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

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Exterior
Fridge, microwave, oven, stovetop
Interior
Golf
Property grounds

Reviews

10 out of 10
Exceptional

Entire apartment

1 bedroom1 bathroom

Popular amenities

  • Kitchen
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space
  • Barbecue grill

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)
    ‪18 min drive‬

Room options

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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.)
During your stay at this apartment building, you're just a quick walk from Inkwell Beach. Free WiFi and a kitchen are available in the apartment.
  • Air-conditioned apartment with kitchen, fireplace, and patio
  • Free WiFi
  • Steps from Circuit Avenue and Cottage Museum
This apartment offers its guests barbecue grills. The front desk is open around the clock.

This Oak Bluffs apartment is smoke free.


Property amenities

Beach

  • Beach loungers

Internet

  • Available in the apartment: Free WiFi

Parking and transport

  • Car not required

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Electric kettle
  • Hob
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices

Dining

  • Dining table

Bedrooms

  • Bedroom

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Books
  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Barbecue grill
  • Patio

Laundry

  • Laundromat nearby

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 15 steps to reach entrance
  • Area rugs in public areas
  • Handrails in stairways
  • Hardwood flooring in public areas
  • No lift
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre
  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Hunting nearby
  • Jet skiing nearby
  • Mountain biking nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Deadbolt lock

Policies

Check-in

Check-in time starts at 4:00 PM

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

Pets

  • Pets are welcome
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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
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 there is a smoke detector on the property
Safety features at this property include 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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
Property Registration Number C0132252210
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 42 out of 46 reviews
Rating 8 - Good. 4 out of 46 reviews
Rating 6 - Okay. 0 out of 46 reviews
Rating 4 - Poor. 0 out of 46 reviews
Rating 2 - Terrible. 0 out of 46 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Keith G.

Liked: Cleanliness
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!
Stayed 2 nights in Jan 2026

10/10 Excellent

Patricia M.

Liked: Cleanliness
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.
Stayed 4 nights in Oct 2025

10/10 Excellent

paige c.

Liked: Cleanliness
Great location to walk around and see much of the downtown area. Close to parks, ferry, and places to eat.
Stayed 5 nights in Sep 2025

10/10 Excellent

Michele M.

Liked: Cleanliness
Such an adorable unit! And close to everything!
Door to balcony
Hall to bedrrom
Cozy bedroom nook
Nearby park
Stayed 2 nights in Sep 2025

10/10 Excellent

Frank P.

Liked: Cleanliness

Excellent stay again, great location, responsive hosts!

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.
Stayed 7 nights in Jul 2025

10/10 Excellent

Marisol R.

Liked: Cleanliness

Great little Gem!

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.
Stayed 4 nights in Jun 2025

10/10 Excellent

Hugh M.

Liked: Cleanliness
Great accommodations and a perfect location for the beach, shopping and great food.
Stayed 4 nights in May 2025

10/10 Excellent

barbara a.

Liked: Cleanliness

Peaceful Retreat

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 :(
Stayed 4 nights in Mar 2025

10/10 Excellent

Mike

Liked: Cleanliness

Awesome locale

Tv, new bed clean,location of charts .Internet? Good heat
Stayed 3 nights in Feb 2025

10/10 Excellent

Amy M., Warren

Liked: Cleanliness

Gingerbread apartment

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
Stayed 3 nights in Dec 2024

10/10 Excellent

Dixie B.

Liked: Cleanliness

Stormy

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.
Stayed 2 nights in Dec 2024

10/10 Excellent

Deirdre D.

Liked: Cleanliness

Halloween in Oak Bluffs

Cute little apartment, easy walk to Circuit street and Ocean park. Host provides street names with overnight parking.
Stayed 2 nights in Oct 2024

10/10 Excellent

Summer J.

Stayed 3 nights in Jun 2024

8/10 Good

Rick M., San Mateo

Liked: Cleanliness

Great spot to visit MV

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.
Stayed 3 nights in Sep 2024

10/10 Excellent

Michelle Francine P.

Liked: Cleanliness

Oak Bluffs Apt.

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.
Stayed 8 nights in Aug 2024

10/10 Excellent

Amy G.

