Exclusive Oyster Pond Retreat With Private Beach Access and New Gourmet Kitchen

Edgartown, Massachusetts
$1546 avg/night
Bed 4

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

This immaculate vacation rental is situated in the exclusive Oyster Pond enclave with boat access to its private beach. The property's seven acres afford a serene privacy that’s difficult to match, yet is conveniently located for easy access to downtown Edgartown, Oak Bluffs, and Vineyard Haven - and for heading up island.

Aptly called the “Dream House” by Architectural Digest, the home is graced by cathedral ceilings and a central cupola. Its flow and energy transport one to a space where time is measured by the arcs of the sun and moon.

This is an upside down house with the living and dining areas, new kitchen and primary bedroom suite located on the top floor. On the first floor - encircling the stunning custom curved staircase - are three more bedrooms, a library, a laundry room and a bathroom with its double vanity sink separate from the bath and toilet.

Two large decks — perfect for morning coffee, sunning, grilling, cocktails and dining — flank the house and overlook the surrounding huckleberry fields and lively forest. The dining area and fully-appointed kitchen also provide a lovely view to the sprawling lawn below for watching playful kids.

Flat panel TVs grace all rooms including the library, which is perfect for an evening children's movie, or as an office (with monitor and wireless printer/copier/fax). There is also a kids' corner upstairs with toys, games, puzzles, art supplies, play tent, and a telescope to explore the night sky. A high chair, booster seats, safety gate for kids and dogs, and Pack 'n Play are available in addition to kids’ plates, utensils, bibs, and bowls for pets.

The house is stocked with necessities so you can leave room in your car for personal items: luxuriant linens & bath towels, beach towels & blankets, and kitchen and bath products. We also provide a picnic basket, portable cooler w/wheels, cold packs and beach-appropriate dining gear.

Six bikes and helmets of varying sizes are provided to tour the island. Additional bikes can be rented and delivered. A bike path is accessible at the head of Oyster Pond Road. Also provided are two standup paddle boards, three kayaks, lawn games (bocce, crochet, corn hole, frisbee golf, Kubb, badminton), hammocks, shellfish catching tools, beach toys, umbrella, life preservers, and a collapsible, large-wheeled beach carry all. A Siemens 30A EV charger is ready to replenish your EV.

Only 150 yards from the house is the boat ramp to the pond. You may use our motor boat (from mid April to Thanksgiving, pond levels permitting), kayaks and standup paddle boards to explore the beauty of the pond and to reach the private association South Shore barrier beach: shallow and calm, warmer waters on the pond side, with surf and the occasional harbor seals on the ocean side. An adjacent beach is accessible by car only a few minutes away at Long Point Wildlife Refuge, owned by the Trustees of Reservations. Upon your return, a warm outdoor shower beckons. And a firepit, with kindling and split wood awaits with skewers for s’mores to finish a perfect Vineyard day.

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

Feature Features

  • PETS

    1 Total Pets Pet Friendly Welcoming Dogs Only
  • BEACH

    Beach Sun Loungers Beach Towels Near The Beach
  • DINING

    Dining Table
  • 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
  • GENERAL

    Unit Size: 3400 Sq Ft (316 Sq M)
  • KITCHEN

    Dishwasher Freezer Microwave Oven Paper Towels Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Laundry Detergent Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Required Electric Car Charging Station On Site Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Firepit Garden Outdoor Furniture Patio Telescope
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • WORKSPACES

    Computer Monitor Desk Desk Chair Printer
  • LANGS SPOKEN

    English French Japanese
  • THINGS TO DO

    Bicycle On Site Birdwatching Nearby Ecotours Nearby Fitness Facilities Nearby Hiking/biking Trails Nearby Kayak On Site Kayaking Nearby Marina Nearby Paddleboard On Site Power Boating Nearby Swimming Nearby Water Sports Equipment Wildlife And Game Walks Nearby Windsurfing Nearby
  • ENTERTAINMENT

    Books DVD Player Games Stereo Video Games Smart TV With Cable/satellite Service
  • LIVING SPACES

    Library Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Art Supplies Beach Toys Children's Books Children's Dinnerware Children's Games Children's Toys Highchair Playground Stair Gate Travel Crib
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa Near A Hospital Near The Bay Near The Sea On The Lake
  • SERVICES AND CONVENIENCES

    Iron/ironing Board Phone
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:30 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Rates & Availability

Review Review

  • J B.

    Submitted Oct 22, 2025

    Stayed Oct 5, 2025

    House is awesome! Clean, beautiful and the owners have supplied all the house related amenities as well as all the recreational amenities you can ever want for a vacation week on the vineyard.

  • RUSSELL B.

    Submitted Oct 8, 2025

    Stayed Sep 22, 2025

    Great place to use as home based for visiting the Island.

  • Thomas M.

    Submitted Sep 22, 2025

    Stayed Sep 18, 2025

    Amazing

  • Frank C.

    Submitted Sep 14, 2025

    Stayed Sep 6, 2025

    Very clean and well stocked! They thought of everything!

  • Randy G.

    Submitted Aug 24, 2025

    Stayed Aug 16, 2025

    The perfect getaway location for peace and quiet. The house is so well equipped and appointed. We couldn't ask for a better get away. The Owner's are so very accommodating!

  • Stephanie B.

