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

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

Entire home

3 bedrooms1 bathroomSleeps 6

Popular amenities

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

Explore the area

Map
Oak Bluffs, MA
  • Oak Bluffs Harbor
    ‪5 min walk‬
  • Oak Bluffs Town Beach
    ‪18 min walk‬
  • Inkwell Beach
    ‪3 min drive‬
  • Vineyard Haven, MA (MVY-Martha's Vineyard)
    ‪16 min drive‬

Room options

About the neighborhood

Oak Bluffs

Seaside stay .Within a 10-minute walk of the vacation home, you'll find Martha's Vineyard Hospital Development and Oak Bluffs Harbor. Cottage Museum and Circuit Avenue are also within 2 miles (3 km).
View more Vacation Homes in Oak BluffsOpens in a new window

What's nearby

  • Oak Bluffs Harbor - 5 min walk - 0.3 miles
  • Circuit Avenue - 14 min walk - 0.8 miles
  • Oak Bluffs Town Beach - 18 min walk - 1.0 mile
  • Oak Bluffs Ferry Terminal - 18 min walk - 1.0 mile
  • Inkwell Beach - 3 min drive - 1.1 miles

Getting around

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

Restaurants

  • ‪Lookout Tavern - ‬16 min walk
  • ‪Back Door Donuts - ‬15 min walk
  • ‪Portuguese American Club - ‬3 min drive
  • ‪Offshore Ale Co. - ‬15 min walk
  • ‪VFW Hall - ‬9 min walk

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 manager

Peter or Jon Chapman

Languages

English

Similar properties

Exterior

Cozy cottage 3/4 mile from Oak Bluffs harbor

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
4.9 out of 5, Exceptional, 44 reviews
Cozy cottage 3/4 mile from Oak Bluffs harbor

Property amenities

Beach

  • Beach loungers
  • Beach towels

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

  • Smoking not allowed

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

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.

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.

Frequently asked questions

How close is Historic Oak Bluffs home, short walk to town, beach, and harbor. to the airport?

This vacation home is 7.6 mi (16-min drive) away from the Vineyard Haven, MA (MVY-Martha's Vineyard) airport, the closest popular airport to the property.

Does Historic Oak Bluffs home, short walk to town, beach, and harbor. have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Historic Oak Bluffs home, short walk to town, beach, and harbor. to the beach?

This vacation home is 1.2 mi (6-min drive) from Inkwell Beach and 15.5 mi (68-min drive) from Cape Cod Beaches. Don't forget your sunscreen!

Does Historic Oak Bluffs home, short walk to town, beach, and harbor. offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Historic Oak Bluffs home, short walk to town, beach, and harbor.?

No, there is no casino at this vacation home.

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

Check-in begins at 4:00 PM.

Is there free parking at Historic Oak Bluffs home, short walk to town, beach, and harbor.?

Free parking is not available at this vacation home.

Does Historic Oak Bluffs home, short walk to town, beach, and harbor. have a pool?

This vacation home does not have a pool.

Does Historic Oak Bluffs home, short walk to town, beach, and harbor. have a spa?

There are no spa services available at this vacation home.

How close is Historic Oak Bluffs home, short walk to town, beach, and harbor. to downtown Oak Bluffs?

This vacation home is 0.4 mi away from East Chop.

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

Reviews

9.6

Exceptional

Rating 10 - Excellent. 25 out of 30 reviews
Rating 8 - Good. 4 out of 30 reviews
Rating 6 - Okay. 1 out of 30 reviews
Rating 4 - Poor. 0 out of 30 reviews
Rating 2 - Terrible. 0 out of 30 reviews

9.4/10

Cleanliness

Reviews

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 traveler

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

10/10 Excellent

Chloe M.

Liked: Cleanliness

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

10/10 Excellent

Jennifer F.

Liked: Cleanliness

Nice and relaxing stay on the vineyard

The booking process was simple and the owners were very easy to deal with. Great communication on their end! The house is historic and the listing is very accurate. This is not a house for children at all but for the 4 of us it was perfect. We wanted a house that was walking distance from downtown OB but not in the craziness. It’s very easy to find. We walked East Chop a couple of the mornings which was about 3 miles from the house round trip. The house was very clean (other than some dust) and there were plenty of supplies available. We loved the big porch and the quiet neighborhood. We will definitely stay here again.
Stayed 3 nights in Jul 2021

10/10 Excellent

Rachel S.

Liked: Cleanliness

Charming Cottage

Very nice stay in this rustic but charming cottage. The property is just as described and while accommodations are “old” they were very clean and a short walk to town. We had a very nice stay and enjoyed reading about the cottages history. Would def stay at this property again
Stayed 4 nights in Jun 2021

10/10 Excellent

Denise W.

Liked: Cleanliness

Quiet and quaint retreat

This lovely old home on a quiet dirt road near the center of Oak Bluffs was a great place for us to get away to. The owners were very accommodating, and we had a wonderful time.
Stayed 6 nights in Jun 2021

8/10 Good

Robin H.

Liked: Cleanliness

Lovely place to stay!

We where trilled with the location and our stay. The owners were awesome!
Stayed 4 nights in May 2021

6/10 Okay

Bonnie S.

Disliked: Cleanliness

Quiet place

This is not a place for tall or large people. Inside shower too small. Needs alot of repairs.
Stayed 4 nights in May 2021

10/10 Excellent

jon g.

Liked: Cleanliness

Hillcrest Haven on the Vineyard

Enjoyed looking up into the giant pines and the plentiful sunshine from the south-facing wrap-around porch during our stay in this comfortable, unimproved 143 year old house in a quiet neighborhood during a beautiful week in late September.
Stayed 4 nights in Sep 2020

10/10 Excellent

David K., West Hartford

Liked: Cleanliness

Everything was as it was described and more

We couldn't have found better hosts than Peter and Jon. They were extremely accommodating and the house's location and rustic charm met our needs perfectly.
Stayed 3 nights in Sep 2020