Aquinnah Rentals

AQUINNAH (formerly known as Gay Head) is the island’s “outermost” town, at the western tip. It’s also the smallest town in Massachusetts, with roughly 400 year-round residents. The landscape is valued for its rugged beauty, punctuated by boulder-strewn beaches, the colorful Aquinnah cliffs, and the historic Gay Head Light, overlooking a sparkling panorama of the sea. Commerce is lightly present in a handful of souvenir shops, eateries, and inns. The Aquinnah Cultural Center celebrates the heritage of the Wampanoag Tribe of Gay Head (Aquinnah), whose presence on the island dates back some 5,000 years. Learn more about Aquinnah. You may also be interested in viewing all vacation rentals on the Vineyard.

Aquinnah real estate subareas:

Aquinnah Vacation Rentals

Questions? Call Coldwell Banker Landmarks Real Estate: 508-693-6866

Save time & effort! Create an account to save your favorite listings & get notifications when similar properties become available.

515 State Road

Aquinnah, MA515 State Road

Price$4,500,000

Est. Mortgage: $/month

MLS ID 36626

  • Residential
  • Square Feet 4000
  • Bedrooms 4
  • Bathrooms 4
  • Half Bath 1

A top-to-bottom 2018 renovation by one of New York's hottest design teams and a top local builder resulted in this "beach chic" waterview home in Aquinnah with a stunning pool area. It is easy to show until September 1! It is being sold turnkey with gorgeous furniture and fixtures. The list of details is too numerous to enumerate, and the house has to be experienced to be truly appreciated. It starts with the dramatic exterior with Shou-Sugi-Bahn finish, which roughly translates to “burnt cedar siding.” The interior images provide an inkling of the quality of the renovation and design choices (see "photo gallery"). A complete list of design specifications is available from the listing broker. Enjoy water views of Quitsa Pond, Menemsha Pond, and the Atlantic Ocean from the main level of the house, and even more breathtaking views from the roof deck. In addition to the completely renovated interior and one of the most divine pool areas on Martha's Vineyard, there is extravagant landscaping and stonework to be enjoyed. Note: Assessment does not reflect multimillion dollar renovation in 2017-2018.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

515 State Road

Aquinnah, MA515 State Road

Price$4,500,000

Est. Mortgage: $/month

MLS ID 37159

  • Residential
  • Square Feet 4000
  • Bedrooms 4
  • Bathrooms 4
  • Half Bath 1

Set atop a hill overlooking Menemsha, Quitsa and Squibnocket Pond sits this stunning home. A masterful combination of up-island elegance, fine craftsmanship and expert design sets this contemporary apart from other high end homes. Being sold completely turn key, this house was built with the finest of materials and finishes and with entertaining in mind. Large living room with magnificent fireplace, state of the art kitchen and screened in porch overlooking the pool. The family room adjacent to the guest bedrooms offers another entertainment space while affording privacy. This home is at harmony with its natural surroundings, while at the same time sophisticated and extremely comfortable. A bonus pool house with bathroom, lounging area and kitchenette is surrounded by extensive gardens and patio area. A meditation pond at the entry of the house sets the Zen mood as you approach this enchanting home. Easy to show.

Listed by Conroy & Company R.E., Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

13 Oxcart Road

Aquinnah, MA13 Oxcart Road

Price$2,600,000

Est. Mortgage: $/month

MLS ID 37151

  • Residential
  • Square Feet 1214
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 1

