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Air Conditioner
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Internet
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Laundry
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Bedding/Linens

Discover the Best Resort Vacations
Explore the top resorts, from luxury beachfront escapes to family-friendly all-inclusive resorts and relaxing spa retreats. Whether you’re planning a weekend getaway or an extended vacation, the Dukes County offers world-class resort destinations for every travel style, season, and budget.
Guests
- Hotels
- Villas
- Cabins
- Rentals
- Cottages
- Resorts
- Accommodations
- Oak Bluffs
- ·
- Circuit Avenue
- 0.09 mi to center
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Balcony/Terrace
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View
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Kitchen
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Air Conditioner
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Balcony/Terrace
-
View
-
Kitchen
-
Air Conditioner
- Massachusetts
- ·
- Edgartown
- 0.12 mi to center
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Breakfast
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Balcony/Terrace
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Air Conditioner
-
Internet
-
Breakfast
-
Balcony/Terrace
-
Air Conditioner
-
Internet
- Massachusetts
- ·
- Edgartown
- 0.12 mi to center
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Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
- Massachusetts
- ·
- Edgartown
- 0.06 mi to center
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Breakfast
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Parking
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Air Conditioner
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Internet
-
Breakfast
-
Parking
-
Air Conditioner
-
Internet
- Massachusetts
- ·
- Edgartown
- 0.05 mi to center
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Balcony/Terrace
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View
-
Kitchen
-
Air Conditioner
-
Balcony/Terrace
-
View
-
Kitchen
-
Air Conditioner
- Massachusetts
- ·
- Oak Bluffs
- 1.26 mi to center
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Air Conditioner
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Internet
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Child Friendly
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Laundry
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Air Conditioner
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Internet
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Child Friendly
-
Laundry
- Massachusetts
- ·
- Edgartown
- 0.25 mi to center
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Breakfast
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Parking
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Balcony/Terrace
-
View
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Breakfast
-
Parking
-
Balcony/Terrace
-
View
- Massachusetts
- ·
- Edgartown
- 2.68 mi to center
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Hot Tub
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Parking
-
Pool
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Balcony/Terrace
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Hot Tub
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Parking
-
Pool
-
Balcony/Terrace
- Massachusetts
- ·
- Gosnold
- 4.60 mi to center
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Oceanfront
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Ocean View
-
Balcony/Terrace
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View
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Oceanfront
-
Ocean View
-
Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- Massachusetts
- ·
- Edgartown
- 3.37 mi to center
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Balcony/Terrace
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View
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Air Conditioner
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Internet
-
Balcony/Terrace
-
View
-
Air Conditioner
-
Internet
- Vineyard Haven
- ·
- Tisbury
- 2.08 mi to center
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Parking
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Ocean View
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Balcony/Terrace
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View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- Massachusetts
- ·
- Oak Bluffs
- 0.76 mi to center
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Oceanfront
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Parking
-
Pool
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Ocean View
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Oceanfront
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Parking
-
Pool
-
Ocean View
- Massachusetts
- ·
- Edgartown
- 2.24 mi to center
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Ocean View
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View
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Kitchen
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Pet Friendly
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Ocean View
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View
-
Kitchen
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Pet Friendly
- Oak Bluffs
- ·
- East Chop
- 0.43 mi to center
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Parking
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Balcony/Terrace
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View
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Kitchen
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Parking
-
Balcony/Terrace
-
View
-
Kitchen
- Vineyard Haven
- ·
- Tisbury
- 1.96 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Massachusetts
- ·
- Edgartown
- 0.05 mi to center
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Breakfast
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Breakfast
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
- Vineyard Haven
- ·
- Tisbury
- 0.85 mi to center
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Parking
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Ocean View
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Balcony/Terrace
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View
-
Parking
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Ocean View
-
Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- Oak Bluffs
- ·
- Lagoon Heights
- 0.57 mi to center
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Parking
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Ocean View
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Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- Massachusetts
- ·
- Edgartown
- 1.31 mi to center
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Parking
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Ocean View
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Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- Massachusetts
- ·
- Edgartown
- 1.31 mi to center
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Parking
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Ocean View
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Balcony/Terrace
-
View
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Parking
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Ocean View
-
Balcony/Terrace
-
View
- Massachusetts
- ·
- Vineyard Haven
- 1.66 mi to center
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Balcony/Terrace
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View
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Internet
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Child Friendly
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Balcony/Terrace
-
View
-
Internet
-
Child Friendly
- Massachusetts
- ·
- Oak Bluffs
- 1.21 mi to center
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
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Oceanfront
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Parking
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Ocean View
-
Balcony/Terrace
- Massachusetts
- ·
- Chilmark
- 1.53 mi to center
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Parking
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Ocean View
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Balcony/Terrace
-
View
-
Parking
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Ocean View
-
Balcony/Terrace
-
View
- Massachusetts
- ·
- Edgartown
- 2.68 mi to center
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Parking
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Balcony/Terrace
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View
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Kitchen
