Beachfront holiday rentals in Dukes County

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!

Tranquil & Private Waterfront Great Pond home

This gorgeous new home sits on farmland at the edge of Tisbury Great Pond. Enjoy a peaceful, rural feel with the comforts of a bright, airy modern home. Three spacious bedrooms, including a private master suite, with an open gourmet kitchen, dining area, comfortable living room and a den. Views from every room either look to the pond or over expansive meadows. Easy walk to the Farmer's Market, Library, Alley's, and 7a Foods. Dine on the stone patio while enjoying the sunset over the water!

The WestLake

This unique 3-level Vineyard style cottage perched on a 25' bluff offers you a panoramic view of the Lagoon's shimmering waters, and private beach access to the Nantucket Sound. From across the bay, you can see and faintly hear the Vineyard Haven Ferry departing. Simply follow the wooded path leading to over 110 feet of your own sandy beach with clean, calm waters which allows for safe kayaking and canoeing yet has the perfect breezes for windsurfing and sailing from your own mooring.

Salt Pond Bird Sanctuary Sunset

Considered one of the the best locations in Falmouth, beautiful Mill Rd! Come Bike, Kayak, and Swim in this beautiful Cape Cod Home with panoramic views of Salt Pond Bird Sanctuary! Amazing Sunsets. Approx. 3 blocks to Beach, 1/4 mile to Shining Sea Bike Path, 1 mile to Falmouth Town Center and bike ride to Woods Hole. Spacious, gardened yard, outdoor shower, fire pit (seasonal), and lots of room to play and relax. Enjoy a ferry ride to Martha's Vineyard for the day. Family friendly!

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!

Woods Hole with views of Great Harbor.

Stunning water views in both directions. A large private backyard, Plenty of spaces to gather or have some solitude. A short walk away from Stony Beach, Woods Hole village with its various delicious restaurants, and the Martha's Vineyard Ferry. Parking in the driveway can accommodate two cars. Pets are allowed upon approval with a $50 fee. *Please see my personal reviews for previous reviews of the property. *WE ARE BOOKED ⬇️ JULY 1 - OCTOBER 1 2026

Cozy, comfy, light-filled Martha’s Vineyard home

Sit back and relax at this unique and tranquil getaway in the less developed part of Martha's Vineyard. With beautiful views from 2 upstairs balconies and the beach just steps away, the house is stocked with everything you need to get away from it all. Lobsterville Beach is uncrowded even during the peak days of summer, and you will mostly have it to yourselves. The Gayhead cliffs, with gorgeous sunsets, are a quick drive, bike or walk away.

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.

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.

Waterfront Oasis

Located on Chappaquiddick a small quiet island with great access to Edgartown. Come and stay in a cozy cottage with its own private beach on a calm Pocha Pond inlet. It is only a short walk to the open ocean and the entire Mytoi Oversand Trails. The cottage is surrounded by the ocean, marsh, and nature. Come explore or relax from Dike Bridge Cottage

Beachside Villiage-Oceanfront

Located across from the popular Surf Drive Beach, Beachside Village Resort is built in true Cape Cod style all rooms being outfitted in comfortable East Coast furnishings. The beach is just a few short steps away. At Beachside Village you get the homey comfort of an East Coast Bed and Breakfast with the amenities and privacy of a resort.

Falmouth Heights Ocean Views & Steps to Beach

Prime location in Falmouth Heights!!! Steps from beloved Falmouth Heights Beach, the Black Dog Cafe, Shipwrecked, and the finish line to the Falmouth Road Race! We are also a short walk to the Island Queen Ferry to Martha's Vineyard, the Falmouth Yacht Club, and the delights of Falmouth's marvelous Main Street!