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In-Town Certified National Historic Oak Bluffs Property -

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Nationally Certified Arcade Historic Property - Built during the Civil War
Beach 2-3 Minute Walk from the Arcade Historic Property
Gazebo Park 2 Minute Walk from the Arcade Historic Property
Large living room w. European style sofa bed - second floor
Large sunny living room - Smart Cable TV with premium channels -second floor

Reviews

10 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 574.3 sq m

Popular amenities

  • Ocean view
  • Kitchen
  • Pet-friendly
  • Outdoor space

Explore the area

View map
Oak Bluffs, MA
  • Place, Circuit Avenue
    ‪1 min walk‬
  • Place, Oak Bluffs Harbor
    ‪2 min walk‬
  • Place, Oak Bluffs Town Beach
    ‪5 min walk‬
  • Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)
    ‪18 min drive‬

Rooms & beds

2 bedrooms (sleeps 5)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Single Bed and 1 Double Bed

Living Room 1

1 Queen Sofa Bed

1 bathroom

Bathroom

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Dining area

About this property

In-Town Certified National Historic Oak Bluffs Property -

This Oak Bluffs, Martha's Vineyard rental is a certified National Historic Property. Ideal location for visitors in the middle of the most active, multi-cultural, charming, and fun town on Martha's Vineyard.

Literally just step outside your door for breakfast or ice cream, a great selection of restaurants in all price ranges, or pick up groceries and wine across the street. Have breakfast or dinner on your porch or deck. Stroll to the ocean beach in three minutes. One of the nation's most historic brass ring carousels is just down the street. The famous gingerbread cottages are in your backyard. Frequent concerts and other cultural events are hosted at the historic open air Tabernacle and other local venues. There is no better place on the island to fly a kite than at Ocean Park just down the street where they also have band concerts in the newly restored gazebo.

Two modern, clean, bright, units are available in this historic building right in the heart of the town of Oak Bluffs. Two apartments have a water view. Enjoy your own private deck or front porch with some of the best views in town.

Beach, park, restaurants, shopping, movie theaters, game room, historic carousel, bicycle rentals, charming gingerbread cottages, open air concerts, are all at your doorstep. The island ferries from the mainland dock just down the street. The Island shuttle buses to other Island towns operate frequently and are within a four minute walk. Superb in-town location. Ideal for friends, couples, and families with children or teenagers.

A CAR IS NOT NECESSARY FOR VISITING THIS PROPERTY.

Nearby Attractions:
Lifeguard Beach, Biking, Fitness Center, Fishing, Shopping, Restaurants, Cinemas, Game Room, Historic Carousel, Parks, Sightseeing, Mini golf, Game Arcade, Swimming, Boating, Jet skis, Sailing, Bi-plane tours, Churches, Historic Tabernacle Concerts.

Add dates for prices

Amenities

Kitchen
Pet-friendly
Free WiFi
Air conditioning
Outdoor space
Ocean view

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:30 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 23 kg per pet (limit one pet total)
Small/medium, adult, well behaved pets are welcome
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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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Property Registration Number C0222412210

About the area

Oak Bluffs

Located in Oak Bluffs, this apartment is in the city centre and near the beach. Oak Bluffs Harbor and Oak Bluffs Ferry Terminal are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Inkwell Beach and Cape Cod Beaches. Flying Horses Carousel and Island Cove Adventures are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with horse riding and hiking/biking trails nearby.
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Map
Oak Bluffs, MA

What's nearby

  • Circuit Avenue - 1 min walk - 0.1 km
  • Oak Bluffs Harbor - 2 min walk - 0.2 km
  • Ocean Park - 2 min walk - 0.2 km
  • Oak Bluffs Town Beach - 5 min walk - 0.4 km
  • Inkwell Beach - 8 min walk - 0.7 km

Getting around

  • Vineyard Haven, MA (MVY-Martha's Vineyard) - 14 min drive

Restaurants

  • ‪Offshore Ale Co. - ‬1 min walk
  • ‪The Barn Bowl & Bistro - ‬7 min walk
  • ‪Lookout Tavern - ‬4 min walk
  • ‪Mo's Lunch - ‬3 min drive
  • ‪Portuguese-American Club - ‬3 min drive

Frequently asked questions

Is In-Town Certified National Historic Oak Bluffs Property - pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.

How much does it cost to stay at In-Town Certified National Historic Oak Bluffs Property -?

As of 14 Apr 2026, prices found for a 1-night stay for 2 adults at In-Town Certified National Historic Oak Bluffs Property - on 31 Oct 2026 start from AU$634, 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 In-Town Certified National Historic Oak Bluffs Property -?

This property doesn't offer parking.

What time is check-in at In-Town Certified National Historic Oak Bluffs Property -?

Check-in begins at 4:00 PM.

What time is check-out at In-Town Certified National Historic Oak Bluffs Property -?

Checkout is at 11:30 AM.

