Family friendly, walking distance to town, harbor, shops, restaurants, beaches

Oak Bluffs, Massachusetts
$655 avg/night
Bed 5

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Canary Cottage

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Experience the Martha's Vineyard of yesteryear at this beautifully updated historical home, ideally located near the heart of Oak Bluffs. The ferry terminal, the Flying Horses Carousel, Oak Bluffs Town Beach - it's all within a half-mile stroll. This two-story home has stood on Brunswick Avenue since 1870, with a classic, covered front porch where you can relax in the afternoons. It's a wonderful location for walking to dinner, visiting the East Chop Lighthouse, and spending your days on Inkwell Beach or Joseph Sylvia State Beach.

Begin and end each day outside on the porch, which offers plentiful space for sipping morning coffee, playing board games in the afternoons, and sharing alfresco dinners with your loved ones. The interior has been thoughtfully updated with modern comforts while preserving the home's 150-year-old character. White walls and ceilings reflect the natural sunlight, two living rooms offer TVs with cable and streaming capability, and the eat-in kitchen is equipped with stainless steel appliances. Find a stacked washer/dryer for your swimsuits and towels, complimentary WiFi throughout the house, and uncluttered bedrooms to provide a restful night's sleep.

THINGS TO KNOW
Upstairs bathroom has a small shower
Streaming services are available, but guests must log in using their accounts.
Air-conditioning is comprised of window units which are only available in the living area and three bedrooms.

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 25 years of age to book. Guests under 25 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

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1652 Sq Ft (153 Sq M)
  • KITCHEN

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

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Available Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Balcony Barbecue Grill
  • BATHROOMS

    2 Bathrooms Hair Dryer Towels Provided
  • LANGS SPOKEN

    English French German Italian Spanish
  • ENTERTAINMENT

    Games TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • 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

  • Andrea W.

    Submitted Aug 12, 2025

    Stayed Aug 6, 2025

    The space was perfect for 6 guests. Location was perfect for traveling into town. Easy to walk, bus stop nearby or short drive to shopping, restaurants and beaches. Very quiet and peaceful. Would definitely stay there again.

  • marci j.

    Submitted Jul 28, 2025

    Stayed Jul 13, 2025

    It was my first time on the island, and the house could not have been more perfect for our needs. Perfect location, very clean, and everything we needed. I would stay here again.

  • Teri B.

    Submitted Jun 27, 2025

    Stayed Jun 20, 2025

    The house was a great place to hang out and allow us to roam all the in the Vineyard-the beaches, Oak Bluffs, Edgartown, Vineyard Haven, museum, restaurants, etc. It served its purpose! Convenient to walk or take bus. However, for the price, many things were broken-screen door, kitchen faucet leaked, bottom rack in dishwasher came off rails every time, kitchen had tons of ants (we bought traps ourselves), dryer worked very slowly, two upstairs bedrooms not air conditioned, could have used more pillows and hangers. We would rent this house again, but hope these issues will be addressed. Quiet, spacious, good home to accommodate large amount of guests.

  • Richard D.

    Submitted Jun 16, 2025

    Stayed Jun 11, 2025

    We had a terrific time in Oak Bluffs. Very easy walk to Circuit Ave. Would definitely stay again.

  • Linda P.

    Submitted Oct 4, 2024

    Stayed Sep 17, 2024

    The reviews on this property led me and my family to believe that we were staying in a safe and clean cottage. However, we were met with bullet holes in the scene and window along with dog and or cat urine on the sofa. The home smelled moldy and the sofa reeked of urine upon sitting on it.

  • Lena F.

    Submitted Oct 1, 2024

    Stayed Sep 27, 2024

    Canary Cottage was well kept up. It is located in a quiet spot on a hill, a short walk into Oak Bluff past a bay. There is a small convenience store at the bottom of the hill. It’s walking distance from the ferry, maybe 15 minutes. Same for the bus station. We enjoyed our stay. We were three couples in our late 50’s/early 60’s.

  • Marissa S.

    Submitted Sep 18, 2024

    Stayed Dec 31, 1969

    We had a great trip to Canary Cottage with 8 guests. Plenty of room. Also good location - quiet neighborhood but walked downtown and to beach easily. It was not well stocked with small things like beach chairs and kitchen items but did not hinder our trip. Definitely would come back!

  • Joanna K.

    Submitted Sep 7, 2024

    Stayed Aug 30, 2024

    This house has plenty of space for 2 families and it's walking distance to town. We walked almost every night! We will definitely stay here again!

  • Courtney L.

    Submitted Sep 4, 2024

    Stayed Aug 18, 2024

    A short walk to OB's center but it still feels away from it all.

  • Kristen S.

    Submitted Sep 1, 2024

    Stayed Aug 4, 2024

    The home was nice and accommodated our family for our week long stay. Very short walk to the central location of Oak Bluffs (Circuit Ave) and a very short ride to the beach.

  • DELVAL D.

    Submitted Jul 16, 2024

    Stayed Dec 31, 1969

    The Canary Cottage was clean and exceptionally location. However during our stay, we had a few minor concerns and although we reached out, they were not adequately addressed.

  • Erma W.

    Submitted Jul 1, 2024

    Stayed Jun 16, 2024

    The location was perfect. It’s closed to amenities and was very quiet and gave us a lot of privacy. The house is spacious, which gave everyone privacy. We enjoyed having the grill to bar-b-q on.

  • Mark V.

    Submitted Jun 2, 2024

    Stayed Dec 31, 1969

    Had a great time staying at Canary Cottage. There was a lot of space for a larger group and it was located within a short walk of downtown Oaks Bluff. The one downside was that there was a grill featured as an amenity but we unfortunately did not have access to it. Despite that I would absolutely stay again.

  • Donna O.

    Submitted May 23, 2024

    Stayed May 20, 2024

    Great location, enjoyed our stay.

Your dates are Available!

Total

Includes taxes and fees
$655+
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