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

Home in Edgartown

4.83 out of 5 average rating, 69 reviews

Spacious, Old Vineyard charm with Private Beach

This is a classic, rare vintage Vineyard property: a beautifully simple, comfortable, and charming family house located directly on its own private beach on Katama Bay. Peaceful and secluded, yet a short walk or bike ride to the popular, public surf beach, and 3 miles from bustling, historic Edgartown. The house is both intimate and expansive: equally perfect for small families or larger groups, for quiet retreats or festive reunions. Spacious and soulful indoors and out. A magical refuge. .

Top Guest favourite

Apartment in Tisbury

4.92 out of 5 average rating, 130 reviews

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.

Guest favourite

Condo in Oak Bluffs

4.97 out of 5 average rating, 29 reviews

LOCATION LOCATION!! Ocean- View TOP Floor Condo

Come stay in one of THE most desirable locations on the Vineyard! Enjoy amazing sunrises & SPECTACULAR ocean views from this family-run, premier top floor (3 of 3) condo. Across street from popular town beach, short walk to Ocean Park, Waban Park, Flying Horses, Steamship Authority & downtown Circuit Ave (restaurants, shops)! Bring a car (one unreserved parking spot available) or walk over from boat. Bike delivery & storage avail. Bed linens & towels are included. We hope to accommodate you!!

Top Guest favourite

Cottage in Westport

5 out of 5 average rating, 18 reviews

Waterfront Two Bedroom Cottage

Enjoy a relaxing stay at a charming, waterfront cottage on the Westport River. Watch beautiful sunsets from the waterfront lawn bordering the river & a small beach perfect for swimming at high tide. Kayak to nearby marshes and surrounding area. Private access through pastures & gates. Includes two bedrooms, a fully equipped kitchen, open concept living/dining area and a large outside deck with gas grill, teak dining set & loungers. Quick drive or bike to local sites. Large back yard.

Guest favourite

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

Home in Tisbury

4.86 out of 5 average rating, 21 reviews

Secluded Lagoon Front Private Beach !

Private beach, lagoon waterfront secluded location. Ideal location for families with children that love the water and for people that love beautiful views.Tucked away on the Vineyard Haven side of the lagoon. Extremely private (one neighbor.) Lovely private beach, with wonderful swimming. You will not want to leave this spot. Hear the waves lap the shore from your bed. See the sunrise over the water from your bedroom. A pet might be negotiable. Two paddle boards included!!!

Home in Falmouth

5 out of 5 average rating, 12 reviews

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.

Guest favourite

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 2025

Holiday home in Aquinnah

4.91 out of 5 average rating, 11 reviews

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.

Guest favourite

Home in Chilmark

4.87 out of 5 average rating, 55 reviews

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.

Superhost

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.

Home in Edgartown

4.88 out of 5 average rating, 8 reviews

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