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

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

Terrace/patio
3 bedrooms, free WiFi, bed sheets
Property grounds
Exterior
Dining

Reviews

9.6 out of 10
Exceptional

Entire home

3 bedrooms1 bathroomSleeps 6

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Barbecue grill
  • Kitchen

Explore the area

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

Room options

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Exterior
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  • Washer
  • Dryer
  • Air conditioning
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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.
During your stay at this vacation home, you're just a quick walk from Martha's Vineyard Hospital Development. Features include laundry facilities. Free WiFi and a kitchen are available in the vacation home.
  • Air-conditioned home with kitchen, washing machine, and patio
  • Free WiFi
  • Amenities include laundry facilities
  • Onsite recreation includes a playground
  • Within a 10-minute walk of Martha's Vineyard Hospital Development and Oak Bluffs Harbor
As a guest of this vacation home, you'll find barbecue grills, a garden, and laundry facilities. The front desk is open around the clock.

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

Policies

Check-in

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

Check-out

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

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Check-out instructions

The host requires you complete the following before checking out:
Gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
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

  • No pets allowed

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 private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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 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
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 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.

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

Reviews

9.6

Exceptional

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

9.2/10

Cleanliness

Reviews

10/10 Excellent

Mary P., Murphysboro, IL, USA

Liked: Cleanliness
Fun old house full of character. Great place to weather out the Nor’easter! Really appreciated the cable and strong wi-fi! Communication with owner was excellent!One caution, if anyone in your party has mobility issues, be aware that the “short walk” is about a half-mile. Also lots of stairs, including long, steep ones to the second floor.
Stayed 3 nights in Oct 2025

10/10 Excellent

Tim M.

Liked: Cleanliness
What a cool house. A classic. Peter could not have been nicer. I definitely would like to stay here again when I return to the island.
Stayed 2 nights in Sep 2025

10/10 Excellent

Walter S.

Liked: Cleanliness
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

6/10 Okay

Erin J.

Liked: Cleanliness
Stayed 2 nights in Aug 2025

10/10 Excellent

Jen K.

Liked: Cleanliness
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

8/10 Good

Rebecca K.

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

8/10 Good

Maria P.

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

Kimberly H.

Liked: Cleanliness
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

Elizabeth M.

Liked: Cleanliness

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

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

10/10 Excellent

Laura S.

Liked: Cleanliness

Great place!

We enjoy it all.
Stayed 3 nights in Oct 2024

8/10 Good

Craig C.

Liked: Cleanliness

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

suzanne h.

Liked: Cleanliness

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

Maddie T.

Liked: Cleanliness

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

8/10 Good

Ava W.

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

8/10 Good

Jennifer N., Plymouth

Liked: Cleanliness

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

10/10 Excellent

Natalya P.

Liked: Cleanliness

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

James B.

Liked: Cleanliness

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

Moira D., Boston, MA

Liked: Cleanliness

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

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

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

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

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

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

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