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.
66 properties available
This charming second-floor suite is centrally located between Morning Glory Farm, South Beach, and Edgartown Village's shops and restaurants. It is equipped with a sitting area with a TV and a reading nook, as well as a kitchenette with a refrigerator, coffee pot, microwave, toaster, and sink. The large Palladian window provides plenty of natural
Edgartown Katama Guest 573
This charming second-floor suite is centrally located between Morning Glory Farm, South Beach, and Edgartown Village's shops and restaurants. It is e... Read More
This charming second-floor suite is centrally located between Morning Glory Farm, South Beach, and Edgartown Village's shops and restaurants. It is e... Read More
Newly built (2026) and located just one mile from everything Edgartown has to offer, this apartment is the perfect getaway. Thoughtfully designed it features an open-concept kitchen with an induction stove, a spacious living and dining area that creates an inviting space for relaxing and entertaining. The kitchen opens directly onto a deck with sta
Edgartown 709
Newly built (2026) and located just one mile from everything Edgartown has to offer, this apartment is the perfect getaway. Thoughtfully designed it f... Read More
Newly built (2026) and located just one mile from everything Edgartown has to offer, this apartment is the perfect getaway. Thoughtfully designed it f... 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
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
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
Edgartown Katama 7190
Tennis, anyone? A beautiful one-bedroom cottage with a large, open concept floor plan, a kitchen with breakfast bar and living room with cathedral cei... Read More
Tennis, anyone? A beautiful one-bedroom cottage with a large, open concept floor plan, a kitchen with breakfast bar and living room with cathedral cei... 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. 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
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
Centrally located, custom colonial, in Oak Bluffs. Cook a true Vineyard feast from the wonderfully designed chef's kitchen with Wolf Gas stove. The kitchen flows seamlessly into the living area where you may eat at the dining table that looks out to the back yard. Or for those evening cookouts, the rear deck is perfect. For those "working" on va
Oak Bluffs 832
Centrally located, custom colonial, in Oak Bluffs. Cook a true Vineyard feast from the wonderfully designed chef's kitchen with Wolf Gas stove. The k... Read More
Centrally located, custom colonial, in Oak Bluffs. Cook a true Vineyard feast from the wonderfully designed chef's kitchen with Wolf Gas stove. The k... Read More
Indulge in a peaceful and tranquil retreat in this expansive contemporary one-bedroom guest house, perfectly designed for those seeking a break from the hustle and bustle of everyday life. Boasting central air conditioning, a large updated shower, dual sinks, and a spacious closet, this home is equipped with all the modern comforts and amenities yo
Edgartown 713
Indulge in a peaceful and tranquil retreat in this expansive contemporary one-bedroom guest house, perfectly designed for those seeking a break from t... Read More
Indulge in a peaceful and tranquil retreat in this expansive contemporary one-bedroom guest house, perfectly designed for those seeking a break from t... Read More
Located on a quiet street, this area is the best kept secret in Edgartown! Just a half a mile into Edgartown Village and through town and on to Fuller Street or Light House Beach! Easily bike to other beaches and island attractions. This studio apartment is located on the second story of the garage. Lower level garage is used for storage space only
Edgartown Downtown 114
Located on a quiet street, this area is the best kept secret in Edgartown! Just a half a mile into Edgartown Village and through town and on to Fuller... Read More
Located on a quiet street, this area is the best kept secret in Edgartown! Just a half a mile into Edgartown Village and through town and on to Fuller... 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
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