Where is In-Town Certified National Historic Oak Bluffs Property - located?

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

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 144 out of 155 reviews
Rating 8 - Good. 11 out of 155 reviews
Rating 6 - Okay. 0 out of 155 reviews
Rating 4 - Poor. 0 out of 155 reviews
Rating 2 - Terrible. 0 out of 155 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Curley A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Best location that anyone could imagine. Perfect vacation, 2nd time at this property and I would not stay anywhere else. 10
Stayed 6 nights in Aug 2025
Verified

10/10 Excellent

Kim P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location. Walked to & from the ferry. Close to shops, esteries and city bus transportation.
Stayed 5 nights in Sep 2025
Verified

10/10 Excellent

Alexander S.

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

Great stay MV

Loved the location, great view of Circuit Ave. Will stay again!
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Barney B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful historic building in a fun neighborhood. Everything we need was available. Laurence was an excellent host, very flexible and communicative.
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Renee R.

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

Perfect Location and Accommodations!!

Everything about this place was AMAZING!! Within walking distance to everything, very clean, quiet, and Larry couldn't have been a better host! We will definitely be staying again!
Stayed 5 nights in Oct 2022
Verified

10/10 Excellent

Carmen S.

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

Great week

Great location and gorgeous property
Stayed 4 nights in Sep 2024
Verified

10/10 Excellent

Jason B.

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

Lovely and convenient!

This place was a great option for our first time in Martha's Vineyard. Definitely recommend!
Verified

10/10 Excellent

Ada B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very positive experience. The apartment was great for our family and the location was excellent, just above most of the main shops and restaurants and a short walk to the gingerbread houses. It was a clean, comfortable apartment and had all the amenities we needed to make it feel like home with a young child. We would definitely stay again and thank Laurence for the great communication to help us seamlessly access the location.
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

Annaleis S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property was terrific and Larry was VERY communicative. We ran into a few bumps and Larry was incredibly supportive and responsive. Location is very central and public parking turned out relatively way to navigate.
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Shelly S.

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

Wonderful location

What a fun place to stay on the Vineyard! Right on the Main Street with great people watching. A little noisy in the morning but worth it for the location. Had a few issues and the owner was very responsive and everything turned out great. Would highly recommend for the location!!
Stayed 3 nights in Sep 2024
Verified

10/10 Excellent

Alicia O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The apartment was beautiful. Airy, beachy, nice lay-out. Very clean and well-maintained. We’re a family of five with three kids—the perfect size for us. We loved that it was on Circuit Ave. and so close to everything. We didn’t bring our car this year, but the bus transportation on Martha’s Vineyard is easy. No complaints whatsoever.
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Darren T.

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

Fantastic Stay Center of Oak Bluffs

My family of five thoroughly enjoyed our stay. It’s right in the center of town next to Grocery stores, restaurants, shopping, and most importantly beaches. The neighborhood is vibrant, The home with all the amenities to make for a comfortable stay. We’ve been staying here for many years it is like our second home. Larry is very accommodating and a great host.
Stayed 2 nights in Nov 2024
Verified

10/10 Excellent

Rachelle R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay was just we needed to close out our summer. The host,Larry, was responsive to our needs and great to work with. The property is lovely and well situated. We loved being on Circuit Avenue in the mix of everything. The market is across the street so we had no problem cooking some ofour meals in the well appointed kitchen. I would note that the steps to the unit may be challenging for less mobile people but worth it. The bonus is the great view from the balcony, especially at sunrise.We would definitely stay here again.
Stayed 5 nights in Aug 2025
Verified

10/10 Excellent

marissa n.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had the most amazing time and experience at this property, and it made the stay with our children a memorable one. The location was unmatched! Right in the heart of circuit avenue with the largest deck on the block, we had people trying to find the listing online to book it in the future, and people waving to us from the street saying how lucky we were to be staying there. We were greeted with fresh flowers and every amenity, including beach chairs which was such a treat. We will be staying here from now on and appreciated the communication and thoughtfulness with the owner that made our vacation seamless from start to finish!
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

Verified traveller

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

October stay in Oak Bluffs

This property was in a great location, very convenient to shops and the ferry boats to/from the island. The unit was clean, spacious, and as nice as expected. We were happy to have coffee provided for our two night stay!
Stayed 2 nights in Oct 2023
Verified

10/10 Excellent

robert w.

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

Center of Oak Bluff

Great stay in the middle of all the activity in Oak Bluff. The neighboring shops and and restaurants are literally steps away and the staff at all were overwhelming welcoming. Owner was easy to do deal with and completely accomodating.
Stayed 6 nights in Jun 2024
Verified

10/10 Excellent

Diane L.