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Parking
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Balcony/Terrace
-
View
-
Kitchen
- Vineyard Haven
- ·
- Tisbury
- 1.54 mi to center
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Parking
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Ocean View
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Balcony/Terrace
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View
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Parking
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Ocean View
-
Balcony/Terrace
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View
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Hot Tub
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Parking
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Ocean View
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Balcony/Terrace
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Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
- Vineyard Haven
- ·
- Tisbury
- 1.52 mi to center
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
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Oceanfront
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Parking
-
Ocean View
-
Balcony/Terrace
- Massachusetts
- ·
- Edgartown
- 0.05 mi to center
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Hot Tub
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Breakfast
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Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
- Vineyard Haven
- ·
- West Tisbury
- 3.72 mi to center
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Private Beach
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Parking
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Pool
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Ocean View
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Private Beach
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Parking
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Pool
-
Ocean View
- Massachusetts
- ·
- Oak Bluffs
- 0.79 mi to center
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Parking
-
Pool
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Ocean View
-
Balcony/Terrace
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Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
- Vineyard Haven
- ·
- Tisbury
- 1.18 mi to center
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Parking
-
Pool
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Kitchen
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Air Conditioner
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Parking
-
Pool
-
Kitchen
-
Air Conditioner
- Vineyard Haven
- ·
- West Tisbury
- 0.51 mi to center
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Parking
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Pool
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Balcony/Terrace
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Kitchen
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Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
- Massachusetts
- ·
- Edgartown
- 3.51 mi to center
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Hot Tub
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Parking
-
Pool
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Balcony/Terrace
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Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
- Vineyard Haven
- ·
- West Tisbury
- 1.68 mi to center
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Breakfast
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Parking
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Ocean View
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Balcony/Terrace
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Breakfast
-
Parking
-
Ocean View
-
Balcony/Terrace
- Massachusetts
- ·
- Vineyard Haven
- 6.69 mi to center
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Hot Tub
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Parking
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Ocean View
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Balcony/Terrace
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Hot Tub
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Parking
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Ocean View
-
Balcony/Terrace
- Massachusetts
- ·
- Chilmark
- 1.84 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Vineyard Haven
- ·
- West Tisbury
- 3.71 mi to center
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Parking
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Ocean View
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Balcony/Terrace
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View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- Massachusetts
- ·
- Edgartown
- 1.41 mi to center
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Private Pool
-
Hot Tub
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Parking
-
Pool
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Private Pool
-
Hot Tub
-
Parking
-
Pool
Find the Perfect Resort Vacation in the Dukes County
What makes our resorts stand out?
Verified Properties
Every vacation home shown on Resort Vacation comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Popular Resort Destinations in the Dukes County
What are the Top Resort Locations Across the Dukes County?
Discover resorts in the most sought-after travel destinations nationwide:
Martha's Vineyard
Martha's Vineyard VACATION RENTALSOak Bluffs
Oak Bluffs VACATION RENTALSEdgartown
Edgartown VACATION RENTALSVineyard Haven
Vineyard Haven VACATION RENTALSTisbury
Tisbury VACATION RENTALSLake Tashmoo
Lake Tashmoo VACATION RENTALSKatama
Katama VACATION RENTALSLagoon Heights
Lagoon Heights VACATION RENTALSWest Tisbury
West Tisbury VACATION RENTALSEast Chop
East Chop VACATION RENTALSChilmark
Chilmark VACATION RENTALSAquinnah
Aquinnah VACATION RENTALSHow to Reserve Your Resorts Vacation Accommodation?
Booking Made Simple
Resorts Vacations connects travelers with verified resort stays from trusted partners across the Dukes County. Once you find the perfect resort, you’ll be seamlessly guided to our partner’s secure booking platform to complete your reservation with confidence.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Common Resort Vacation Amenities in the Dukes County
What Amenities Can You Expect When Booking with Resorts Vacations?
Resorts Vacations offers carefully selected resort stays across the Dukes County, designed for comfort, convenience, and memorable experiences.
Indoor Amenities
Spacious guest rooms and suites
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Places to Stay with Resorts Vacations
Looking for the perfect resort vacation in the Dukes County? Discover a curated collection of resort stays offering comfort, convenience, and unforgettable experiences in top destinations nationwide. Whether you’re searching for a beachfront resort, a family-friendly escape, or a luxury retreat, Resorts Vacations makes it easy to explore and compare verified resort options for your next getaway.
- Massachusetts
- ·
- Oak Bluffs
- 0.79 mi to center
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Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
- Vineyard Haven
- ·
- West Tisbury
- 3.72 mi to center
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Private Beach
-
Parking
-
Pool
-
Ocean View
-
Private Beach
-
Parking
-
Pool
-
Ocean View
- Massachusetts
- ·
- Edgartown
- 0.05 mi to center
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
Resorts Vacations FAQs
What are the top vacation rentals in Dukes County?
There are a lot of options in Dukes County. If you plan on staying in the Dukes County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Dukes County:
How many vacation rentals have private pools in Dukes County?
There are 115 vacation rentals with private pools near Dukes County. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Dukes County are best for families?
If you are looking for a family-friendly vacation home in Dukes County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Dukes County:
How many vacation rentals are available in Dukes County?
Currently, the total number of properties listed in 2026 is over 4 in the Dukes County area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Dukes County.
More Resorts Vacations to Explore
- Vineyard Haven
- ·
- West Tisbury
- 3.72 mi to center
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Private Beach
-
Parking
-
Pool
-
Ocean View
-
Private Beach
-
Parking
-
Pool
-
Ocean View
- Massachusetts
- ·
- Oak Bluffs
- 0.79 mi to center
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
- Massachusetts
- ·
- Edgartown
- 0.05 mi to center
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
-
Hot Tub
-
Breakfast
-
Parking
-
Pool