Escape to the island of Martha’s Vineyard for an unforgettable vacation. Over 85 years in business, our extensive inventory of rental listings continues to grow. Specializing in Aquinnah, Chilmark and West Tisbury, our inventory ranges from pond side camps to high end waterfront properties. Enjoy the seclusion of Lucy Vincent, Squibnocket, Philbin’s, Lobsterville, Lambert’s Cove and Long Point beaches. Partake in the charms of the Vineyard by visiting up-island Farmer’s Markets, Flea Markets, or enjoying activities such as birdwatching, beachcombing, kayaking, or surfing to name a few. Additionally, our listings include high end rentals in Edgartown, Vineyard Haven and Oak Bluffs. Let us help you find your perfect island getaway. Listed below is only a limited portion of our full inventory.
We are available to answer questions and assist you in finding the property that meets your needs.
QUINTESSENTIAL CHILMARK FARMHOUSE
Beautiful home steeped in history....
a vacation to remember!
Well designed and appointed 6 bedroom home in Chilmark.
Watch this loved fishing village at work from this lovely cottage!
BEAUTIFULLY DONE TIASQUAM RIDGE HOME
Immaculate home with lovely views and privacy.
Unmatched privacy and
GORGEOUS STONEWALL HOME WITH FABULOUS VIEWS
All possible amenities surrounded by tasteful living.
Immaculate four bedroom Chilmark Home with expansive decks, comfortable interior and walk to Chilmark center.
CONTEMPORARY CHILMARK HOME
Contemporary Chilmark home, all the amenities, privacy and a roof top sunset view!”
MODERN AQUINNAH HOME PERCHED ON A HILL
Beautiful 4 bedroom home with far reaching waterviews, pond access, in-ground pool and more!
WELL-KNOWN VIEWS OVER
Gorgeous views from main and guest house, situated just walking distance to Chilmark center.
Home filled with character, great for entertaining and endless views... not to mention dock space and private beach access!
In pristine condition… pond views… walk to Squibby!
NEWLY BUILT AND BEAUTIFULLY FURNISHED QUANSOO HOME
A main house and guest house situated next to the Great Pond.
Excellent views, comfortable home all within walking distance to Stonewall beach.
Immaculate newly built 3 bedroom home.
LARGE HOME WITH GUEST HOUSE AND BUNK HOUSE
Stunning views of the Atlantic shore from Highmark Hill in Chilmark.
A FAMILY RETREAT IN PROSPECT HILL
Perfect for the tech savvy nature lover. Work from home surrounded by hiking trails and beaches.
VIEWS FROM MENEMSHA POND TO THE ELIZABETH ISLANDS
This quality constructed 4 bedroom home in Aquinnah sits atop a secluded hill.
LARGE HOME JUST OFF OF
Complete with private south shore beach access only steps from your front door.
PRIVATE, CONTEMPORARY IN IMMACULATE CONDITION
A beautiful home with breathtaking views.
LOCATED DOWN STONEWALL ROAD WITH BEACH ACCESS
Large 5 bedroom house that has all the necessary amenities.
AQUINNAH MAIN AND GUEST HOUSE
Wonderfully appointed and set in peaceful surroundings with views.
Quality 4 bedroom, 3 bathroom home located down a quiet Chilmark Lane. Distant North and South views.
WONDERFULLY APPOINTED SOUTH ABEL'S HILL PROPERTY
Expansive Atlantic views with private beach access.
Central A/C and walk to Menemsha, from this brightly lit 3 bedroom home.
STONEWALL POND AT
YOUR YARD'S EDGE
Three spacious bedrooms and a home with every needed amenity.
2 bedroom home situated only steps from Menemsha Pond.
Only a short distance to Menemsha and walk to Conservation beach.
With the Tiasquam river streaming through your backyard, this 3 bedroom is an ideal getaway.
LARGE RAMBLING CHILMARK FARMHOUSE
Nestled on a hill overlooking Squibnocket.
Unmatched views over Chilmark Pond and the Atlantic.
SITUATED ON IT'S OWN PRIVATE PENINSULA!
This Chilmark home offers astounding views and seclusion.
WATERFRONT CONTEMPORARY GEM
Situated at Quitsa Pond’s edge. Complete with deep water dock.
Overlooking Chilmark meadows and south shore.
PEACE AND QUIET IN CHILMARK
Peace and Quiet in a Swedish farm house style home in Chilmark.