BEACHFRONT HOME IN AQUINNAH! This sparkling renovated beach house on Dogfish Bar's coveted Oxcart Road is an absolute gem. The property features +/-100' of private, sandy beach with gorgeous calm waters, gentle dunes, miles of beachfront to explore, and views sweeping across Vineyard Sound to the Elizabeth Islands, mainland and Menemsha nearby. Nestled right amongst the dunes, the home is in immaculate condition, with all new exterior shingle siding and roof, all new windows, and new decking and outdoor shower. On the interior, the living spaces are inviting and bright, also with numerous recent upgrades. There is beautiful wood flooring throughout, and with AC, forced air heating, and wood-burning fireplace - the home offers much more than just the typical summer retreat. Perched upstairs, the master is private and balconied, with the grandest of the property's water views. The location in Aquinnah offers a number of additional nearby beaches to enjoy, as well as boat launches, and trails. And, the roads in Aquinnah are outstanding for cycling enthusiasts. Notably, this area is known by local engineers to be accreting land annually, in contrast to other beachfront areas on-island where erosion is a concern. Look no further in your search for the quintessential beach cottage on Martha's Vineyard.

Listed by Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

East Pasture Road

Aquinnah, MAEast Pasture Road

Price$525,000

Est. Mortgage: $/month

MLS ID 37129

  • Land
  • Village North
  • Acreage 3.3

A beautiful and tranquil lot to build your island home on. Steps away, find a Sherriff's Meadow path that winds down to the shore of Menemsha Pond. Buyer responsible for all surveying, approvals, and engineering.

Listed by Island Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

7 Rose Meadow Way

Aquinnah, MA7 Rose Meadow Way

Price$2,790,000

Est. Mortgage: $/month

MLS ID 36754

  • Residential
  • Village North
  • Square Feet 4136
  • Bedrooms 4
  • Bathrooms 4

This stunning new 3 bedroom 3.5 bath custom home and 1 bedroom 1 bath guest cottage are sited on 2.67 private acres with water views out to the Vineyard Sound. Both are beautifully designed and built with great attention to quality and detail. Relax on the roof deck from the main house and take in spectacular views of the Vineyard Sound and the Elizabeth Islands. This is a home which feels close to the natural beauty around it. Large windows on the main level offer distant views of rolling hills out to the water and soft sunlight infuses the spacious great room, the heart of the home. Here, the gourmet kitchen flows gracefully into the living/ dining area anchored by a beautifully crafted stone fireplace. An expansive deck and screen porch off the great room extend the living space. Several steps up from the great room is a luxurious master bedroom suite with a steam shower and its own deck with private outdoor shower. The light filled lower walk out level has two more bedrooms, each with their own bath, separate stone patio and individual outdoor shower. The lower level also has a separate office and a large family room. This is a fabulous home with wonderful spaces for socializing and entertaining as well as private areas for time alone or quiet conversation. Just a five minute drive to Aquinnah beaches, this exceptional property is ready to move right in. Furnishings are available separately.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

1 Nomans Watch Road

Aquinnah, MA1 Nomans Watch Road

Price$1,275,000

Est. Mortgage: $/month

MLS ID 36468

  • Residential
  • Village South
  • Square Feet 1300
  • Bedrooms 3
  • Bathrooms 2

Aquinnah Moshup trail hilltop. Lovingly sited on a south facing hill and ready for solar, this custom home with a contemporary farmhouse feel was custom designed as a remote work and living space by a telecommuting lawyer/photographer. The house maximizes morning light by facing 15 degrees east of south. Light enters through 36” wide, oversize windows , and there are views of nature in all directions, including woods, gardens and lawns on the first floor, and on the second, views of the Atlantic Ocean, Squibnocket Pond and Noman's Land. This home has a strong and intimate relationship with the nature around it. An open floor plan on the main floor is both roomy and intimate with lots of large windows making it a very bright and warm home. There are 5 different areas that can be converted to workspaces and the home has good WIFI, lightening rods and you hear the waves crashing whenever there is surf. The 2 upstairs bedrooms have lots of light and distant views over the dunes of Squibnocket pond. There are gardens, abundant bird life and a great feel in a cozy house. What cannot be overstated is the amazing beach accesses Aquinnah offers. There are 2 places on Menemsha Pond for kayak and sunfish storage, the ability to have a mooring with relative ease, and 5 beach accesses that offer an adventure at any time. Philbin beach is one of the best spots on the Vineyard and the sunsets are world class as seen by this writer!

