Luxury Homes

Where the island shows it's finest self

Martha's Vineyard has long drawn those who understand that true luxury is not loudness — it is space, light, and the rare feeling that everything has been considered. This is an island of weathered shingles and sweeping ocean views, of long porches and unhurried evenings, of a quiet that the right home can offer in abundance. Our collection of luxury rentals captures exactly that: properties where the architecture, the setting, and the details conspire to make every moment feel effortless.

These are homes that go well beyond a place to sleep. Think chef's kitchens, private pools, sprawling decks and patios, water views and interiors furnished with the kind of care that makes you want to stay in as much as go out. Whether you are gathering family, hosting close friends, or simply treating yourself to the holiday you have been promising for years, these homes meet you at exactly that moment.

Each property in this collection has been chosen for its exceptional quality, distinctive character, and ability to make a stay feel genuinely memorable — not merely comfortable. From refined retreats in Oak Bluffs to grand shingle-style compounds in Edgartown, these are homes with a point of view. They ask nothing of you except to arrive, settle in, and let the island do what it does best.

Browse the collection below — your finest Vineyard summer begins here.


Properties Available 54 properties available
Chilmark waterfront rental home with a dock located on Quitsa Pond with views across Quitsa and Menemsha ponds out to the Elizabeth Islands. This Martha's Vineyard rental property offers dock, mooring along with access to small beach area just down the path on Clam Point Cove. Fully renovated in 2022 with stunning views from almost every room. Enj
$10,000.00 - $19,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 8
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Chilmark 2021
Chilmark waterfront rental home with a dock located on Quitsa Pond with views across Quitsa and Menemsha ponds out to the Elizabeth Islands. This Mart... Read More
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Fabulous Katama Vacation Rental! This luxurious four-bedroom home features en suite bathrooms for each room. The house is centrally air-conditioned and equipped with six flat-screen TVs throughout. It offers plenty of indoor and outdoor living space, with an easy-to-navigate floor plan. The primary suite is located on the first floor, along with th
$7,250.00 - $24,500.00 / per week + taxes and fees
Beds 4 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 7205
Fabulous Katama Vacation Rental! This luxurious four-bedroom home features en suite bathrooms for each room. The house is centrally air-conditioned an... Read More
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Located approximately 0.05 miles from the heart of downtown Edgartown, this beautifully designed and elegantly furnished five-bedroom coastal farmhouse offers a spacious first-floor living area. The large chef's kitchen features a prep island, granite countertops, Le Creuset cookware, a wine fridge, two dishwashers, and commercial-grade stainless s
Hot HOT 16
$14,000.00 - $35,000.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 522
Located approximately 0.05 miles from the heart of downtown Edgartown, this beautifully designed and elegantly furnished five-bedroom coastal farmhous... Read More
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Upon entering the prestigious Field Club development, you will be graced by an exquisitely designed home with a wonderful eye for detail. It is furnished with the finest linens, bedding, furniture and plenty of comfy sofas throughout. The first floor offers a long open floor plan beginning with a chefs dream kitchen of black granite counter tops
$20,000.00 - $40,000.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 7182
Upon entering the prestigious Field Club development, you will be graced by an exquisitely designed home with a wonderful eye for detail. It is furni... Read More
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Stunning and immaculate 4500 square foot, 5 bedroom, custom Field Club home is waiting for your enjoyment. Inside you will find an open floor plan that extends the full length of the home. A large fully equipped chefs kitchen with a working island with access to ample seating, which spills to either indoor or outdoor dining just steps away. The f
$35,000.00 / per week + taxes and fees
Beds 5 beds
Baths 7 Full Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 601
Stunning and immaculate 4500 square foot, 5 bedroom, custom Field Club home is waiting for your enjoyment. Inside you will find an open floor plan t... Read More
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This stunning walk to Edgartown home offers the best of both worlds: a serene private setting at the end of the cul-de-sac and prime access to Edgartown village. Just steps from a playground, pickleball courts, and a park, this home is designed for outdoor living! The spacious 600 square foot front porch, with its rocking chairs, swing and dining t
Hot HOT 17
$10,000.00 - $29,500.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 150
This stunning walk to Edgartown home offers the best of both worlds: a serene private setting at the end of the cul-de-sac and prime access to Edgarto... Read More
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Tucked away on 20 acres along the shores of Vineyard Sound, Chip Chop is one of Martha's Vineyard's most iconic and storied properties. Originally built in the 1940s for Broadway star Katharine Cornell, this extraordinary beachfront compound has welcomed generations of notable guests from the worlds of theater, film, literature, and politics. Surro
$100,000.00 - $125,000.00 / per week + taxes and fees
Beds 9 beds
Baths 9 Full, 1 Half Bath
Sleeps sleeps 16
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Vineyard Haven 907
Tucked away on 20 acres along the shores of Vineyard Sound, Chip Chop is one of Martha's Vineyard's most iconic and storied properties. Originally bui... Read More
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Nestled on the tranquil bay side of Katama, this remarkable rental property stands as a true gem in the coastal landscape. A single-level architectural marvel bathes its interiors in an abundance of natural light, creating an inviting and spacious atmosphere. With two bedrooms boasting its own private bath, and two additional bunk rooms sharing the
$25,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full Bath
Sleeps sleeps 8
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 7028
Nestled on the tranquil bay side of Katama, this remarkable rental property stands as a true gem in the coastal landscape. A single-level architectura... Read More
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Stunning Waterfront Retreat - West Tisbury, Martha's Vineyard. This spectacular residence sits on 7.9 acres with over 600 feet of pristine waterfrontage on Jennie's Cove. Designed for modern island living, the main house features a spacious open-concept kitchen, dining, and living area with expansive views of the water. The main house features thre
$15,400.00 - $20,400.00 / per week + taxes and fees
Beds 3 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 6
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
West Tisbury 100050
Stunning Waterfront Retreat - West Tisbury, Martha's Vineyard. This spectacular residence sits on 7.9 acres with over 600 feet of pristine waterfronta... Read More
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Take a three minute ferry ride from the village of Edgartown to arrive at this stunning Four Bedroom waterfront home located on Chappaquiddick Island. Plenty of space for entertaining with a large open dining and living area, opening out onto the deck. Recently updated, the house offers up-scale amenities and Central AC for those warm summer nights
$18,000.00 - $22,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full Bath
Sleeps sleeps 9
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Chappaquiddick 418
Take a three minute ferry ride from the village of Edgartown to arrive at this stunning Four Bedroom waterfront home located on Chappaquiddick Island.... Read More
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Welcome to this stunning 5-bedroom, 4.5-bathroom home located just outside Edgartown Village. This remarkable property is the ideal retreat for groups of up to 12 guests. Upon entering, you'll be welcomed by a spacious open-concept layout that seamlessly combines the kitchen, dining, and living areas. With lofty ceilings and an abundance of natural
Hot HOT 33
$30,000.00 - $35,000.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full, 2 Half Bath
Sleeps sleeps 12
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 9
Welcome to this stunning 5-bedroom, 4.5-bathroom home located just outside Edgartown Village. This remarkable property is the ideal retreat for groups... Read More
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Edgartown 7747
... Read More
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