Liked: Cleanliness

Lovely and convenient for a long weekend

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!
Stayed 4 nights in Jun 2024

10/10 Excellent

Wendy B.

Liked: Cleanliness

Great “Work-cation”

Turned a lemon into lemonade. We shipped a fireplace to a builder Martha’s Vineyard that got damaged. Decided to deliver the replacement unit ourselves and make a short vacation out of it. We could not have picked a better place to stay! The apartment was spotless and right downtown. We brought our top sales dog with us and he loved being on the beaches off season. We had such a great time and highly recommend staying at this cozy abode. The property owners were delightful.
Stayed 2 nights in Feb 2024

10/10 Excellent

Joe T.

Liked: Cleanliness

Wonderful stay

My wife and I were in Oak Bluffs for the weekend and had a wonderful stay. Sharon was very responsive and helpful with anything we needed. The apartment is charming, perfect for the two of us. It was very clean, well decorated, and located right in the heart of Oak Bluffs, so a very short stroll to Circuit Ave, Ocean Park, Inkwell, the Oak Bluffs ferry, the harbor; anything you will need. We would definitely stay again.
Stayed 3 nights in Nov 2023

10/10 Excellent

Sandra E.

Liked: Cleanliness

40th Anniversary Get Away

Awesome property conveniently located in Oak Bluff. Quaint and comfortable.
Stayed 5 nights in Oct 2019

10/10 Excellent

Stephen F.

Liked: Cleanliness

Centrally located for all MV experiences

Centrally located for all MV experiences. Close to island transit stops.
Stayed 2 nights in Jun 2019

10/10 Excellent

Mitch R.

Wonderful summer holiday

Beautiful updated house. Sharon is so accommodating always gets back to us so quickly if we have any questions. She’s always willing to help if we need anything
Stayed 6 nights in Jul 2018

8/10 Good

Marie N.

Lovely and just right to walking all around Oaks Bluff

We were on our Honeymoon, we brought our puppy, and it was just the right size and location to walking everywhere. we did have our car, so we were able to explore the rest of the island. I will say the street is a busy one, so there is a lot of traffic. Also noise at night from street from late night party-ers can be heard. The only reason I did not give a 5. I loved that we could have a little food prep at our unit (full size refrig) as I have certain food allergies.
Stayed 5 nights in Sep 2017

10/10 Excellent

Joanna O.

Lovely, cozy space; excellent location; super charming building

We loved it. Cozy, lovely, convenient.
Stayed 7 nights in Jul 2017

8/10 Good

Silke S., Madison

Lovely flat in the heart of Oak Bluffs

This is a beautifully appointed unit with charm to spare and plenty of space for the two of us. The location was very central, which also meant that there was plenty of road and other noise from pedestrians. This is the only reason I give this property only 4 stars. It is minutes away from shopping, restaurants, the harbor area, the beach and ferry landing. There are wonderful idyllic neighborhoods for walking and enjoying the unique architecture and history of this area. Sharon is very attentive and gives very detailed and helpful instructions regarding the property, parking, getting there and for the area. She also surprised us with various welcome treats. Unlike other VRBOs we have stayed in, this felt like a true home and not a rental unit. As first timers to Martha's Vineyard (MV), we arrived by private vehicle, which I would not do the next time we visit. There is fantastic public transport by bus, rental bikes and plenty of taxis if you want to reach more obscure places. You can get to MV by ferry from near the T.F Green airport in Providence Rhode Island. We will definitely be back! We would highly recommend this unit as a comfortable home base for your vacation.
Stayed 3 nights in Jun 2017

8/10 Good

Pia D.

Fantastic location and great pet friendly rental

Fantastic location in Oak Bluffs, convenient to everything you want to see and eat. The oak bluffs beach and park area is about a 5-10 minute walk. Great restaurants within a 2 minute walk, and shops just as close. Amenities were decent, small kitchenette, and bathroom but get the job done. The deck is great. Wish there was an AC unit closer to the bedroom as it was unseasonably warm and the apt was a bit stuffy the first day. But that cleared up with the AC unit in living room and the opening of windows in a few hours and we thoroughly enjoyed the rest of our trip. Working with the owner was simple and we highly recommend this rental. We look forward to returning soon.
Stayed 3 nights in May 2017