Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard

Oak Bluffs, Massachusetts
$358 avg/night
Bed 3

Bed

Bath 1

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Winthrop Cottage

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If you are planning a family vacation to Martha's Vineyard, consider this affordable and comfortable cottage in Oak Bluffs! With a well-equipped kitchen, furnished patio, and outdoor gas grill, plus two TVs for relaxing after a day in the sun, this property has everything you might need to enjoy a fantastic stay on the Vineyard. Make your vacation a memorable one and book with us today!

What's nearby:
This cottage is just a short drive from the ocean and downtown Oak Bluffs. East Chop Lighthouse is an easy drive north and a fantastic choice for a day trip. Be sure to take a walk through Oak Bluffs as well as Vineyard Haven to experience the great local restaurants and adorable shops.

What's included:
Free WiFi
Full kitchen with a dishwasher

Parking notes: There is free parking available for 2 vehicles.



Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the Rental Agreement on the checkout page.

Due to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1500 Sq Ft (139 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Required Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Gas Grill Patio
  • BATHROOMS

    1 Bathroom Free Toiletries Hair Dryer Towels Provided
  • LANGS SPOKEN

    English French German Italian Spanish
  • THINGS TO DO

    Birdwatching Nearby Fishing Nearby Jet Skiing Nearby Parasailing Nearby Power Boating Nearby Scuba Diving Nearby Surfing/body Boarding Nearby Whale Watching Nearby Windsurfing Nearby
  • ENTERTAINMENT

    DVD Player Games TV With Cable/satellite Service
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near A Hospital Near The Sea
  • SUITABILITY/ACCESSIBILITY

    Note From Host: Smoking Is Not Permitted Anywhere On The Premises. Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Justin

    Submitted Sep 16, 2019

    Stayed Sep 12, 2019

    Everything was very neat and tidy, it was clean, the condition of everything was truly quite nice, I really enjoyed my stay. They should update their lock and key mechanism though, it was a little difficult to maintain the property keys and enter the home, also I did notice there was an ant problem, I would return to a drink i left on the counter for only a few moments to see littel ants around it trying to get a taste...it was unpleasing..though its not the biggest issue in the world but just something that I wish wasnt there. Minus the ants it was an excellent stay, very comfy, very warm, i will likely come back to this exact spot again.

  • brandon d.

    Submitted Sep 3, 2025

    Stayed Aug 29, 2025

    There is clearly no care for safety/sanitation on this property. The stove top element do not work as they should, turning a typical one hour cook time into 3 1/2 hours. One of the only two large pots provided was rusted on the inside and trying to boil 8 quarts of water on the largest stove top element was frivelous. The grill was the filthiest and most hazardous grill I've ever HAD to use to cook a meal. The rear storm door was in such dis-repair it was hazardous and made it a chore to keep bugs out of the home. In the room with the bunk beds, the window latch was broken with a sharp edge and the roller shade looked like it was about to come out of the wall. The water pressure in the tub/shower is great, but the shower handle gushes out water. Lots of time had to be spent to figure out how to efficiently operate either of the televisions with the remotes and appartlety the hardwired ethernet failed after the first night. Couldn't any time enjoying the outdoors around the property because it was the most unkept yard/trees/bushes on the street, the deck was filthy, there were mutiple dangerous hidden trip hazards, old piles of leaves/trash around the entire perimeter, and a thorn bush at the driveway that was dangerous. What a herendous vacation this all created for my family and me.

  • Gayle R.

    Submitted Jul 27, 2025

    Stayed Jul 19, 2025

    Disappointing House smells of cat pee, had to open windows and close door to the bedroom where the smell was coming from. A cleaning person was sent but was unable to get the smell out. There were a lot of different kinds of bugs - 2 of which I believe were cockroaches. I have photos. The back deck furniture and grill were filthy and not usable - again - have photos. This was the worst vacation week we have ever had on the Vineyard and we come every year. We paid a lot of money for this substandard house. The cable and internet did not work when we arrived and someone did come 24 hours later and fixed it.I have asked for some sort of compensation for our bad experience at this house but to no avail.

  • Collins E.

    Submitted Jul 6, 2025

    Stayed Jul 4, 2025

    Clean, small, great for a weekend trip

  • Micah D.

    Submitted Jun 30, 2025

    Stayed Jun 19, 2025

    Stayed here for work. Very comfortable cottage. Reasonable(30min) walk, or short bike ride(5-10min) to Oak Harbor. Home was clean and neat. Only reason for 4 not 5 star was that A/C was advertised but they were window units and were not installed. Temps were fine without, it was great to hear the birds sing.

  • Amanda B.

    Submitted Jun 30, 2025

    Stayed Jun 27, 2025

    We loved how the neighborhood was quiet but was still so close to downtown's shops, restaurants, beach, and the bus.

  • Jessica S.

    Submitted Jun 24, 2025

    Stayed Jun 21, 2025

    This house was the perfect size, small property but a nice deck out back to relax on. Inside was clean, roomy and just the perfect place to relax after a day of roaming Oak Bluffs. It's a 2 minute drive to town or a 15 minute walk which was easy. All in all, I would stay here every visit if I could. Enjoy!

  • David Cripe C.

    Submitted Jun 17, 2025

    Stayed Jun 4, 2025

    The closeness to everything

  • Brandon C.

    Submitted Oct 2, 2024

    Stayed Sep 30, 2024

    Perfect escape for three actors coming from a project with an unexpected few days off. We booked last minute and were thrilled to be able to have some things so centrally located

  • Xinhong W.

    Submitted Sep 15, 2024

    Stayed Aug 26, 2024

    Great location. Very limited supply of paper towel and toilet paper for a family of 4, 5-day stay. Smelled weed when checking in on 1st day.

  • Patricia W.

    Submitted Sep 4, 2024

    Stayed Aug 19, 2024

    Close to the beach , clean and a wonderful Vineyard stay

  • Jennifer S.

    Submitted Aug 21, 2024

    Stayed Jul 25, 2024

    Great property as it is located so close to Oak Bluffs. Plenty of space for the four of us who when there.

  • Rachelle P.

    Submitted Aug 16, 2024

    Stayed Aug 10, 2024

    Clean, cozy, comfortable, quiet (away from traffic) but also within walking distance to the center of town.

  • Kimberly C.

    Submitted Jul 3, 2024

    Stayed Jun 30, 2024

    This right sized property is located in oak bluffs on mothers vineyard. Just a very short drive to downtown. All the conveniences, very very clean. We were quite comfortable. Quiet neighborhood. Great value.

  • Abby R.

    Submitted Jun 23, 2024

    Stayed Jun 19, 2024

    This property is definitely nothing fancy, but we enjoyed our time there with our three tween/teen daughters, and found it met our needs and budget! Very easy to drive in/out of Circuit Ave, and possible to ride bikes in/out if you wanted to. The bunk beds were not the best, but would be fine for younger kids. (We submitted feedback to the owner that you cannot safely use the ceiling fan with someone in the upper bunk.) We did sleep with bedroom doors open and two window a/cs running to sleep comfortably at night. Please note that there is not a dishwasher here, despite the photos showing one in the kitchen.

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Total

Includes taxes and fees
$358+
View details