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

Oak Bluffs, Massachusetts
$874 avg/night
Bed 1

Bed

Bath 1

Bath

Home Apartment

Property Type

Sleep 4

Max Sleeps

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.)

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly
  • BEACH

    Beach Sun Loungers
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Deadbolt Lock Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    1 Bedroom
  • GENERAL

    Recycling
  • KITCHEN

    Coffee Grinder Coffee/tea Maker Cookware/dishes/utensils Microwave Oven Paper Towels Refrigerator Stovetop Toaster
  • LAUNDRY

    Near Laundromat
  • PARKING

    Car Not Required No Onsite Parking Available
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Outdoor Furniture Patio
  • BATHROOMS

    1 Bathroom Hair Dryer Shampoo Shower Soap Toilet Paper
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Fitness Facilities Nearby Hiking Nearby Hiking/biking Trails Nearby Jet Skiing Nearby Marina Nearby Snorkeling Nearby Surfing/body Boarding Nearby Swimming Nearby Water Skiing Nearby Windsurfing Nearby
  • ENTERTAINMENT

    Books Stereo Smart TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Travel Crib
  • LOCATION HIGHLIGHTS

    In The City Center Near A Hospital Near The Sea
  • SERVICES AND CONVENIENCES

    Housekeeping (on Request) Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    15 Stairs To Reach Property Area Rugs In Public Areas Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property Upper Floors Accessible By Stairs Only

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 4

Map Map

School District Rates & Availability

Review Review

  • Keith G.

    Submitted Jan 4, 2026

    Stayed Jan 2, 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!

  • Patricia M.

    Submitted Oct 23, 2025

    Stayed Oct 18, 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.

  • paige c.

    Submitted Oct 1, 2025

    Stayed Sep 26, 2025

    Great location to walk around and see much of the downtown area. Close to parks, ferry, and places to eat.

  • Michele M.

    Submitted Sep 19, 2025

    Stayed Sep 16, 2025

    Such an adorable unit! And close to everything!

  • Frank P.

    Submitted Aug 6, 2025

    Stayed Jul 25, 2025

    We are repeat customers and this stay was great again! Apartment was clean, instructions were clear, location is awesome, hosts were quick to respond to questions. Highly recommended.

  • Marisol R.

    Submitted Jun 23, 2025

    Stayed Jun 19, 2025

    This place is a little gem in the middle of Oak Bluff. We walked everywhere with plenty of restaurants in the area. The hosts were amazing and extremely responsive at all time. Thank you for sharing your place with us.

  • Hugh M.

    Submitted Jun 5, 2025

    Stayed May 31, 2025

    Great accommodations and a perfect location for the beach, shopping and great food.

  • barbara a.

    Submitted Mar 30, 2025

    Stayed Mar 26, 2025

    Love Love Loved it!!!! this little place is clean, small but functional and within walking distance to EVERYTHING!Thank you...I didn't want to leave :(

  • Mike

    Submitted Mar 3, 2025

    Stayed Feb 28, 2025

    Tv, new bed clean,location of charts .Internet? Good heat

  • Amy M.

    Submitted Dec 28, 2024

    Stayed Dec 25, 2024

    It was very clean and beautifully decorated. It was plenty warm enough and plenty to do. It’s great off season. Not many people. They keep you well informed Amy

  • Dixie B.

    Submitted Dec 12, 2024

    Stayed Dec 10, 2024

    Our stay at Sharon and Deb’s place was fantastic. The apartment is perfectly located in Oak Bluffs. It was very clean, great accommodations and well stocked. We had all the amenities from a toaster, microwave, tv, hair dryer, coffee pot and grinder, etc. we would definitely stay again. The only downside was we picked three days of rain.

  • Deirdre D.

    Submitted Nov 3, 2024

    Stayed Oct 31, 2024

    Cute little apartment, easy walk to Circuit street and Ocean park. Host provides street names with overnight parking.

  • Rick M.

    Submitted Sep 28, 2024

    Stayed Sep 13, 2024

    Very happy with our decision to stay in Oak Bluffs. The apartment is well located and charming. Had to take away 1 star due to unexpected requirement of having to request bed linens and towels be provided. Could have been a deal breaker but was unable to cancel. In the end, satisfied with our stay and friendly management.

  • Michelle Francine P.

    Submitted Aug 31, 2024

    Stayed Aug 22, 2024

    Great location for walking to restaurants, stores & nearby beach. Worked well in good weather. Kitchen was small for cooking. Two adults are fine- it would be tight with any more. Finally, no parking but was fine once figured it out.

  • Amy G.

    Submitted Jun 28, 2024

    Stayed Jun 13, 2024

    This was our first visit to Martha’s Vineyard and we weren’t sure what to expect but all was excellent! The apartment was lovely and Sharon and Deb were attentive and responsive hosts. If you’re looking for a central location in Oak Bluffs, this is an excellent choice!

Your dates are Available!

Total

Includes taxes and fees
$874+
View details