Victorian cottage overlooking downtown Oak Bluffs and the Harbor.

Photo gallery for Victorian cottage overlooking downtown Oak Bluffs and the Harbor.

A two-story house with a balcony, a covered porch, and a garden with pink flowers.
A dining area with a wooden table and chairs, a piano, a bookshelf, and a cabinet with glass doors.
A living room with a sofa, chairs, a TV, and a fan.
A bedroom with two beds, a nightstand, a lamp, a window with blinds, and a wooden chest.
A two-story house with a porch, surrounded by a grassy lawn and flowering bushes.

Reviews

8.8 out of 10
Excellent

Highlights

  • Discover nearby landmarks
    Close to Inkwell Beach
3 bedrooms1+ bathroomSleeps 8

Popular amenities

  • Onsite parking available
  • Dogs and cats allowed
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Balcony

Explore the area

View map
Oak Bluffs, MA
  • Place, Oak Bluffs Harbor
    ‪3 min walk‬
  • Place, Circuit Avenue
    ‪8 min walk‬
  • Place, Oak Bluffs Town Beach
    ‪13 min walk‬
  • Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)
    ‪20 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 Double Bed

Bedroom 2

2 Single Beds

Bedroom 3

1 Single Bed

Common area 1

1 Double Futon

1 bathroom, 1 half bathroom

Bathroom 1

Towels provided · Toilet

Bathroom 2

Towels provided · Toilet · Shower only

Spaces

Porch or lanai
Kitchen
Balcony
Separate dining area

About this property

Victorian cottage overlooking downtown Oak Bluffs and the Harbor.

Come stay at our quaint Victorian cottage overlooking downtown Oak Bluffs and the Harbor, which are just a few blocks away within easy walking distance. The cottage sits on the edge of a large park bordering the aptly named Sunset Lake, so it's like having an extra-large front yard for games of frisbee or flying kites. There's a few public beaches within walking distance (just over a half mile), or you can drive to them or anywhere on the island in minutes. The house is not fancy, but it has everything you need to make it home base for your island adventure. The fabled Cottage City cottages are just across the park, as is the Oak Bluffs main street and nightlife.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 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 and cats (limit 2 total)
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Smoking

Smoking is not permitted
Please remove all sheets from beds used, and towels, and put on the washer before leaving.
Please wash all dishes before leaving.

Important information

You need to know

Property Registration Number C0430772210
Property # 3139366vb
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 no carbon monoxide detector on the property, but there are gas appliances; 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 deadlock
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

About the area

Oak Bluffs

Oak Bluffs is home to this holiday home. Oak Bluffs Harbor and Woods Hole 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 Old Silver Beach. Flying Horses Carousel and Island Cove Miniature Golf are also worth visiting.
Map
Oak Bluffs, MA

What's nearby

  • Oak Bluffs Harbor - 3 min walk - 0.3 km
  • Oak Bluffs Public Library - 5 min walk - 0.4 km
  • Circuit Avenue - 8 min walk - 0.7 km
  • Oak Bluffs Town Beach - 13 min walk - 1.1 km
  • Inkwell Beach - 16 min walk - 1.4 km

Getting around

  • Vineyard Haven, MA (MVY-Martha's Vineyard) - 15 min drive

Restaurants

  • ‪Rocco's Pizzeria - ‬4 min drive
  • ‪Lookout Tavern - ‬11 min walk
  • ‪Offshore Ale Co. - ‬12 min walk
  • ‪Catboat Coffee Co. - ‬4 min drive
  • ‪Mo's Lunch - ‬15 min walk

Frequently asked questions

Is Victorian cottage overlooking downtown Oak Bluffs and the Harbor. pet-friendly?

Yes, this property allows cats and dogs (limit 2 total).

How much does it cost to stay at Victorian cottage overlooking downtown Oak Bluffs and the Harbor.?

As of 6 Aug 2026, prices found for a 1-night stay for 2 adults at Victorian cottage overlooking downtown Oak Bluffs and the Harbor. on 28 Sept 2026 start from AU$3,478, 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 Victorian cottage overlooking downtown Oak Bluffs and the Harbor.?

On-site parking is available at the property.

What time is check-in at Victorian cottage overlooking downtown Oak Bluffs and the Harbor.?

Check-in begins at 4:00 PM.

What time is check-out at Victorian cottage overlooking downtown Oak Bluffs and the Harbor.?

Checkout is at 11:00 AM.

Where is Victorian cottage overlooking downtown Oak Bluffs and the Harbor. located?

