Vacation rentals in Dukes County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Dukes County

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Superhost

A charming two-story cottage features a shingled exterior with yellow trim. A white picket fence encloses the front yard, which is landscaped with greenery. Windows allow natural light to illuminate the interior. Clear blue skies and fluffy clouds provide a serene backdrop.

Cottage in Oak Bluffs

5 out of 5 average rating, 8 reviews

The Island Collection MV: Sandy Shores

Your vacation stay will be unforgettable in this charming cottage. Being on vacation in Martha's Vineyard in the heart of downtown Oak Bluffs has its privileges! You are close to shopping, nightlife, and restaurants and lots of fun! Located 100 ft from the beach, this lovely furnished cottage has 2 full bedrooms, 2 full private bathrooms, and 1 powder room. There is one parking space available, and the patio has a gas grill for outdoor dining. Tenant brings own linens/sheets/towels/beach towels.

Top guest favorite

The historic property is displayed from the street level, showcasing its architectural charm with a multi-story design. A covered porch is visible, featuring ornate woodwork. Shops line the street, contributing to a lively town atmosphere. Clear skies and bright sunlight enhance the inviting appearance.

Apartment in Oak Bluffs

4.92 out of 5 average rating, 109 reviews

Absolute Best Location on the Island

Ideal location for visitors in the middle of the most lively, diverse, fun town on Martha's Vineyard. This property is certified by the United States Department of Interior as a National Historic Property. The ferry terminal, restaurants, shops, markets, harbor, historic sites, entertainment, public transportation, and a clean sandy beach are all within minutes. A vehicle is not necessary. IF UNAVAILABLE: SIMILAR WALKABLE SISTER PROPERTY in Vineyard Haven: https://www.airbnb.com/rooms/49016488?

Guest favorite

The kitchen features a spacious granite countertop with seating at three bar stools. Large windows and overhead lighting enhance the bright and airy atmosphere. Appliances including a stove and refrigerator are integrated into the cabinetry, providing a modern look in the renovated space.

Apartment in Oak Bluffs

4.95 out of 5 average rating, 168 reviews

Beautiful private apartment walk to everything!

This is an incredible property! Renovated and spotless with all the amenities to make your stay feel like home, only better. Downtown Oak Bluffs and her beautiful beaches are within a five-minute walk. There is a local market and deli right next door where you can find anything you need in a pinch, and a great BBQ restaurant across the street. This second floor apartment has one bedroom with a queen-sized bed and a queen pullout couch. Smart TVs, full kitchen and laundry plus much more!

Top guest favorite

An outdoor deck features a gray sofa paired with a wooden coffee table. A grill is positioned nearby. Lush green trees surround the area, along with additional seating visible in the background. Large windows enhance the connection to the outdoors.

Home in Tisbury

5 out of 5 average rating, 15 reviews

Family Friendly 5 BR, Walk to Town, Beach & Ferry!

Ideal rental for families and friends! Two fully equipped kitchens, two fully furnished outdoor spaces, oversized deck with grill, washer/dryer, sleeps 10 (2 King, 2 Queen, Full over Full bunk beds) 3 living spaces, 2 pack and plays, 2 full baths, outdoor shower, large yard, and central a/c in every room! No ferry ticket? No car? No problem! This home is located close enough to the Vineyard Haven ferry for a quick bike ride or comfortable walk. Walking distance to trails and beach!

Guest favorite

A grassy area features two white Adirondack chairs positioned near a stone fire pit with blue glass accents. In the background, a multi-story building showcases balconies and large glass doors, leading to a bright, open atmosphere.

Apartment in Falmouth

4.91 out of 5 average rating, 22 reviews

Studio- Beachside Village, Falmouth MA - Cozy!

Explore beautiful Cape Cod from the Beachside Village Resort. Once a cozy seaside mansion for a well-to-do boat captain, the property was converted into the charming resort it is today with extraordinary views of Martha’s Vineyard across Falmouth Harbor. Spend your days on the soft sand beach watching the rolling waves, wandering through the surrounding seaside village shops, or treat yourself to the freshest seafood and other New England favorites offered throughout the area.

Superhost

The charming exterior of the house features shingle siding and a welcoming porch adorned with string lights. Lush plants and blooming flowers are seen in front, while a stone border outlines the garden, creating an inviting entryway.

