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 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
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 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
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 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
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
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
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
Welcome to this charming cottage nestled in the heart of Oak Bluffs, within the MV Camp Meeting Association, famously known as the "Campgrounds." This historic area is renowned for its vibrant Gingerbread Cottages and the iconic iron Tabernacle. Enjoy the convenience of being just a short stroll from the harbor, the Flying Horses Carousel (the olde
Oak Bluffs 848
Welcome to this charming cottage nestled in the heart of Oak Bluffs, within the MV Camp Meeting Association, famously known as the "Campgrounds." This... Read More
Welcome to this charming cottage nestled in the heart of Oak Bluffs, within the MV Camp Meeting Association, famously known as the "Campgrounds." This... 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
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
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
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