Magical House in the Trees with Water View - Secluded Area

Aquinnah, Massachusetts
$588 avg/night Minimum Stay 4 Nights
Bed 3

Bed

Bath 1

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Night 4 nights

Min Stay

Our home is a simple, quaint beach house on a quiet dirt road. We are the first house on the right so no long, bumpy dirt road to navigate. Windows everywhere looking over the treetops. Sun filled great room with open kitchen, living room, and dining area. Kitchen features a Bertazonni stove where the gourmet cook can continue chatting with the guests or family while whipping up dinner. Living room/ dining room areas flow in spacious style perfect for family hanging out or entertaining guests. Screened porch extends the main floor to allow meals or lounging in the shade - bug free!

Two upstairs bedrooms connect to a sunny deck with views of the Vineyard Sound when leaves are sparse. Private sunbathing way above the treetops. Primary bedroom has it's own small deck for private moments in the sun and an attached master bath. Outdoor shower with changing area plus shower. Large fenced yard with a fire pit ready and waiting for Smores at night.

We are not pet friendly in general but we are open to discussing some exceptions for extremely conscientious dog owners. Please talk with us about this.

This Sandcastle is just off Lighthouse Road - quiet and private, yet just minutes away from three beautiful beaches, the Gay Head Cliffs with shops and food stands, nationally known Orange Peel Bakery (Wednesday night make-your-own pizza nights are popular with islanders and summer folks alike). Quick access to Philbin Ocean Beach: one of the most beautiful ocean beaches on the island. Town permit will allow parking at all Aquinnah beaches.

Or bike down to Lobsterville pond for a kayak or sailing lesson, and then take your bike across the tiny bike ferry to Menemsha, the Vineyard's one of a kind fishing village. Quaintness on steroids. Eat fried clams at The Galley, or buy a hot lobster-to-go at The Homeport and feast on the beach.

The Sandcastle is a magical retreat but has easy access to the many delights of up-island living. Fifteen minute drive will take you to Chilmark's General Store (groceries, the best pizza on the island, a front porch full of rockers that are filled from 6AM to dusk with folks eating, reading, chatting, and people-watching.) In Chilmark you can also find the gorgeous Chilmark Library, the Community Center for kids and family events, with basketball and tennis courts available to the public. The Chilmark Tavern is a top island restaurant but with a relaxed atmosphere. BYOB - Chilmark is dry.

Aquinnah is 30 minutes away from the bustle and traffic of down island towns - but still close enough to head in for fine dining, movies, shopping and exploration of other island beaches.

WIFI IS AVAILABLE. (Note: There is no TV. But great wifi for watching stuff on your laptops!)

The house also has a state-of-the-art Bluetooth speaker called a Phantom. (See www.en.deviolet.com/phantom/discover). Link your device to the Phantom and play your music (Pandora, Spotify, your itune selections) with an amazing sound. (Just please don't blast out the neighbors! The Phantom can get LOUD - with no distortion.)

The house is stocked with baby-toddler equipment - a travel crib, high chair, toddler booster seat to strap onto a chair at the dining table, baby gate to block the stairs, and toddler plates, cups and utensils. Also a couple of toy wagons and large push trucks stored in the basement.

Come have a vacation you will remember. Fall in love with a house as we did. Sandcastle is a really special spot.

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

Feature Features

  • PETS

    Service Animals Only (pets Not Allowed)
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Smoke Detector Not Reported (host Has Not Indicated Whether There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1450 Sq Ft (135 Sq M)
  • KITCHEN

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

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Recommended Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Fenced Yard Firepit Garden Patio
  • BATHROOMS

    1.5 Bathrooms Bathtub Or Shower Hair Dryer Outdoor Shower Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English French
  • THINGS TO DO

    Birdwatching Nearby Cycling Nearby Hiking Nearby Hiking/biking Trails Nearby Kayak On Site Kayaking Nearby Snorkeling Nearby Swimming Nearby Water Skiing Nearby Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Books Games Stereo
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Heating
  • FAMILY FRIENDLY

    Children's Books Children's Dinnerware Children's Toys Highchair Playground Travel Crib
  • LOCATION HIGHLIGHTS

    In A Rural Location Near The Sea
  • SERVICES AND CONVENIENCES

    Phone
  • SUITABILITY/ACCESSIBILITY

    Cobblestone Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Smoke-free Property

CheckIn Check-in : 03:00 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

  • Amy T.

