Top-rated for its fully equipped kitchen, perfect for every meal.
Arcade/game room
A rare find - fun for all ages with on-site arcade/game room.
Centrally-located
You're never far from where you need to be with this convenient location.
Discover nearby landmarks
Walk to Oak Bluffs Harbor
Sleeps 9•4 bedrooms•6 beds
Popular amenities
Onsite parking available
Kitchen
Washing machine
Air-conditioning
Barbecue
Balcony or patio
Explore the area
Oak Bluffs, MA
Oak Bluffs Harbor
Place, Oak Bluffs Harbor
10 min walk
Circuit Avenue
Place, Circuit Avenue
17 min walk
Oak Bluffs Town Beach
Place, Oak Bluffs Town Beach
3 min drive
Vineyard Haven, MA (MVY-Martha's Vineyard)
Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)
20 min drive
Rooms & beds
4 bedrooms (sleeps 9)
1st floor bedroom
1 King Bed
2nd floor primary bedroom
1 King Bed
2nd floor twin bedroom #1
2 Single Beds
2nd floor twin bedroom #2
2 Single Beds
4 bathrooms
1st floor bathroom
Towels provided · Toilet · Shower only
2nd floor hallway bathroom
Towels provided · Bathtub or shower · Toilet
2nd floor primary bathroom
Towels provided · Toilet · Shower only · Hair dryer
Basement bathroom
Towels provided · Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Kitchenette
Office
Separate dining area
Outdoor play area
Garden
Dining area
About this property
Quintessential MV home near Oak Bluffs, beach & harbor
Pirate’s Cove is a quintessential Martha’s Vineyard vacation home tucked away on a quiet lane in East Chop, just minutes from the charm, restaurants, beaches, harbor, and energy of Oak Bluffs. Walk to town, the beach, or the harbor in about 15–18 minutes, or get there in less than 5 minutes by car or bike.
This young Victorian-style home is designer-decorated, air-conditioned, and thoughtfully set up for families and groups looking for a relaxed island getaway. Enjoy slow mornings on the front porch rocking chairs, beach days in Oak Bluffs, cookouts on the back deck, and cozy evenings together after a full day exploring the Vineyard.
Inside, the newly renovated eat-in kitchen features fresh cabinetry, dark gray quartz countertops, and a white subway tile backsplash. Between the eat-in kitchen, separate dining room, and outdoor dining areas, there is plenty of space for your group to gather comfortably for meals, morning coffee, cookouts, and relaxed evenings together. The living room offers a comfortable gathering space with a 43-inch Samsung SmartTV and charming beach-stone fireplace.
The home includes 4 bedrooms and 4 bathrooms. Upstairs, the spacious primary en suite features warm blue décor, a 58-inch Samsung SmartTV, and an attached bonus room that works beautifully as an office, sitting room, or nursery. The first-floor bedroom includes a queen bed, 58-inch Samsung SmartTV, and easy access to a fully renovated bathroom with new flooring, a new vanity, and a floor-to-ceiling tiled zero-entry shower. Two additional upstairs bedrooms each include twin beds.
The finished basement gives everyone extra room to spread out, with a full bathroom, laundry room, 48-inch SmartTV, and arcade machine—perfect for rainy days, movie nights, or keeping the kids entertained.
Outdoor living is one of the best parts of Pirate’s Cove. The home features a large deck, Weber gas grill, patio furniture, backyard, hammock, and outdoor shower for rinsing off after the beach. There is driveway parking for two cars, plus blazing-fast 1,200 Mbps (1+ gigabyte) WiFi for streaming, remote work, or staying connected during your stay.
Whether you are coming for beach days, family time, Oak Bluffs, or the classic Martha’s Vineyard experience, Pirate’s Cove is a stylish and comfortable home base for an unforgettable island getaway.
Minimum age to rent is 25 years old.
No pets and no smoking. Please do not move the furniture.
The cleaning fee covers cleaning, linens, towels, and laundering. Guests may be charged an additional $250 cleaning fee if the grill is not cleaned adequately after use.
