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

Top rated by guests
Interior
Private kitchen
Property grounds
Small deck among the rooftops, with table, chairs and grill.
Front entrance
review stars
9.8Outstanding
(46 Ratings)
Charming, central location with clean, cozy accommodations. Attentive host, close to amenities. Highly recommended for a great stay.
From real guest reviews summarized by AI
Don't miss out! Price and availability may change
9.8 / 10
Outstanding(46 Ratings)

Apartment in Oak Bluffs, MA

4 guests · 1 bedroom · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area

About this apartment rental

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.)

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

Non-smoking
Pets allowed
Family friendly

Map of Oak Bluffs, MA


Ratings and reviews

9.8 / 10
Outstanding(46 Ratings)
review starsSummary of reviews
Charming, central location with clean, cozy accommodations. Attentive host, close to amenities. Highly recommended for a great stay.
From real guest reviews summarized by AI
10 / 10Outstanding·Jan 2026
We visited family who live on MV but needed to find our own accommodations this time. This was perfect for the three of us and our dog. It was nice to have a little extra than a hotel would have given us at a reasonable price point. It would be an awesome spot during the summer months - wow! Perfect location. No need to even have a car!
10 / 10Outstanding·Oct 2025
This was the best mini vacation. Absolutely perfect location, all the shops and restaurants were in walking distance. And we even got to do some bicycling to other towns.
10 / 10Outstanding·Oct 2025
Great location to walk around and see much of the downtown area. Close to parks, ferry, and places to eat.
10 / 10Outstanding·Sep 2025
Such an adorable unit! And close to everything!

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FAQs

Is parking included with this apartment?

Parking is not specified as an available amenity at Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt. For more information, we encourage you to contact the property about where to park.

Is there a pool at this apartment?

We didn’t find pool listed as an amenity for this apartment. It may be worth double checking if a pool is important for your stay.

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

Yes! This apartment is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.