Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel

Oak Bluffs, Massachusetts
$777 avg/night
Bed 4

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

Oak Leaf Cape Cottage

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Located walking distance to the center of Oak Bluffs, this 4BR/2BA home offers a relaxing retreat close to all the action, with plenty of room to spread out and get comfortable.

Stroll to Inkwell Beach or an array of local eateries. Walk to the ferry dock and set off on a scenic day trip to Nantucket.

Dine alfresco at a shaded patio table in the yard. You’ll love the charming feel of this warmly decorated home.

LIVING AREA

The inviting living area features a variety of seating and a TV.

KITCHEN & DINING

Prepare tasty meals in the kitchen, outfitted with a full suite of appliances.

The dining table seats eight.

BED & BATH

This home sleeps eight guests between four bedrooms.

The primary bedroom is furnished with a queen bed. The en-suite bathroom has a tub/shower combination.

The second bedroom is equipped with a queen bed. The third bedroom is appointed with a full-size bed. The fourth bedroom includes two twin beds.

The guest bathroom has a walk-in shower.

OUTDOOR AREA & AMENITIES

The front lawn provides a dining table with an umbrella.

EXTRA PERKS & MORE DETAILS

Extra perks include complimentary Wi-Fi, cable TV, and a washer/dryer.

Parking is available for three cars in the driveway. Street parking is not available.

This home has a two-story layout. The living room fireplace is not operational. The property does not have air-conditioning.

LOCATION

Stroll 18 minutes to Inkwell Beach or 11 minutes to Ocean Park and the Flying Horses Carousel, the oldest-operating platform carousel in the country! Walk 8-10 minutes to local eateries and essentials shopping.

Hit the links at Farm Neck Golf Club. Board the ferry and take a day trip to beautiful Nantucket Island.

Parking notes: There is free parking available for 3 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

    4 Bedrooms Bed Sheets Provided
  • KITCHEN

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

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Internet Access
  • OUTDOORS

    Barbecue Grill Garden Patio
  • BATHROOMS

    2 Bathrooms Hair Dryer Towels Provided
  • LANGS SPOKEN

    English French German Italian Spanish
  • THINGS TO DO

    Birdwatching Nearby Cycling Nearby Ecotours Nearby Hiking Nearby Hiking/biking Trails Nearby Horse Riding Nearby Rafting Nearby Water Tubing Nearby Winery Tours Nearby
  • ENTERTAINMENT

    Books DVD Player TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • LOCATION HIGHLIGHTS

    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 : 8

Map Map

School District Rates & Availability

Review Review

  • Rebecca M.

    Submitted Sep 30, 2025

    Stayed Sep 22, 2025

    Cute place to stay while working on the island

  • Samantha R.

    Submitted Jul 27, 2025

    Stayed Jul 24, 2025

    Spacious cottage within walking distance to town. Plenty of sleeping and gathering space.

  • Mindy M.

    Submitted Jul 22, 2025

    Stayed Jul 20, 2025

    House was clean, spacious, and a great location! Air conditioning was great!

  • Renee S.

    Submitted Jul 20, 2025

    Stayed Jul 18, 2025

    We had a pleasant stay overall — the house was clean and well-maintained, which we really appreciated. However, the mattresses were quite hard and uncomfortable, which made it difficult to get a good night’s sleep. It also would have been helpful to have extra blankets available. Also ants in the kitchen. With a few small improvements, this place could be even more comfortable for future guests.

  • Diane S.

    Submitted Oct 10, 2024

    Stayed Sep 24, 2024

    We enjoyed our time at Oak Leaf. The home has all of the essentials, and we were satisfied. It is not a luxury home, but that was not what we were seeking. Upon our arrival, we found the home to be clean and had all of the essential equipment, kitchenware, and supplies needed for a comfortable stay. The beds were clean and comfortable. It was nice having four bedrooms so each could have our own room. Linens clean, fresh and sufficient. One small bathroom and one larger with the primary bedroom. The location was centrally located, and we were able to access all of the places we wanted to visit. It was a quiet neighborhood in late September. Restful. We would recommend a change in flow for kitchenware and the layout of furniture. We were unable to use fireplace, but that was not essential for us. The television was in an awkward place and we needed to move furniture around so we could all see it at the same time. (Note: we did not plan on spending much time watching TV and we did not. We would recommend this home to someone who plans on spending much time enjoying Martha's Vineyard and not seeking a luxurious hangout. We would return to Oak Leaf for future vacation accommodations.

  • Frances T.

    Submitted Aug 4, 2024

    Stayed Jul 21, 2024

    We greatly enjoyed our stay. The house was clean and linen was provided. The living room is comfortably furnished and a the large kitchen provided space for early morning breakfast and late night converstions. Very cozy!

  • John T.

    Submitted Jul 12, 2024

    Stayed Jun 22, 2024

    Outdoor shower is a Martha's Vineyard thing and the kids got a kick out of it.

  • William D.

    Submitted Sep 26, 2023

    Stayed Sep 12, 2023

    Very clean and excellent location.

  • Troy B.

    Submitted Jul 22, 2023

    Stayed Jul 18, 2023

    House was very clean and a short walk to town.

  • Pat B.

    Submitted Jul 16, 2023

    Stayed Jul 1, 2023

    House nice, managment sucks. Some complaints from previous renters I believe had been addressed. I felt the owner is slowly doing upgrades and being on an island with a rental property can be a little challenging. Windows had been replaced and looked great. Every bedroom had a window AC and the living room had a larger stand up unit. All worked great and kept the house cool. Kitchen does need some updating and repairs. Kitchen sink faucet was clunky, but it worked. Counters and cabinets need updating as well but was fine for a rental. Location to the town was great. The bad part was that we arrived Saturday evening about 5:00. When we got to the house the code that was emailed to us would not unlock the door. I called the management company to see why it wouldn’t work. I was on hold for 40 min. 40 mins outside the house I had paid to be in. While I was on hold one of my family members were able to get a side door to open up. I continued to hold for anther 20 min then gave up. Since we were in, figured I would call in the morning. Called and held for another hour and still no one answered. So now that we want to leave the house we have no way of getting back in. So we had to tape the door open because it couldn’t be left unlocked. The next day someone finally solved our issue. 3 days for support is wrong. If we didn’t break in we would have been stuck with no where to go and no way to get back to the main land. And a 10 digit code for the lock is awful.

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Total

Includes taxes and fees
$777+
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