The quintessential MV home. Now booking for 2026!

Oak Bluffs, Massachusetts
$922 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 young, Victorian-style home, designer-decorated and nestled on a quiet lane in East Chop, located just minutes away from all the charm and activities Oak Bluffs has to offer. The beach, harbor, and town are all just a pleasant 15-18 minute walk away, or less than a 5 minute drive/bike ride.

NEW UPGRADES: The kitchen has been remodeled to included fresh cabinetry, gorgeous dark gray quartz countertops, and white subway tile backsplash. The first floor bathroom has also been remodeled top to bottom, to include new flooring, new vanity, and a white floor-to-ceiling tiled, zero-entry shower.

This air-conditioned home has a newly renovated eat-in-kitchen and separate dining room that can accommodate up to 9 guests. The living room is accented by a 40-inch Samsung SmartTV, and a charming beach stone fireplace.

Upstairs, the spacious master en suite features a warm blue color decor, 40-inch Samsung SmartTV, and a separate attached room that makes for a great office, sitting room, or nursery, and the bathroom features a mosaic-tiled shower. The first floor bedroom has a queen bed, 32-inch Samsung SmartTV, and right outside the door, a fully renovated full bathroom, complete with new flooring, a new vanity, and a beautiful floor-to-ceiling tiled shower. The two upstairs bedrooms each have two twin beds, including one with a trundle, and share the full hallway bathroom. The twin beds can also be converted into king beds.

Downstairs you will find a finished basement with a full bathroom, laundry room, 48-inch SmartTV, and an arcade machine – perfect for rainy day activities.

The front porch is equipped with rocking chairs perfect for a quiet afternoon reading or relaxing. Outside is a large deck, Weber gas grill, patio furniture, a backyard, and a hammock, which provides a great environment for cookouts and gathering with friends and family. An outdoor shower enables you to rinse off after a long day at the beach. There is ample parking for two cars in the driveway. The home has blazing fast 1,200 mbps (1+ gigabyte) WiFi, for when you want to stream your favorite TV shows and movies from the multiple Samsung SmartTVs throughout the home.

This is a quintessential Martha’s Vineyard vacation home!

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 the cost of laundering. Guests are subject to an additional $250 cleaning fee if grill not cleaned adequately after use.

We have consulted sources such as the Centers for Disease Control (CDC), Environmental Protection Agency (EPA), and World Health Organization (WHO). We are also implementing best practices from some of the top medical and hospitality institutions in the world to ensure we have the best cleaning and disinfecting protocols. Please rest assured that a clean home for our guests is of the utmost importance to us.

This is a Getaway Society vacation rental home. Please ask us about our portfolio of homes in Martha's Vineyard, Hilton Head, Orlando, Gatlinburg, Sandbridge Beach (Virginia), Broken Bow (Oklahoma), and the Pocono Mountains. Our vacation rental properties are perfectly located and stylishly designed to help you create an amazingly memorable experience on every single getaway. Visit our website for more information.

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  • Feature Features
  • Map Map
  • School District Rates & 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

    Blender Coffee/tea Maker Dishwasher Lobster/crab Pot Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Car Recommended Onsite Parking
  • INTERNET

    Free WiFi
  • 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

    Basketball Nearby Birdwatching Nearby Fishing Nearby Fitness Facilities Nearby Hiking Nearby Horse Riding Nearby Kayaking Nearby Mountain Biking Nearby Power Boating Nearby Rafting 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 Rates & 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
$922+
View details