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Holiday rentals in Dukes County

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Top-rated holiday rentals in Dukes County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Cottage near South Beach on Martha’s Vineyard.
SUPERHOST
Entire residential home · 4 guests · 3 beds · 1 bathroom
Cottage near South Beach on Martha’s Vineyard.Well equipped, immaculately clean cottage with full kitchen, washer and drier, grill, outside (and inside too) shower. One mile from South Beach. 1.5 miles to town. Near bike path. Great place for two couples or families with 1 or 2 children.
Brand new gorgeous 2 bedroom guest house.
SUPERHOST
Entire residential home · 4 guests · 3 beds · 1 bathroom
Brand new gorgeous 2 bedroom guest house.This is a gorgeous brand new 2 bedroom guest house on the bike path that leads to downtown Edgartown and both State Beach and South Beach, as well as 1/4 of a mile from the famous Morning Glory Farm Stand. There are cathedral ceilings in the living room, which provide a open, spacious feel. There is a large deck on the front of the house with a grill, table and chairs. Part of it is covered in shade. Separate parking for guests with privacy, as it sits 200+ feet from the main house.
King Beds/BBQ /Fire Pit+Pet Friendly!
Entire residential home · 8 guests · 5 beds · 2 bathrooms
King Beds/BBQ /Fire Pit+Pet Friendly!** -$350 DISCOUNT on two week rentals between June and August!! Stay longer = savings! ** Pet Friendly!* up to 2 dogs allowed ! Host your event or party with us! * Extra indoor/outdoor seating, tables, and tent available upon request! Ask about discounts available for rentals November - May

Holiday rentals for every style

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Popular amenities for Dukes County holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Dukes County

SUPERHOST
  1. Entire residential home
  2. West Tisbury
Secluded Up Island Cottage
SUPERHOST
  1. Entire rental unit
  2. Tisbury
"Island Home" 1 BR Suite w/Harbor View- downtown
SUPERHOST
  1. Entire cottage
  2. Oak Bluffs
Arrowsmith Cottage - Oak Bluffs, Martha's Vineyard
  1. Entire residential home
  2. Edgartown
Charming Martha's Vineyard Home on State Forest
SUPERHOST
  1. Entire residential home
  2. West Tisbury
Wild Child Writer’s Cottage with Hot Tub
SUPERHOST
  1. Entire rental unit
  2. Tisbury
Martha's Vineyard Pied-á-terre #2 Vineyard Haven
SUPERHOST
  1. Entire guest suite
  2. Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
  1. Entire residential home
  2. Chilmark
2 BR- Private Home with Hot Tub and Fire Pit
  1. Hotel room
  2. Tisbury
Vineyard Harbor - Harbor View Unit 224
SUPERHOST
  1. Entire residential home
  2. Edgartown
Walk to Edgartown Village Center!
SUPERHOST
  1. Entire guest suite
  2. Tisbury
"Ferry's Landing" Private Bed & Bath w/Harbor View
SUPERHOST
  1. Entire guest house
  2. Edgartown
Guesthouse