Oak Bluffs

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 CA $453 per night from Sep 13 to Sep 14
CA $453
CA $506 total
Sep 13 - Sep 14
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 CA $370 per night from Sep 1 to Sep 2
CA $370
CA $448 total
Sep 1 - Sep 2
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 ...
MV Surfside Hotel
Morgan Hotel

Morgan Hotel

2.5 out of 5
9 Healy Way Oak Bluffs MA
The price is CA $431 per night from Sep 8 to Sep 9
CA $431
CA $482 total
Sep 8 - Sep 9
includes taxes & fees
Stay at this hotel in Oak Bluffs. Enjoy free WiFi, concierge services, and cable TV channels. Popular attractions Inkwell Beach and Oak Bluffs Harbor are located ...
Morgan 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 Jul 9, 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 Aug 3, 2026

Victorian cottage overlooking downtown Oak Bluffs and the Harbor.
Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel

Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel

Oak Bluffs MA
Stay at this vacation home in Oak Bluffs. Enjoy a garden, balconies, and cable/satellite TV service. Popular attractions Oak Bluffs Harbor and Inkwell Beach ...
Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel
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.

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