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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Best time is the Fall, and this Cottage has Everything!

Bedrooms 2
Space 1,000 sq. ft.
Property type cottage
Minimum Stay 2 - 3 nights


About the property

5 minute walk to Center of Lively Oak Bluffs and beach!

Martha's Vineyard is truly a magical vacation setting, and this cottage has all the charm of a fairy tale. As a Vineyard-er, I think September and October are THE best months to enjoy the Island--less crowded, you can get a table at the best restaurants, and the water is at its warmest! This cottage is a professionally-designed home with wraparound porch in Oak Bluffs Arts District. This classic Vineyard cottage is within stone's throw of beautiful Inkwell & State Beaches and in the center of restaurant and shop-filled Oak Bluffs. Recently featured on HGTV's Island Life, this cute home has been professionally renovated and newly winterized, with topnotch kitchen equipment and dining-ready kitchen, incl. all cookware, dishware, w dishwasher. Home has an outdoor shower, yard for outdoor dining, and gas grill. Two-spot parking. The cottage sleeps 6 in a pinch with two attractive formal bedrooms-one w queen bed, one with double trundle bed, and a new comfortable convertible queen-sized sofa in living room (living room door closes for privacy), and one single bed in small laundry room. Other amenities include: Flat screen television, internet w WiFi, newly renovated bath w claw foot tub plus shower, washer and dryer, and air conditioning in bedrooms-if desired. Two new bikes for use on Island. Very competitively priced.

Beautifully appointed and comfortable cottage in really wonderful location. Wonderful in Summer but also makes for an amazing Fall or Winter holiday getaway!

More Details

kelly brilliant
Member since: 2015
Speaks: english
Response time:
Within a few hours
Response rate:
Calendar last updated:
August 20, 2017

About kelly brilliant

I have gone to Martha's Vineyard for the past thirty-plus years, and fall in love with it again each time I come here! There is nothing quite like this Island for its beauty and the feeling of peacefulness (and fun!) it inspires. There is really no place in the world quite like it. Come and see for yourself! :)

kelly brilliant purchased this cottage in 2014

Why kelly brilliant chose Martha's Vineyard

My fiance and I fell in love with the uniquely Vineyard, particularly Oak Bluffs look and feel of this cottage. It is close to being a campground ( i.e. ginberbread-like) cottages, but about a 2 minute walk from the actual campgrounds, so you get a little more privacy, and breathing space, here. It was designed by a very talented interior designer, and it shows! It's a true vacation cottage in an "upscale style"--not any old house you'd find in the suburbs or anywhere USA. We loved that!

What makes this cottage unique

1) Proximity to Center of Oak Bluffs--fun activities for children, casual and fine dining, bars and pubs, great shops, and to beach! 5 min walk to beach, 7 min walk to town center

2) Walk-able to ferry--no need to bring your car, though 2 spot drive if you do!

3) 5 minute walk to Inkwell Beach!

4) Everything included in house--linens, sheets, bath and beach towels etc, even two bikes for use provided

5) Beautifully designed--special.


Oak Bluffs Cottage Accommodation and Amenities

Property Type:
  • cottage
  • Guests provide their own meals
  • Housekeeper Included
Floor Area:
  • 1000 sq. ft.
House Rules:
  • Check-in: 3:00 PM / Check-out: 11:00 AM
  • Max. occupancy: 6
  • children welcome
  • non smoking only
Location Type:
  • Near The Ocean ...
  • Away From It All
  • Romantic
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer
  • Hair Dryer
  • Heating ...
  • Internet
  • Iron & Board
  • Linens Provided ...
  • Living Room
  • Parking
  • Towels Provided ...
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils ...
  • Dishwasher ...
  • Kitchen ...
  • Microwave
  • Oven ...
  • Pantry Items
  • Refrigerator ...
  • Stove ...
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 1 Bathroom
  • Bathroom 1 - toilet , tub , shower , antique charm w/ new fixtures
    Bathroom 2 - outdoor shower
  • Clawfoot tub, new fixtures Brand new Outdoor Shower--spacious and nicely designed!
  • 2 Bedrooms, Sleeps 6
  • 2 Bedrooms - 1 queen , 2 twin/ single , 1 sleep sofa /futon , 1 murphy bed , 2 bedrooms, and a sleeper sofa in living room
    Bedrooms - 1 queen , 2 twin/ single , 1 sleep sofa /futon , 1 murphy bed , 2 bedrooms and an additional full sleeper sofa in living roo
  • 2 bedrooms with an additional full sleeper sofa in living room. All new. House can sleep up to 6.
  • Books ...
  • Games
  • Satellite / Cable
  • Stereo ...
  • Television ...
  • Bicycles
  • Deck / Patio ...
  • Lawn / Garden
  • Outdoor Grill
  • 2 bicycles
  • Long-term Renters Welcome
  • churches
  • cinemas
  • festivals
  • library
  • marina
  • playground
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • paddle boating
  • photography
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • groceries
  • hospital
  • laundromat
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • hiking
  • kayaking
  • parasailing
  • pier fishing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • sound/bay fishing
  • surf fishing
  • surfing
  • swimming
  • tennis
  • wind-surfing


