Family-Friendly Fun & Convenient Location | Oak Bluffs

3 Beds 2.5 Baths 7 Guests No Pets House in Oak Bluffs
Your charming Oak Bluffs retreat awaits — bright, airy, and ready for island adventures - property
Your charming Oak Bluffs retreat awaits — bright, airy, and ready for island adventures
Tranquil waterfront perfect for peaceful mornings moments away from your front door
Sunset views over tranquil waters
Spacious two-story layout with open living and dining areas
Sleep soundly in spacious bedrooms designed for comfort after a day of island exploration
From:$3500 per week
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Property Details

Escape to Your Perfect Martha’s Vineyard Getaway

Available weeks are listed for your convenience. Turnover days may adjust depending on the calendar, and minimum night stays may apply during high-demand weeks.
I’m happy to answer any questions or help with booking — please reach out to Ashley Killian at Ashley@portfoliopropertiesmv.com.

Wake up to serene views and easy island living at this bright and welcoming Oak Bluffs retreat. Nestled near local beaches, charming town spots, and scenic bike paths, this home offers the ideal mix of relaxation and adventure. Whether you’re sipping morning coffee on the deck, grilling with family in the backyard, or heading out for a day on the water, every moment here feels like a vacation come to life.

Step into your Martha’s Vineyard retreat and experience the perfect balance of comfort and island charm. This bright and airy 4-bedroom, 3-bath home is designed for families and friends looking to relax, explore, and make memories. With a spacious living area, sunlit deck, and fully equipped kitchen, every detail invites you to unwind and enjoy the island lifestyle.

A Stay That Feels Like Home (and Vacation Too):

  • Gather & Relax: Open living spaces, cozy furnishings, and a dining area ready for laughter-filled meals.

  • Cook & Entertain: Chef-ready kitchen with ample counter space and appliances for everything from quick breakfasts to gourmet dinners.

  • Outdoor Enjoyment: Morning coffee on the deck, sunset drinks by the grill, or evening stargazing in your private yard.

  • Family Fun & Convenience: Kid-friendly amenities, easy access to local beaches, bike paths, and Oak Bluffs town center.

  • Island Access: Located on a quiet street, steps from the VTA bus route, and just minutes from restaurants, shops, golf, and nature trails.

Why Guests Keep Coming Back:
This isn’t just a place to stay — it’s a base for island adventures and relaxation. Watch the sunrise over the neighborhood, explore nearby beaches, bike along scenic paths, or simply lounge on the deck with your morning coffee. Every day brings something new to discover on Martha’s Vineyard.


Explore the Area

Discover the best of Oak Bluffs just minutes from your doorstep:

  • Inkwell Beach – 5-minute drive
    A beloved local beach perfect for morning swims and sunset walks, its just off of Oak Bluffs town center.

  • Oak Bluffs Harbor – 5-minute drive
    Lively marina lined with restaurants, shops, and classic Vineyard charm.

  • Oak Bluffs Town Beach – 6-minute drive
    Family-friendly stretch of shoreline ideal for a relaxing beach day. Jaws Bridge is a popular destination on State Beach.

  • Martha’s Vineyard Airport (MVY) – 12-minute drive. Conveniently located for easy arrivals and departures

Sleeping Arrangements

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Double Bed, 1 Single Bed

Amenities

Entertainment

  • Books
  • DVD
  • Games
  • Television

Features

  • Air Conditioning
  • Clothes Dryer
  • Internet - Wifi
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Washing Machine

Kitchen

  • Coffee Maker
  • Cookware
  • Dining Room
  • Dining Table
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster

Leisure

  • Bird Watching
  • Shopping
  • Wildlife Viewing

Local

  • Fitness Center
  • Hospital

Location

  • Near Ocean

Outdoor

  • Bicycle
  • Deck/Patio
  • Gas Grill

Sports

  • Biking
  • Golfing
  • Swimming

Themes

  • Family

Availability

Location

50 Pondview Dr
Oak Bluffs
Oak Bluffs, Massachusetts Open in Maps

Policies

Cancellation Policy

CANCELLATION POLICY: In the event of a cancellation Tenant must notify Portfolio Properties in writing. Portfolio Properties will then make every effort to re-rent this property for the lease rental period. If the property is re-rented for the full rental period at the amount specified in this lease document, a refund will be issued less 15% of the total amount of the lease to be retained by Portfolio Properties. In the event Portfolio Properties is unable to re-rent the property, the tenant agrees to be responsible for the full amount of the rental as outlined in the payment schedule. If Portfolio Properties is able to re-rent the property for less than the full rental amount, the tenant will be responsible for 15% of the original rental amount and any difference between the original rate and the new rental rate.

Deposit Policy

Initial payment (50% of the rental rate as well as associated fees) is due at booking and the remaining amount is due 60 day prior to arrival. This initial payment MUST be received no later than 48 hours from confirming your reservation, otherwise the dates will be released.

from $500 / night