Cottage in Oak Bluffs

4.95 out of 5 average rating, 19 reviews

In town Cozy-Cottage-Glam w/ Fab backyard 2bd/2B

Experience comfort and style at this centrally-located retreat. Leave the car and walk just minutes to the town and beach. Start your day with coffee on the wraparound porch and refresh with an outdoor shower after the beach. The spacious backyard is perfect for BBQs while the kids play, and the fire pit sets the scene for evening wine. Unwind on the LoveSac sectional with your favorite streaming service or sleep soundly on hybrid mattresses for a restful night.”

Guest favorite

Home in Oak Bluffs

4.92 out of 5 average rating, 39 reviews

Charming Vacation Home in Oak Bluffs.

Escape to our stunning 4-bedroom home near Downtown Oak Bluffs and pristine beaches. Ideal for up to 8 guests, our open-concept layout and cozy bedrooms offer comfort and privacy. Experience a serene retreat with all the amenities you need for a perfect vacation. Book now for an unforgettable stay! Please note: the basement of the listed house is currently occupied. Enjoy the main house's 4 bedrooms, open-concept space, and ideal location near beaches.

Guest favorite

A contemporary A-frame home is set against a clear blue sky, showcasing a large wooden deck that extends from the main structure. The sloping rooflines and triangular windows contribute to the unique architectural design, surrounded by lush greenery indicative of a tranquil outdoor setting.

Home in Dartmouth

5 out of 5 average rating, 19 reviews

Unique Coastal Retreat: South Dartmouth, MA

On a private lane, nestled between South Dartmouth's most exclusive gated communities, this contemporary home blends the standards of today with eras past. Classic New England and Scandinavian design meet in surprising accord to provide an ideal summer retreat. Anchoring the house is a fireplace living room that leads to a large rear deck with substantial privacy and views across the private Round Hill fairways. Steps from entrance to Round Hill Beach.

Superhost

Home in Edgartown

4.91 out of 5 average rating, 54 reviews

Updated Beautiful Cottage in Edgartown AC

A true island charmer. Light, airy and central-air-conditioned home offers all the comforts of modern living centrally located in Edgartown. Recently completed extensive upgrades completed enhance all of the space, including a new kitchen, both bathrooms, basement, and more. A spacious outdoor furnished deck with enclosed outdoor shower and an expansive grassy lawn make for a great space to relax. Great location makes Island travel a breeze.

Superhost

Home in West Tisbury

4.79 out of 5 average rating, 38 reviews

Charming and Spacious Home in the Heart of MV

NEW LISTING! Located at the heart of Martha's Vineyard in a quiet and safe neighborhood. This spacious three-bedroom home sleeps six guests comfortably. There are two full bathrooms. Enjoy some time lounging in the beautiful sunroom or large living space with your guests. This home's central location is perfect for guests wanting to explore all parts of the island while also experiencing the quaint Martha's Vineyard lifestyle.

Superhost

An outdoor seating area features a round table surrounded by several cushioned chairs on a blue area rug. Green decorative pillows add a pop of color, while trees provide a natural backdrop in a peaceful setting. The railings enhance the open, inviting space.

Home in Falmouth

4.92 out of 5 average rating, 13 reviews

Jaws House - Great Harbors

Your family will be close to everything when you stay at this centrally-located place. This fully renovated ranch is close to beaches and Great Bay. Downtown shopping is a 10 minute drive away. If you like to golf there are 5 golf courses within 20 minutes of the home. Great community neighborhood with a clubhouse, pool, and tennis courts.

Guest favorite

A shaded outdoor area features a sturdy gazebo with a decorative canopy. Beneath it, a wooden table is accompanied by four chairs, providing a comfortable space for dining or relaxation. The surrounding greenery complements the inviting atmosphere of the deck.

Home in Westport

4.91 out of 5 average rating, 35 reviews

Quaint cottage near beach

**** 65./night is fall winter price*** *** 230./night Mat 30th spring summer price """ message direct will manually book Location, location, location.. One bedroom cottage recently renovated sleeps four, mere feet from a Nature reserve. Less than a quarter-mile from beautiful beach.