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Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!

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A spacious kitchen with white cabinetry, a central island with seating, a stainless steel refrigerator, and a built-in oven.
A spacious dining area with a large wooden table and wicker chairs, a kitchen with white cabinets, and a staircase leading to another level.
A stone fire pit with seating around it, surrounded by greenery.
A spacious living room with two sofas and a patterned ottoman, a staircase, and a kitchen in the background.
A two-story house with a front porch, a driveway, and a well-maintained lawn.

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms5 bathroomsSleeps 123500 sq ft

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
    ‪8 min walk‬
  • Place, Circuit Avenue
    ‪16 min walk‬
  • Place, Oak Bluffs Town Beach
    ‪19 min walk‬
  • Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)
    ‪19 min drive‬

Room options

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Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel
Edgartown
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
4.2 out of 5, Very Good, 639 reviews
$272 nightly
The price is $303
Oct 12 - Oct 13
Total with taxes and fees
Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

About the neighborhood

Oak Bluffs

With a stay at this vacation home in Oak Bluffs, you'll be within a 10-minute drive of Inkwell Beach and Martha's Vineyard Hospital Development. .This family-friendly vacation home is 15.3 mi (24.6 km) from Cape Cod Beaches and 9.5 mi (15.3 km) from Woods Hole Ferry Terminal.
View more Vacation Homes in Oak BluffsOpens in a new window

What's nearby

  • Oak Bluffs Harbor - 8 min walk - 0.5 miles
  • Oak Bluffs Public Library - 13 min walk - 0.7 miles
  • Circuit Avenue - 16 min walk - 0.9 miles
  • Oak Bluffs Town Beach - 19 min walk - 1.0 mile
  • Inkwell Beach - 3 min drive - 1.1 miles

Getting around

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

Restaurants

  • ‪Lookout Tavern - ‬17 min walk
  • ‪Nancy's - ‬14 min walk
  • ‪Nomans - ‬4 min drive
  • ‪Portuguese-American Club - ‬3 min drive
  • ‪Biscuits - ‬14 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.

Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!

Pirate's Reef is a NEW and beautifully decorated residence that offers 5 spacious bedrooms (2 master suites!) with 4.5 bathrooms, full finished basement with wet bar and combo pool table/table tennis, and accommodates up to 12 guests.

This is the PERFECT vacation home for you and your guests. This home is nestled behind the historic Shearer Cottage on a quiet lane in East Chop, located just minutes away from all the charm and activities that Oak Bluffs has to offer. The beach, harbor, and town are all just a pleasant 15 minute walk away, or less than a 5 minute drive/bike ride. Guests will enjoy the private, wooded area of the home's setting, allowing one to truly experience the magic of Vineyard "island living."

Each floor features 1 master suite and 1 living room, making it quite comfortable for multiple families, large groups, and entertaining. Pirate’s Reef has custom carpentry, a gas fireplace, central air conditioning, ceiling fans, a Weber gas grill, and a fire pit to help create those special memories outside. The home has blazing fast 1,000 mbps (1 gigabyte) WiFi, for when you want to stream your favorite TV shows and movies from the multiple Samsung SmartTVs throughout the home, or if you want to go live on Instagram #getawaysociety #piratesreef. The high-speed internet is ideal for those who want to “work-from-anywhere,” which in this case is the beautiful and serene island of Martha’s Vineyard.

The main level has a gourmet kitchen with a breakfast bar, a Keurig coffee maker, dishes, utensils, pots, pans, along with a gas range, and stainless steel appliances. The dining room has a large farmhouse table that seats at least 8 people. The living room has a 55” SmartTV with access to apps such as Netflix, Hulu, and Amazon Video, along with a DVD player. The main floor master bedroom has a king bed, flat screen TV, two large closets, and the bathroom has a huge walk-in shower.

The second level has 4 bedrooms. The upstairs master bedroom has a king bed, flat screen TV, and an en suite bathroom. The upstairs living room/bedroom has a sliding door and a private bath, flat screen TV, sleeper sofa, and a twin bed. The 4th bedroom has a full and twin bed and shares a Jack and Jill bathroom with the 5th bedroom, which has a queen and twin bed.

The full finished basement provides even more SPACE. Upon walking downstairs you'll immediately notice the warm hue of the hardwood floors, gray furniture, and gorgeous granite countertops on the wet bar. To top it off, the basement also contains a pool table and 65" SmartTV to ensure a good time will be had by all!

