*NOTE* We Just opened the calendar for the month of August! These weeks will go quickly. This is a very rare opportunity so don’t wait to inquire. This exquisite and secluded waterfront property on 4.5 acres is minutes from the historic Gay Head cliffs and lighthouse and features a private path to a quiet beach. The house is spacious and modern, with 4 bedrooms opening onto large decks overlooking the water with a full view of the Elizabeth Islands, Vineyard Sound and spectacular sunsets, and a fifth bedroom with one full bed. You may decide to spend most of your time lounging on the comfortable outdoor furniture on the deck, drinking a glass of wine (or your preferred drink) and watching the sun set into the water.
The large kitchen is fully equipped and the dining area comfortably seats 12. The house is close to the beautiful Philbin Beach and the unique clay cliffs, and to Menemsha Pond, which is ideal for clamming, sailing, and is safe for toddlers and small children who delight in exploring its warm shallow water.
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Gracious Landmark Home ~ Fabulous Water Views ~ 2 Private Beaches
Chilmark
Gracious Landmark Home ~ Fabulous Water Views ~ 2 Private Beaches
The letter of agreement must be signed within a week following acceptance of booking.
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Property Registration Number C0030811040
About the area
Aquinnah
Located in Aquinnah, this holiday home is on the beach. Middle Road Sanctuary and Wades Field reflect the area's natural beauty and area attractions include Chilmark Chocolates and Fulling Mill Brook Preserve. The Grey Barn and Farm and Polly Hill Arboretum are also worth visiting. Kayaking and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and horse riding nearby.
Vineyard Haven, MA (MVY-Martha's Vineyard) - 31 min drive
Restaurants
Home Port Restaurant - 15 min drive
Chilmark Tavern - 12 min drive
Menemsha Galley - 16 min drive
Orange Peel Cafe - 17 min walk
Beach Plum Inn & Restaurant - 15 min drive
Frequently asked questions
Is Aquinnah Beachfront, Perfect Sunsets, Private Beach pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Aquinnah Beachfront, Perfect Sunsets, Private Beach?
As of 15 Apr 2026, prices found for a 1-night stay for 2 adults at Aquinnah Beachfront, Perfect Sunsets, Private Beach on 22 Apr 2026 start from AU$1,362, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Aquinnah Beachfront, Perfect Sunsets, Private Beach?
On-site parking is available at the property.
What time is check-in at Aquinnah Beachfront, Perfect Sunsets, Private Beach?
Check-in begins at 4:00 PM.
What time is check-out at Aquinnah Beachfront, Perfect Sunsets, Private Beach?
Checkout is at 10:00 AM.
Where is Aquinnah Beachfront, Perfect Sunsets, Private Beach located?
Nestled on the beach, this Aquinnah holiday home is within 1 mi (2 km) of Gay Head Lighthouse and Aquinnah Cliffs. Stonewall Beach and Squibnocket Pond are also within 6 miles (10 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
The property is very well maintained and well equipped. We loved the views and the privacy. The owner was extremely helpful with lots of good local information.
Kathy H.
Stayed 7 nights in Sep 2020
Response from VrboOwner on 20 Oct 2020
We are very glad you enjoyed your stay and hope you come back again.
Very welcoming comfortable house. Want for nothing. Beautiful location wonderful scenery. Special touches by host very lovely and appreciated.
Michelle C.
Stayed 7 nights in Oct 2023
Verified
10/10 Excellent
Robert L.
3 Oct 2018
Fantastic home and an incredible outdoor living space / deck overlooking the Elizabeth Islands
The house exceeded all expectations. If you are looking to unplug and relax you will not be disappointed. Extremely well equipped, comfortable beds, tremendous water views and the sounds of the waves putting you to sleep this fits the bill.
Robert L.
Stayed 7 nights in Sep 2018
Response from VrboOwner on 2 Apr 2020
We are so glad you enjoyed your stay! As you discovered, early September is a wonderful time to be on the island. We hope you will come back!
Location location location. Dramatic views.Great private beach. The house was clean and comfy. Any questions(which were few) were answered promptly by the host. Hope to come back to same property next year
Michelle C.
Stayed 8 nights in Sep 2022
Response from VrboOwner on 7 Oct 2022
We are so glad you enjoyed your time at the house. You are welcome back any time!
This is our third year. The host is gracious and the house is very welcoming.Neat and tidy. Wonderful location with beautiful sunrises and sunsets. This year the Aurora borealis gave us an experience words can not describe. We wondered if the host was responsible for this show. You know it is special when the adults not the children ask if we can stay longer.Would highly recommend this lovely home as a place to stay.
Michelle C.
Stayed 7 nights in Oct 2024
Response from VrboOwner on 13 Oct 2024
Thank you, Michelle, for your kind review. You and your family are welcome back any time.
This trip was a girls trip for myself and my best friend of 35 years, and my 25 year old daughter and her best friend.
This being our first trip to MV we really just guessed where to stay. Aquinnah was the perfect choice for a quiet and restful vacation.
This home was absolutely LOVELY! The photos shown... like trying to capture a photo of a magnificent sunset... do not do this home justice. The view is unbeatable. The home beautiful , comfortable and perfectly designed to provide shared as well as private space.
It was a wonderful and peaceful home base after exploring more populated and tourist parts of the island .
