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Guesthouse vacation rentals in Dukes County
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Dukes County
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Dukes County guesthouse rentals
Family-friendly guest house rentals
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Guesthouse in Edgartown
4.73 out of 5 average rating, 45 reviewsMarthas Vineyard 1BR Cottage 10 min to beach/town
![](https://a0.muscache.com/im/pictures/103559039/e045be7c_original.jpg?im_w=720)
Guesthouse in Vineyard Haven
4.94 out of 5 average rating, 125 reviewsWest Chop Cottage + Beach Access
![](https://a0.muscache.com/im/pictures/91608409/416ae3a4_original.jpg?im_w=720)
Guesthouse in Falmouth
4.72 out of 5 average rating, 64 reviewsCOZY GUESTHOUSE
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Guesthouse in Chilmark
4.99 out of 5 average rating, 88 reviews4-Season Guest House on Historic Chilmark Estate
Guest house rentals with a patio
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Guesthouse in Edgartown
5 out of 5 average rating, 4 reviewsMushroom Cottage
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Guesthouse in Edgartown
4.89 out of 5 average rating, 72 reviewsMartha’s Vineyard Cottage - A Glamping Experience!
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Guesthouse in Edgartown
4.95 out of 5 average rating, 19 reviewsPrivate Two bedroom Katama cottage near Edgartown
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Guesthouse in Oak Bluffs
Fantastical Fishermen’s Cottage & private Garden
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Guesthouse in Chilmark
5 out of 5 average rating, 15 reviewsRenovated Midcentury Modern Chilmark Guesthouse
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Guesthouse in West Tisbury
5 out of 5 average rating, 8 reviewsBeautiful + Airy MV Barn
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Guesthouse in Edgartown
5 out of 5 average rating, 9 reviewsPrivate cabin in Wildlife Habitat; near bus route
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Guesthouse in Oak Bluffs
Cozy Vineyard Cottage
Guest house rentals with a washer and dryer
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Guesthouse in Falmouth
4.64 out of 5 average rating, 14 reviewsWoods Hole Cottage close to Beach and Village
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Guesthouse in Edgartown
4.95 out of 5 average rating, 43 reviewsQuiet, Pet Friendly, Close to Edgartown and Oak Bl
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Guesthouse in West Tisbury
5 out of 5 average rating, 13 reviewsGuest house over Garage
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Guesthouse in Edgartown
4.91 out of 5 average rating, 11 reviewsBeautiful Cottage in Private but Convenient Locale
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Guesthouse in Edgartown
4.82 out of 5 average rating, 11 reviewsThe Birdhouse: new Edgartown apartment
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Guesthouse in Edgartown
5 out of 5 average rating, 15 reviewsGuesthouse
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Guesthouse in West Tisbury
Quiet Mid-Island Retreat 3 miles from beach
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