Off the living and dining room there is a wraparound deck with a Weber gas grill and outdoor seating, 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. The washer and dryer is located in the unfinished basement. There is also ample parking in the driveway for 6 cars. This is a quintessential Martha's Vineyard vacation home and will exceed your expectations!

Note: The guest house above the garage is NOT part of the home rental.

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.
Make yourself comfortable in this air-conditioned vacation home, which features a fireplace and a Smart TV. There's a private patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. A flat-screen television with Netflix is provided, while complimentary wireless internet access keeps you connected.
Take in the views from a garden and make use of amenities such as an arcade/game room and barbecue grills.
Guests will find features like wireless internet access and onsite parking.

Property amenities

Beach

  • Beach loungers
  • Beach towels

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car recommended
  • Parking on site

Kitchen

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

Dining

  • Chef service
  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

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

Living spaces

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

Entertainment

  • DVD player
  • Games
  • Hulu
  • Netflix
  • Smart TV with cable/satellite channels
  • Stereo
  • Streaming services
  • Video games

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washer/dryer

Work spaces

  • Computer monitor
  • Desk
  • Desk chair
  • Printer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Meal delivery service
  • Phone
  • Smartphone

Location highlights

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

Things to do

  • Arcade/game room
  • Billiards/pool table
  • 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
  • Water skiing nearby
  • Wildlife walks nearby
  • Windsurfing 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: 3,500 square feet

Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in available

Check-out

Check-out before 10:00 AM

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

Pets not 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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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
Property Registration Number C0079082210

We should mention

A car is recommended for transportation to and from this property

Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 72 out of 76 reviews
Rating 8 - Good. 3 out of 76 reviews
Rating 6 - Okay. 1 out of 76 reviews
Rating 4 - Poor. 0 out of 76 reviews
Rating 2 - Terrible. 0 out of 76 reviews

9.6/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Zanetta L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
I could say a lot of great things about the location/property/attention to details but the easiest way to sum it up is that I’m ready to book for next year.
Stayed 4 nights in Jun 2026
Verified review

10/10 Excellent

Catherine W.

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

Amazing stay

Everything was really clean and as advertised.
Stayed 3 nights in Sep 2024
Verified review

10/10 Excellent

Lisa A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our book club stayed at this property for a week in May, and we had a wonderful experience. The home is newly renovated and beautifully updated, with everything we needed and more. The kitchen was especially well equipped, featuring modern appliances, two different coffee makers, a separate ice machine in addition to the refrigerator ice maker, and gorgeous countertops.While the property was a bit difficult to find, we were truly pleased once we arrived. The booking process was smooth, communication was prompt and consistent throughout. There was a property manager close by who responded quickly to our queries and the home was spotless and freshly painted upon our arrival. We would absolutely stay here again and highly recommend this property to others!
Stayed 4 nights in May 2026
Verified review

10/10 Excellent

Eileen P.

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

Beautiful home, walk to Oak Bluffs

Large home with plenty of room for extended family. Located in quiet neighborhood close to Oak Bluffs, would highly recommend.
Stayed 7 nights in Jul 2023
Verified review

10/10 Excellent

RON R.

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

Great House

Great house and Corrington was a pleasure to work with.
Stayed 4 nights in Sep 2023
Verified review

8/10 Good

Johnnita B.

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

Beautiful Property

2 families stayed at this lovely property for a mini getaway. The home included all of the amenities to keep the kids and adults entertained during the stay. We would definitely book again. The owner is very responsive and helpful.
Stayed 3 nights in Jun 2022
Verified review

10/10 Excellent

Ajah A.

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

Rainy but Restful

Rainy until the last day but once we learned our way around, we really enjoyed the town! Super cute and charming, the home is well appointed with all that you need and a place for everyone to rest and relax.
Stayed 3 nights in Sep 2024
Verified review

10/10 Excellent

Paulette L.

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

Grand Getaway

Beautiful property! Our every need was met! Carrington our host was extremely attentive and available to answer our questions. Will definitely recommend to others!!
Stayed 4 nights in May 2024
Verified review

8/10 Good

Christina L.

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

Holiday

Great
Verified review

10/10 Excellent

Kelly W.

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

Look no further! Beautiful property in a quiet, convenient location!