    Submitted Aug 6, 2025

    Stayed Jul 27, 2025

    Wow! From start to finish, the hosts were communicative, accommodating, and compassionate. They have an incredibly responsive turnaround time on inbox items — before and during the trip. They are super organized and I have never stayed in a more well-appointed home than theirs — whether it was the pantry items, kitchen tools & supplies, beach and ocean accessories, linens, the list goes on & on. They’ve thought of everything. When they say “leave it at home,” it’s true! The location is peaceful and about as remote as you can get. The proximity to the MV airport, the ferries, and all of the beaches and downtown areas is exceptional. It is a super-centric location! On nights we stayed in, we enjoyed cooking in their beautifully updated kitchen complete with top of the line appliances. We even caught a meteor shower from one of the several deck spaces on the home. Their style is classic coastal and very subtle — which makes island time even easier to sink right into as well as allows you to feel at home immediately. We brought our small dog, just check with them for approval before bringing your fur friend, and they had everything available for her to have a fun stay too! Her own couch coverings, towels, bowls, etc. And on top of all of this, taking their skiff over to their private beach could not have been more awesome. In 15-20 minutes you reach a slice of paradise. Both days we spent there, we didn’t want to leave! Highly recommend this property.

  • Anastasia P.

    Submitted Jul 1, 2025

    Stayed Jun 21, 2025

    We were absolutely impressed with our stay at this property! The house was not only beautiful and immaculately clean but also spacious and well-equipped with every amenity we could possibly need. The hosts were incredibly friendly and attentive, enhancing our experience even further. We thoroughly enjoyed the six bikes provided, as well as the opportunity to ride on the boat, paddleboard, and use the kayaks on the serene pond. Our time here was unforgettable, and we would definitely love to return!

  • Joanne B.

    Submitted Oct 18, 2024

    Stayed Oct 6, 2024

    We had a wonderful time at this beautiful and well-stocked home. The hosts were immediately responsive to all contacts and repeatedly looked to make our stay special. The house and amenities were accurately describe and even understated when you see that the boats, bikes and games were all quality items. The house was impeccably clean and had everything we could possibly need. We had an amazing time. If you rent this house you will want or need for nothing and will probably be writing a similar review at the end of your stay.

  • Renee M.

    Submitted Sep 28, 2024

    Stayed Sep 22, 2024

    We so enjoyed our stay at this home! The house is private but close to great restaurants and shopping areas, immaculately clean, spacious and comfortable. The owners have provided all the supplies and amenities you could ask for and were extremely helpful - giving great options for dining and activities. Highly recommend for anyone wanting a comfy and inviting stay on the island!!

  • Todd B.

    Submitted Aug 26, 2024

    Stayed Aug 17, 2024

    We had a great week at the house. Dawn was very helpful with all logistical planning and proactive in communicating that the house was ready as we were already on island. It’s the best stocked house we’ve rented. Beach chairs, bikes, lawn games, kids games for inside, and everything was incredibly easy to find. Kitchen is great, all you need to do is show up. Thank you for the hospitality!

  • Loretta O.

    Submitted Aug 18, 2024

    Stayed Jul 20, 2024

    The property is even more stunning than the pictures. This is the perfect place for a family getaway. We had 3 generations with us and the layout of the house was so comfortable for everyone. When the host says they have everything, believe them! We VRBO all the time, and this was, by far, the best appointed house we have ever been in. They thought of everything you could need for a Vineyard vacation, for all ages, and provided it. We only needed to bring our clothes! The location on the island is great. Close to all of the towns, Morning Glory Farms, the creamery, and it's very easy to get Up Island. All the directions for the use of equipment, beach, boat etc. were clear and complete. The communication prior to arriving was very helpful. The beach was lovely and private. The owners answered any of our questions quickly if we had them. They made our stay special and delightful. If I had one complaint it would be that we had to go home!

  • Geoff W.

    Submitted Aug 12, 2024

    Stayed Aug 3, 2024

    Great hosts. Very relaxing property!

  • Deborah S.

    Submitted Jul 7, 2024

    Stayed Jun 15, 2024

    We had a wonderful stay at this property for a family of 7. Plenty of room, great a/c for keeping us comfortable during the heat wave and great hosts! This is a well cared for and updated property, located just minutes away from the restaurants and beaches. You won’t be disappointed!

  • Shiva M.

    Submitted Jul 4, 2024

    Stayed Jun 22, 2024

    We had the most amazing family vacation at this perfect retreat. The home was impeccably clean and had everything we needed. It was private, beautiful, and incredibly relaxing. The location was perfect—quiet yet conveniently close to everything. The condition of the home and the decor were flawless; we couldn't have asked for better. We all felt at home during our weeklong stay and wished we had stayed longer! The owners were incredible—so kind, helpful, and always available for recommendations if needed. We highly recommend this place and hope to return soon!

  • Lee E.

    Submitted Jun 13, 2024

    Stayed Jun 5, 2024

    Fabulous property!

  • Melissa W.

    Submitted May 25, 2024

    Stayed May 21, 2024

    The pictures do not do this house justice. You couldnt ask for a better host than Dawn. She helped me with figuring out traveling to the island. She provides everything you could possibly think of needing. The island is beautiful. People are very friendly. We used the boat several times to go to the beach and saw two sea lions!! The bikes were great way to sightsee. I couldn't recommend this place more!

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Total

Includes taxes and fees
$1,546+
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