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The quintessential MV home. Now booking for 2026!

Family-friendly stay near Inkwell Beach

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Smart TV, fireplace, video games, DVD player
Property grounds
Game room
Property grounds
Terrace/patio

Reviews

9.8 out of 10
Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 9232 sq m

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Oak Bluffs, MA
  • Place, Oak Bluffs Harbor
    ‪10 min walk‬
  • Place, Circuit Avenue
    ‪17 min walk‬
  • Place, Oak Bluffs Town Beach
    ‪3 min drive‬
  • Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)
    ‪20 min drive‬

Room options

About the area

Oak Bluffs

Close to the beach.Your stay at this Oak Bluffs vacation home places you within a 10-minute walk of Oak Bluffs Harbor and Martha's Vineyard Hospital Development. Inkwell Beach and East Chop Light are also within 2 miles (3 km).
View more Vacation homes in Oak BluffsOpens in a new window

What's nearby

  • Oak Bluffs Harbor - 10 min walk - 0.8 km
  • Circuit Avenue - 17 min walk - 1.5 km
  • Ocean Park - 19 min walk - 1.6 km
  • Oak Bluffs Town Beach - 3 min drive - 2.1 km
  • Inkwell Beach - 3 min drive - 2.1 km

Getting around

  • Vineyard Haven, MA (MVY-Martha's Vineyard) - 16 min drive

Restaurants

  • ‪Offshore Ale Co. - ‬19 min walk
  • ‪Lookout Tavern - ‬20 min walk
  • ‪The Barn Bowl & Bistro - ‬3 min drive
  • ‪Sharky's Cantina - ‬18 min walk
  • ‪Giordano's Restaurant - ‬18 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

The quintessential MV home. Now booking for 2026!

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.

Similar properties

Garden
MV Surfside Hotel
Oak Bluffs
  • Pet friendly
  • Air conditioning
  • Parking available
  • Housekeeping
4.4 out of 5, Excellent, 848 reviews
The price is CA $318
CA $390 total
includes taxes & fees
Jun 18 - Jun 19
MV Surfside Hotel

Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car recommended
  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Kitchenette
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Chef service
  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 4 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Books
  • DVD player
  • Games
  • Smart TV with cable/satellite channels
  • Stereo
  • Video games

Outdoor areas

  • Garden
  • Gas grill
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair
  • Office
  • Printer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Meal delivery service
  • Smartphone

Location highlights

  • Near a hospital
  • Near the bay
  • Near the marina

Things to do

  • Arcade/game room
  • Table tennis
  • Basketball nearby
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Rafting nearby
  • Sailing nearby
  • Swimming nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 2,500 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:
Remove personal items, remove leftover food and drinks, and take out the trash
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.

Rules

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.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed
MUST be approved by Owner.

Smoking

Smoking is not permitted

Important information

You need to know

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
Onsite parties or group events are strictly prohibited
Note from host: MUST be approved by Owner.
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. Note from host: MUST be approved by Owner. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Property Registration Number C0079042210

Property is also known as

Come experience this classic Victorian home
Come Experience a Fall Getaway on the Vineyard!
Come Experience a Winter Getaway on the Vineyard!
Classic Victorian home, now booking for Summer 2022 Oak Bluffs
Classic Spacious Vineyard Home! Minutes From Downtown Oak Bluffs

Frequently asked questions

How close is The quintessential MV home. Now booking for 2026! to the airport?

This vacation home is 7.6 mi (16-min drive) away from the Vineyard Haven, MA (MVY-Martha's Vineyard) airport, the closest popular airport to the property.

Does The quintessential MV home. Now booking for 2026! have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is The quintessential MV home. Now booking for 2026! to the beach?

This vacation home is 15.4 mi (68-min drive) from Cape Cod Beaches and 1.4 mi (3-min drive) from Inkwell Beach. Don't forget your sunscreen!

Does The quintessential MV home. Now booking for 2026! offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at The quintessential MV home. Now booking for 2026!?

No, there is no casino at this vacation home.

What time is check-in at The quintessential MV home. Now booking for 2026!?

Check-in begins at 4:00 PM.

Is there free parking at The quintessential MV home. Now booking for 2026!?

Free parking is not available at this vacation home.

Does The quintessential MV home. Now booking for 2026! have a pool?

This vacation home does not have a pool.

