Martha's Vineyard Vacation Rentals
650 properties available
This comfortable Chilmark Contemporary Reverse-Style home is the quintessential Up-Island get-away. There are 4 Bedrooms spread across 3 floors offering plenty of privacy for the whole family. The Kitchen and Living Space span the top floor with deck access to enjoy the breezy summer nights. There are 2 outdoor showers with one directly off of the
Chilmark 2003
This comfortable Chilmark Contemporary Reverse-Style home is the quintessential Up-Island get-away. There are 4 Bedrooms spread across 3 floors offeri... Read More
This comfortable Chilmark Contemporary Reverse-Style home is the quintessential Up-Island get-away. There are 4 Bedrooms spread across 3 floors offeri... Read More
Just outside the Village, in the midst of Sweetened Water Farm, this three-bedroom guest house is a bucolic oasis! So serene, the bike path is just at the end of the road to take you into town. Open floorplan of a kitchen, living area and dining area with cathedral ceilings. The bathroom and the three bedrooms are on the second floor. A comfortable
Edgartown 714
Just outside the Village, in the midst of Sweetened Water Farm, this three-bedroom guest house is a bucolic oasis! So serene, the bike path is just at... Read More
Just outside the Village, in the midst of Sweetened Water Farm, this three-bedroom guest house is a bucolic oasis! So serene, the bike path is just at... Read More
Converted barn with access to Katama Bay along with lovely water views. The spacious open living space spills out to an outdoor patio. The second-floor bedrooms are located on one end of the barn and an open loft area for additional sleeping at the other end. Spend the day on the private beach just a 5-minute walk away or enjoy a hike around the p
Edgartown Chappaquiddick 434
Converted barn with access to Katama Bay along with lovely water views. The spacious open living space spills out to an outdoor patio. The second-flo... Read More
Converted barn with access to Katama Bay along with lovely water views. The spacious open living space spills out to an outdoor patio. The second-flo... Read More
Stunning Martha's Vineyard vacation home, just on the edge of Edgartown village, offering great privacy yet minutes to the center of activity and beach. This well maintained cape style home offers many comforts of modern living while maintaining the integrity of vineyard summer living. Featuring three bedrooms, including a primary bedroom en suite
Edgartown Downtown 37
Stunning Martha's Vineyard vacation home, just on the edge of Edgartown village, offering great privacy yet minutes to the center of activity and beac... Read More
Stunning Martha's Vineyard vacation home, just on the edge of Edgartown village, offering great privacy yet minutes to the center of activity and beac... Read More
Experience the epitome of luxury at this estate in the heart of Katama's most sought-after enclave, where over 6,700 square feet of impeccably curated living space invite you to indulge in a lifestyle reminiscent of a five-star retreat. This five-bedroom residence seamlessly blends timeless elegance with contemporary comfort. The interiors are all
Edgartown Katama 673
Experience the epitome of luxury at this estate in the heart of Katama's most sought-after enclave, where over 6,700 square feet of impeccably curated... Read More
Experience the epitome of luxury at this estate in the heart of Katama's most sought-after enclave, where over 6,700 square feet of impeccably curated... Read More
Fresh five bedroom cape, located in a neighborhood that will get you anywhere you want to go. Easy access to bike trails heading into Edgartown through the forest or heading up-island. Furnished with a casually elegant vibe throughout. The first floor offers an open floor plan with plenty of room for social gathering. Also features a first floor pr
Edgartown 7714
Fresh five bedroom cape, located in a neighborhood that will get you anywhere you want to go. Easy access to bike trails heading into Edgartown throug... Read More
Fresh five bedroom cape, located in a neighborhood that will get you anywhere you want to go. Easy access to bike trails heading into Edgartown throug... Read More
Escape to this south shore home situated on the exquisite Trustees of the Reservation property and savor an unparalleled vacation experience. This remote, four-bedroom camp-style home is a haven for nature enthusiasts and vacationers seeking a unique getaway. Nestled in Preservation land, this single-level retreat is an exceptional opportunity to r
West Tisbury 1063
Escape to this south shore home situated on the exquisite Trustees of the Reservation property and savor an unparalleled vacation experience. This rem... Read More
Escape to this south shore home situated on the exquisite Trustees of the Reservation property and savor an unparalleled vacation experience. This rem... Read More
Vacation in this charming 2-bedroom in Edgartown Estates. Natural sunlight pours through the cathedral ceiling living room which flows into the kitchen with sliding doors to the patio. On the first floor is the primary en suite bedroom and a powder room. Upstairs you'll find the second bedroom and a hall bathroom. Hop on the bike path for breakfast
Edgartown Katama 585
Vacation in this charming 2-bedroom in Edgartown Estates. Natural sunlight pours through the cathedral ceiling living room which flows into the kitche... Read More
Vacation in this charming 2-bedroom in Edgartown Estates. Natural sunlight pours through the cathedral ceiling living room which flows into the kitche... Read More
A classic Gambrel-style home refreshed for the 2025 season, this house offers ample space for entertaining and unwinding after a long day at the beach. The kitchen and bathrooms are newly renovated, coupled with an expansive sunroom which opens to the deck, creating a seamless flow between spaces both indoor and out. There is a first-floor bedroo
Oak Bluffs 8179
A classic Gambrel-style home refreshed for the 2025 season, this house offers ample space for entertaining and unwinding after a long day at the beac... Read More
A classic Gambrel-style home refreshed for the 2025 season, this house offers ample space for entertaining and unwinding after a long day at the beac... Read More
Spectacular Water View Retreat in Prospect Hill. Envision yourself vacationing in this stunning five-bedroom home located in the desirable Prospect Hill location. Enjoy breathtaking water views from nearly every room and an ideal layout designed for both comfort and connection.
The main level features an open-concept kitchen, dining, and living are
Chilmark 2050
Spectacular Water View Retreat in Prospect Hill. Envision yourself vacationing in this stunning five-bedroom home located in the desirable Prospect Hi... Read More
Spectacular Water View Retreat in Prospect Hill. Envision yourself vacationing in this stunning five-bedroom home located in the desirable Prospect Hi... Read More
A beautiful downtown cottage which has been exquisitely renovated in a way that reflects the charming history, while simultaneously exemplifying modern taste. Painted wood floors, custom built-ins, brand new everything -- and a stunning outdoor space -- the quality of finish work is meticulous and the end result is just divine. Offering three bedr
Oak Bluffs 8815
A beautiful downtown cottage which has been exquisitely renovated in a way that reflects the charming history, while simultaneously exemplifying moder... Read More
A beautiful downtown cottage which has been exquisitely renovated in a way that reflects the charming history, while simultaneously exemplifying moder... Read More
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