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Historic Oak Bluffs home, short walk to town, beach, and harbor.

Holiday home in Oak Bluffs with kitchen and patio

Photo gallery for Historic Oak Bluffs home, short walk to town, beach, and harbor.

Terrace/patio - Historic Oak Bluffs home, short walk to town, beach, and harbor. (Oak Bluffs)
3 bedrooms, free WiFi, bed sheets - Historic Oak Bluffs home, short walk to town, beach, and harbor. (Oak Bluffs)
Dining - Historic Oak Bluffs home, short walk to town, beach, and harbor. (Oak Bluffs)
Property grounds - Historic Oak Bluffs home, short walk to town, beach, and harbor. (Oak Bluffs)
Exterior - Historic Oak Bluffs home, short walk to town, beach, and harbor. (Oak Bluffs)
In the heart of Oak Bluffs highlands, this charming 19th century home offers a serene retreat near Baptist Temple park. Unwind on the wrap-around covered porch or in your own private yard with a small deck. With WiFi internet and a Windows 10 PC for streaming, you'll feel right at home.

Reviews

9.6 out of 10
Exceptional

Entire home

3 bedrooms1 bathroomSleeps 6

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Outdoor space

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Historic Oak Bluffs home, short walk to town, beach, and harbor.

Family owned and kept charming 19th century home in Oak Bluffs highlands near Baptist Temple park. This house is about 1/2 mile walk to ferry terminals for Island Queen, Vineyard Fast Ferry, Seastreak, Hy-Line and Steamship Authority (Oak Bluffs terminal). Three bedrooms total with two queen beds and one twin bed. Full bathroom upstairs with indoor shower, half bathroom downstairs, plus an outdoor shower. Window unit A/C's provided throughout (each bedroom has one A/C). For cooler months, the heating is a working wood stove and electric space heaters which are provided. 10-12 minute walk to downtown Oak Bluffs for all needs. Private parking for up to (4) vehicles. Charming wrap around covered porch in front, small deck in back with very private yard. Wifi internet to work remotely or stream shows/movies. Windows 10 PC available to display Netflix, Hulu, sports, etc. No cable TV.

Property amenities

Beach

  • Beach loungers
  • Beach towels

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Hob
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 0.5 bathroom
  • Hair dryer
  • Outdoor shower
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area
  • Wood stove

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Computer monitor

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Location highlights

  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Basketball nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Motor boating nearby
  • Parasailing nearby
  • Swimming 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)
  • First aid kit
  • Fire extinguisher

General

  • Garden

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM
Contactless check-out

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

Check-out instructions

The host requires you to complete the following before checking out:
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
Optional- start a wash with all used towels.
Failure to complete these may result in a negative review from the host.

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

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 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 fire extinguisher and a first aid kit
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
Property Registration Number C0233012960

Property is also known as

Historic Oak Bluffs Home Short Walk to Harbor
Historic Oak Bluffs Home Short Walk to Town Beach Harbor
Historic Oak Bluffs home short walk to town beach harbor.

About the area

Map
Oak Bluffs, MA

What's nearby

  • Oak Bluffs Harbor - 5 min walk - 0.4 km
  • Martha's Vineyard Hospital Development - 6 min walk - 0.6 km
  • Circuit Avenue - 14 min walk - 1.2 km
  • Oak Bluffs Town Beach - 18 min walk - 1.5 km
  • Inkwell Beach - 2 min drive - 2.2 km

Getting around

  • Vineyard Haven, MA (MVY-Martha's Vineyard) - 16 min drive

Restaurants

  • ‪Lookout Tavern - ‬16 min walk
  • ‪Nancy's - ‬13 min walk
  • ‪Giordano's Restaurant - ‬14 min walk
  • ‪Offshore Ale Co. - ‬15 min walk
  • ‪Fat Ronnie's Burger Bar - ‬14 min walk

Frequently asked questions

Is Historic Oak Bluffs home, short walk to town, beach, and harbor. pet-friendly?

No, pets are not allowed at this property.

How much is parking at Historic Oak Bluffs home, short walk to town, beach, and harbor.?

On-site parking is available at the property.

What time is check-in at Historic Oak Bluffs home, short walk to town, beach, and harbor.?

Check-in begins at 4:00 PM.

What time is check-out at Historic Oak Bluffs home, short walk to town, beach, and harbor.?

Checkout is at 10:00 AM.

Where is Historic Oak Bluffs home, short walk to town, beach, and harbor. located?

Situated by the sea, this holiday home is within a 10-minute walk of Martha's Vineyard Hospital Development and Oak Bluffs Harbor. Cottage Museum and Circuit Avenue are also within 15 minutes.

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Historic Oak Bluffs home, short walk to town, beach, and harbor. Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 30 out of 38 reviews
Rating 8 - Good. 6 out of 38 reviews
Rating 6 - Okay. 2 out of 38 reviews
Rating 4 - Poor. 0 out of 38 reviews
Rating 2 - Terrible. 0 out of 38 reviews

9.2

Cleanliness

9.8

Location

Reviews

10/10 Excellent

Walter S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Charming old island home! Great location and fully stocked with everything you could possibly need - felt like home away from home! Would stay here again!
Stayed 4 nights in Sep 2025

8/10 Good

Maria P.

