Apartment

Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt

Photo gallery for Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt

A two-story house with a porch, a front yard, and a driveway.
A park with a gazebo, people sitting on the grass, and houses in the background.
A kitchen with wooden cabinets, a stainless steel stove, and a refrigerator.
A compact living space with a kitchenette, a sofa, a dining area, and a staircase leading to an upper level.
A wooden deck with a covered grill area, a metal chair, and a view of neighboring houses.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
This apartment accommodates 4 guests with 1 bedroom and 1 bathroom. It features a patio for outdoor relaxation. Adventure seekers can enjoy swimming, sailing, and mountain biking nearby, while Circuit Avenue and Ocean Park offer additional attractions. The stay is pet-friendly.

Highlights

  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Inkwell Beach
1 bedroom1 bathroomSleeps 4

Popular amenities

  • Pet-friendly
  • Kitchen
  • Air-conditioning
  • Barbecue grill
  • Deck or patio
  • Free Wi-Fi

Explore the area

View in a map
Oak Bluffs, MA
  • Place, Circuit Avenue
    ‪1 min walk‬
  • Place, Oak Bluffs Harbor
    ‪3 min walk‬
  • Place, Inkwell Beach
    ‪6 min walk‬
  • Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)
    ‪19 min drive‬

Rooms & beds

1 bedroom (sleeps 4)

Bedroom

1 Queen Bed

Living Room

1 Double Sofa Bed

1 bathroom

Bathroom

Soap · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen

About this property

Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt

July and August: Turnover day is generally Friday.

This lovely, in-town, impeccably renovated 1800's historic Oak Bluffs upstairs apartment is adored by all who stay here. With original architectural details and a warmth brought forth by owner Sharon, the apartment is truly an oasis in the heart of Oak Bluffs.

The apartment has a sunlit living room with beautiful breezes through many new windows flanking both sides, a kitchen, full bath with standing shower, and a lovely and spacious sunlit bedroom with meditation nook and skylight.

The house is very special, with beautiful energy from all the wonderful people who have stayed there and graced its walls. Up to four people are welcome in this apartment. The living room has a very comfortable full size sofa bed.

Quiet hours are 9pm to 9am.

Surrounded by all the vibrant and colorful life of Oak Bluffs in every direction, there is never a need to commute into town for the island's most popular events. The August Fireworks, Illumination night, concerts on the park are all around the corner.

The apartment is a very short walk along beautiful Ocean Park from the ferry, a couple of blocks from the islands exceptional transportation system, a couple of blocks to Inkwell Beach, a block from exceptional restaurants and bars, practically next door to performances at the Tabernacle or Union Chapel, a block from the Methodist Campgrounds with their spectacular and colorful historic Gingerbread houses, a few blocks from the Harbor with its magnificent sunsets and waterfront restaurants and nightlife, and the ice cream shops, arcade, movie theatres and live local music of Circuit Ave. The breathtaking bike path from Oak Bluffs to Edgartown, with water on both sides, begins just a few blocks from the house, and running and walking paths through nature trails are a short jog away. Oak Bluffs truly has everything, and in my heart is the jewel of Martha's Vineyard Island.

Most guests find this home to be a generally quiet oasis for being right in the center of town, but just a reminder that the house IS in the center of town, just not on the main shopping drag. ;)

One more IMPORTANT thing for you dog owners:
We LOVE dogs and this property is selectively dog friendly (sorry, no cats)! If you'd like to bring your doggo along, you must ask us first, so we can be sure you agree to our pet guidelines. THANK YOU!

House Story:

I fell in love with this house the minute I saw it. It took me a full winter to be able to be able to call it my own, because when I made the offer the owner was concerned about disappointing someone else, though they had was no contract at all. She was so kind, she spent a few months trying to find this person, who was out of the country and difficult to track down. In the meantime, she knew how much I loved the house, and after several long months she called to say it was mine if I still wanted it, and I could take a few days to let her know. I told her I didn’t even need a few minutes. No other house that I had seen captured my heart as this one had. 

It took great amounts of work to prep this house to be my massage center, as it would be for some years before I could make it my home. One day, at my other massage center in Vineyard Haven, I interviewed a lovely massage therapist from Louisiana. I had no idea she had MV ties, but I instantly adored her and her work and hired her on the spot and sent her here to do a massage. Twenty minutes passed, and the phone rang. “You are not going to believe this, Sharon, but this is the house my grandmother grew up in.” 