Does The quintessential MV home. Now booking for 2026! have a spa?

There are no spa services available at this vacation home.

How close is The quintessential MV home. Now booking for 2026! to downtown Oak Bluffs?

This vacation home is 0.4 mi away from East Chop.

The quintessential MV home. Now booking for 2026! Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 46 out of 55 reviews
Rating 8 - Good. 8 out of 55 reviews
Rating 6 - Okay. 1 out of 55 reviews
Rating 4 - Poor. 0 out of 55 reviews
Rating 2 - Terrible. 0 out of 55 reviews

9.4/10

Cleanliness

Reviews

Verified

10/10 Excellent

Jennifer D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome location!

Just a quick 4 minute drive to downtown. Listing was accurate and place was clean!
Stayed 3 nights in Aug 2023
Verified

10/10 Excellent

Lynn D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Highly recommend

Nice property. Would rebook
Stayed 4 nights in Jun 2023
Verified

10/10 Excellent

Peter V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect for our annual MV vacation

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!
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Toni R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great House.

Master is amazing. Other bedrooms were a good size. Plenty of room for everyone. So peaceful.
Stayed 7 nights in Jun 2023
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Good for families or a group of friends

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.
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

Jenny D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely MVI home

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.
Stayed 4 nights in Sep 2024
Verified

6/10 Okay

Jenna A.

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness
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.
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Emily C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Oak Bluffs Oasis

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!
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Dozie A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Exactly what we were looking for!

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!
Stayed 7 nights in Aug 2023
Verified

10/10 Excellent

Russell H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The recycle pick up

issue with recycle not being accepted... Overall pleased
Stayed 7 nights in Jul 2023
Verified

8/10 Good

Kathryn K.

Liked: Check-in, communication, location, listing accuracy
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.
Stayed 5 nights in Sep 2025
Verified

10/10 Excellent

S. K.

Five Stars Across the Board!!!

As a travel afficionado, I'm always both impressed by wonderful accommodations and and appreciative of excellent customer service! Our experience with this home (and the owner) was fantastic! First of all, this home has air conditioning, which can be hard to come by on MV! The location is PERFECT! It's super close (e.g., 3-5 minute drive) both to the beach and to all of the "action" on Circuit Avenue. And, since the home is on a quiet street, it's perfect for sleeping in, having a relaxing cup of coffee in a rocking chair on the front porch, or sitting on the back deck watching the kids play in the enormous backyard. The rooms are spacious and the home is well appointed. The kitchen had everything we needed! The kids loved the ping-pong table and arcade machine in the basement. And, it was great to have two living areas for folks to relax. Also, the office off the master bedroom was perfect for those needing a quiet place to work, read or relax. With all that said, what put this home over the top was the customer service. The owner (Carrington) is incredibly professional and super responsive! He had wonderful and thoughtful suggestions about things to do in MV. It's clear that he is committed to excellence!! I would DEFINITELY recommend this home to friends and family. And, I would most certainly stay here again! You can't go wrong with this home. Enjoy!
Stayed 7 nights in Jul 2018
Verified

10/10 Excellent

Trevor W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Yellow House

Outstanding time at the house. Great location and the house had everything that we needed. Gas grill and a Fire pit that we used a couple of nights. Second time there and planning on returning.
Stayed 7 nights in Sep 2022
Verified

10/10 Excellent

Audrey D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Birthday Celebration

Very nice, roomy rental with wonderful features. Best things about the house are the short picturesque walk to Circuit Avenue, the number of bathrooms and the beautiful outdoor back and front yards. Enjoyed my stay at the house and would use it again. Thanks Carrington.
Stayed 4 nights in Sep 2022
Verified

10/10 Excellent

Bram R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Martha's Vineyard: Summer 2022

Completely enjoyed our stay. Five-Stars all around!
Stayed 7 nights in Jul 2022
Verified

10/10 Excellent

Zanetta D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Oak Bluffs Gem

This Oak Bluffs home is lovely. It is well-appointed, with everything needed to enjoy your Martha's Vineyard vacation, from comfortable furniture to kitchen necessities to board games to beach chairs. The owner, Carrington, is responsive to questions, and provides great recommendations for activities and restaurants.
Stayed 7 nights in Jul 2022
Verified

8/10 Good

Amy D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Long Weekend

House was just as described, with a very cute back porch that we relaxed on. We honestly didn't spend a ton of time on the house, more out and about enjoying the island. The only odd thing we found was the bathtub on the front porch, but other than that it was a very nice house and stay. Thank you!
Stayed 3 nights in Jun 2022
Verified

10/10 Excellent

Myra B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fun mini vacation

Wonderful rental property!
Stayed 3 nights in May 2022
Verified

8/10 Good

Lisa E.

