Condos and Cottages
CHarm, comfort, and the sea - without the sprawl
Not every getaway calls for six bedrooms and a sprawling compound. Sometimes the best vacation is a cute cottage or a tidy condo, a good book, and nowhere you absolutely have to be. Our collection of one- and two-bedroom cottages and condos are proof that smaller can mean smarter — and that the full magic of Martha's Vineyard is just as alive at a more intimate scale.
Browse below and find one that suits your needs.
68 properties available
One-bedroom guest house in Katama. First floor hosts an open floor plan with a newly furnished kitchen, bar seating, and a bright and airy living area. Upstairs you'll find a home office space with a second sitting area for lounging. The second floor also features a queen-size bedroom, with plenty of natural lighting and full bath with a spacious,
Edgartown Katama 504
One-bedroom guest house in Katama. First floor hosts an open floor plan with a newly furnished kitchen, bar seating, and a bright and airy living area... Read More
One-bedroom guest house in Katama. First floor hosts an open floor plan with a newly furnished kitchen, bar seating, and a bright and airy living area... Read More
Escape to an enchanting studio cottage up Island, where you'll find a delightful retreat waiting for you. This charming cottage boasts a cozy galley kitchen, small dining table, comfortable queen sofa bed with updated mattress, and full bathroom. This cottage has two, small screened porches to enjoy the fresh air while taking in the serene natural
Chilmark 2053
Escape to an enchanting studio cottage up Island, where you'll find a delightful retreat waiting for you. This charming cottage boasts a cozy galley k... Read More
Escape to an enchanting studio cottage up Island, where you'll find a delightful retreat waiting for you. This charming cottage boasts a cozy galley k... Read More
This charming one bedroom, one bathroom cape style home, located in the peaceful town of West Tisbury, is perfect for a couple or small family looking for a relaxing getaway. The home features a fully equipped kitchen, comfortable living room, and a bedroom with a queen size bed. Enjoy an outside shower, perfect for rinsing off after a day at the n
West Tisbury 10004
This charming one bedroom, one bathroom cape style home, located in the peaceful town of West Tisbury, is perfect for a couple or small family looking... Read More
This charming one bedroom, one bathroom cape style home, located in the peaceful town of West Tisbury, is perfect for a couple or small family looking... Read More
Katama one-bedroom guest house with one queen bed and two queen sofa beds, "American Leather", exceptional comfort. The first floor is set up as a bedroom with one queen bed and a powder room. The second floor offers plenty of living space with an open floor plan of kitchen, dining, living, bathroom and two additional sofa beds. The kitchen spills
Edgartown Katama 7762
Katama one-bedroom guest house with one queen bed and two queen sofa beds, "American Leather", exceptional comfort. The first floor is set up as a bed... Read More
Katama one-bedroom guest house with one queen bed and two queen sofa beds, "American Leather", exceptional comfort. The first floor is set up as a bed... Read More
Extraordinary waterfront boathouse in Edgartown's inner harbor featuring breathtaking harbor views. This distinctive one-bedroom, one-and-a-half-bath boathouse sits right at the water's edge and boasts a spacious screened-in porch, as well as a sizable second floor primary suite complete with an upper deck and a harborside patio from where all of t
Edgartown Downtown 20
Extraordinary waterfront boathouse in Edgartown's inner harbor featuring breathtaking harbor views. This distinctive one-bedroom, one-and-a-half-bath ... Read More
Extraordinary waterfront boathouse in Edgartown's inner harbor featuring breathtaking harbor views. This distinctive one-bedroom, one-and-a-half-bath ... Read More
This one-bedroom Katama cottage is truly perfect for vacationers, very romantic and conveniently located. The open floor plan is made more spacious with the cathedral ceilings. Cook in the well-appointed kitchen or on one of the two outdoor grills. The spacious bedroom with king bed connects to its en suite bath with whirlpool tub and separate sh
Edgartown Katama 5027
This one-bedroom Katama cottage is truly perfect for vacationers, very romantic and conveniently located. The open floor plan is made more spacious wi... Read More