    Submitted Sep 17, 2025

    Stayed Sep 8, 2025

    Thanks again Lisa … we had another great stay at your home in Aquinnah! The weather cooperated and we did some kayaking. Always enjoy the view and walks to the lighthouse, and visits to Menemsha.

  • Leah C.

    Submitted Aug 17, 2025

    Stayed Jul 24, 2025

    Magical vacation rental! Great open first floor -I was able to make food while watch my kiddos play in the living room. The views from the second floor were lovely. Plus the owner is very responsive & helpful with my thousands of questions.

  • ERICA H.

    Submitted Jul 8, 2025

    Stayed Jun 27, 2025

    This was our second stay at this beautiful home, very closely located to the beaches of Aquinnah. We could see the ocean from the bedrooms and loved every part of our stay!

  • Emily O.

    Submitted Sep 21, 2024

    Stayed Sep 13, 2024

    Lisa’s home truly is unique. Located in a very beautiful part of the island. It’s far from the ferry (and the crowds :)) so it would be best to stay here if you have a car on island. Ubering could be difficult and expensive. The privacy and fenced in back yard are unbeatable. Comfortable beds, well equipped kitchen, close to gay head and lobsterville beaches. We had such an amazing stay!!

  • Paul B.

    Submitted Jul 15, 2024

    Stayed Jul 5, 2024

    Great house, great area. Rent bikes for easier beach access and access to the absolute gem that is the menemsha bike ferry. Easy bike access to the lighthouse shops, menemsha and beaches. You can walk too but beaches are a longer walk if bringing a lot of stuff. House main living area is a nice room for eating together. Sleeping rooms are comfortable and clean. Upstairs decks provide excellent views especially during sunset. A bit buggy since it was so wet and humid when we were there. No AC but a nice breeze blows through the windows so even for someone who prefers sleeping in ice cold environment, fans and windows open did the trick.

  • ERICA H.

    Submitted Jul 14, 2024

    Stayed Jun 22, 2024

    We absolutely loved our stay. It was the perfect home base for our family vacation with our young daughters. The house was beautiful and private. Access to the nearby town beaches was included which was amazing because the beaches weren’t crowded at all and the kids had a blast. We hope to come back soon!

  • Catherine T.

    Submitted May 24, 2024

    Stayed May 16, 2024

    Well appointed with everything you need. Enjoyed the quiet and beautiful Aquinnah beaches! Loved our time on the porch, campfire, the general store and visits to down island towns. Would stay again!

  • Glenn B.

    Submitted Oct 23, 2023

    Stayed Oct 13, 2023

    It’s roomy and quiet, and seems like it’s in the trees. House has everything you’d need. Lisa is easy to communicate with.

  • Alya R.

    Submitted Sep 26, 2023

    Stayed Sep 21, 2023

    We were there for a family wedding. House was relaxed and plenty of different spaces (it was raining and windy) when we were inside. Loved the kitchen and large table to gather around. Beautiful screened in porch. Good mattresses on all the beds. Everything worked . Loved using the outdoor shower, though the others went for the regular type.

  • Amy T.

    Submitted Sep 17, 2023

    Stayed Sep 7, 2023

    We always enjoy staying at Lisa’s peaceful home up island with the perfect location for biking, walking to either the lighthouse, Lobsterville beach, Red Beach or West Basin. We also enjoy the views from rooftop deck.

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Total

Includes taxes and fees
$588+
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