Liked: Check-in, communication, location, listing accuracy

Nice family/friends getaway in East Chop

Our family enjoyed spending time together, and with friends, at this nice home on MV in the East Chop area. When we weren’t traveling up island or to Edgartown, we very much enjoyed the short walk to Circuit and jetty beach, as well as quick drive to Vineyard haven. The owner was receptive to us for any of our needs before and during our stay. We had a lovely time!
Stayed 5 nights in Jun 2022
Verified

8/10 Good

Dorothy D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

House was nice but smaller than appeared on VRBO

Nice stay.
Stayed 3 nights in Oct 2021
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wedding Weekend

We stayed here for a family wedding. The location was perfect, a very quiet street in September, you can walk to Oak Bluffs or an easy bike ride. The owner was easy to communicate with, he sent me a welcome text the morning of check-in (first time an owner did that) and later that first day, we wanted to play corn-hole but couldn't find the bean bags. He suggested a locked closet and they were there. Very responsive and even at check-out I had a question and he responded within minutes. The house is tastefully decorated and has everything you would need. Would stay again if I had a big group, we had 5 adults.
Stayed 4 nights in Sep 2021
Verified

10/10 Excellent

Victoria H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely stay in East Chop

We rented this home for a family vacation which included 7 adults and one infant. Everyone enjoyed the stay and was comfortable in the house. Carrington (the owner) is very responsive to any needs you have prior to the trip and during. The extras included in the house were nice to have access to, like kids toys, washer/dryer, beach chairs and umbrella, kitchen tools, etc. The deck in the back was a great gathering spot for our family and we enjoyed the gas fire pit at night. I would highly recommend this property!
Stayed 7 nights in Jul 2021
Verified

10/10 Excellent

Tom P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home in the heart of everything MV has to offer

What a fantastic week my family and I had at Pirate's Cove! This house is spacious, immaculately clean, and in a wonderful location with easy access to everything. We rode bikes to the beach, into town, and enjoyed the patio, games, and relaxing front porch on this beautiful Victorian. Carrington was a dream to work with and communicated with us every step of the way. He even had extra pillows and blankets delivered right to our door. Five-star service at its best. We will be back and we highly recommend this property!
Stayed 7 nights in Jul 2021
Verified

10/10 Excellent

Brian A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spacious, great location - excellent spot for a family to vacation on the Vineyard

House location is situated very close to Oak Bluffs (about a 3 min. drive) & just a short drive to Vineyard Haven. Neighborhood was quiet & situated just a short distance off of one of the island’s main roads. House is spacious & easily accommodated our large group with its 4 bedrooms & expansive basement space. The 3 full bathrooms & the other with only the standalone tub was extremely convenient for a big group & helped avoid competing for showers after long days on the beach. The multiple dining areas, inside & out, made it a great spot to dine in & avoid having to go out for meals constantly with such a large group. Large back deck with grill for cooking out accommodated our group for multiple meals at home. Living room space, basement & back deck provided excellent areas for relaxing & watching TV. Front porch provided a nice quiet spot to hangout & the yard provided a decent space for children to play. The multiple AC units throughout the home are a nice convenience & given the average temperature during our stay was in the high 80’s to low 90’s, the AC was able to sufficiently keep the entire home quite comfortable. Would suggest guests bring extra towels as they were limited, however the onsite washer & dryer allowed us to be assured of having clean towels at all times. All in all is a great & highly recommended spot for large groups or families looking to take in all that the Vineyard has to offer in a comfortable, spacious & well located home on the island. We’ve been traveling to the Vineyard for 25 years & this was certainly one of the better homes we’ve had the opportunity to stay in.
Stayed 9 nights in Jul 2020
Verified

10/10 Excellent

Jodi M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved our stay on the Vineyard

Carrington was very responsive and professional to deal with. The location was great and we loved having a private back yard. Plenty of hang out spaces for kids and adults, which was great! We would rent here again!
Stayed 7 nights in Jul 2020