This one-bedroom Katama cottage is truly perfect for vacationers, very romantic and conveniently located. The open floor plan is made more spacious wi... Read More
This lovely one bedroom cottage is located in a private but convenient setting, surrounded by a beautiful garden, a very short distance to great restaurants and shopping in Edgartown village, Fuller Street beach, Sheriff's Meadow conservation trails and the Chappy ferry .The kitchenette area is equipped with an induction stove, microwave and refri
Edgartown 7752
This lovely one bedroom cottage is located in a private but convenient setting, surrounded by a beautiful garden, a very short distance to great resta... Read More
This lovely one bedroom cottage is located in a private but convenient setting, surrounded by a beautiful garden, a very short distance to great resta... Read More
Looking for a cozy get away? Then this one bedroom in town Vineyard Haven guest house is waiting for you. Inside you will find a tastefully and beautifully decorated queen bedded room with a hall bathroom, a fully equipped kitchen and comfortable living area. It has window air conditioning units for those warm days to keep you cool. Plenty of off s
Vineyard Haven 986
Looking for a cozy get away? Then this one bedroom in town Vineyard Haven guest house is waiting for you. Inside you will find a tastefully and beauti... Read More
Looking for a cozy get away? Then this one bedroom in town Vineyard Haven guest house is waiting for you. Inside you will find a tastefully and beauti... Read More
A stunning, newly renovated condo on Ocean Park - pristine finishes and a modern floorplan with an open concept kitchen, dining, and living area, stainless steel appliances, and comfortable seating. There is a bedroom with a king-size bed and a lofted area in the living room with two queen beds, plus a hall bath with a combination tub and shower. T
Oak Bluffs 874
A stunning, newly renovated condo on Ocean Park - pristine finishes and a modern floorplan with an open concept kitchen, dining, and living area, stai... Read More
A stunning, newly renovated condo on Ocean Park - pristine finishes and a modern floorplan with an open concept kitchen, dining, and living area, stai... Read More
Just minutes to the charming harbor side community of Edgartown village. This custom designed one bedroom loft guesthouse is furnished with items from Norway. Tucked behind the main house far enough away to allow plenty of privacy. There is a cozy front patio with easy accessibility to the open kitchen, dining and living areas. The first floor has
Edgartown Downtown 22
Just minutes to the charming harbor side community of Edgartown village. This custom designed one bedroom loft guesthouse is furnished with items from... Read More
Just minutes to the charming harbor side community of Edgartown village. This custom designed one bedroom loft guesthouse is furnished with items from... Read More
Quintessential Vineyard Cottage! An open studio concept, this Edgartown cottage is located just off of Main Street, tucked away on a quiet street, lovingly outfitted for summer vacations. The open floorplan includes a full kitchen, charming table and chairs, queen bed, hall bath and loft with two twin beds - not to mention a front porch perfect for
Edgartown Downtown 84
Quintessential Vineyard Cottage! An open studio concept, this Edgartown cottage is located just off of Main Street, tucked away on a quiet street, lov... Read More
Quintessential Vineyard Cottage! An open studio concept, this Edgartown cottage is located just off of Main Street, tucked away on a quiet street, lov... Read More
This brand-new 1-bedroom, 1-bathroom home, built in 2025 was thoughtfully designed for a relaxing getaway. Inside, you'll find a sleek, fully equipped kitchen with contemporary finishes—perfect for cooking meals at home. The open-concept layout leads to a cozy living area, ideal for unwinding after a day at the beach. Outside, enjoy your morning co
Edgartown 7746
This brand-new 1-bedroom, 1-bathroom home, built in 2025 was thoughtfully designed for a relaxing getaway. Inside, you'll find a sleek, fully equipped... Read More
This brand-new 1-bedroom, 1-bathroom home, built in 2025 was thoughtfully designed for a relaxing getaway. Inside, you'll find a sleek, fully equipped... Read More
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