mattresses were comfortable we slept just fine. The mini splits worked great to quickly cool the spaces and provides nice ambient noise for sleeping. The house ..."

Reviewed on 29 June 2026

Bright old-world cottage with two porches & large yard - walk to town & beaches
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