Condo vacation rentals in Dukes County

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Top-rated condo rentals in Dukes County

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Superhost

The open living area features a neutral color palette with a comfortable sofa and an accent chair. A dining table is set for four, while a flat-screen TV is mounted above a simple fireplace. Natural light enters through the large windows, enhancing the welcoming ambiance.

Condo in Oak Bluffs

5 out of 5 average rating, 3 reviews

Island Inn - Two Bedroom Suite - 2A - Dog-freindly

This charming first-floor one-bedroom retreat, featuring a queen bed, offers the quintessential Martha’s Vineyard experience. The open living and dining area invites cozy gatherings, allowing you to stay connected with your guests even while preparing fresh, island-inspired meals in the fully equipped kitchen. Stocked with silverware, plates, cups, cookware, and utensils, it has everything you need for effortless dining. Relax in the evening on the sofa, enjoying a favorite movie on the flatscre

A covered balcony is seen from the exterior, featuring a small bistro dining set. Adjacent to the balcony, a path leads to the beach, with unobstructed views of the ocean. Lush greenery and white gravel enhance the outdoor setting.

Condo in Oak Bluffs

4.9 out of 5 average rating, 20 reviews

Breezy Oak Bluffs Condo - Steps to Inkwell Beach!

Planning a family or couple's getaway to Martha's Vineyard? Then you'll love calling this delightful Oak Bluffs vacation rental your home-away-from-home. The quaint 2-bedroom, 2-bath condo offers beautiful beach views, cozy nautical decor, and a covered balcony perfect for socializing with a nice glass of wine. When it's time to explore the island, peruse the shops, restaurants, and lighthouses, or take a ride on the famous Flying Horses Carousel. A memorable Massachusetts vacation starts here!

Guest favorite

A round black table is positioned between two comfortable chairs adorned with patterned upholstery. Atop the table, a decorative floral arrangement includes blue and white flowers, complemented by greenery. A couple of neatly stacked books are also visible.

Condo in Oak Bluffs

4.83 out of 5 average rating, 48 reviews

Serenity on Martha's Vineyard

This 2BR, 2 Full Bath Condo with air condition (AC) and elevator access is located across the street from State Beach (AKA the "Ink Well") in Oak Bluffs. It's on the top floor, recently redecorated, with all the amenities for a wonderful vacation. Both bedrooms have Smart TVs & AC. Free Wi-Fi. Great location, within walking distance to the ferry, beach and downtown Oak Bluffs, restaurants and shops. Car not needed! Get ready to relax and unwind. It's the perfect location! Welcome to Serenity!

Top guest favorite

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, 27 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!

A bright living area features a navy blue sectional sofa and a wooden dining table with four chairs. Light streams in through a large window adorned with green curtains, complementing a coastal-themed wall art piece. A cozy area rug lies beneath a wooden coffee table.

Condo in Tisbury

4.71 out of 5 average rating, 24 reviews

Heart of VH, w/ac, pool & harborview

Enjoy your stay on Martha’s Vineyard in Causeway Harborview condos with this 2 bedroom/1 bathroom unit. - Views of the harbor from the unit - Pool & Laundry on-site - Parking on-site - Walk to ferry, restaurants, shops and beach - Bike to Oak Bluffs - All linens provided - Fully equipped kitchen with coffee and tea provided - Beach gear provided My goal is to provide guests with a 5-star experience, if there is anything that can improve your experience that isn’t listed, just ask!

Guest favorite

A clear blue swimming pool is surrounded by lounge chairs positioned for relaxation. Lush greenery provides a natural backdrop, while a shaded area offers protection from the sun. Steps lead from the pool to a nearby structure, adding convenience for guests.

Condo in Tisbury

4.92 out of 5 average rating, 49 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.

A private balcony offers a scenic view of well-maintained green lawns and a gazebo, creating a tranquil outdoor experience. The balcony features decorative wooden railings, while the open sky above enhances the feeling of spaciousness.

Condo in Oak Bluffs

4.76 out of 5 average rating, 17 reviews

Ocean View Gem, Walk to it All, No Car Needed!

