Beachfront vacation rentals in Dukes County

Serenity on Martha's Vineyard

This 2BR, 2 Full Bath Condo with air condition (AC) and elevator access is located across the street from State Beach (AKA the "Ink Well") in Oak Bluffs. It's on the top floor, recently redecorated, with all the amenities for a wonderful vacation. Both bedrooms have Smart TVs & AC. Free Wi-Fi. Great location, within walking distance to the ferry, beach and downtown Oak Bluffs, restaurants and shops. Car not needed! Get ready to relax and unwind. It's the perfect location! Welcome to Serenity!

FABULOUS OCEAN VIEWS-Oak Bluffs Condo Across Beach

Enjoy one of the most desirable locations on the Vineyard!! Enjoy AMAZING sunrises & gorgeous ocean views from this lovingly kept, super clean condo. Literally across the street from town beach, adjacent to Waban Park, a few blocks to Ocean Park, Flying Horses, Steamship Authority & downtown Circuit Avenue (restaurants, shops)! Bring a car (one unreserved parking spot) or walk over from the boat. Bike delivery & storage available. We hope to see you this summer in this fantastic summer condo!

Harbor view apartment, a quick walk from the ferry

This is a great one bedroom apartment on the second floor of a house. My place is close to the beach, public transport, the Steamship Authority ferry, Black Dog Tavern, Main Street Vineyard Haven, Stop & Shop grocery, and lots of great shopping. You’ll love the convenience! Walk to the apartment right off the ferry boat. Lots to do in walking distance, and onsite parking. The Martha's Vineyard Museum is a 5 minute walk, down the same street. My place is great for couples and solo adventurers.

Oceanfront cottage on Surf Drive beach in Falmouth

Smell the salty air and listen to the sounds of the ocean from this renovated charming cottage - just cross the street to the beach! This 3BR, 2BA has kitchen, LR, bedrooms with sliders to patio. Home has gorgeous water views of Martha's Vineyard. 1 mile to town center with restaurants & shops, less than a mile to Shining Sea bikeway. This is a premier location in beautiful Falmouth! Please note that summer rentals are a 7-night minimum, most weeks with Saturday check-in / check-out.

Beachfront Cottage + Studio w. Town Access

Welcome to The Rudder Cottage! Fully renovated 1930's cottage on an ocean front compound, with a picturesque porch overlooking the outer harbor, full basement with washer/dryer and central air. An additional detached studio provides a third bedroom/work space. Stunning views of the Edgartown lighthouse and Cape Poge. Access to private beach. Access town with just a 10 minute walk (or 1 minute drive) to the Chappaquiddick Ferry, and be in downtown Edgartown in 15 minutes or less!

Home in West Tisbury

Introducing a captivating modern retreat nestled in the heart of West Tisbury on Martha's Vineyard. Newly built, this stunning home embodies a bold and beautiful modern design, seamlessly blending architectural elegance with contemporary luxury. With 3 bedrooms and 3 full bathrooms, as well as a spacious loft, this home offers ample space for a family or group seeking an island escape. The property is situated on 3.5-acre parcel, providing an oasis of privacy and tranquility.

Secluded 3 bedroom home with private beach access

Beautiful three bedroom home with beach access on Menemsha Pond. Beach is private with only a few families having access. Perfect calm waters perfect for kids and water sports. Incredible pond, ocean and sunset views. Large parking area. Large yards surrounding the house. Very secluded. House has a grill, a patio with dining area, patio with lounge chairs and hammock, and an outdoor shower. House has washer, dryer, dishwasher, and smart TVs. Access to Lucy Vincent.

As Good as it Gets-Waterfront Retreat in Falmouth

As Good As It Gets is a renovated waterfront retreat on Bourne’s Pond, just a 10-minute walk to Menauhant Beach. Relax on the expansive deck, gather by the fire pit, or kayak from the private shoreline. With a stylish kitchen, two living areas, serene bedrooms, and a peaceful wooded setting close to beaches, dining, and shopping, this home offers the perfect balance of privacy, comfort, and Cape Cod convenience for your family vacation.

Evelyn's Menemsha Camp - Best Vineyard View

Evelyn's House on the hill overlooking Menemsha Beach is the classic Marthas Vineyard Beach Cottage. Evelyn Flanders built her " Camp"in 1909 where the views of Menemsha Harbor and famous sunsets would be about as good as it gets. It's the same today. With 2 bedrooms, 2 baths and a loft it's perfect beach base camp.. Take the path to Menemsha beach or your passes to Lucy Vincent. You are most welcome to bring one pet.

Mill Pond Family Retreat

🌊 Welcome to Your Cape Escape — Sleeps 7 | Falmouth, MA Your Cape escape begins here! Located in Falmouth and only a quick stroll or ride to the beach, this cozy and spacious home features a lovely view of Mill Pond. With downtown Falmouth and Woods Hole both close by, you’ll be right in the middle of classic Cape Cod beaches, dining, shops, and coastal adventures.

Cozy Waterfront Cottage, Newly Remodeled!

Beautifully upgraded WATERFRONT cottage in Menemsha with (essentially a) PRIVATE BEACH! Direct access to Vineyard Sound from your own staircase leading down to the water’s edge. Enjoy stunning sunsets and breathtaking views from every room. Private and peaceful but conveniently located just a short drive or bike ride to Menemsha or the Chilmark village center.

Edgartown Harbor King Suite

Martha’s Vineyard has plenty of family-friendly activities, a fantastic array of dining options and much more. Situated on Edgartown Harbor among flowering English gardens, this property is ideally located on Martha's Vineyard. Guests will enjoy watching the boats come and go as they listen to the peaceful sounds of the ocean while sitting harbor side.