Oma (grandmother in German), came right over the next day from West Tisbury, where she then summered, brought me this photo of her parents and this house as it was in 1908, and gave me a tour of the house, telling me where all the original details used to be. Oma was beautiful, and her granddaughter is beautiful, as was the previous owner. I just kept feeling that it was no wonder that it feels so special in here. Since that time, my friends, family and guests have only added to that feeling. Time and time again, people walk in and comment on the energy of the home. I feel it deeply myself.

To top off all of this wonder, the last bit of amazement for me was the dog in the photo - a dog with a half black and half white face, split down the middle. On the other side of the couch, you can see the photo of my dog, Haffa, at the time. A dog with a half black and half white face, split down the middle, almost 100 years later.

Life is magical, mysterious and beyond imagination.

If these dates are not available, please send us a message. We have other beautiful properties.

(Please note: We do have a guest-centered and considerate cancellation policy. Please see our attached cancellation policy for details.)

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

Check in after 4:00 PM
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

Pets allowed
default

Smoking

Smoking is not permitted

Important information

You need to know

Property Registration Number C0132252210
Property # 991598
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
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a deadlock

About the area

Oak Bluffs

Located in Oak Bluffs, this apartment is in the city centre and by the sea. 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. Flying Horses Carousel and Polly Hill Arboretum are also worth visiting. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with hunting and hiking/biking trails.
Map
Oak Bluffs, MA

What's nearby

  • Circuit Avenue - 1 min walk - 0.1 km
  • Ocean Park - 2 min walk - 0.2 km
  • Oak Bluffs Harbor - 3 min walk - 0.3 km
  • Oak Bluffs Town Beach - 6 min walk - 0.6 km
  • Inkwell Beach - 6 min walk - 0.6 km

Getting around

  • Vineyard Haven, MA (MVY-Martha's Vineyard) - 15 min drive

Restaurants

  • ‪Lookout Tavern - ‬6 min walk
  • ‪Nancy's - ‬5 min walk
  • ‪Rocco's Pizzeria - ‬5 min drive
  • ‪Cumberland Farms - ‬5 min drive
  • ‪Mo's Lunch - ‬4 min drive

Frequently asked questions

Is Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt?

As of 25 Aug, 2026, prices found for a 1-night stay for 2 adults at Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt on 4 Nov, 2026 start from S$907, 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 Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt?

This property doesn't offer parking.

What time is check-in at Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt?

Check-in begins at 4:00 PM.

What time is check-out at Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt?

Checkout is at 10:00 AM.

Where is Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt located?

Located in the heart of Oak Bluffs, this apartment building is within a 10-minute walk of Circuit Avenue and Inkwell Beach. Cottage Museum and Ocean Park are just steps away.

About the host

Hosted by Sharon Strimling

Host profile image
I have lived on Martha's Vineyard full time for 20 years now, but vacationed there as a child. Martha's Vineyard has always been a very special place to me, and I love it dearly. I found this home about 14 years ago and fell in love with it immediately. A massage therapist on Martha's Vineyard, voted 'Best of the Vineyard' in the Vineyard Gazette, I once did massage out of this house, and people adored being there for their massages! You will see - the home is a true, historic beauty, and has a special feeling to it as well.

My favorite morning routine is to go for a run through the beautiful nature trails a short jog away, have a healthy smoothie in the hot tub, and then walk down the street to the local coffee shop for a wonderful cup of tea and to say hi to the locals gathering there.
My nieces and nephews on the other hand, get far more excited about the late afternoon or after dinner walk down to the arcade and ice cream shop to lick their ice cream cones while watching the nightlife walk by on Circuit Ave!
Oh - and of course, the movie theater down the street calls to them from time to time as well!

Why they chose this property

There is no location on Martha's Vineyard like downtown Oak Bluffs, and nowhere in the world I would rather be. With the coffee shops, restaurants and shops in town, the beach just a couple of blocks away, Ocean park separating the house from the ocean, the Tabernacle a block in the other direction, the Flying Horses carousel for children, Union Chapel with its performances and the harbor just down the street, it just doesn't get any better than this. I will never look to be in any other location on Martha's Vineyard than in the charming and lively town of Oak Bluffs!

Languages:

English
Tell us how we can improve our siteShare feedback