
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.

The Apartment Guest Suite. Private. Just Renovated
This beautiful guest suite is a 5 minute walk to the village of West Tisbury on Martha’s Vineyard and has a private entrance on the back wing of our newly renovated modern barn house. Surrounded by trees, beside a large meadow, this bright and airy 400 space has a sitting area and a full kitchen. Enjoy the outdoor shower and the outdoor sitting area. The location is centrally located and a short walk to a village, providing many amenities. Ask about our other guest suites if you are with others.
4.95 out of 5 average rating, 140 reviews
Lovely 2 BR Oak Bluffs Apartment
*To returning guests: Airbnb has restructured their fees; so while our nightly price may look higher at first glance, it is our same pricing overall This private apartment is on the 1st floor of a family home with a personal entrance & parking; owners and their son live upstairs. There are no shared spaces. It is a mile from Oak Bluffs Center, a half mile from the Cottages and Farm Neck Golf Course, and across the street is a bike path. The bus stop is on the corner for easy island wide travel!
4.95 out of 5 average rating, 442 reviews
Lambert's Cove, Water view, Beach pass
Enjoy stunning views of Vineyard Sound from this cozy three bedroom two bath home in a quiet neighborhood just minutes from Lambert's Cove Beach. This upside down house has one bedroom on the main level along with a full bath and open kitchen, dining, and family room. The downstairs has another living space, two bedrooms, laundry room, and full bath. Enjoy family time in the open upstairs with water views, or retreat to the lower level living room for some separation, quiet time, or work space.
4.96 out of 5 average rating, 123 reviews
The Blueberry House on Martha’s Vineyard
Welcome to 'The Blueberry House' in Chilmark, up-island in beautiful Martha's Vineyard. This sweet private cottage is designer done with gorgeous furnishings, comfortable touches, and a nod to all things local. This 2 bedroom, 2 bath, 2 story home with outdoor shower will quickly find a place in your heart. Prime location off North Road next to North Tabor Farm with quick access to Great Rock Bight preserve, Menemsha Beach and Chilmark Store. Multi-week stays require weekly cleaning $300 each.
5.0 out of 5 average rating, 29 reviews
Vineyard Meadow Artist Studio
This lovely artist's studio is just steps from miles of trails. Walk to the beach or meander through the woods of Long Point Wildlife Refuge, experiencing the serenity of this still untouched corner of Martha's Vineyard. This studio includes a bathroom with a shower, a washer/dryer and a kitchenette. It is the perfect spot for a lone artist, a couple or a family to enjoy Martha's Vineyard any time of year. This property shares the driveway and parking with Vineyard Meadows Writer's Cottage.
4.98 out of 5 average rating, 125 reviews
Vineyard Haven Walk to Ferry
I love this neighborhood! It is quiet, peaceful, and only a short walk to either Tashmoo Beach or downtown Vineyard Haven and the ferry. The house has plenty of outdoor space with it's own wood fired pizza oven, fire pit, and decks. There are nice seating areas near the fire pit, on the lower deck and on the upper deck. Walk through the backyard, down a dirt road and be at the water in five minutes. Beach towels included! Plenty of sliding glass doors and LOTS of light. Vitamix included!
4.92 out of 5 average rating, 192 reviews
Martha's Vineyard Getaway Cottage
Contemporary cottage on quiet, private, wooded lot. Pristine, bright & comfortably furnished. Open living area, hardwood floors, vaulted ceilings, indoor/outdoor fireplaces, well appointed kitchen, washer/dryer, cable/internet/phone with unlimited national calling, SmartTV with Netflix and additional internet streaming services. Walk or bike to beaches and trails, 5 minute drive from downtown shops and restaurants. Property abuts West Chop Woods with lovely, quiet walking trails.
4.97 out of 5 average rating, 355 reviews
Valentine's Retreat Hot Tub Fire Pit Trails Beach
LOCATION LOCATION ✅ Rated Top 5% of Homes ✅Cleanliness, Fully stocked kitchen ✅Pet-Friendly, Minutes from ferry & beaches ✅ Peaceful & private neighborhood ✅ HotTub, Fire Pit, Trails at your door step, perfect for peaceful strolls or energetic hikes through lush landscapes. AND Flexibility, with Every detail curated for comfort and style, you'll feel at home the moment you step inside. Located with the island's natural beauty around you, unwind and reconnect with nature.
