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
Carpenters Cottages called gingerbread houses on Lake Avenue, Oak Bluffs on Martha's Vineyard, Massachusetts, USA
Pre-dawn colors from the beach near Oak Bluffs in martha's Vineyard
Oak Bluffs Pier, Martha's Vineyard
Sunrise striking the houses at Oak Bluffs on Martha's Vineyard, MA.
Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue Oak Bluffs MA
The price is AED 874 per night from May 20 to May 21
AED 874
AED 977 total
20 May - 21 May
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 ...
9.2/10 Wonderful! (1,000 reviews)
Clean rooms

Reviewed on 5 May 2026

Summercamp
MV Surfside Hotel

MV Surfside Hotel

2.5 out of 5
7 Oak Bluffs Avenue Oak Bluffs MA
The price is AED 568 per night from May 10 to May 11
AED 568
AED 635 total
10 May - 11 May
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! (835 reviews)
What we liked most about our stay was the staff. They were all very helpful, kind and pleasant.

Reviewed on 5 May 2026

MV Surfside Hotel
The Island Inn on Martha's Vineyard

The Island Inn on Martha's Vineyard

2.5 out of 5
30 Island Inn Rd Oak Bluffs MA
Book a stay at this golf resort in Oak Bluffs. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Inkwell Beach and Farm Neck Golf Club ...
8.2/10 Very Good! (33 reviews)
Yes.

Reviewed on 27 April 2026

Get rates
The Island Inn on Martha's Vineyard
See all 3,070 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.
Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs

Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs

Oak Bluffs MA
Stay at this vacation home in Oak Bluffs. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Inkwell Beach and Oak Bluffs Harbor are located ...
9.8/10 Exceptional! (46 reviews)
Charming sun filled home. Easy walk into Oak Bluffs

Reviewed on 18 October 2025

Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Oak Bluffs MA
Stay at this apartment in Oak Bluffs. Enjoy free WiFi and laundry facilities. Our guests praise the property condition in our reviews. Popular attractions Inkwell ...
9.4/10 Exceptional! (91 reviews)
We aren't sure where the previous reviews came from. But, our experience was not the same. The host communicated the entry information the week before we arrived and the directions were clear. We attempted to communicate with the host via text, email and through vrbo to ask if we could drop our luggage ...

Reviewed on 14 September 2025

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Oak Bluffs MA
Stay at this apartment in Oak Bluffs. Enjoy free WiFi, laundry facilities, and cable/satellite TV service. Popular attractions Inkwell Beach and Oak Bluffs Ferry ...
9.4/10 Exceptional! (88 reviews)
Amazing location right in the heart of Oak Bluffs! Easy entry. Great balconies overlooking the ocean. Wonderful kitchen and great TV. Would absolutely stay here again!

Reviewed on 24 August 2025

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
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

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

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 wineries.

Oak Bluffs Harbor
Oak Bluffs Town Beach

Oak Bluffs Town Beach

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

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

Circuit Avenue

During your trip to Oak Bluffs, you can search for that perfect souvenir at Circuit Avenue. Wander the beaches and waterfront in this relaxing area.

Circuit Avenue