Homes with Pools
your own pool. your own place
Martha's Vineyard already offers some of the most beautiful water you'll find anywhere on the Eastern Seaboard — but there's something uniquely indulgent about having a pool waiting for you the moment you step outside. No beach crowds, no timing swims around parking availability, no negotiating with the kids about when it's time to leave. Just your pool, your patio, your morning coffee beside it, and a vacation that unfolds entirely on your own terms.
Whatever size or style of home you're looking for, if a pool is on your list, this is where your search ends. For families with young children, it's a gamechanger. For groups of adults, it becomes the natural gathering place. For couples, it's simply one of the great quiet luxuries a vacation can offer.
Browse the full selection below.
141 properties available
Spacious Katama Retreat with Saltwater Pool- Located in the sought-after Katama area of Edgartown, this spacious tri-level contemporary home offers everything you need for the perfect Martha's Vineyard getaway—starting with a beautiful saltwater pool and proximity to South Beach. Thaxter Lane is ideally situated just minutes from the bike path, whe
Edgartown Katama 536
Spacious Katama Retreat with Saltwater Pool- Located in the sought-after Katama area of Edgartown, this spacious tri-level contemporary home offers ev... Read More
Spacious Katama Retreat with Saltwater Pool- Located in the sought-after Katama area of Edgartown, this spacious tri-level contemporary home offers ev... Read More
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
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
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
Luxurious new construction in the prestigious Deep Bottom neighborhood with five en Suite bedrooms, including two primary suites, one on each floor, and plenty of space to spread out. When you walk into the foyer and see through the living area to the deck and pool beyond you know a serene and peaceful vacation awaits.
Cook in the well-appoint
West Tisbury 1105
Luxurious new construction in the prestigious Deep Bottom neighborhood with five en Suite bedrooms, including two primary suites, one on each floor, a... Read More
Luxurious new construction in the prestigious Deep Bottom neighborhood with five en Suite bedrooms, including two primary suites, one on each floor, a... Read More
Stunning Chilmark contemporary home with a pool is situated high up from the water with fabulous views of the North Shore. There are numerous paths to wander in the woods. Privacy, privacy, privacy offered on twenty two acres. Great space in the main house with five bedrooms on the main level and overflow off of the finished family room downstairs.
Chilmark 2060
Stunning Chilmark contemporary home with a pool is situated high up from the water with fabulous views of the North Shore. There are numerous paths to... Read More
Stunning Chilmark contemporary home with a pool is situated high up from the water with fabulous views of the North Shore. There are numerous paths to... Read More
This elegant Village estate will transition you to island life the moment you enter the property. The perfect social house for you and your family to enjoy on Martha's Vineyard. Set back off the road providing quiet enjoyment and yet just minutes to Main Street and a few miles to South Beach. Beautiful and meticulously constructed, offering a sense
Edgartown Downtown 35
This elegant Village estate will transition you to island life the moment you enter the property. The perfect social house for you and your family to ... Read More
This elegant Village estate will transition you to island life the moment you enter the property. The perfect social house for you and your family to ... Read More
Step inside this stunning six-bedroom Katama retreat, where masterful design meets effortless comfort. The main house unfolds across multiple levels, blending open concept living with thoughtfully designed private spaces.
The upper level features an open kitchen, dining and living area, all of which open to outdoor spaces: a small deck with double
Edgartown Katama 7179
Step inside this stunning six-bedroom Katama retreat, where masterful design meets effortless comfort. The main house unfolds across multiple levels, ... Read More
Step inside this stunning six-bedroom Katama retreat, where masterful design meets effortless comfort. The main house unfolds across multiple levels, ... Read More
Sited on 9-acres overlooking Edgartown Great Pond, this stunning home is nothing shy of a masterpiece. Meticulously thought out in design, every detail is attended to, ensuring an unparalleled living AND vacationing experience. A luxuriously equipped interior in the softest of pallets with seven bedrooms, including five en-suite, multiple living ar
Edgartown 7805
Sited on 9-acres overlooking Edgartown Great Pond, this stunning home is nothing shy of a masterpiece. Meticulously thought out in design, every detai... Read More
Sited on 9-acres overlooking Edgartown Great Pond, this stunning home is nothing shy of a masterpiece. Meticulously thought out in design, every detai... Read More
Just blocks to Edgartown Village! The compound includes main house, guest house and in ground pool, located on Clevelandtown Road. The main house offers 3 bedrooms including a primary bedroom with en suite bathroom, separate staircase, a beautifully flowing floorplan offers multiple casual and comfortable living spaces. A lovely front porch with co
Edgartown Downtown 142
Just blocks to Edgartown Village! The compound includes main house, guest house and in ground pool, located on Clevelandtown Road. The main house offe... Read More
Just blocks to Edgartown Village! The compound includes main house, guest house and in ground pool, located on Clevelandtown Road. The main house offe... Read More
A contemporary home featuring mid-century modern decor creates a truly unique atmosphere. The custom details, including tailor-made headboards and a stunning 12 x 4-foot mahogany dining table, enhance the property's natural tranquility. The gourmet kitchen is equipped with dual ovens, a downdraft Zline stove, and a wine cooler, adding a touch of gl
Edgartown 7731
A contemporary home featuring mid-century modern decor creates a truly unique atmosphere. The custom details, including tailor-made headboards and a s... Read More
A contemporary home featuring mid-century modern decor creates a truly unique atmosphere. The custom details, including tailor-made headboards and a s... Read More
Stunning views over Eel Pond are perhaps the piece de resistance at this stunning in-town compound - bordered by the wildflowers of conservation land - the trails of Sheriff's Meadow are just one of the many afternoon adventures. Standing on the second floor deck and looking over the sprawling landscape, you truly feel on top of the world. The main
Edgartown Downtown 71
Stunning views over Eel Pond are perhaps the piece de resistance at this stunning in-town compound - bordered by the wildflowers of conservation land ... Read More
Stunning views over Eel Pond are perhaps the piece de resistance at this stunning in-town compound - bordered by the wildflowers of conservation land ... 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
Built in 1784 by Reverend Joseph "Parson" Thaxter, First Chaplain of the Revolutionary War and the town's longtime minister, this storied residence has anchored the island's history for more than 2 centuries. Today, it has been meticulously restored and thoughtfully updated to offer a one of a kind Vineyard experience, blending heritage, elegance,
Edgartown Downtown 267
Built in 1784 by Reverend Joseph "Parson" Thaxter, First Chaplain of the Revolutionary War and the town's longtime minister, this storied residence ha... Read More
Built in 1784 by Reverend Joseph "Parson" Thaxter, First Chaplain of the Revolutionary War and the town's longtime minister, this storied residence ha... Read More
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