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:

• Rustic Cozy Log Cabin
• Cozy Island Cabin
• Tiny Tisbury
• Adorable cottage with pool, tennis courts & picnic area
• 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 5 self-catering vacation homes in Dukes County that have hot tubs, swimming pools, & other amenities.

There are more than 5 luxury villas and vacation homes in or near Dukes County. Filter by price to compare find the most expensive places to stay on Irishridgecabins.

Yes, there are 5 pet friendly vacation homes and places to stays that are available in or near Dukes County that you may consider.