Listed by Feiner Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

71 Lighthouse Road

Aquinnah, MA71 Lighthouse Road

Price$1,000,000

Est. Mortgage: $/month

MLS ID 36452

  • Residential
  • Village North
  • Square Feet 1300
  • Bedrooms 4
  • Bathrooms 1

The Zaccheus Cooper Homestead, an example of the Greek Revival-style, circa 1850, is now available for the first time in nearly 60 years. This antique farmhouse has only had three homeowners in its lifetime. The house is bordered by ancient stone walls and sits centered in a grassy plain. Outbuildings including an outhouse, root cellar and studio shed complete the property. The house holds four bedrooms, two fireplaces and one and one half baths and is heated by three Rinnai propane monitors. Distant water views are seen from the upstairs bedrooms and bathrooms.

Listed by Russell Maloney Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

43 Moshup Trail

Aquinnah, MA43 Moshup Trail

Price$2,350,000

Est. Mortgage: $/month

MLS ID 35185

  • Residential
  • Village South
  • Square Feet 3000
  • Bedrooms 3
  • Bathrooms 3

Waterviews and private beach in Aquinnah. Exceptional in every way, this 3,000 sq ft home is situated trail side overlooking the Atlantic ocean and Nomans. A stunning stone facade with granite sills leads you to the living level which offers a gourmet kitchen and open-planned living space. Expansive windows frame an unforgettable sweep of sparkling blue water which stretches from shore to Nomans. Last of its kind location. Deeded beach access to the Atlantic Ocean is just a bike ride away.

Listed by Conroy & Company R.E., Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

Jeffers Way

Aquinnah, MAJeffers Way

Price$550,000

Est. Mortgage: $/month

MLS ID 35581

  • Land
  • Village North
  • Acreage 3.8

This oversized parcel is perched up high with old stone walls, amazing trees and a great location. Large piece allowing for ultimate privacy. Fully engineered, well installed, three bedroom septic installed and archeological survey done! It is totally ready to be built on - This piece has such potential.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

1143 State Road

Aquinnah, MA1143 State Road

Price$3,000,000

Est. Mortgage: $/month

MLS ID 35349

  • Residential
  • Village South
  • Bedrooms 6
  • Acreage 5.41

The photos don't do the water views justice. You must see to understand how genuinely incredible the views are. 5.41 acres of land situated 135' above sea level with views of the Atlantic. Build your dream 6 bedroom home on the building's existing footprint (the house is not habitable) with views of the South Shore and Noman's Island. Consider moving the home's location to the highest peak of land with views of the South Shore on one side and potential distant views of the North Shore on the other. This property is large enough to have a second dwelling or subdivide as long as both share a drive. History buffs take note: The current house on the property was built in the mid-1940s. It was constructed from the wood from the old soldier's barracks that were initially on the cliffs in Aquinnah during WWII. This property consists of 10 separate lots.

Listed by Martha's Vineyard Seacoast Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

7 East Pasture Way

Aquinnah, MA7 East Pasture Way

Price$695,000

Est. Mortgage: $/month

MLS ID 35289

  • Land
  • Village South
  • Acreage 3.1

Well and six bedroom septic design completed. Deeded access to Menemsha Pond Beach at Lot 8-124.

Listed by Flanders Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

7 East Pasture Way

Aquinnah, MA7 East Pasture Way

Price$695,000

Est. Mortgage: $/month

MLS ID 35217

  • Land
  • Village South
  • Acreage 3.1

Beautiful rolling meadow land off private East Pasture Way on a hill above Menemsha Pond in an area of large neighboring parcels. Ready to build, with well in and six bedroom septic design in hand.Deeded access to Menemsha Pond beach at Lot 8-124. Lot 105 is comprised of Lot 105, Lot 104 and Lot 123.1.

Listed by Feiner Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details