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.
55 properties available
Nestled amongst rolling spring lawns in a quiet, up-island setting sits a haven, echoing clean lines, meticulous design and comfort. This five bedroom with two en suite primarys, provides an abundance of sleeping room, with plenty of living spaces for family and friends to spread out. This home features a large kitchen with plenty of counter space
West Tisbury 100028
Nestled amongst rolling spring lawns in a quiet, up-island setting sits a haven, echoing clean lines, meticulous design and comfort. This five bedroom... Read More
Nestled amongst rolling spring lawns in a quiet, up-island setting sits a haven, echoing clean lines, meticulous design and comfort. This five bedroom... Read More
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
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
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
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
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
Picture yourself enjoying every luxurious detail of this gorgeous 4 bedroom home located approximately 1 mile from Downtown Edgartown. The first floor... Read More
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
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
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
Martha's Vineyard gem. All you could want for Vineyard summer living. Beautifully appointed home with great indoor and outdoor spaces. The upper level includes a state of the art kitchen leading to a bright, inviting living room and finally a wonderful master en suite at the far end of the upper floor. Views of Katama Bay and Edgartown harbor are v
Edgartown Katama 5012
Martha's Vineyard gem. All you could want for Vineyard summer living. Beautifully appointed home with great indoor and outdoor spaces. The upper level... Read More
Martha's Vineyard gem. All you could want for Vineyard summer living. Beautifully appointed home with great indoor and outdoor spaces. The upper level... Read More
This Martha's Vineyard property is a great vacation home to experience the beautiful island setting in the town of Aquinnah. Four bedroom custom home which overlooks the Vineyard Sound, offering breathtaking panoramic views to the Elizabeth Islands. With state of the art decor and interior furnishings, guests will enjoy environmentally sensitive,
Aquinnah 2501
This Martha's Vineyard property is a great vacation home to experience the beautiful island setting in the town of Aquinnah. Four bedroom custom home... Read More
This Martha's Vineyard property is a great vacation home to experience the beautiful island setting in the town of Aquinnah. Four bedroom custom home... Read More
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
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
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
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
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
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
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
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
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
Glamorous waterfront property nestled within the prestigious area of South Water Street in downtown Edgartown. This harbor spectacular five bedroom six bathroom captains home has been re-constructed with luxury and comfort marking every corner of this property sheer elegance. Inside you will find a chef's kitchen equipped with stainless steel appli
Edgartown Downtown 87
Glamorous waterfront property nestled within the prestigious area of South Water Street in downtown Edgartown. This harbor spectacular five bedroom si... Read More
Glamorous waterfront property nestled within the prestigious area of South Water Street in downtown Edgartown. This harbor spectacular five bedroom si... Read More
Built by one of the premier builders of Martha's Vineyard, this 10,000 square foot property sits upon a bluff overlooking Sengekontacket Pond and Nantucket Sound beyond. Five bedrooms, including two masters, all en suite, gourmet kitchen, screened porch, outside kitchen, infinity pool with separate spa area, pool house, and guest quarters above a
Edgartown 7754
Built by one of the premier builders of Martha's Vineyard, this 10,000 square foot property sits upon a bluff overlooking Sengekontacket Pond and Nan... Read More
Built by one of the premier builders of Martha's Vineyard, this 10,000 square foot property sits upon a bluff overlooking Sengekontacket Pond and Nan... Read More
No detail was overlooked in the design of this stunning five-bedroom home set on the hill. This home offers comfort and style and features rich countertops, stainless steel appliances, and an open floor plan that flows effortlessly between the kitchen, dining, and living areas. Three of the five bedrooms are en-suites, and the third-floor media and
Edgartown Downtown 123
No detail was overlooked in the design of this stunning five-bedroom home set on the hill. This home offers comfort and style and features rich counte... Read More
No detail was overlooked in the design of this stunning five-bedroom home set on the hill. This home offers comfort and style and features rich counte... Read More
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