Excellent! 4.5/5 -
(17 traveler reviews)

70% Complete
17% Complete
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Best time is the Fall, and this Cottage has Everything!
average rating of 4.470588 based on 17 reviews

Comfy and convenient cottage

  • 5 of 5

We felt like an islander staying in this cottage for a week in Oak Bluffs. We loved the preserved older charm of the house paired with the modern conveniences. The house has everything you need, from the well equipped kitchen to travel necessities such as umbrella, cooler, beach chairs and towels. Easy walk to Oak Bluffs center, restaurants, grocery store and the town beach. If you were traveling light you could walk to the house from the ferry. The outdoor shower was fun and the bikes were a great amenity. Host Kelly made sure we had all the info we needed for a great vacation. We would love to return!

  • Submitted: Jun 3, 2017
  • Stayed: May 2017
  • Source: VRBO, from HomeAway
Owner's Response: Jamie and family were wonderful guests. I love that they mentioned the bikes and other amenities. We really strive to make it really easy for our guests to enjoy this special Island.
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New York City

Affordable and Charming Cottage in Oak Bluffs

  • 5 of 5

My friends and I had a wonderful stay on Martha's Vineyard. It was a beautiful weekend and I recommend the island to anyone who's interested in a truly unique place with a distinct New England architectural heritage and unmatched natural beauty. The cottage was a perfect place to rest our heads and prepare for a long day of exploration. The property is located in Oak Bluffs, which is a town/village comprised of hundreds of Victorian style cottages, each unique in their own way. This cottage a little outside of town and situated next to an artist community that open the doors to their galleries on the weekends. The cottage a lovely outdoor shower, new kitchen, and comfortable rooms. Kelly was responsive and a good host. We didn't have any issues. Lastly, if you want beach front access this isn't the place for you. With that said, you can walk 5 minutes to Oak Bluffs beach....or if you prefer the island has a number of cab companies. Enjoy your stay!

P.S. If you have time and money I would recommend Outermost Inn for dinner and drinks. Its on the opposite side of the island near Gay Head beach but its well worth the trip.

  • Submitted: Aug 9, 2017
  • Stayed: Aug 2017
  • Source: VRBO, from HomeAway
Owner's Response: Lovely guests! Matthew, I hope you can stay again. It's so nice when someone so gets the Island, and the cottage! Very appreciated! And after 30 years, I've never been to Outermost Inn so will check out next week! Thanks for tip!
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0 0

Great Vinyard cottage for our family of 3!

  • 4 of 5

This cottage is centrally located in a great neighborhood. It is creatively decorated and fully equipped. The rooms were comfortable for our small family. The outdoor shower was a wonderful treat! The landscaping could be updated and the road was a bit busy at times. Would definitely recommend this vacation rental to those seeking a place to relax and unwind after a day of Vineyard fun!

  • Submitted: Aug 1, 2017
  • Stayed: Jul 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thanks, Jessica, and yes regarding the landscaping! Next project on our list hopefully by next season it will be! Please come again!
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1 0

Great vacation! Adorable house and great location! Would definitely come stay again

  • 5 of 5

We enjoyed our whole time at the flip flop house - our dog did too! We'll definitely be returning

  • Submitted: Jul 28, 2017
  • Stayed: Jul 2017
  • Source: HomeAway
Owner's Response: Thank you, Mia!
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Columbus, Ohio

Great location with quaint feel

  • 5 of 5

We enjoyed our visit to Marthas Vineyard and staying in this cottage home! It was walkable to shops and the bikes came in handy for a morning ride. Our group enjoyed trying the outdoor shower experience and listening to Beach Boys on the vinyl player. Thank you for letting us stay in your wonderful home!

  • Submitted: Jun 25, 2017
  • Stayed: Jun 2017
  • Source: HomeAway
Owner's Response: Thank you, Lynn! Please come back again!!
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0 0

The ideal location for a break from the mainland

  • 5 of 5

Exactly what we expected and planned for. Couldnt ask for anything more! Will be watering at the mouth until we can book next years stay.

  • Submitted: Jun 22, 2017
  • Stayed: Jun 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thanks John, do come back!
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Nearest Airport
4 Miles
Martha's Vineyard Airport
Nearest Barpub
0.2 Miles
Nearest Ferry
0.5 Miles
Oak Bluffs
Nearest Restaurant
0.2 Miles
Sweet Life
Nearest Beach
0.5 Miles
Inkwell Beach & State Beach
Car: not necessary

Great location in Oak Bluffs that is so close--within 5 mins. walk or less --beach, to ferry, to all restaurants, attractions, etc. On a nice quiet street in the Oak Bluff Arts District. The house has parking for up to two cars, but you do not have to have a car given the cottage's location.


Rates & Availability

Oak Bluffs Cottage Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Jul 2 2017 - Sep 9 2017
3 night minimum stay
Sep 10 2017 - Nov 4 2017
2 night minimum stay
My Standard Rate
3 night minimum stay

Additional information about rental rates

Damage Deposit $200

Owner's Cancellation Policy

  • Canceled bookings will not receive a refund
Contact Owner

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