4.98 out of 5 average rating, 82 reviews
The Seashell Cove - Martha's Vineyard
Nestled in the exclusive Katama neighborhood of Edgartown, this sunny Cape retreat is perfect for families or friends. Just two miles from South Beach, it offers cozy interiors, high-speed Wi-Fi, and smart TVs. Outdoors, enjoy a farmer's porch, deck with a direct gas-line grill, and spacious yards. Close to downtown Edgartown, bike paths, and attractions like the Chappaquiddick ferry, this property is ideal for both summer adventures and peaceful off-season stays.
4.94 out of 5 average rating, 109 reviews
Martha's Vineyard Cottage: Walk to Town and Beach
Updated 1920s Cottage in Edgartown Village – Walk to Beach, Harbor and Main Street Step into classic Vineyard charm at this fully updated 4-bed, 3-bath craftsman cottage in the heart of Edgartown. Two blocks from Main Street’s restaurants, galleries, and harbor and a quick walk to Fuller St Beach & Lighthouse Beach. Fully winterized + AC, high-speed Wi-Fi, three workstations. Ideal for families, bachelorette parties or anyone craving a New England coastal escape.
5.0 out of 5 average rating, 29 reviews
The Luxury Vineyard Yurt
Discover this exceptional Luxury Yurt firsthand! Upon entering, you will be welcomed by a distinctive experience, featuring textured concrete radiant floors and a four-foot circular central skylight. Every aspect has been meticulously designed, allowing you to relax in a generous private yard. Enjoy your evenings under the stars, utilize the complimentary paddling, practice yoga in the spacious loft, and indulge in the beauty of your private island Yurt!
4.93 out of 5 average rating, 326 reviews
Beachfront Cottage w. Yard + Town Access
Welcome to The Mizzen Cottage! Updated 1930's cottage on an ocean front compound on beautiful Chappaquiddick. Complete with a picturesque porch overlooking the outer harbor, side deck, outdoor shower, washer/dryer, dishwasher. Stunning views of the Edgartown lighthouse and Cape Poge. Access to a 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!
5.0 out of 5 average rating, 17 reviewsPopular amenities for Dukes County vacation rentals
Other great vacation rentals in Dukes County

Tucked away Up Island
4.98 out of 5 average rating, 50 reviews
Modern Marvel in Woods Hole - Walk to town & ferry
5.0 out of 5 average rating, 81 reviews
Renovated pond view home near Lamberts Cove beach
4.98 out of 5 average rating, 63 reviews
Fun, Authentic, Waterfront Cottage/air conditioned
4.98 out of 5 average rating, 51 reviews
Evelyn's Menemsha Camp - Best Vineyard View
4.86 out of 5 average rating, 21 reviews
Chilmark Cape in private wooded setting
4.85 out of 5 average rating, 74 reviews
*NEW! Water Views | Falmouth Heights Beach
5.0 out of 5 average rating, 10 reviews
Secluded Up Island Cottage
4.98 out of 5 average rating, 170 reviewsDestinations to explore
- Beachfront rentals Dukes County
- Boutique hotels Dukes County
- Private suite rentals Dukes County
- House rentals Dukes County
- Rentals with a hot tub Dukes County
- Family-friendly rentals Dukes County
- Rentals with pools Dukes County
- Rentals with lake access Dukes County
- Pet-friendly rentals Dukes County
- Rentals with beach access Dukes County
- Rentals with breakfast Dukes County
- Bed and breakfasts Dukes County
- Guesthouse rentals Dukes County
- Waterfront rentals Dukes County
- Rentals with a kayak Dukes County
- Townhouse rentals Dukes County
- Apartment rentals Dukes County
- Hotel rooms Dukes County
- Condo rentals Dukes County
- Cape Cod
- Mayflower Beach
- East Matunuck State Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- Bonnet Shores Beach
- East Sandwich Beach
- Duxbury Beach
- Sandy Neck Beach
- Saquish Beach
- Easton Beach
- Roger Williams Park Zoo
- Nauset Beach
- New Silver Beach
- Skaket Beach
- Popponesset Peninsula
- Cape Cod Canal
- Falmouth Heights Beach
- University of Rhode Island
- Pinehills Golf Club
- Inkwell Beach
- The Breakers
- Second Beach





