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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Up-Island Treehouse with Roof Deck and Water Views

Bedrooms 2
Half Baths1
Space 950 sq. ft.
Property type house
Minimum Stay 6 - 7 nights


About the property

Three-level house offering privacy, birdsong and views of Vineyard Sound

Open, light-filled and breezy multi-level house in Aquinnah with outdoor shower, hammock, lounge chairs and cook's kitchen; the perfect spot for a carefree vacation. The house is hidden in the trees and has a roof deck with water views of Vineyard Sound and the Elizabeth islands. There are two bedrooms including a master loft with Schifman queen and quality linens. The house is biking distance to all Gay Head beaches and includes permission to access Philbin Beach. Wifi included.

This house is featured in 'Unique Rentals' on the MassLive website.

More Details

Dana An
Member since: 2013
Speaks: english, vietnamese
Response time:
Within a few hours
Response rate:
Calendar last updated:
June 25, 2017

About Dana An

I live and work in Boston, Massachusetts. I like to read, hike, cook. On the island I bike and rollerblade and try to get to Philbin around 3 in the afternoon. Some of my favorite things about Martha's Vineyard are Larsen's Fish Market, Chilmark Chocolates, the farms and pasture lands and the many and varied produce stands.

Dana An purchased this house in 1998

Why Dana An chose Martha's Vineyard

We bought this house at a time of real estate mayham on the island. There were few (or no) shared real estate listings and we were led to believe that this was the only home in Gay Head for sale in our price range. It was a headache of a purchase but we persisted. It is quiet, there are a million stars at night, Philbin Beach is beautiful.

What makes this house unique

The entire house is unique. It has a fun layout with a master bedroom loft. It has a good stove and the open kitchen/dining living area has a spacious, inviting feel. There is 2-acre zoning in the area and only 2 neighbors drive beyond our house to get to their houses.

Guestbook comments from the owner

It was a pleasure to have booked and lived in Dana's home for a week. We had very good contacts and advices from Dana and although she could not be present during our stay, she left very good information.

The house is tall with 3 terraces, in the middle of the forest, simple but with all of the modern comforts (hi-fi, DVD, laundry, dishwasher) and some bicycles were put at my disposal. In my point of view, it's best to have a car at this part of the island.
Aug 2013
  • 1 of 2


Aquinnah House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 950 sq. ft.
House Rules:
  • Max. occupancy: 3
  • Minimum Age Limit for Renters ...
  • pets not allowed ...
  • non smoking only ...
Location Type:
  • Near The Ocean
  • Water View ...
  • Away From It All
  • Hair Dryer
  • Internet ...
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Telephone ...
  • Towels Provided ...
  • Washing Machine
  • Coffee Maker ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Kitchen ...
  • Microwave
  • Oven
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Toaster ...
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 1 Bathroom
  • 1 Half Bath
  • Full Bath - toilet , combination tub/shower , tub , shower , Full bath on the master loft level
    Half Bath - toilet , outdoor shower , Half bath on the first level
  • 2 Bedrooms, Sleeps 3
  • Cozy Bedroom - 1 double , First floor bedroom with comfortable double bed.
    Master Bedroom Loft - 1 queen , Queen bed with Schifman mattress, 300+ thread count linens.
  • Cozy bedroom can be musty. It is often necessary to run a de-humidifier or fan on this level.
  • Books
  • DVD Player ...
  • Games ...
  • Music Library
  • Satellite / Cable ...
  • Stereo
  • Television
  • Toys ...
  • Video Library
  • Balcony ...
  • Deck / Patio ...
  • Outdoor Grill ...
  • arboretum
  • bay/sound
  • churches
  • cinemas
  • festivals
  • forests
  • library
  • live theater
  • marina
  • museums
  • nude beach
  • playground
  • pond
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • horseback riding
  • photography
  • scenic drives
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • massage therapist
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • freshwater fishing
  • hiking
  • pier fishing
  • roller blading
  • sailing
  • sound/bay fishing
  • surf fishing
  • surfing
  • swimming
  • tennis
Easy carefree house with lots of outdoor living spaces, sun and shade. There is a hammock on the first floor; a dining table and canvas steamer chairs on the second level and a roof deck with two Westminster Teak lounge chairs on the roof.


4.6/5 -
(5 traveler reviews)

Up-Island Treehouse with Roof Deck and Water Views
average rating of 4.6 based on 7 reviews

Wonderful, quiet Up-Island retreat!

  • 5 of 5

"Five star experience all around. This was my second time renting Dana's place. Aquinnah is a stunning summer destination and the Up-Island Treehouse was just as described. The beds were comfortable, the house was spotless and the roofeck was wonderful. We hope to return again next year!

  • Submitted: Nov 8, 2016
  • Stayed: Aug 2016
  • Source: HomeAway
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Pittstown, New Jersey

Great home on quite part of the island.