This lovely home was the nicest rental my family and friends have had the pleasure of visiting. Every room was clean, up-to-date, spacious, and comfortable. More than enough bathrooms for everyone! Plenty of beach equipment and games/entertainment for a rainy day. The kids didn't want to leave! The finished basement and beautiful outside space are a bonus. Plus, the location is ideal in a quiet neighborhood close enough to walk to the beach and downtown Oak Bluffs. We had an amazing long weekend getaway! Thank you for making the reservation process and check-in/out so easy and convenient! We would love to stay here again!
Stayed 3 nights in Jun 2023
Verified review

10/10 Excellent

Katherine H.

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

Perfect house for large group

This house was a great find for our MV stay. We had a mix of small kids and adults and the house had everything we needed to enjoy our stay from the # of beds & baths, the bonus room downstairs & spacious side yard with fire pits. The only down side to our stay was there were ticks that we found on us and the kids after playing in the yard that we had to worry about throughout our stay. Perhaps we visited at the height of tick season (June) and this house is in a secluded area in the woods so not necessarily surprising but would advise others to continually use bug spray when in the yard. House is great location to local beaches & downtown OB and we enjoyed walking everywhere. Overall we would love to stay again here next year!
Stayed 3 nights in Jun 2023
Verified review

10/10 Excellent

Sharon H.

Gorgeous home for a wonderful Vineyard get away

I had the pleasure of renting this beautiful home for a short stay as we got ready for my daughters wedding . Although we have a condo on the Vineyard, we needed a larger home suitable for gathering some of the family in the wedding party. We were fortunate to have found Pirate’s Reef. It is an absolutely beautiful home and every amenity you needed was on hand. There was space for every one with room to spare in the newly finished basement. The home is gracious but homey. It was recently constructed ( a big plus from my perspective ) and no detail had been overlooked. The location is also great, very convenient to Oak Bluffs. Five stars plus.
Stayed 3 nights in Sep 2018
Verified review

6/10 Okay

Susan P.

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

Great house/needs attention to detail

The location, size, layout, and amenities of this house are wonderful. The owner was very good at communicating, and always got back to us promptly. And although the owner attempted and mostly succeeded at fixing all of our issues promptly, we were disappointed in certain aspects of the house, mainly related to organization and neatness of closets, kitchen cabinets and drawers, as well as the quality of toilet paper, towels, and such. Hopefully what we pointed out to him has been addressed, and if so, this is a wonderful place to stay and enjoy all that the Vineyard has to offer.
Stayed 7 nights in Jun 2023
Verified review

10/10 Excellent

Alex D.

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

Exactly as advertised - Great spot for a group

The property is exactly as advertised. The only potential “surprise” was how incredibly well stocked the kitchen was upon arrival (we expected very basic supplies, but were pleasantly surprised to find everything we could possibly need). The house was large, had plenty of sleep and relaxation space, was clean, and properly advertised on the listing. The host was easy to communicate with and provided updates as needed throughout (at one point I let him know a couple light bulbs were dead but that I didn’t need him to do anything during our trip. He replied immediately and offered to come by and replace if we wanted that day). Everything was easy and you should have no hesitations about staying here.
Stayed 5 nights in Sep 2023
Verified review

10/10 Excellent

sarah s.

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

PERFECT home!

This is the most perfect home - everything we needed and more for a large multi-family vacation! The different levels and gorgeous outdoor living space allowed for privacy when needed and multiple hangout spots. The open kitchen, large dinning table, and living room shared space made for dancing in the kitchen while preparing meals, at the same time as intense family card games around the dining room table, and others binging favorite shows on the big screen smart tv - with quick breaks for stiff ping pong competitions in the amazing finished basement, followed by perfect nights with s’mores around the outdoor fireplace! We’ve rented for close to 15 years on the other side of OB by Waban/Niantic Park, and so weren’t sure if the location would work for kids (and adults) walking and biking into town - especially at night when teens going to the arcade - but it was a PERFECT location for everyone! Cannot wait to go back again. Thank you, thank you for the BEST house for our annual family trip!
Stayed 7 nights in Jul 2023
Verified review

10/10 Excellent

pamela j.

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

Great family vacation spot

My extended family of 10 spent our family vacation on the Vineyard and we stayed at Pirate’s Reef for one week in late July. We had a delightful time on the Vineyard and we particularly enjoyed the Pirate’s Reef house. When we were in the house, we spent most of our time on the first floor and on the deck. We loved the open design that allowed us to congregate in the kitchen, living room and dining area. The house has a terrific layout and is beautifully furnished. The basement is also a great addition. We really enjoyed the ping pong/pool table. Most of the bedrooms had en suite baths – a rarity in Oak Bluffs. The location is perfect. It’s a 10-minute walk to restaurants and retail stores on Circuit Avenue, and a 15-minute walk to the beach. The house is tucked away on a street that is off the beaten path. This adds to the charm of the house. But I suggest that you ask for turn by turn directions to the house. The roads are single-lane dirt roads without street lights. We arrived at night and had a very hard time finding the house. Bottom line – you can’t go wrong with Pirate’s Reef. A great place to stay on Martha’s Vineyard.
Stayed 7 nights in Jul 2019
Verified review

10/10 Excellent

Helina T.

