Condo vacation rentals in Dukes County

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Popular amenities for Dukes County condo rentals

Weekly condo rentals

Guest favorite
A charming exterior of a two-story home is framed by a white picket fence. The light brown siding and decorative gable accentuate the inviting architecture. Lush greenery and flowering bushes are visible, complemented by a sunny blue sky.
Condo in Oak Bluffs
4.9 out of 5 average rating, 243 reviews

Stunning. Walk to Beach, Town and Harbor 113B

JenRating, 5 stars2 months ago
Brian is a truly excellent host and his places are consistently great. I will always book with him if his properties are available!
Guest favorite
A modern kitchen features sleek white cabinetry and a spacious countertop. Natural light fills the area through a window, highlighting a gas stove and stainless steel appliances. A small door leads outside, while a patterned rug adds warmth to the floor.
Condo in Tisbury
4.98 out of 5 average rating, 50 reviews

Short Walk into Town - Nice Comfortable Reasonable

AshleyRating, 5 stars8 months ago
Walkable to all local shops. Unit was clean and the kitchen was fully stocked with all items needed to prepare and enjoy a meal.
Top guest favorite
A clear view of a sandy beach meets the calm ocean, with several people enjoying the shore. A stone jetty extends into the water, while a few umbrellas provide shade at the water's edge. The sky is bright with a few scattered clouds.
Condo in Oak Bluffs
5 out of 5 average rating, 24 reviews

FABULOUS OCEAN VIEWS-Oak Bluffs Condo Across Beach

BrianRating, 5 stars1 month ago
Heathers condo was great and so close to ocean / beach. Would love to stay again during the summer to enjoy all it has to offer.
Guest favorite
A clear, inviting pool is seen with a smooth surface reflecting the sky above. Lounge chairs are arranged neatly around the pool area, with several placed alongside a white picket fence. The tranquil setting is enhanced by distant views of the horizon.
Condo in Vineyard Haven
5 out of 5 average rating, 21 reviews

Relax....You're on Island Time......

JocelynRating, 5 stars8 months ago
Lovely home and well outfitted for our stay. Conveniently located on well maintained grounds.
Superhost
An aerial view captures a scenic coastline, featuring a sandy beach that curves around a harbor. Boats are seen anchored in the water, and a small series of vehicles are parked near the shore. Lush greenery lines the background, offering a serene contrast to the blue waters.
Condo in Falmouth
4.83 out of 5 average rating, 145 reviews

A Perfect. Walk to beach, harbor and Main Street

DavidRating, 5 stars6 months ago
Great location - walkable to downtown Falmouth, many nice trails, and the farmer's market. Long walk or short drive to Woods Hole (for Pie In The Sky and WHOI). Also very close to Windfall Market for some quick and easy food. Great host - Brian was very responsive and clear with instructions. There was a kitchen item missing, and Brian brought a new replacement in a day. The space is slightly cramped - the kitchen and couch and dining table are all in 1 room, so there isn't a much space to hang out as a group.
Guest favorite
A screened-in porch features a glass table surrounded by comfortable seating. Natural light filters through the windows, illuminating the space. The backdrop includes lush greenery, enhancing the tranquil outdoor setting.
Condo in Tisbury
4.91 out of 5 average rating, 47 reviews

Private 3bdrm Condo Tashmoo Woods

JamikaRating, 5 stars8 months ago
What a relaxing and wonderful stay! Barbara’s place was welcoming and even better than the pictures. The house has everything you need and the addition of the community pool was the cherry on top. The host was extremely responsive and helpful. We look forward to returning to Barbara‘s place the next time my family and I visit MV.
Guest favorite
A communal unheated pool is surrounded by a white fence, featuring a spacious deck with lounge chairs. The water appears clear and inviting under a partly cloudy sky with greenery visible in the background.
Condo in Tisbury
4.9 out of 5 average rating, 72 reviews

Sunny 2bedroom condo w pool, walk to town

MicheleRating, 5 stars6 months ago
We were very happy with this comfortable 2 bedroom condo. Very clean and furnished nicely. Easy walk into town for shopping and dining. We had a few questions, which Leah answered quickly and in a friendly manner. Would stay again. Thank you Leah!
Guest favorite
A balcony view features two white rocking chairs beside a glass-top table, overlooking a sandy beach and clear ocean waters. A wooden pier extends into the sea, while the shoreline enjoys a serene, unobstructed vista.
Condo in Oak Bluffs
4.96 out of 5 average rating, 27 reviews

LOCATION LOCATION!! Ocean- View TOP Floor Condo

TaylorRating, 5 stars7 months ago
Heather's place is beautiful! An amazing location with close proximity to the OB steamship authority station, a number of bus lines, and the beach! The view and location are unbeatable! Heather was also super responsive in terms of coordinating flexible check-in/check-out times which was very much appreciated. Overall, would definitely recommend to anyone visiting OB :)

Pet-friendly condo rentals

Superhost
A charming duplex building is showcased, featuring a light grey exterior with blue doors. A large star decoration is mounted above the door, surrounded by vibrant greenery and blooming hydrangeas. A sandy path leads to the entrance, creating an inviting approach.
Condo in Falmouth
4.83 out of 5 average rating, 145 reviews

A Perfect. Walk to beach, harbor and Main Street

DavidRating, 5 stars6 months ago
Great location - walkable to downtown Falmouth, many nice trails, and the farmer's market. Long walk or short drive to Woods Hole (for Pie In The Sky and WHOI). Also very close to Windfall Market for some quick and easy food. Great host - Brian was very responsive and clear with instructions. There was a kitchen item missing, and Brian brought a new replacement in a day. The space is slightly cramped - the kitchen and couch and dining table are all in 1 room, so there isn't a much space to hang out as a group.
Guest favorite
Condo in Falmouth
4.88 out of 5 average rating, 123 reviews

A Spectacular. Walk to beach, town and harbor 20

KatieRating, 5 stars6 months ago
Amazing stay. Didn’t have to get an Uber once, everything was walkable. Brian communicated consistently.
Condo in Oak Bluffs
New place to stay

Island Inn - Two Bedroom Suite - 2A - Dog-freindly

RobRating, 5 stars3 weeks ago
Great spot, very convenient and well kept!
Condo in Oak Bluffs
New place to stay

Island Inn - One Bedroom Suite - 8C - Dog-friendly

Condo in Oak Bluffs
New place to stay

Island Inn - Residential Suite - 33G - Dog-friendl

Condo in Oak Bluffs
New place to stay

Island Inn - One Bedroom Suite - 15D - Dog-friendl

Condo in Oak Bluffs
New place to stay

Island Inn - Residential Suite - 31G - Dog-friendl

Condo in Oak Bluffs
New place to stay

Island Inn - Studio Suite - 3B - Dog-friendly - Oa

Destinations to explore