Beachfront holiday 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.

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!

WATERFRONT Cottage, Downtown w/ Beach

DIRECT WATERFRONT in-town beach house with walk-out beach and onsite private parking. This recently renovated 1 bedroom, 1.5 bath, 2-story house is located directly across the street from the famous Black Dog Tavern, right on the bustling year-round Vineyard Haven harbor. This property is no doubt one of the most unique residential properties on Martha’s Vineyard given its proximity to the harbor, ferry terminal, stores, restaurants, bike rentals, beaches & so much more. You will love it!

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!

Vineyard Haven Home | 5 min to beach | 5 beds

Perfect home for one or two families looking for a summer vacation on MV. Four bedrooms and a daybed, two baths, a playroom, living room, big kitchen and big backyard with a new deck and patio. The house is situated ideally; only ten minutes walking distance to downtown Vineyard Haven, five minutes to Owen Little Beach and a short drive or walk to Tashmoo Beach. The Vineyard is our home away from home - we hope you love it. House comfortably fits 8 with room for a 9th on a daybed.

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!

Walk to 3 Beaches from 6br+ w/huge outdoor shower

Location, location, location! Enjoy the ocean breeze from our 6+ BR/2 BA home that sleeps 14. Surrounded by water on 3 sides, this quintessential beach house is perfect for your get-away. Walk-able in less then 3-5 minutes to 3 different Falmouth beaches. We have a huge outdoor shower, 2 patios and gas grill to make outdoor enjoyment easy. Our 6+ BR sleeps 14 comfortably in beds- 1 King, 2 Queens, 1 Full and 6 twins. This is a BYO sheets, towels and toiletries property.

First-class 4+ BR Lagoon Pond Camp

Ultimate getaway house! Situated on Lagoon Pond in Oak Bluffs. Sleeps 10 plus 2 in the optional guest cottage. The house is under 2 miles from OB center - convenient for walking and bike riding. Beach access! The house boasts a pizza oven, outdoor nooks (hammocks!), and a spacious yard. There are amenities galore including, but not limited to: an outdoor shower, grill, board games, wifi, towels, linens, etc. 1 week min stay, Sunday turnovers in July & August.

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.