None of us wanted to leave! And... We are already talking about making it an annual get together!
Jane C.
Stayed 7 nights in Jun 2022
Response from VrboOwner on 7 Nov 2022
We are delighted you enjoyed the house and the time with your friends. You are welcome back anytime!
Archival
10/10 Excellent
Maire W.
4 Jan 2016
Truly Magical! Private Gem on the Water!
Wonderful property! We spent 10 days here in Oct & shared the house with several couples. We picked this spot because it is on the remote end of the island with less crowds & traffic. The house is clean & the bedrooms are very spacious. The kitchen is completely functional & has everything you need. Bring/buy your food , grill/cook & take in the amazing views from the large dining room table. Lots of space in this house! We made occasional runs to the Menemsha fish markets for fresh fare (about a 15 minute drive from the house). The house location is very secluded, private & dramatic. A wide back deck affords glorious views the Vineyard Sound & Elizabeth Islands. Step off the deck, walk 30 seconds down a path & arrive at the beach staircase. Below the stairs is a beautiful rocky beach & prime, outstanding fishing. We caught stripers & bluefish directly below the house, especially around sunset. If you want to swim, walk a few minutes right to Dog Fish Bar where it is very sandy. This location showcases nature at its best! From both the deck & the beach, we spotted large seals swimming parallel to shore about 75 yards away - a special treat! The seals were curious & looking at us when they came up for air. Great bird watching too. We hiked along the beach, turning left from the stairs, past the dramatic Aquinnah cliffs to Aquinnah beach, up the paths & back home along the road. This is a wonderful 4-ish mile loop that you won't want to miss - best to walk it at low tide. We absolutely LOVED our stay & can't wait to plan a return visit!
Maire W.
Response from VrboOwner on 2 Apr 2020
We are so glad you enjoyed your stay, Maire. You are welcome back any time!
Judy
We had a spectacular week. Beautiful views from everywhere in the house, private beach is an unexpected bonus, and house has everything you want/need. Aquinnah is the perfect spot to relax and get away. We will certainly be back!
We had a wonderful family vacation. The house was beautiful with amazing views from every room. We had everything we needed. Spectacular sunsets and sunrises! Hopefully we will make it back next year.!
This is a wonderful home with breathtaking views. Everything was perfect - a gorgeous big living room that opens into a big deck overlooking the water. Wonderful kitchen. A short walk to a quiet beach. We enjoyed our stay immensely!
There are so many amazing things I can say about this home- it is so spacious and comfortable- an amazing place to make memories. Every bedroom but one has an amazing ocean front view. Judy is a lovely host, the home has everything you need for a decadent vacation. My absolute favorite part was waking up every morning after sleeping under the most comfortable sheets to an ocean front view complete with seals and sandpipers. I highly recommend this home.
Brenda N.
Stayed 14 nights in Jun 2021
Response from VrboOwner on 2 July 2021
We are so glad you enjoyed your vacation at our house. Come again!
The property was absolutely beautiful for our family week away. It contained all that you may need with breathtaking views of the water. The seclusion was a refreshing getaway from the city.
Judy was very communicative and was available for questions we had before and during our trip.
Anand C.
Stayed 7 nights in May 2021
Response from VrboOwner on 1 June 2021
We are so glad you enjoyed your week at the house and the time with your family!
We had a lovely 5 day vacation at this house on a bluff overlooking the ocean. It's a quiet spot, perfect for those that like to relax and take in the fresh air and view.
Beanie M.
Response from VrboOwner on 2 Apr 2020
Very glad you enjoyed your stay! September is a wonderful time to be there.
Verified
10/10 Excellent
david W.
16 Sept 2018
Excellent
Excellent location. Spectacular views. Great water access. Well-appointed home with quality furnishings.
david W.
Stayed 6 nights in Sep 2018
Verified
10/10 Excellent
Jean Ann B.
16 June 2018
Loved this home: light-filled, beach-front, quiet, comfortable, gorgeous location!
Our family loved our stay at this beach-front, quiet home. The house was light-filled and comfortable with beautiful bedrooms, a spacious family room, vaulted ceilings, multiple decks, and gorgeous views from every room. We loved the peaceful Aquinnah location. We walked and fished along the beach and even enjoyed the scenic drive to Edgartown every day. We saw lots of birds, deer, rabbits and even a seal and some turkeys nearby. We were walking distance to the tennis court across the road. Fantastic family vacation location for all ages. The owners were wonderful and accessible and provided lots of helpful information. Dogs are allowed so we will definitely bring them with us next time. We hope to return again soon!
Jean Ann B.
Stayed 6 nights in May 2018
Response from VrboOwner on 2 Apr 2020
We are so glad you enjoyed your stay! We will look forward to your return next summer.
Judy
About the host
Hosted by Judy Weiss
Why they chose this property
After spending their honeymoon on Martha's Vineyard in 1956 and falling in love with the island (in addition to each other), my parents rented various homes in Chilmark for many years. In 1968, they bought land in Aquinnah (known as Gay Head back then) and built the house. It has been renovated and updated a number of times since then, and is a very special place.
What makes this property unique
There is nothing better than sitting on the deck in the early evening, watching the sun set over the water - especially after a day at the beach, a bike ride to Menemsha via the bike ferry, a walk around the cliffs to the ocean side, or a trip to town. It could not be more relaxing and rejuvenating.