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.



Properties Available 66 properties available
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
$2,000.00 - $2,100.00 / per week + taxes and fees
Beds 1 beds
Baths 1 Full, 1 Half Bath
Sleeps sleeps 2
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
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
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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
$6,500.00 - $7,500.00 / per week + taxes and fees
Beds 1 beds
Baths 1 Full, 1 Half Bath
Sleeps sleeps 2
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
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
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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
$2,275.00 - $3,500.00 / per week + taxes and fees
Beds 1 beds
Baths 1 Full Bath
Sleeps sleeps 2
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
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
June 2026
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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
$2,210.00 - $3,395.00 / per week + taxes and fees
Beds 1 beds
Baths 1 Full Bath
Sleeps sleeps 2
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
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
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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
$2,800.00 - $3,850.00 / per week + taxes and fees
Beds 1 beds
Baths 1 Full Bath
Sleeps sleeps 3
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
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
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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
$1,800.00 - $2,600.00 / per week + taxes and fees
Beds 1 beds
Baths 1 Full, 1 Half Bath
Sleeps sleeps 6
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
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
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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
Hot HOT 12
$1,100.00 - $1,925.00 / per week + taxes and fees
Beds 1 beds
Baths 1 Full Bath
Sleeps sleeps 2
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
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
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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
$3,800.00 - $4,700.00 / per week + taxes and fees
Beds 1 beds
Baths 1 Full Bath
Sleeps sleeps 2
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
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
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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
🚢Ferry Tickets
🚢Ferry Tickets
July 4th - July 11th, August 22nd - August 29th
$3,000.00 - $5,000.00 / per week + taxes and fees
Beds 1 beds
Baths 3 Full Bath
Sleeps sleeps 6
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
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
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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
$1,500.00 - $1,800.00 / per week + taxes and fees
Beds 1 beds
Baths 1 Full Bath
Sleeps sleeps 2
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
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
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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
$3,088.00 / per week + taxes and fees
Beds 1 beds
Baths 1 Full Bath
Sleeps sleeps 2
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
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
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4 week minimum: This one bedroom studio cottage-style property is located just outside of Edgartown Village and within close proximity to South Beach on a private lot. It is fully equipped with kitchen, washer and dryer, full bathroom with tub and shower and a lovely second floor deck. There is plenty of parking with a spacious yard. This is a nice
$1,800.00 / per week + taxes and fees
Beds 1 beds
Baths 1 Full Bath
Sleeps sleeps 2
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 7151
4 week minimum: This one bedroom studio cottage-style property is located just outside of Edgartown Village and within close proximity to South Beach ... Read More
June 2026
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