Situated in Oak Bluffs, this holiday home is within 1 mi (2 km) of Oak Bluffs Harbor and Inkwell Beach. Martha's Vineyard Hospital Development and Oak Bluffs Public Library are also within 10 minutes.

Reviews

8.8

Excellent

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 4 out of 6 reviews
Rating 8 - Good. 1 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 1 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

6.4/10

Cleanliness

8.4/10

Check-in

9.6/10

Communication

10/10

Location

8.4/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Patricia C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The location of the property is perfect for a walkable vacation in Oak Bluffs. We enjoyed coffee on the front porch watching the sunrise and relaxing in the evening. The cottage is vintage and accommodated our family well with more than enough room to spread out.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

L R.

Check in was simple. The house was as represented and perfectly located. The host was responsive and there were great neighbors. We enjoyed our stay and would definitely visit again.
Stayed 5 nights in Aug 2025
Verified review

4/10 Poor

Amenze O.

Liked: Communication, location
Disliked: Cleanliness, check-in
The location was by far the best part of this property. We could easily walk to shops, restaurants, and activities throughout Oak Bluffs, which was extremely convenient. Unfortunately, the condition of the house and our check-in experience overshadowed that benefit.When part of our group arrived, the house had not been cleaned after the previous guests. Used linens were still on the beds, and trash, dishes, and other items had been left behind. The host/management team responded fairly quickly and sent cleaners, which we appreciated, but the home was still not ready at check-in. Although the cleaners improved things, beginning the stay that way made it difficult to feel fully comfortable afterward.The house itself is very old and musty, with worn, mismatched furniture, one dated bathroom, a narrow winding staircase, no central air conditioning, and linens and towels that did not feel fresh or updated. We understood that we were booking an older property, but basic cleanliness and properly prepared bedding should still be expected. The power also went out during our stay, and someone in our group had to locate and reset the breaker.The location is phenomenal, especially for a last-minute Oak Bluffs booking, but the property needs significant attention to cleanliness, linens, towels, furnishings, and general maintenance. Even simple updates would make a major difference. Based on our experience, I would not stay here again.
Stayed 4 nights in Jul 2026
Response from VrboOwner on 3 Aug 2026
Thank you for taking the time to share detailed feedback about your recent stay. We are delighted that you loved the location and enjoyed being able to easily walk to the shops, restaurants, and activities in Oak Bluffs. At the same time, we sincerely apologize for the initial check-in delay and the unacceptable state of the home when your group first arrived. While we are glad our team was able to dispatch cleaners quickly, we completely understand that starting your stay this way set an uncomfortable tone. That is certainly not the experience we aim to provide, and we are working directly with our turnover team to ensure cleaner transitions in the future. We also appreciate your honest notes regarding the home's condition. As outlined in our listing details, this is a historic, authentic Oak Bluffs home featuring a rustic structure and individual window A/C units rather than central air conditioning. However, we agree that basic cleanliness and fresh amenities should always be top-tier, regardless of a property's age. We are taking your comments to heart and are already scheduling updates to our linens and towels for the upcoming season. Thank you again for your input, as it directly helps us refine and improve our guest experience. We wish you all the best in your future travels.
Verified review

10/10 Excellent

Jeffery S.

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

Renter

Nice nostalgic home Needs minor work (Toilet seats)(Middle room mirror )AC
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

Walter F.

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

Vintage home in great location with harbor views

Thoroughly enjoyed our stay. Easy check-in and host instructions. Great sunrise views. Easy walk to the best of Oak Bluffs. On bus route for easy access to the rest of the island and to airport. Kitchen was well equipped with necessary housewares. WiFi was excellent. The house is a beautiful vintage Victorian with the quirks of an older home built in 1870, such as limited electrical outlets and uniquely located bathrooms. After first night felt like home. Host was quick to communicate updates and information. A lovely stay. We would rent again.
Stayed 6 nights in Jul 2025
Verified review

8/10 Good

Albert C.

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness
The location of the house was perfect—right in the middle of everything in Oak Bluffs. It’s an older home with a lot of charm, though not very kid-friendly.The host was friendly and responsive. However, when we arrived on Thursday, the house had not been cleaned. We reached out, but the cleaning crew wasn’t able to come until the next day, which meant we had to wash the sheets ourselves that night. When the cleaners did come, they mistakenly put dirty blankets back on the bed, though they corrected it once we pointed it out.This may have been a one-time issue, and aside from that, our stay was enjoyable. If you’re looking for a great location and appreciate historic homes, I would definitely recommend this place.
Stayed 3 nights in Aug 2025

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