Pirate’s Cove is a Getaway Society vacation rental home. Ask us about our portfolio of homes in Hilton Head, Orlando, Gatlinburg, and Broken Bow (Oklahoma). Our homes are thoughtfully located and stylishly designed to help guests create memorable experiences on every getaway.
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The host requires you to complete the following before checking out:
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Leave the beds as is.
Hang wet towels and leave the others as is.
Wash and dry any beach towels that were used.
Failure to complete these may result in a negative review from the host.
Guests must leave home as they found it, neat and tidy, and treat the home as if it were their own.
Owner shall not be liable for any damage or injury of or to the Guest(s), Guest's family, guests, or invitees, or to any person entering the Premises.
Guest must review and electronically sign a separate lease agreement.
Important information
You need to know
Property Registration Number C0079042210
Property # 4365438
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Note from host: MUST be approved by Owner.
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Oak Bluffs
Located in Oak Bluffs, this holiday home is near the beach. While the natural beauty of Inkwell Beach and Old Silver Beach can be enjoyed by anyone, those looking for an activity can explore Woods Hole Ferry Terminal.
Consider Cape Cod Fairgrounds for a night out or Flying Horses Carousel if you're travelling with kids. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with mountain biking and ecotours nearby.
Vineyard Haven, MA (MVY-Martha's Vineyard) - 16 min drive
Restaurants
Nancy's - 17 min walk
Rocco's Pizzeria - 4 min drive
Lookout Tavern - 20 min walk
Cumberland Farms - 5 min drive
Mo's Lunch - 3 min drive
Frequently asked questions
Is Quintessential MV home near Oak Bluffs, beach & harbor pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Quintessential MV home near Oak Bluffs, beach & harbor?
As of 20 August 2026, prices found for a 1-night stay for 2 adults at Quintessential MV home near Oak Bluffs, beach & harbor on 5 October 2026 start from NZ$5,302, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Quintessential MV home near Oak Bluffs, beach & harbor?
On-site parking is available at the property.
What time is check-in at Quintessential MV home near Oak Bluffs, beach & harbor?
Check-in begins at 4:00 PM.
What time is check-out at Quintessential MV home near Oak Bluffs, beach & harbor?
Checkout is at 10:00 AM.
Where is Quintessential MV home near Oak Bluffs, beach & harbor located?
This family-friendly Oak Bluffs holiday home is located near the beach, within a 10-minute walk of Martha's Vineyard Hospital Development and Oak Bluffs Harbor. East Chop Light and Oak Bluffs Public Library are also within 15 minutes.
About the host
Hosted by Jeremy
Myself and two college friends purchased this home and started a vacation rental home company called Getaway Society.
I know how important vacations are, so as a Vrbo host and as a customer service-oriented person by nature, I always try to ensure guests have an amazingly memorable experience, when they are able to travel.
I have been to thirteen countries so far (Dominican Republic, Jamaica, Indonesia, England, France, Germany, Singapore, Barbados, Italy, Belize, Costa Rica, Monaco, Brazil) and can't wait to add to the list. My interests are reading, exercising, investing, public speaking, mentoring, making a difference in the world, and real estate.
My life mottos are "You must be the change you wish to see in the world." by Mahatma Ghandi and "Our lives begin to end the day we become silent about things that matter." by Dr. Martin Luther King, Jr.
Why they chose this property
Martha's Vineyard is truly a special place. It was love at first sight when we saw this house in August of 2014. We closed December 1st of that year and spent the following spring investing heavily in upgrades and improvements. We are grateful for the opportunity to be able to share our home with others, to make their Vineyard vacation amazingly memorable.
What makes this property unique
We love the versatility of this home. It's spacious enough for an extended family, a large group, or even two small families. Entertaining areas include the living room, dining room, patio, and full finished basement. The four full bathrooms also make it easy for everyone to get ready at the same time. It's close to everything, but still allows for a quiet escape.