Liked: Check-in, communication, location, listing accuracy

Great location

We had a few bumps the first night but after contacting the host he was quick to respond and very accommodating Really enjoyed our visit to the island.
Stayed 2 nights in Jul 2025

10/10 Excellent

Laura S.

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

Great place!

We enjoy it all.
Stayed 3 nights in Oct 2024

10/10 Excellent

Elizabeth M.

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

Loved the Vintage Cottage!

We had a wonderful stay at Hillcrest! We enjoyed both the indoor and outdoor spaces! So nice to have the whole house — plenty of room. The weather was hot and the air conditioning was a blessing. Very well appointed! Looking forward to returning.
Stayed 4 nights in Jun 2025

10/10 Excellent

James W.

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

Stay at the Vineyard

House was as advertised. It was clean and at a desirable location for are family . Hosts were professional and had very good communication skills . Friendly to work with . Looking forward to stay at this house again with family if needed and available again .
Stayed 2 nights in May 2025

8/10 Good

Rebecca K.

Liked: Check-in, communication, location, listing accuracy
Excellent location - quiet, wooded area, and pretty, short walk to downtown Oak Bluffs, harbor, Inkwell Beach, etc. Great value - for the price, well-located and large space. House exactly as pictured - be prepared for true vintage (a bit of dust and misc items sitting around). Beds were new and comfortable and sheets, bathroom, and kitchen were all clean. Also good WiFi. Just be sure to screen shot the check-in instructions before you arrive since cellular at the house is hard to get.
Stayed 3 nights in Aug 2025

10/10 Excellent

Kimberly H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Delightful home tucked away in Oak Bluffs. The house had everything we needed. Peter was extremely communicative and helpful. A/C was a plus.Beach chairs, grill… just lovely. It’s a little bit of a hike with luggage to get up to the house so next year I think I’ll bring a little foldable wagon to pop open for beach trips, luggage hauling and groceries. 10/10. Great stay!!!
Enjoying coffee on the wrap around porch.
Stayed 3 nights in Jul 2025

10/10 Excellent

James B.

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

Excellent Stay

Property was accurately described in the listing. It is clean and we had no issues. We wouldn’t hesitate to stay again.
Stayed 3 nights in Jun 2023

10/10 Excellent

Jen K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was great for myself and my friends to have a beautiful week. There are plenty of bedrooms and we comfortably slept (at one point in the week) six people in the house. John was a pleasure to interact with. Large gathering space indoor and outdoor, brand new appliances, comfortable beds, glorious outdoor shower, lovely grill, unbelievable location. Outdoor rocking chairs. Historic house built in 1877. QUIET! I cannot think of a single complaint. Cannot wait to stay there again. Thanks for everything John.
Stayed 7 nights in Aug 2025

10/10 Excellent

suzanne h.

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

Charming antique house

Felt right at home! This cute beach house has a lot of charm and was just what we needed for a few days of relaxation and fun. It was well stocked and clean. The wrap around porch and outdoor showers were really nice.
Stayed 3 nights in Aug 2024

10/10 Excellent

Natalya P.

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

Great time

The stay was just as described. Old house but it was clean and all amenities available. Close to the Oak Bluffs center and the beach. We enjoyed our stay very much.
Stayed 4 nights in Sep 2023

10/10 Excellent

Maddie T.

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

Amazing Classic Vineyard Home

This home is so lovely and perfectly embodies that classic Vineyard house. While it holds all the charm of an older home, it has some seriously powerful A/C units in every room that kept us extra cool even during the heat wave while we were there. Cannot recommend this home more!
Stayed 2 nights in Jul 2024

10/10 Excellent

AVe/1y8AAACqAQICAHhRqf5uyCh4rhrpAEcd0Lr3O2ECPWffSl2fK29sG1pXlAHhmLR7X6djFd2dgr2xGpfKAAAAcDBuBgkqhkiG9w0BBwagYTBfAgEAMFoGCSqGSIb3DQEHATAeBglghkgBZQMEAS4wEQQMxkK+1nnXWt9D20ovAgEQgC1apHn+Vi3OwrwgOdh/nUeIBRFB5z+Ye0bCdDv8S3e2yHnnmDOZZQyTg6p81wDhNoxdTpj/R9oc1P2I23jJpzBKv7qv8PzjbKwXoGNuEA8KAA A.

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

Ideal Summer Getaway

A quiet location that is very close to excellent restaurants, bars, shopping, beaches and our ferry with hospitable hosts providing invaluable recommendations for first-time visitors to Martha’s Vineyard. Thanks to this experience, it won’t be out last.
Stayed 2 nights in Jul 2019

8/10 Good

Ava W.

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness

Great!

House was lovely, so charming in a very quiet neighborhood. Quick bike ride to the Oak Bluffs center. Only complaint is the cleanliness. None of the beds were made, there was a load in the dryer, as well as a load in the washer that had been washed but not yet dried, and some more dirty laundry on top of the washer.
Stayed 2 nights in Jul 2024

10/10 Excellent

Francois V.