  • 5 of 5

We have stayed in Martha's Vineyard many times in the past but never on Up island.

The home is very secluded and private with a roof top deck with views of the Ocean. Walking distance to beach and a short bike ride to menemsha Bike ferry.

We stayed the week of July 4th and you would never known that there was that many people visiting the island.

Dana and Steve (owners) were very easy to work with. Home is very well stocked. They even surprised us with a gift upon our arrival.

We strongly suggest this home if visiting the island looking to just relax.

  • Submitted: Jul 9, 2016
  • Stayed: Jun 2016
  • Source: HomeAway
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West Springfield

Peaceful Quiet and Relaxing

  • 4 of 5

Very comfortable home that is true to the photos and description.

Up island is the place to be to avoid any kind of crowd. Period. We made use of the available Philbin Beach pass. I highly recommend acquiring the car pass. Fantastic beach. No crowds any day we were there. Menemsha is a 10 minute bike ride and a quick hop on the bike ferry, our favorite lunch/dinner spot. Comfy beds, a well stocked kitchen, plenty of outdoor space including the huge roof deck and a great main floor for gathering provided the perfect setting for our group. Dana was a pleasure to deal with and responded to questions re: our rental before and during our stay in a friendly and concerned manner. So glad we visited!

  • Submitted: Nov 9, 2014
  • Stayed: Aug 2014
  • Source: HomeAway
Owner's Response: It was a pleasure having your group stay at the Up-Island Spot. I hope you'll return soon.
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1 0

A little piece of heaven!

  • 5 of 5

This multi-level house is airy, modern and fun. It had everything we needed. Great location and amenities. It's called the "Aquinnah Treehouse" and it was lovely to hang out on the rooftop deck among the treetops. We especially enjoyed practicing yoga and stargazing at night on the roof. We have stayed in several houses up island and this one is our favorite. The owners are extremely nice. Very caring, attentive and appreciative of our business. It was a fabulous experience and we hope to return soon. Thank you, Dana and Steven!

  • Submitted: Jul 29, 2014
  • Stayed: Jul 2014
  • Source: HomeAway
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1 0
Cleveland, OH

Great Location and Roof Deck!

  • 4 of 5

This is a very nice, multi-level home in Aquinnah. It is just a few minutes drive to either the Gay Head beach (public) or Philbin Beach (private). In fact, Gay Head beach is only a 15 minute walk. The home is clean, comfortable and decently equipped (except for the lack of internet) and it has a large, very private roof deck with great water views. The owners are wonderful people who really care! I would give it 4.5 stars if that was possible!

  • Submitted: Oct 3, 2013
  • Stayed: Sep 2013
  • Source: HomeAway
Owner's Response: Thank you for your review; it was a pleasure to have you stay and I hope you will choose to return. As of today it is official -- broadband internet is installed, tested, up and running!
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3 0


