Dukes County Rentals By Owner

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:

• In-Town Certified National Historic Oak Bluffs Property -
• Newer construction Edgartown home with AC, and transferable car ferry tkt avail
• On HGTV! New w/Hot Tub, Bocce Court, AC, WALK to Town & Beach!
• Marthas Vineyard Edgartown Cottage - Easy walk to village, outdoor shower, linen
• Quaint Martha's Vineyard Guest Cottage -Edgartown-walk to restaurants and shops
• Idyllic Vineyard House in Desirable Katama/Edgartown – Walk/Bike to Town/Beaches
• Private Meadow View Family Retreat - 4 BR, AC, Large Yard, Tennis, on Bike Path
• Multiple Ensuites, Central Air, Perfect Location
• Charming, Clean And Well Maintained Home Walking Distance To Town And Beach
• Contemporary Pet-Friendly Year-round Retreat. In the Woods, Walk to Town.

There are many large, family-friendly vacation homes available in Dukes County; however, here are the most popular family rentals listed on our site:

• Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!
• Islander's Retreat
• The Lightkeepers Inn
• Light-Filled Romantic Cottage Close to Village, Beach, Bike Path, Nature Trails

Yes, there are 1542 self-catering vacation homes in Dukes County that have hot tubs, swimming pools, & other amenities.

There are more than 1542 luxury villas and vacation homes in or near Dukes County. Filter by price to compare find the most expensive places to stay on Mykonosholidayrentals.

Yes, there are 1542 pet friendly vacation homes and places to stays that are available in or near Dukes County that you may consider.