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

Well located, functional and comfortable house

At first you get the impression that the house is old... well, it was built in 1877. But what you get is a very warm and welcoming house. Everything is functional, the beds are comfortable, the porch and patio are great for relaxing. The location is excellent, in a very quiet "dirt road" neighborhood yet five minutes away from Oak Bluffs port by walk, less by bike. Oak Bluffs is a great town to stay at on this island, it has convenient access to everywhere. The owners were very responsive and helpful about topics relating to arrival and departure.
Stayed 5 nights in Aug 2020

8/10 Good

Jennifer N., Plymouth

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

Step Back in Time

If you like historic homes, this is a hidden gem in a quiet neighborhood. It reminded us of what it would have been like to have a Vineyard "cottage" back in the day. The owners have done a great job maintaining the historic charm. They've updated appliances and the outdoor shower was amazing. Sitting on the porch was equally pleasant. This is a quiet, no frills place, with lots of nooks and crannies to discover. Be sure the read the book about the property. It's not ideal for little, little kids but ours were 6, 8, and 11 and did just fine! Thank you for letting us experience this step back in time.
Stayed 2 nights in Sep 2023

8/10 Good

Craig C.

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

Quaint & Quirky Antique Cottage

Cute rustic cottage built in the 1800’s. It’s a fun little spot filled with nostalgia and antiques. Just lived in enough to compliment the Island lifestyle. Nice yard, porches and back deck. Grill, table and chairs out back as well as rockers on porch are convenient and fun. Small ACs in windows throughout. Steep stairs best for able bodied adults. Some wear and tear, cobwebs, etc… the wardrobe door in back bedroom was off it’s hinges? Someone left clothes from a prior rental in back bedroom bureau. A dust buster would be nice. Tv is good, piano cool, wood stove cool, trap door in living room odd… overall a cool quirky old school summer cottage. We had fun. It served us well. 4 adults over for Tivoli weekend.
Stayed 2 nights in Sep 2024

10/10 Excellent

Moira D., Boston, MA

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

Love this house

If you're looking for a sleek, modern property, look elsewhere. But if you like quirky old historic places with a laid-back vibe, this is your place. The house is clean, shady and private. Easy walk to town. Beds are comfy and check in is a breeze. This was our second stay, and I would love to come back again!
Stayed 2 nights in Sep 2022

10/10 Excellent

Debra T.

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

Very nice and affordable get away

We had a very nice time. The property is very old 1877 and I know has a lot of wonderful family history!! I definitely recommend this house. The location is perfect too. I love Oak Bluffs area so it is perfect.
Stayed 7 nights in Jul 2022

10/10 Excellent

Katie D., Rhode Island

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

Spacious, well-equipped, classic cottage

This house had everything we needed and more. The breezy porch and the window AC units in the bedrooms kept us cool. On the two very hot days, we turned on the downstairs AC units, and they worked great. We loved the roomy outdoor shower, newer washer/dryer, and bright kitchen. Also, the owners provided the things that I always (just in case) pack for rentals, from dish soap to paper towels to a nightlight in the bathroom. It's rustic but clean. The staircase is a little steep and narrow, which is something to consider if bringing small kids or elderly guests. The East Chop location was what we were looking for, and it's an easy walk to town. This historic cottage was a great home base for a wonderful vacation.
Stayed 7 nights in Jul 2022

10/10 Excellent

Antonio M., Orlando, FL

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

Weekend Getaway

Me and my three cousins stayed at this beautiful home for the weekend. The home was well kept and in a great location. I would recommend this property, and I will hopefully be returning soon!
Stayed 2 nights in May 2022

10/10 Excellent

Trish S.

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

We had a lovely time

We had a wonderful relaxing time, the beds were comfortable. The property was as described. We were there for a wedding of a family member. Enjoyed having this quiet place to spend our evenings. Owners easy to work with. We'd stay here again.
Stayed 3 nights in Sep 2021

10/10 Excellent

Verified traveller

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

Great spot, great location.

The house was just as advertised and in a great location. Peter was very responsive and helpful with any questions. Highly recommend.
Stayed 2 nights in Sep 2021

10/10 Excellent

Laura M.

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

Excellent Stay in Oak Bluffs

We had an absolutely wonderful time staying at Peter and Jon's home. The house itself was so charming and comfortable, with welcomed amenities such as AC's in all of the bedrooms. The home is rich with history, which added to the experience. The wraparound porch makes for a fantastic happy hour spot too! The neighborhood was quiet and neighbors were friendly. It's a beautiful 15 minute walk into town where you can eat, drink, shop, swim, etc. Peter and Jon were also so responsive leading up to the trip which was very helpful. My group and I had an unforgettable weekend, and would definitely love to stay again!
Stayed 2 nights in Aug 2021

10/10 Excellent

Chloe M.

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

Great place!

We had a lovely time staying at the property. The house was clean and exactly as advertised.
Stayed 4 nights in Sep 2021