Long Point Wildlife Refuge Beach
"Sometimes the parking is crowded. Get there very early or go after 3. Plan to spend a while ..."
State Road Restaurant
"Great for dinner. Great for brunch on weekend. Brunch set up keeps changing so please check ..."
Field Gallery & Sculpture Garden
Lambert's Cove Restaurant
"Tranquil setting with garden, goats and chickens. "
Polly Hill Arboretum
"Very pretty spot with informative tours."
Featherstone Center for the Arts
"They offer great classes."
The Red Cat Restaurant
"Creative chef, incredibly executed food. Book a reservation and prepare to wait a little. "
Grey Barn Farm Enterprises LLC
"The offer my favorite eggs on the island. If you google grey barn farm you can learn a littl..."
Alley's General Store
"A true general store. Impossible to describe. "
Detente Restaurant and Wine Bar
"Creative, well-prepared food. Wine list is just okay. "
Humphreys of Edgartown
"Go for the cubano sandwhich."
Outermost Inn
"I have not eaten at the restaurant but friends and guests rave about it. Beautiful property ..."
Back Door Donuts
"A true surprise -- donuts late at night for the after bars, after dancing OB crowd. Good don..."
Granary Gallery
The Bite
"Perfectly prepared fried foods -- all manner of seafood, zucchini, chicken wings.Take the fo..."
"Sit outside at the end of an eastern island beach day and grab some oysters and a drink. Als..."
The Beach Plum Restaurant
"Beautiful setting. We have not tried the restaurant lately and there is a new chef. People s..."
South Beach
"Very crowded and not worth a special trip but ample parking and good surf if you are in the ..."
Philbon Beach
"I am frustrated by the spelling "Philbon". The town beach is "Philbin" and a parking pass he..."
Cedar Tree Neck Sanctuary
Tashmoo Public Beach
"Road is bumpy, parking lot is small, no surf. Despite all of this, Tashmoo offers a great vi..."
West Tisbury Farmers Market
"Local fare, great springrolls, blue grass music, visiting llamas, fresh flowers, fresh produ..."
Black Dog Restaurants
"This is only a recommendation for the Vineyard Haven harbor location. Great breakfast menu, ..."
Galley of Menemsha Snackbar
"Lobster rolls. "
Felix Neck Wildlife Sanctuary Programs
"Guided and self-guided kayaking tours. They even have double kayaks. Roughly 30 minutes from..."
Martha's Bike Rental - We Deliver to anywhere on the island!
"They will deliver bikes to you anywhere on island and pick them up at the end of your rental..."
The Right Fork Diner -- CLOSED
"Located right on the property of Katama Airfield. Watch the biplanes take off and land. "
Cronig's Markets
"There are 2 great supermarkets on Martha's Vineyard. Cronig's Market in Vineyard Haven and C..."
Offshore Ale Company
"Good beer. Peanuts on the table. Can get crowded. Casual."
North Tabor Farm -- CLOSED
"Although I've categorized this as "restaurant" it is a **small farm stand*offering fresh egg..."
Beetlebung Farm
"Take your vegetables or your flowers and leave money in the container. A wonderful gem of a ..."
Chilmark Public Library
"A comfortable place to get away from the sun and the beaches. DVD's, books, children's progr..."
Menemsha Bike Ferry
"A quick trip from Aquinnah to Menemsha and back again. Bicycles welcome. "
David Welch Photography
"Family portraits. "
"They will deliver kayaks to you at several locations including Menemsha Pond."
Yoga Barn
"Yoga classes and massage therapists. "
Chilmark Chocolates
"handmade chocolates"
Great Rock Bight Preserve
"Short hike to north shore beach. Rocky beach. "
Menemsha Hills Reservation
"1 1/2 hours RT. Views from the top of Chilmark. "
Gay Head Lighthouse
"Open daily. Recently moved due to erosion. See the documentary on PBS. "
Aquinnah Public Library
"Roughly the size of a postage stamp. Movie rental and books. Outdoor deck with wifi. "
The Martha's Vineyard Film Festival
"Great speakers all summer long. "
"Take a day trip to Cuttyhunk from MVY."
Menemsha Inn
"Not fancy but has everything you need for a great stay on Martha's Vineyard including bicycl..."
Chappaquiddick Island
"Great day trip from Aquinnnah. Go to one of the trustees beaches. Stop at the Mytoi garden. ..."
Morning Glory Farm
"Do not miss out on their summer corn. "
Farm Institute
"I go to see the baby chicks. They also have a farm stand, camp for children and every so oft..."
Chilmark Pottery
Martha's Vineyard Glassworks
Chilmark General Store
"Last minute grocery items. Pizza. Porch. "
Larsen's Fish Market
"There are 2 lines -- one for prepared foods (lobsters, oysters on the half shell, steamers, ..."
Nearest Airport
15 Miles
Martha's Vineyard Airport
Nearest Barpub
6.2 Miles
The Chilmark Tavern -- BYOB
Nearest Ferry
18 Miles
Steamship Authority, Vineyard Haven
Nearest Restaurant
0.9 Miles
The Outermost Inn
Nearest Beach
1 Miles
Lobsterville Beach
Car: recommended

Aquinnah is located at the western-most tip of Martha's Vineyard, and is best known for its sunsets. There are four beaches: the two southern beaches are Moshup Beach and Philbin Beach. (You may be familiar with the photos of the clay cliffs at Moshup Beach.) There is one sound beach and one salt pond beach. From Lighthouse Road, it is 3.5 miles to the Chilmark store and a short bike ferry trip from Aquinnah to Menemsha. Top restaurants in the area include The Outermost Inn, The Chilmark Tavern and The Beach Plum Inn. Aquinnah's lighthouse was recently featured in a PBS documentary.


Rates & Availability

Aquinnah House Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
August 2019
Jul 28 2017 - Sep 3 2017
7 night minimum stay
August 2018
Jul 28 2018 - Sep 3 2018
7 night minimum stay
My Standard Rate

Changeover Day: Saturday
6 night minimum stay

Additional information about rental rates

Cleaning Fee $200
Refundable damage deposit $300

Aquinnah is located on the western tip of Martha's Vineyard, which is an island reached by boat and by air. Please make all transportation plans at or before time of booking. Car rental prices on Martha's Vineyard, especially at peak times, are much higher than in most of the U.S. Island-goers book ferries as far in advance as possible and peak weekends do fill up.

While there are trash services on the island, they do not come with this rental. Please do not inquire about this rental if you are not comfortable taking responsibility for your trash removal. The town dump has hours Thursdays, Saturdays, and Sundays.

Owner's Cancellation Policy

  • Canceled bookings will not receive a refund
Contact Owner

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