Martha's Vineyard Vacation Rentals
650 properties available
Enjoy this expansive five bedroom home, ideal for extended family or friends. Spanning four levels, there is ample space for everyone to spread out. The main level includes the kitchen, dining, half bath and a couple of sitting areas with access to the back deck. The deck is perfect for outdoor dining and ample room in the backyard for those outdoo
Oak Bluffs 8109
Enjoy this expansive five bedroom home, ideal for extended family or friends. Spanning four levels, there is ample space for everyone to spread out. T... Read More
Enjoy this expansive five bedroom home, ideal for extended family or friends. Spanning four levels, there is ample space for everyone to spread out. T... Read More
Rambling meadow and a pond to view glorious sunsets while enjoying lots of outdoor space in West Tisbury. This centrally air conditioned custom home is located in a prestigious Deep Bottom neighborhood, with lots of privacy and lovely curb appeal. The queen guest bedroom is located on the first floor, while the King primary suite and other bedrooms
West Tisbury 1098
Rambling meadow and a pond to view glorious sunsets while enjoying lots of outdoor space in West Tisbury. This centrally air conditioned custom home i... Read More
Rambling meadow and a pond to view glorious sunsets while enjoying lots of outdoor space in West Tisbury. This centrally air conditioned custom home i... Read More
This charming, single-story cottage blends island simplicity with comfort. Though modest in size, the home maximizes its layout with warm, thoughtfully arranged spaces. At its heart is a welcoming living and dining area that opens directly onto the front porch, creating an easy indoor-outdoor flow. Two bedrooms share an adjoining bath, and a third
Oak Bluffs 862
This charming, single-story cottage blends island simplicity with comfort. Though modest in size, the home maximizes its layout with warm, thoughtfull... Read More
This charming, single-story cottage blends island simplicity with comfort. Though modest in size, the home maximizes its layout with warm, thoughtfull... Read More
An architectural dream come true, built as a labor of love. Beautifully sited on a bluff overlooking Edgartown harbor. Naturally ventilated by ocean breezes enhanced by ceiling fans throughout. Many rooms with views and some that open out to a deck overlooking the harbor. This authentic Chappy beach house is truly a vacation to experience, calm oce
Edgartown Chappaquiddick 317
An architectural dream come true, built as a labor of love. Beautifully sited on a bluff overlooking Edgartown harbor. Naturally ventilated by ocean b... Read More
An architectural dream come true, built as a labor of love. Beautifully sited on a bluff overlooking Edgartown harbor. Naturally ventilated by ocean b... Read More
Edgartown Chappaquiddick 302
Idyllic farmhouse surrounded by lush fields and foliage as far as the eye can see, lovingly maintained and updated, new appliances, spacious living an... Read More
Idyllic farmhouse surrounded by lush fields and foliage as far as the eye can see, lovingly maintained and updated, new appliances, spacious living an... Read More
Beautifully restored historic home in downtown Vineyard Haven. The integrity of the historic architecture has been preserved and splashed with a modern flair. Located in the heart of the village of Tisbury, you can explore the town and town beach on foot and even walk to the ferry. As you enter the front door, you can feel that this is a special pl
Vineyard Haven 1212
Beautifully restored historic home in downtown Vineyard Haven. The integrity of the historic architecture has been preserved and splashed with a moder... Read More
Beautifully restored historic home in downtown Vineyard Haven. The integrity of the historic architecture has been preserved and splashed with a moder... Read More
This five bedroom home is truly a quintessential Chappy retreat. Set in the woods, this property offers privacy and a beautiful distant view of Edgartown Harbor down a long and sloping lawn. With its large outdoor deck and inviting wide open interior, this home provides a wonderful space to explore, relax, and entertain both inside and out. An inte
Edgartown Chappaquiddick 387
This five bedroom home is truly a quintessential Chappy retreat. Set in the woods, this property offers privacy and a beautiful distant view of Edgart... Read More
This five bedroom home is truly a quintessential Chappy retreat. Set in the woods, this property offers privacy and a beautiful distant view of Edgart... Read More
Experience the charm of Oak Bluffs in our delightful 2-bedroom cottage, perfectly situated in the heart of downtown. Both bedrooms, located on the second floor, feature en-suite bathrooms for your convenience. With A/C mini-split units in the living area and both bedrooms. Forget the hassle of needing a ferry reservation —this cottage is within wa
Oak Bluffs 8167
Experience the charm of Oak Bluffs in our delightful 2-bedroom cottage, perfectly situated in the heart of downtown. Both bedrooms, located on the sec... Read More
Experience the charm of Oak Bluffs in our delightful 2-bedroom cottage, perfectly situated in the heart of downtown. Both bedrooms, located on the sec... Read More
This meticulously maintained and renovated family home seamlessly combines modern amenities with historic charm, just a short walk from Main Street. The ground floor features a cozy family room, a bright kitchen with a dining area and an en suite queen bedroom. Step out onto the back deck, which overlooks the spacious private yard and a newly built
Edgartown Downtown 55
This meticulously maintained and renovated family home seamlessly combines modern amenities with historic charm, just a short walk from Main Street. T... Read More
This meticulously maintained and renovated family home seamlessly combines modern amenities with historic charm, just a short walk from Main Street. T... Read More
Centrally located between Edgartown village and South Beach, this colonial home in Island Grove offers an open living concept, with a gourmet kitchen, living room, and dining area, that spills into the sunroom. Rounding out the first floor is the primary bedroom, with a queen bed and an En suite bath, that is situated privately from the main living
Edgartown Katama 719
Centrally located between Edgartown village and South Beach, this colonial home in Island Grove offers an open living concept, with a gourmet kitchen,... Read More
Centrally located between Edgartown village and South Beach, this colonial home in Island Grove offers an open living concept, with a gourmet kitchen,... Read More
A comfortable 4 bedroom Katama home is ready for your next Vineyard getaway! There are great gathering spaces downstairs with an open kitchen, living and dining spaces and a separate den with a television. Come home from South Beach, which is approximately .5 miles away with the bike path just minutes from the property, and wind down after a day in
Edgartown Katama 7143
A comfortable 4 bedroom Katama home is ready for your next Vineyard getaway! There are great gathering spaces downstairs with an open kitchen, living ... Read More
A comfortable 4 bedroom Katama home is ready for your next Vineyard getaway! There are great gathering spaces downstairs with an open kitchen, living ... Read More
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
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
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
Tell us what you're looking for and someone will contact you with available options.
