Holiday rentals in Dukes County

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Top-rated holiday rentals in Dukes County

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Rental unit in Oak Bluffs

Sunny Private Apartment with Free Kayaking!

Studio apartment for 2 with a private entrance and private deck for you to relax on your island retreat. Full kitchen, beach chairs, beach bag/cooler and beach towels provided, along with free kayaking or paddle Boarding with Island Spirit Kayak! One mile from town and a 12 minute bike ride to the beach. This is the perfect location for access to Oak Bluffs restaurants, outdoor recreation and a peaceful neighborhood. Plus, you can join us in feeding the goats and chickens on the property!

$282 SGD per night

Guest suite in West Tisbury

Guest Suite in Modern Barn House

Our beautiful guest suite on Martha’s Vineyard has a private entrance on the back wing of our newly renovated 1960s modern barn house. Surrounded by trees, beside a large meadow, this bright and cozy 400 square ft studio has a sitting area and a full kitchen. The location is prime & centrally located, just off historic Music St and a short walk to our small town center that provides many amenities. Ask about our other private guest suites in our house if you are traveling with more people

$180 SGD per night

SUPERHOST

Cottage in Oak Bluffs

Immaculate walk to Town, Inkwell and harbor!

This elegantly decorated beach cottage that was constructed this year. It provides all the amenities for a relaxing vacation. As your host we supply beach chairs, towels and umbrella, a fully equipped kitchen, outdoor shower and entertaining space with a gas grill, WiFi, sheets and towels all within minutes of fabulous shopping, restaurants, and activities.

$258 SGD per night

SUPERHOST