Beachfront vacation rentals in Dukes County

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Top-rated beachfront rentals in Dukes County

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Guest favorite

Rental unit in Tisbury

5 out of 5 average rating, 47 reviews

Walking-distance to town, shops & ferry

Gorgeous modern apartment only a 5 minute walk from downtown Vineyard Haven. Enjoy a large outdoor deck with distant views of the harbor, on-site parking, beautiful decor & a fully-equipped kitchen. The apartment is set back behind a small cottage & above an architect’s office, so there is plenty of privacy despite being so close to town. There are restaurants, shops, and some harbor facing beaches only a few blocks away. You can also walk to and from the primary ferry terminal (only 5 minutes).

Guest favorite

Home in Westport

5 out of 5 average rating, 18 reviews

Cozy Artist's Cottage by the Sea

A short walk from the Allen's Pond trail, Westport Town Beach, and the Bayside Restaurant, this two-bedroom cottage is a perfect location for a getaway. A newly updated kitchen and interior provide a relaxing place to rest between adventures. There are two bedrooms: one with a queen-sized bed and another with a bunk bed (twin over a full with a twin trundle) that can sleep 4 people. The backyard abuts farmland and has a firepit, outdoor shower, and observation deck on the roof for ocean views.

Guest favorite

Home in Falmouth

4.97 out of 5 average rating, 92 reviews

Woods Hole Village Waterfront: Autumn Now 20% Off

Our home is within easy walking distance to Stony Beach (2 mins; 0.1 mile), Woods Hole Park and Playground (3 mins), Woods Hole Science Aquarium (3 mins), Town Center, Martha's Vineyard Ferry, and the Shining Sea Bikeway (7 mins). You’ll love our home because it is newly-renovated, with spectacular views of Mill Pond, and given its tranquil, yet very central location, including a unique ambiance and diversity of locals. Our home is ideal for couples, business travelers and families (with kids).

Guest favorite

Home in Chilmark

4.96 out of 5 average rating, 27 reviews

Fun, Authentic, Waterfront Cottage/air conditioned

This authentic beach cottage is centrally-located in the fishing village of Menemsha with stunning views of the sunset, the harbor, the beach and Menemsha Creek. Charter a fishing boat in the harbor across the street or spend the day on the beach just a few steps away. As you meander back to the house, pick up fresh fish to grill on the deck or pre-cooked lobsters and steamers. If you prefer to eat out, rinse off in the outdoor shower and take a walk around the corner to dinner with a view.

Guest favorite

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

Home in Oak Bluffs

4.83 out of 5 average rating, 193 reviews

Waterview, Private, Walk to Beach, Mile to Town

Ask the host about ferry reservations if they appear to be sold out! Rustic barn-style home, waterview, spacious natural landscape, serenity, and privacy on 3 acres centrally located 1 mi from Oak Bluffs and Vineyard Haven centers. Walk to beach, bike path nearby, comfortable interiors, memory foam mattresses, cotton linens, 2 HDTVs, high-speed wifi, heat/AC, 2 ocean kayaks, and 2 bikes. Location, amenities and privacy surrounded by natural beauty make staying very easy and relaxing.

Guest favorite

Condo in Tisbury

4.91 out of 5 average rating, 47 reviews

Private 3bdrm Condo Tashmoo Woods

This 3 bedroom (3 king) 2 1/2 baths newly renovated condo is in a private setting with screened in porch. New kitchen, gas grill on deck, outdoor shower. -Access to the Tashmoo Woods Association pool, tennis courts and play ground. -Close to West Chop beaches. -Two miles from downtown Vineyard Haven. On bus route, but best to have a car. -The primary bedroom (king bed) is downstairs and the 2 upstairs bedrooms share a bath (shower only). Minimum rental 5 days, 1 week in summer.

Superhost

Home in Edgartown

4.89 out of 5 average rating, 27 reviews

Prime Downtown Edgartown,MV

Our newly remodeled vacation home is perfect for friends, families, or a couples getaway. It's conveniently located to all that makes Edgartown enjoyable. Our summer getaway overlooks Main Street and is ideal for folks who wish to stay where the action is. Check in time is anytime after 3:00pm and checkout is 10:00am. Unfortunately no parking is provided. There is free parking at the Edgartown park and ride for up to 24hrs at a time (less than a mile away).

Superhost

Guest suite in Oak Bluffs

4.78 out of 5 average rating, 319 reviews

Cottage suite between the harbors: no minimum stay

Nestled between Oak Bluffs and Vineyard Haven harbors, our relaxing suite is a perfect way to extend your weekly rental, or to enjoy a day or two on this special island we call The Rock. Our cozy guest suite, newly renovated has two bedrooms, living space, kitchenette, full bath, deck with grill, outdoor shower and footwash (hot H20), and a private entrance. An easy walk to town and beaches. Parking is available in our driveway. Enjoy our historic home!

Guest favorite

Home in Falmouth

4.93 out of 5 average rating, 15 reviews

In the heart of Woods Hole!

A historic home built in 1850 provides a true Cape Cod experience. The home is located in the heart of downtown Woods Hole. You can walk to Pie in the Sky, the Landfall, and all the other shops and restaurants. The home is a five minute walk to the ferry from Falmouth to Martha's Vineyard. Great for a day trip to the island! Less than a mile from Stoney Beach and Nobska Beach.

Guest favorite

Cottage in Tisbury

4.9 out of 5 average rating, 166 reviews

Sweet Cottage w/ yard, 1.5BR, Walk to Town & Water

Lovely 500 sq. ft. guest cottage on peaceful, residential hilltop near town & water. Open kitchen & living area; bedroom with double bed; sweet office accessed only thru BR with twin-sized couch; queen sofabed in LR. Walkable to parks, beach and town for kids and adults! Fenced in yard w bbq, outdoor shower and a brand new fire pit. A true pleasure. Read more below!

Superhost

Home in Falmouth

4.88 out of 5 average rating, 82 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!