Condo vacation rentals in Dukes County

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

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!

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!

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Guest favorite

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!

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!

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.

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LOCATION LOCATION!! Ocean- View TOP Floor Condo

Enjoy one of THE most desirable locations on the Vineyard! Enjoy AMAZING sunrises & SPECTACULAR ocean views from this family-run, premier top floor 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 available. Linens, beach towels & chairs provided. Island Paradise! ☀️🏖️

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.

113B Cutest! Walk to Beach, Town and Harbor!

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.

New Island Bi-level Condo

Experience luxury in this modern, open-concept bi-level apartment where the living, dining, and kitchen areas flow seamlessly. Sliders open to a spacious deck, perfect for entertaining. The first floor has a 1/2 bath. The primary suite features a walk-in closet and a spa-like bath, while two additional bedrooms share a sleek hallway bath near the laundry room. Refined living at its best

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Guest favorite

Location, location! Historic Downtown Falmouth!

Completely renovated historic property with large relaxing backyard. Everything is at your fingertips! Steps to downtown Falmouth. Condo in historic "Consider Hatch" house. Stroll down Main Street for great restaurants, boutique shops, art galleries and more! Close to beaches, the 11 mile "Shining Sea" coastal bike path, bike rental shop, ferries to Martha’s Vineyard and more.

Walk to Beach & Ferry: AC + Private Yard

Welcome to your perfect Cape Cod getaway in the heart of downtown Falmouth!. Step outside your door and take a short walk (less than a mile) to the soft sands of Surf Drive Beach and the Island Queen Ferry to Martha's Vineyard. The vibrant town center, with its wide variety of shops, cafes, bars, and restaurants, is just a stone's throw away, so you can leave your car behind.