Martha's Vineyard Vacation Rentals - 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 55 properties available
Picture yourself enjoying every luxurious detail of this gorgeous 4 bedroom home located approximately 1 mile from Downtown Edgartown. The first floor offers spacious living and dining space and a stunning eat in kitchen. The primary bedroom is truly an oasis with a soaking tub in the en suite bathroom and direct access to the pool. The remaining t
$11,700.00 - $25,000.00 / per week + taxes and fees
Beds 4 beds
Baths 5 Full, 1 Half Bath
Sleeps sleeps 8
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 722
Picture yourself enjoying every luxurious detail of this gorgeous 4 bedroom home located approximately 1 mile from Downtown Edgartown. The first floor... Read More
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This modern contemporary home provides the ideal setting for your Martha's Vineyard vacation. The clean, sleek lines throughout enhance the relaxed living atmosphere. The open kitchen, dining, and living space make entertaining comfortable, and a second sunken living area opens to a fabulous deck overlooking beautiful landscaping and gardens. Each
$25,000.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full, 1 Half Bath
Sleeps sleeps 8
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Edgartown Katama 514
This modern contemporary home provides the ideal setting for your Martha's Vineyard vacation. The clean, sleek lines throughout enhance the relaxed li... Read More
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Five-bedroom Cape centrally located in Oak Bluffs. The main house has been beautifully appointed, including an open kitchen, dining, and a living area with vaulted ceilings. The living area offers an oversized flat-screen TV and wood-burning fireplace leading into the Dining area, which opens up onto the back deck and pool area. The primary bedroo
$9,100.00 - $20,000.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full Bath
Sleeps sleeps 14
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Oak Bluffs 8116
Five-bedroom Cape centrally located in Oak Bluffs. The main house has been beautifully appointed, including an open kitchen, dining, and a living area... Read More
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This stunning custom 5-bedroom home is a true epitome of luxury, boasting extravagant furnishings, fine artwork, and cutting-edge technology. Equipped with gigabit-level internet, Apple televisions, and a SONOS sound system, you can enjoy streaming in the sunroom, kitchen, dining room, living room, library, lower-level game room, primary bedroom, a
$23,000.00 - $30,000.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 8
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 14
This stunning custom 5-bedroom home is a true epitome of luxury, boasting extravagant furnishings, fine artwork, and cutting-edge technology. Equipped... 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
$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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A stunning home on a stunning property. As you enter the home and look through the floor to ceiling windows to the pool and the Edgartown Harbor beyond, you will feel the magnificence of this home. The kitchen, living room and dining area flow together seamlessly while you are able to see the outside from every angle. There is a primary suite on ea
$21,000.00 - $40,000.00 / per week + taxes and fees
Beds 6 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 13
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 7210
A stunning home on a stunning property. As you enter the home and look through the floor to ceiling windows to the pool and the Edgartown Harbor beyon... Read More
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Unparalleled views overlooking Moshup beach, this stunning home has some of the most spectacular views available on the Vineyard. High end amenities throughout, with exquisite detail in every sense. The bedding, linens, and decor are all top of the line. Each bedroom is en suite, and each level has a family room with smart tv's. The multi level wra
$13,200.00 - $22,000.00 / 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
Aquinnah 2502
Unparalleled views overlooking Moshup beach, this stunning home has some of the most spectacular views available on the Vineyard. High end amenities t... 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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Discover this stunning, rental home in the heart of Katama tucked away on a private street. Designed with comfort and style in mind, this spacious retreat offers ample room for friends and family to unwind, along with large gathering spaces perfect for shared moments. The main level boasts a vast, modern kitchen, dining area, living room, office, a
Ferry Tickets Ferry Tickets
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August 22nd - August 29th
$12,250.00 - $25,000.00 / per week + taxes and fees
Beds 5 beds
Baths 5 Full, 1 Half Bath
Sleeps sleeps 12
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 610
Discover this stunning, rental home in the heart of Katama tucked away on a private street. Designed with comfort and style in mind, this spacious ret... 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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Welcome to your Martha's Vineyard retreat in Edgartown! This stunning home, a testament to modern luxury, boasts new construction and is beautifully furnished throughout. Spacious and tastefully decorated living space, where the open-concept layout seamlessly connects the living room, dining area, and fully equipped kitchen, making it perfect for e
$18,000.00 - $27,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 9
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 11
Welcome to your Martha's Vineyard retreat in Edgartown! This stunning home, a testament to modern luxury, boasts new construction and is beautifully f... Read More
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This Edgartown home is a dream come true for those seeking a luxurious island living experience. The expansive estate features six luxurious bedrooms, including two primary suites, one on each floor, with private en suite bathrooms. Two guest bedrooms with their own en suite baths offer added privacy, and two additional bedrooms share a well-appoin
$25,000.00 - $45,000.00 / per week + taxes and fees
Beds 6 beds
Baths 5 Full, 3 Half Bath
Sleeps sleeps 12
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown 602
This Edgartown home is a dream come true for those seeking a luxurious island living experience. The expansive estate features six luxurious bedrooms,... Read More
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