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

Perfect getaway

We were visiting family for thanksgiving and had a great time. There were a couple of issues like a clogged drain and scratched pans that the property manager immediately resolved. He brought a whole new set of pots and pans. We would definitely stay at this property again.
Stayed 6 nights in Nov 2022
Verified review

10/10 Excellent

Marie B.

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

More beautiful than advertised!

This was such a beautiful home, inside and out! We loved everything about it. It had everything we could possibly need, and even more. Carrington was helpful and friendly, and good response time each time we reached out. Will definitely stay here again!
Stayed 3 nights in Oct 2022
Verified review

10/10 Excellent

Meaghan T.

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

Fantastic house for a large group! Great indoor/outdoor space & close to town!

My friends and I just spent 3 nights at this gorgeous East Chop property. Everyone in the group gives it 5 stars. First off, the location is prime. It's less than a 5 minute drive to the OB dock and 10 minutes to VH. You can easily walk down to the marina and over to Circut Ave. The house and property itself were an absolute delight. The house is equipped with everything you could possibly need and then some. The large kitchen, dining space, living room with gas fireplace, and the bonus basement living room and bar, made this house perfect for 10 guests. With 5 bedrooms and 5 bathrooms everyone had enough space to stretch out and have privacy. I think our favorite feature was the outdoor space - the gas fire pit on the deck was awesome for morning coffee lounging. The fireplace in the yard was perfect for the evening fires, which came stocked with firewood. The yard is a great size for gathering a group for lawn games or a yoga session. The property manager was fantastic at coming to our rescue we when realized some light fixtures were not working properly. We arrived during a storm and had a surge, so they arranged a convenient time for it to be addressed and then fixed quickly. We also received an extra propane tank for our stay and plenty of firewood! Note - follow the GPS carefully. The location is a bit tricky with narrow dirt roads that break off. It's totally worth it for the peaceful location. You might even see deer like we did a few times. If you're looking for a spacious place to stay with great indoor/outdoor entertaining space, plus close to town, this property is it! Enjoy your stay! We'll be counting down until our next one. Cheers!
Stayed 3 nights in Sep 2022
Verified review

10/10 Excellent

Carol G.

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

Family on the Vineyard

This property was the perfect fit for our family. Plenty of room to spread out, impeccably clean, functional layout, and lots of extras. Highly recommend & would love to come back very soon.
Stayed 4 nights in Sep 2022
Verified review

10/10 Excellent

Sue R.

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

Annual MV Vacation

Beautiful property! Perfect location for walking to Oak Bluffs/Circuit Ave and small local beaches. Fully equipped kitchen to meet all your needs! Our host, Carrington, always responded within 30 minutes to any email questions! We would highly recommend this property.
Stayed 7 nights in Jul 2022
Verified review

10/10 Excellent

Pete M.

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

Great Stay!

The property was perfect for our family of 10 staying for a week in Martha's Vineyard. The amenities were awesome and a very short walk or bike ride into Oak Bluffs. We took advantage of the outdoor fireplace and grill on several occasions. I would highly recommend this property.
Stayed 7 nights in Jun 2022
Verified review

10/10 Excellent

Paul K.

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

Great house for a family MV holiday

Very nice house in great location - quiet setting within easy walking distance to Oak Bluffs. The house has everything required to make a stay on MV easy and was perfect for our family visit. The host is very helpful and communicates quickly to answer any questions. Overall I highly recommend the property.
Stayed 5 nights in Jun 2022
Verified review

10/10 Excellent

Sandra G.

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

MVY Birthdays

Easy to rent, great condition , Would highly recommend !!!
Stayed 4 nights in May 2022
Verified review

10/10 Excellent

Eric K.

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

Very Ebjoyable

We were very pleased with the property. There was more than ample both community space and private space. Property was exceptionally clean and the beds were very comfortable. The host, Carrington responded very quickly. The caretaker, Jeremy, was also very good and responsive. We will definitely stay here again and highly recommend it.
Stayed 5 nights in May 2022

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