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

M. V. TRIP

Situated in the heart of Oak Bluffs, minutes from most businesses.
Stayed 5 nights in May 2024
Verified

10/10 Excellent

Nickie P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic location just a very short walk from the ferry. Everything you need is right there in the apartment and right outside the door is shopping, places to eat and the beach a 5 minute walk. We enjoyed relaxing on the porch/deck that overlooks the town everyday. We did not cook at all but the kitchen is fully stocked with a full size refrigerator. The apartment is on the 2nd floor so there stairs involved. Very pet friendly as we brought our dog along. High recommended. Larry was very accommodating and answered all questions promptly.
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Travis P.

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

Playful with a View

Larry was very helpful throughout our visit. The location for us was ideal because most of my party were visiting for the first time. We enjoyed the balcony porch that offered glimpses of the ocean and people watching. Everyone slept comfortably. The loft beds thrilled the kids. This place is flooded with light. Excellent, quiet stay. Would book again without hesitation.
Stayed 5 nights in Jun 2024
Archival

10/10 Excellent

Guestbook Comment

Each year is nicer than the year before, and being in an in-town location has so many benefits. It feels like being at the center of the action (from a locational perspective) while being in a well-appointed sanctuary. Our 4-yr-old already has fond memories of MV based on what she calls "the apartment".
Verified

10/10 Excellent

Dwayne A.

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

Perfectly described penthouse spot

Easy walk from Oak Bluffs ferry terminal to address. Perfectly situated in terms of easy access to food, desserts, & alcohol. Can hang out outside on the front deck to relax or people watch. The third floor bedroom ladder climb up was cool. Easy to open and lock entry doors. Would definitely stay there again. No need for car. Can park for free along Inkwell Beach.
Stayed 2 nights in Aug 2024
Verified

10/10 Excellent

LaWanda D.

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

Family Summer Vacation

The property location and size was ideal for my family of 3. The place offered all the amenities needed to provide a wonderful family memory. We were centrally located within the main area of town which was ideal for walking, shopping, restaurants, and the beach. We enjoyed the proximity to everything that the island had to offer. I would recommend this location to anyone looking to get away without the hassle of managing a house. Its the perfect size for a family looking to have lasting memory. We have to this location for the past 5 years and it has never disappointed us. Great times, lasting memories for all.
Stayed 2 nights in Nov 2024
Archival

10/10 Excellent

Linda H.

Oaks Bluffs

Second year there and it was our little slice of heaven. Very clean ..great grocery store right across the street, places to eat and drink right at your doorstep! The green is beautiful,, buses to take you to the next town or south beach.. and don't forget to visit the best candle shop anywhere around,, Martha's vineyard candles ,, near the docks! Cant wait for next year!!
Archival

10/10 Excellent

Guestbook Comment

Hi Larry, We've just returned from the Vineyard and had a great time! We stayed in unit #1 which was spacious and spotlessly clean. It was nice being able to walk to everything and not to have to drive! We enjoyed people watching and grilling on the front porch. We'd previously stayed in Unit #3 a couple of years ago and enjoyed that as well, instead of people watching, we had a view of the ocean. You can't go wrong either way!! Thanks again, we're hoping we can make it every year!
Verified

10/10 Excellent

Dave C.

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

Location, location, location

Staying above Sharky's on Circuit Ave is an amazing way to visit the vineyard. This rental was spacious, comfortable, and convenient. We have spent time on the vineyard for the last 7 years with and without the family. This visit was just the two of us and we are very happy to have found this rental. We were able to easily find parking along Seaview Ave, an easy walk to the apartment and it allowed us to leave our beach gear in the car for extra beach visits in Oak Bluffs. The front deck is nice to sit on in the evenings and soak up the energy on the street below, but as soon as you close the door the apartment is quiet. AC works well. Wifi works great. Walking to restaurants, ice cream, and morning coffee is super easy. Overall a great place to stay.
Stayed 6 nights in Jun 2024

About the host

Hosted by Larry- Customer of HomeAway.com since 2004

Host profile image
I have been successfully managing seasonal vacation property on Martha's Vineyard for over 30 years. I try to provide accommodations that I myself would enjoy visiting. I do my best to be as responsive as possible to guests comfort and enjoyment during their vacation.

Why they chose this property

This rental is a certified national historic property by the United States Department of Interior. It is the first commercial building built in the town. It looks virtually the same on the outside today as it did in 1862 when it was built. On the inside it has been modernized but remains faithful to its historic origins. The location is unsurpassed for guests looking to be centrally located in one of the most unique towns in the country.

What makes this property unique

The property has three units and is one of the tallest buildings in the town. The top floor occupies the entire floor with 360 degree views over the town and the ocean. It has a wonderful covered porch in the front overlooking the main street and a more private deck on the side with a grill and table/chairs. It has a bright sunny living room, a regular bedroom, and a second loft sleeping area. The second floor unit in the front has tall ceilings, two regular bedrooms, an eat in kitchen, and an amazing HUGE covered porch overlooking the main street providing the best people watching spot in town. The third unit is currently unavailable for summer rental.

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