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.
Browse below and find one that suits your needs.
63 properties available
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
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
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
Enjoy peaceful and breathtaking views of Nantucket Sound from the back deck! This charming two-bedroom guesthouse features private bathrooms for each bedroom, a spacious open living area, a well-equipped kitchen, and a large outdoor deck. It's the perfect spot to relax and enjoy the pleasures of an in-town Edgartown vacation home. Just a short stro
Edgartown Downtown 39
Enjoy peaceful and breathtaking views of Nantucket Sound from the back deck! This charming two-bedroom guesthouse features private bathrooms for each ... Read More
Enjoy peaceful and breathtaking views of Nantucket Sound from the back deck! This charming two-bedroom guesthouse features private bathrooms for each ... Read More
"Herring Moon Cottage", a lovely two-bedroom guest house located in the heart of Katama; less than one mile to South Beach and just over a mile to downtown Edgartown. This light and bright bungalow is nicely appointed, and well stocked with all the necessities. A sunroom, steps from the dining area is graced by plenty of light, two comfortable sof
Edgartown Katama 640
"Herring Moon Cottage", a lovely two-bedroom guest house located in the heart of Katama; less than one mile to South Beach and just over a mile to dow... Read More
"Herring Moon Cottage", a lovely two-bedroom guest house located in the heart of Katama; less than one mile to South Beach and just over a mile to dow... Read More
A cottage by the bay... pulled from the pages of a seaside novel. This charming two-bedroom home has been renovated and fully updated with an open concept kitchen and dining area, flowing seamlessly into the living room and outdoor porch. Reminiscent of the stolen summers from years ago, evenings filled with ocean breezes and quiet afternoons, free
Edgartown Chappaquiddick 327
A cottage by the bay... pulled from the pages of a seaside novel. This charming two-bedroom home has been renovated and fully updated with an open con... Read More
A cottage by the bay... pulled from the pages of a seaside novel. This charming two-bedroom home has been renovated and fully updated with an open con... Read More
Escape to the tranquil town of Chilmark and enjoy the best of Martha's Vineyard with this charming single-level home. With a post-and-beam design, this home exudes unique character, while the open floor plan creates a light and inviting atmosphere. The fully equipped kitchen, dining area, and living area provide all the comforts of home. There are
Chilmark 2011
Escape to the tranquil town of Chilmark and enjoy the best of Martha's Vineyard with this charming single-level home. With a post-and-beam design, thi... Read More
Escape to the tranquil town of Chilmark and enjoy the best of Martha's Vineyard with this charming single-level home. With a post-and-beam design, thi... Read More
Classic, custom two-bedroom condo in Tashmoo Cove is nestled in one of Vineyard Haven's most desirable locations. The well-kept community features an association pool, tennis courts, and convenient beach access for your enjoyment. Just a short drive away lies the nine-hole Mink Meadows golf course. Upon entering the home, you'll be welcomed by a s
Vineyard Haven 922
Classic, custom two-bedroom condo in Tashmoo Cove is nestled in one of Vineyard Haven's most desirable locations. The well-kept community features an ... Read More
Classic, custom two-bedroom condo in Tashmoo Cove is nestled in one of Vineyard Haven's most desirable locations. The well-kept community features an ... Read More
This charming and well-maintained beach house, "Seas the Day," is situated in a private wooded area of Chappaquiddick, just around 1.5 miles from East Beach. The kitchen is well-equipped with granite countertops, and the open floor plan encourages plenty of relaxation on the comfortable sofas or in the screened porch. It's a wonderful way to enjoy
Edgartown Chappaquiddick 399
This charming and well-maintained beach house, "Seas the Day," is situated in a private wooded area of Chappaquiddick, just around 1.5 miles from East... Read More
This charming and well-maintained beach house, "Seas the Day," is situated in a private wooded area of Chappaquiddick, just around 1.5 miles from East... 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
Charming and pristine cottage nestled just over a mile from both Oak Bluffs Beaches and the vibrant town of Oak Bluffs, home to the country's oldest carousel, the renowned Flying Horses and many wonderful restaurants. Situated right on the bike path, this retreat boasts a private back patio and outdoor shower. Offering simplicity, comfort, and conv
Oak Bluffs 8021
Charming and pristine cottage nestled just over a mile from both Oak Bluffs Beaches and the vibrant town of Oak Bluffs, home to the country's oldest c... Read More
Charming and pristine cottage nestled just over a mile from both Oak Bluffs Beaches and the vibrant town of Oak Bluffs, home to the country's oldest c... 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
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