Oak Bluffs, MA

Travel Guide

colorful gingerbread houses, cottages in Oak Bluffs center, Martha's Vineyard island in Massachusetts USA on a sunny summer day
A row of colorful Victorian-style houses with front porches and a well-maintained lawn.
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.
A pier extending into the ocean with waves lapping at the base.
Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue Oak Bluffs MA
The price is AED 1,713 per night from Jun 22 to Jun 23
AED 1,713
AED 1,913 total
22 Jun - 23 Jun
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 ...
9.4/10 Exceptional! (1,008 reviews)
"This property was outstanding! I heard no noise from other people, the staff was incredible, the location was perfect, the beds were very comfortable. We will definitely be returning!"

Reviewed on 19 June 2026

Summercamp
MV Surfside Hotel

MV Surfside Hotel

2.5 out of 5
7 Oak Bluffs Avenue Oak Bluffs MA
The price is AED 1,113 per night from Jun 22 to Jun 23
AED 1,113
AED 1,335 total
22 Jun - 23 Jun
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! (849 reviews)
"We really liked the room, it was very nice ,the bed was really comfortable better than home .It was close to everything ,shopping, eating and beach. We planning to here the next time"

Reviewed on 19 June 2026

MV Surfside Hotel
Pequot Hotel

Pequot Hotel

3 out of 5
19 Pequot Avenue Oak Bluffs MA
The price is AED 1,208 per night from Jun 22 to Jun 23
AED 1,208
AED 1,350 total
22 Jun - 23 Jun
includes taxes & fees
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! (597 reviews)
"Our room was clean and the staff was so helpful. The breakfast had many options! Great experience!"

Reviewed on 17 June 2026

Pequot Hotel
See all 3,135 properties in Oak Bluffs
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.
Quaint, ranch style home in Oak Bluffs with central air

Quaint, ranch style home in Oak Bluffs with central air

Oak Bluffs MA
Stay at this vacation home in Oak Bluffs. Enjoy a garden, balconies, and an in-room coffeemaker. Popular attractions Inkwell Beach and Oak Bluffs Public Library ...
9.4/10 Exceptional! (3 reviews)
"1. Clean spacious house2. Need paint up grade in shower3. A few spiders showed up daily4. Outside front lawn needs landscaping 5. Would stay again."

Reviewed on 3 September 2025

Quaint, ranch style home in Oak Bluffs with central air
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 Inkwell Beach and Oak ...
Bright old-world cottage with two porches & large yard - walk to town & beaches
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

Oak Bluffs MA
Stay at this vacation home in Oak Bluffs. Enjoy a water park, a garden, and cable/satellite TV service. Popular attractions Oak Bluffs Harbor and Inkwell Beach ...
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
See all properties in Oak Bluffs
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.

Popular places to visit

Inkwell beach in oak bluffs on martha's vineyard

Inkwell Beach

4.5/5(31 reviews)

If a restful vacation is part of your travel plans, Inkwell Beach might be the perfect place to seek out during your trip to Oak Bluffs. Stroll along this relaxing area's waterfront, or simply enjoy its wineries.

Inkwell Beach
Oak Bluffs Harbor

Oak Bluffs Harbor

4.5/5(231 reviews)

Explore the waterfront in Oak Bluffs with a trip to Oak Bluffs Harbor. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.

Oak Bluffs Harbor
Oak Bluffs Town Beach

Oak Bluffs Town Beach

4.5/5(10 reviews)

If a restful vacation is part of your travel plans, Oak Bluffs Town Beach might be the perfect place to seek out during your trip to Oak Bluffs. Stroll along the waterfront or visit the shops in this relaxing area.

Oak Bluffs Town Beach
Oak Bluffs skyline, well-preserved landmark houses, and dramatic winter sunset cloudscape over the Ocean Park on the island of Martha's Vineyard in Dukes County, Massachusetts, United States

Ocean Park

4.5/5(22 reviews)

Ocean Park is just one of the places to see in Oak Bluffs, so why not enjoy the other things to explore during your travels? Wander the area's waterfront or simply enjoy one of its wineries.

Ocean Park
Carousel in Boston Massachusetts

Flying Horses Carousel

Enjoy an outing to Flying Horses Carousel during your stay in Oak Bluffs. Wander the beautiful beaches and waterfront in the area.

Flying Horses Carousel
A white lighthouse with a black top, surrounded by trees and a bench, overlooking a body of water.

East Chop Light

You can find out about the history of East Chop with a visit to East Chop Light. Stroll along the area's waterfront, or simply savor its seafood restaurants.

East Chop Light