Quintessential MV home near Oak Bluffs, beach & harbor

Oak Bluffs, Massachusetts
$1042 avg/night
Minimum Stay 3 Nights
Bed 4

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 9

Max Sleeps

Night 3 nights

Min Stay

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. Enjoyslow 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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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Sun Loungers Beach Towels Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided
  • GENERAL

    Smartphone Unit Size: 2500 Sq Ft (232 Sq M)
  • KITCHEN

    Coffee Grinder Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Paper Towels Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Car Recommended Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 500+ Mbps (good For 6+ People Or 10+ Devices)
  • OUTDOORS

    Garden Gas Grill Outdoor Furniture Patio
  • BATHROOMS

    4 Bathrooms Bathtub Or Shower Hair Dryer Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk Desk Chair Office Printer
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Cycling Nearby Fitness Facilities Nearby Hiking Nearby Kayaking Nearby Marina Nearby Power Boating Nearby Rafting Nearby Sailing Nearby Swimming Nearby
  • ENTERTAINMENT

    Arcade/game Room Books DVD Player Games Stereo Table Tennis Video Games Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Toys Playground
  • LOCATION HIGHLIGHTS

    Near A Hospital Near The Bay
  • SERVICES AND CONVENIENCES

    Chef Iron/ironing Board Local Meal Delivery Service
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 9

Map Map

School District Availability

Review Review

  • Jenna A.

    Submitted Sep 29, 2025

    Stayed Sep 25, 2025

    We stayed at this home during a visit to Martha’s Vineyard with our two young kids. While the location was great and the host, Carrington, was responsive and polite, we were disappointed with the cleanliness and condition of the interior of the property. There’s a beautifully done porch and retaining wall making the outdoor area ideal. There were several maintenance and housekeeping issues that we reported upon arrival. Carrington acknowledged them and said they would be addressed with the team, which we appreciated.Overall, the communication was great, location was great, but the home needed improvements in terms of readiness and upkeep.

  • Kathryn K.

    Submitted Sep 21, 2025

    Stayed Sep 9, 2025

    Property was overall very good with plenty of space for the family. My one issue was the condition of the toilet seats. The white paint was rubbed off of almost all the toilets, exposing the pressboard underneath. This is extremely unhygenic and my family had to buy toilet covers just to use the restroom. For the thousands of dollars we spent, I would have expected better hygiene and maintenance.Another side note - there is not a single full body mirror in the entire home. We had formal dinners planned and had to take pictures of ourselves just to get ready. Half of our family were women so you.can imagine that did not make them happy. Other than this - the home is nice, the basement is fun, the BBQ space was great, and the kitchen was well stocked. We would stay there again.

  • Jenny D.

    Submitted Sep 26, 2024

    Stayed Sep 12, 2024

    Beautiful home on quiet street within walking distance to Oak Bluffs. Well equipped kitchen and comfy family room. Beautiful primary suite with huge modern bathroom. Carrington was an excellent host and very responsive to anything that came up.

  • Peter V.

    Submitted Aug 3, 2024

    Stayed Jul 27, 2024

    We loved the house and the listing was exactly as written. The hosts were very responsive to any issues. The location was great for us as our kids could bike to the beaches and downtown. We would love to return next year! Thanks so much!

  • Submitted Oct 3, 2023

    Stayed Sep 14, 2023

    The house itself was great for us. The basement was a little musty. It’s location is close to town, but I wish there was a direct way to walk into town without having to walk on a main road.

  • Jennifer D.

    Submitted Sep 19, 2023

    Stayed Aug 31, 2023

    Just a quick 4 minute drive to downtown. Listing was accurate and place was clean!

  • Dozie A.

    Submitted Aug 29, 2023

    Stayed Aug 5, 2023

    From the minute we booked his lovely home, Carrington was extremely communicative and helped ensure we had an informed and fun first visit on the island. His property is spacious and has enough room to accommodate groups of many different sizes and flavors. The property also has a surprisingly large back area with a functioning gas grill. The downstairs/basement also offered a fun arcade style video game setup which the kids loved as well as additional lounging and restroom options. Most importantly the property was very close to the main drag of Oak Bluff and we enjoyed our daily walks to Circuit for shopping and dining as well as to the Inkwell for our beach day. Overall had a great time and would not hesitate to stay again at Carrington’s property!

  • Emily C.

    Submitted Jul 31, 2023

    Stayed Jul 22, 2023

    What an incredible location! We were so excited to be just a short bike ride to OB for our 5th annual vineyard vacation. Carrington's house was perfect for us with spacious bedrooms and comfortable beds. Our girls loved the outdoor shower, and the basement offered a fun play place. The porch out front was great for morning coffee and book reading. Carrington was very communicative and responsive, even helping us out on night one when my little one accidentally locked herself out of her bedroom. There was plenty of general house needs, like ample kitchen wares, beach towels, and beach chairs. We were incredibly happy with the accommodations, and will be back!

  • Russell H.

    Submitted Jul 23, 2023

    Stayed Jul 15, 2023

    issue with recycle not being accepted... Overall pleased

  • Toni R.

    Submitted Jul 5, 2023

    Stayed Jun 24, 2023

    Master is amazing. Other bedrooms were a good size. Plenty of room for everyone. So peaceful.

Your dates are Available!

Total

Includes taxes and fees
$1,042+
View details