Apartment holiday rentals in Dukes County

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Top-rated apartment rentals in Dukes County

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Guest favourite

Rental unit

5 out of 5 average rating, 45 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 favourite

Rental unit in Falmouth

4.89 out of 5 average rating, 81 reviews

On Eel Pond: Woods Hole Waterfront Retreat

Enjoy a different pace of life in the village of Woods Hole. Situated on Eel Pond, this charming 3rd floor apartment overlooks the pond, with Water Street and Vineyard Sound beyond. You can walk to everything, or just relax in the Adirondack chairs along the seawall. You are a short walk from the ferry to Martha's Vineyard, the Shining Sea Bikeway, and only 1/3 mile to Stoney Beach. A perfect opportunity for relaxation and activity, along with excellent dining options and fresh ocean breezes.

Guest favourite

Rental unit in Edgartown

4.94 out of 5 average rating, 33 reviews

Katama Loft Bicycles included!

Newly remolded apt 2 miles to either downtown or beach with bike path across the street! Restaurants and general store within a half mile. One bedroom ,living room area, kitchen with stove, microwave, and convection oven and cookware. Grill, outdoor dining, smart tv, wifi, beach gear, laundry, and more! Bikes and kayaks available on request. Apartment is just newly renovated August 2022 (was rented year round for past 7 years). Thoughtful touches throughout and your comfort always in mind.

Guest favourite

Rental unit

4.97 out of 5 average rating, 195 reviews

Sunny Studio Apartment on Martha's Vineyard

Our Sunny Studio is centrally located on Martha's Vineyard. A down-island location with an up-island feel. Open and airy studio with kitchenette and bath. The apartment has all the essentials. The apartment is located within walking distance of hiking and biking trails. A 10 to 15 minute car ride to any down-island town / beach. ***Please Note: Although conveniently located we are not within walking distance to Bars or Restaurants. We do recommend first time visitors rent or bring a car.

Superhost

Rental unit in Oak Bluffs

4.81 out of 5 average rating, 174 reviews

Sunny Private studio amazing deck kayaks & kitchen

Discover a cozy studio apartment designed for two, complete with its own entrance and a private deck where you can unwind during your island getaway. Enjoy the convenience of a fully equipped kitchen, beach chairs, a beach bag/cooler, and beach towels, all provided for your comfort. Located just a mile away from town and a short 12-minute bike ride to the beach, this spot offers the perfect blend of easy access to Oak Bluffs' restaurants, outdoor activities, and a tranquil neighborhood.

Guest favourite

Rental unit

4.89 out of 5 average rating, 35 reviews

Clinton Ave Retreat - Peaceful & Perfect Location

A short walk to Falmouth Harbor, the Island Queen, Surf Drive Beach, and Main Street, makes this a perfect location for a holiday retreat! You will enjoy the intimacy of your own space, with a private entrance leading to a one-bedroom, one-bathroom apartment, with a kitchen, dining area, and living room, along with a deck overlooking a beautiful yard. There is parking available for one vehicle. Bicycles and/or mopeds can be rented from Cape Wheels and delivered to your door!

Guest favourite

Rental unit

5 out of 5 average rating, 102 reviews

Stylish retreat | walk to town | fire pit

* Private garden patio: table & chairs, propane grill, propane fire pit & enclosed outdoor shower * 10 min walk to Edgartown's dining & boutiques * Cable TV, Streaming services, Sonos * High-speed WiFi, comfortable workspace in the bedroom * USB charging ports in the BR & LR * Small but mighty fully stocked kitchen for home-cooked meals * Organic, local bath products * Board games & a small library * HW floors, SS Bosch appliances, DW, W/D, HVAC

Guest favourite

Rental unit

4.91 out of 5 average rating, 11 reviews

Cozy Vineyard Classic

You will be close to everything when you stay at this centrally-located home 4 blocks from the ferry and harbor. No car needed! If you do have a car, there’s two spaces available for you and your guests. This charming 1920’s apartment has an outdoor kitchen and dining area for 6 next to the huge sunny yard. Please note 2 things. Their is a separate upstairs unit which is used by the owners as an office and this is a pet friendly listing.

Guest favourite

Rental unit

5 out of 5 average rating, 11 reviews

Single Occupancy Oak Bluffs Studio Apartment

Keep it simple in this peaceful, studio apartment. We welcome one guest eager to explore all the Vineyard has to offer! Centrally located, you can easily explore Oak Bluffs or Vineyard Haven; each town is less than two miles from this natural oasis. Boasting a private entrance and bathroom, fully fenced-in stone patio, outdoor shower, and access to the backyard, this apartment is perfect for one person and small dogs under 20 lbs.

Guest favourite

Rental unit

5 out of 5 average rating, 6 reviews

Martha's Vineyard Retreat Close to Town and Beach

Kick back and relax in this calm quiet Coastal Retreat in beautiful Martha's Vineyard. This light and bright apartment is down a quiet and beautiful street that is very peaceful. Freshly furnished with Coastal decor, this apartment is equipped with a bedroom, walk in closet, kitchen, dining area and family room. Located in Edgartown only about 1 mile from downtown, close to shops and restaurants and beaches!

Superhost

Rental unit

4.88 out of 5 average rating, 153 reviews

WATERFRONT PENTHOUSE OAK BLUFFS

3rd fl Waterfront Oak Bluffs Harbor Penthouse- Sleeps 2 comfortably-3 in a pinch. (356sqft) . Queen bed & a reclining futon couch. With kitchenette & amazing harbor views, you cannot get closer to harbor, unless you fell in. Located above a seasonal restaurant, with 5 open air restaurants (2 on each side, & were in the middle with our restaurant Lobsterville Bar & Grille below)

Guest favourite

Rental unit

4.84 out of 5 average rating, 259 reviews

"Osprey Nest" Studio Apartment /Downtown VH

The "Osprey Nest" is a private studio apartment (without a kitchen) located directly across from the ferry in the oldest house in downtown Vineyard Haven (Thomas Chase House, 1717). Private entrance separated from the main entrance to the house. Private Bathroom. Cozy vibe. Private parking spot.