Lovely 2 BR/1 BA condo sleeps up to 4 guests. Amazing location with spectacular views! Experience island living at its finest. Martha’s Vineyard vacationers dream! Enjoy walking everywhere: Inkwell Beach, Circuit Avenue, Biscuits, OB ferry and harbor, Campground Cottages, Tabernacle, shops, restaurants and more! Have a front seat to Illumination fireworks, spectacular sunrises and romantic sunsets on the private balcony. No car needed; however, parking is available if required.

Top guest favorite

A two-story house is depicted, featuring a light-colored exterior with multiple porches and large windows. A spacious yard is visible, framed by greenery. The porches, supported by columns, provide outdoor seating, inviting relaxation. Power lines stretch across the clear blue sky above the structure.

Condo in Tisbury

4.97 out of 5 average rating, 61 reviews

Short Walk into Town - Nice Comfortable Reasonable

Renovated modern ground floor unit in a two family house in Vineyard Haven. Only a short walk down the hill to the ferry terminal, and Main Street, with plenty of shops and restaurants, a supermarket, movie theatre, the famous Black Dog bakery and restaurant, the Martha's Vineyard museum, the beach and waterfront, the large Veterans Memorial park, and more. Public transportation to the other towns is easily accessible. A car is not necessary as it is with more remote locations.

A private heated pool is surrounded by a concrete patio, with shade provided by a large umbrella. A dining table with several chairs is located nearby. Lush greenery and colorful flowers add a vibrant touch to the pool area, creating a relaxing outdoor space.

Condo in Mashpee

5 out of 5 average rating, 6 reviews

Capecation! 3-bedroom condo with heated pool

It's the perfect time for a Capecation! Our spacious 3-bedroom condo is perfect for a multigenerational family vacation or a girls weekend away. This rental comes with your own private heated pool (June thru September), a paddleboard for your use. We provide sheets, towels, beach chairs & family games. We are located about a mile from South Cape Beach and Popponesset Marketplace. It's about a 10 minutes to all the shops, restaurants and movie theatre at Mashpee Commons.

A two-story condo features a light blue exterior, set among lush greenery. The entrance is framed by neatly trimmed shrubs and small trees. Sunlight filters through the leaves, highlighting the inviting facade and pathways leading to the entryways.

Condo in Mashpee

4.96 out of 5 average rating, 28 reviews

Beautiful condo with golf course views

Newly updated light and bright two-bedroom, two full bath condo on beautiful Cape Cod. There is a beautiful sunroom and patio overlooking the New Seabury Country Club golf course (private). There is a private patio with a table and chairs. It is close to the Popponesset Inn and Marketplace. South Cape Beach is just a few miles away as well as many local ponds for swimming. Mashpee Commons has great shopping and restaurants and is a short drive away.

Guest favorite

A modern kitchen is displayed, featuring wood cabinetry and granite countertops. Stainless steel appliances, including a stovetop and microwave, are visible. A tile backsplash adds texture, complementing the overall design. A stainless steel sink is situated next to the counter, enhancing functionality.

Condo in Oak Bluffs

4.9 out of 5 average rating, 250 reviews

Stunning. Walk to Beach, Town and Harbor 113B

Walk to all Oak Bluffs has to offer. 5-10 minutes to harbor, town, beach and restaraunts. Amazing location! This three unit property offers a shared patio and deck space along with all the amenities. It is private and well appointed. 2 flat screen Televisions, wifi, appliances, tile throughout, granite counters, outdoor shower, gas grill. This 400 square foot unit will provide you with an excellent home base to explore Oak Bluffs and Martha's Vineyard.

Superhost

An aerial view captures the quaint charm of the Beachside Village Resort, showcasing its coastal architecture. The vibrant green lawn is bordered by neatly trimmed shrubs, and outdoor seating areas are visible. The ocean sparkles in the background, with the road leading to the beach nearby.

Condo in Falmouth

4.88 out of 5 average rating, 8 reviews

1BR w/ Fireplace & Beach Access | Pool + Hot Tub

Stay in a cozy 1-bedroom condo at Beachside Village Resort in Falmouth, MA. Enjoy a Queen bed, sleeper sofa, fireplace, and outdoor seating with ocean views. This charming retreat sleeps up to 4 guests and offers 2 full bathrooms, a kitchenette, air conditioning, and beach access. Perfect for couples or families seeking a relaxed Cape Cod experience near historic attractions and local seafood restaurants.