Beachfront holiday rental in Dukes County

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Top-rated beachfront accommodation in Dukes County

Guests agree: These beachfront homes are highly rated for location, cleanliness and more.

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Guest favourite

The exterior of a two-story house is presented at dusk, with illuminated steps leading to the entryway. Soft lighting accents the garden area, and a spacious lawn extends beyond, bordered by lush greenery. A seating area with Adirondack chairs is visible, inviting relaxation.

Home in Oak Bluffs

4.93 out of 5 average rating, 45 reviews

MV Waterfront Home -fall dates avail

Marthas’s Vineyard. By the sea! Picture yourself on the deck of this waterfront home w/ private beach, sweeping views of Vineyard Sound, huge flat yard and sunsets. The house has eat-in kitchen, spacious living/dining room. Plenty of outdoor space - perfect for families, girls wknds, Derby fishermen. Comfortable seaside home w/privacy, yet convenient to Oak Bluffs and Vineyard Haven. Fully air conditioned and heated. One week min in summer, Tuesday to Tues. rentals for easier ferry reservation

Top Guest favourite

A serene view of the ocean is framed by white wooden architecture. The calm water reflects a clear blue sky, while a sandy beach lies in the foreground, accompanied by a stone jetty. Benches are positioned along the walkway, inviting relaxation.

Condo in Oak Bluffs

5 out of 5 average rating, 28 reviews

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!

Top Guest favourite

A comfortable seating area is positioned on a wooden deck, overlooking the calm waterfront. Two cushioned chairs surround a small table, with the harbor and boats visible in the background as the soft hues of twilight reflect on the water.

Cottage in Tisbury

4.98 out of 5 average rating, 65 reviews

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 cottage exterior is framed by lush greenery and stone landscaping, featuring a welcoming porch with rocking chairs. Colorful flower pots and pumpkins are placed around, while a serene view of the water is visible in the background.

Home in Oak Bluffs

5 out of 5 average rating, 3 reviews

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.

Guest favourite

The entrance of the Cape Cod home is framed by lush greenery and low maintenance plants. Natural stone pathways lead to the inviting porch, where a welcome sign is displayed. Soft shadows are cast by the surrounding trees, creating a serene, welcoming entryway.

Home in Falmouth

4.95 out of 5 average rating, 97 reviews

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!

Top Guest favourite

A cozy living area features a lightweight sofa adorned with colorful cushions, complemented by a pink upholstered chair. Large windows reveal ocean views, allowing natural light to fill the space. A small table holds fruit and a book, creating a welcoming setting.

Cottage in Edgartown

5 out of 5 average rating, 9 reviews

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!

Guest favourite

The exterior of a classic Cape home is showcased, featuring shingle siding and white trim. A welcoming entrance is highlighted by a red door and a white porch. Lush greenery surrounds the house, with a pink chair positioned on the porch.

Home in Falmouth

4.94 out of 5 average rating, 17 reviews

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

Guest favourite

Three children stand on the sandy beach, holding surfboards and facing the ocean. The boys are shirtless, wearing colorful swim shorts. Gentle waves lap at the shore, while the sun casts a warm light over the scene, creating a relaxed beach atmosphere.

Cottage in Chilmark

5 out of 5 average rating, 10 reviews

Menemsha Cottage

Bell Buoy Cottage is a lovely one bedroom and one bath, full kitchen, living room with wood burning fireplace and Roku TV. It includes a private deck with chairs and a screened-in porch with a picnic table. Additional amenities include outside showers, BBQ grill, use of the inn's facilities, and walk-on or car passes to a choice of Chilmark's Private Beaches - Lucy Vincent or Squibnocket during beach pass season.

Superhost

An aerial view showcases the property nestled along Edgartown Harbor, surrounded by lush greenery. Boats are docked along the marina, with well-maintained gardens visible near the buildings. The architecture reflects the local charm, complementing the serene waterfront setting.

Apartment in Edgartown

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.

Guest favourite

An aerial view captures the expansive property nestled near the coastline. Lush greenery surrounds the home, while the blue waters of the ocean and a winding pond are visible. A sandy beach and marshy areas create a natural landscape that invites exploration.

Holiday home in Tisbury

4.87 out of 5 average rating, 30 reviews

Stunning MV Cottage on 7 acres w/ Private Beach

Enjoy nature's majesty at this classic 7 acre seaside MV escape. Sunbathe on 100 feet of private beach, explore Lake Tashmoo by kayak, read a book in the pondside hammock, have cocktails on the screened in porches, barbecue every night: make lifelong memories with your loved ones in one of the most beautiful places on earth.

Guest favourite

A view from the second-floor patio captures the bright sunlight reflecting off the water, with green park space across the street. Nearby houses frame the scene, and outdoor seating is visible on the patio, enhancing the inviting ambiance of the surroundings.

Home in Falmouth

4.9 out of 5 average rating, 106 reviews

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!

Guest favourite

A sandy beach area is visible, with gentle waves lapping at the shore. A wooden pathway leads down to the water, surrounded by sparse trees and shrubs. The scene is framed by a clear blue sky and distant greenery, creating a serene coastal view.

Cottage in Oak Bluffs

4.94 out of 5 average rating, 154 reviews

Charming water-front cottage on Martha's Vineyard!

Quiet, charming cottage right on the beach with gorgeous sunsets! Perfect for a relaxing stay on Martha's Vineyard during any time of the year. Tell us about your vacation plans so we can help you enjoy our little piece of paradise.