Townhome holiday rentals in Dukes County

New Seabury Ocean Front 2Bd/2B Condo Private Beach

DIRECT ATLANTIC OCEAN FRONT 2BD\2Bs\2Decks CONDO - NEW SEABURY SANDY BEACH. The ultimate getaway in the desirable Popponesset area. Premier HEAVEN ON THE OCEAN RESIDENCE with panoramic ocean views from every room, offering a luxurious beauty of the sandy beach and the Atlantic. Wake up to breathtaking vistas and spend your days relaxing on one of two private, multi-level decks designed for sunbathing, dining, and taking in the panoramic views of boats, yachts, and the distant Martha's Vineyard.

Island Inn - 2 Bedroom & 1.5 Bath Townhouse - 43G

Your stay in this charming second-floor corner two-bedroom, one and half-bath unit is made comfortable with all the essentials. The cozy living and dining area features a TV for relaxing downtime, while WiFi keeps you connected with loved ones and helps you plan your island adventures. The kitchenette is equipped with an apartment-sized fridge, stove, microwave, and coffeemaker, along with silverware, plates, cups, cookware, and utensils—everything you need to enjoy a convenient and stress-free

Bright townhome with private ponds, pickleball

Beautifully furnished condo is centrally located in a park-like setting. This property is perfect for anyone who loves to explore the outdoors or just relax on the private deck at home. The Sengekontacket Assoc. in Oak Bluffs is a desirable waterfront community easily located off the bike path and on the bus route to town. Private amenities include a freshwater pond just 2-min walk down a quiet road; a large saltwater pond about a 10-min walk to a community dock; and tennis/pickleball courts.

Island Inn - 2 Bedroom & 2 Bath Townhouse - 41G -

Your stay in this charming second-floor corner two-bedroom, two-bath unit is made comfortable with all the essentials. The cozy living and dining area features a TV for relaxing downtime, while WiFi keeps you connected with loved ones and helps you plan your island adventures. The kitchenette is equipped with an apartment-sized fridge, stove, microwave, and coffeemaker, along with silverware, plates, cups, cookware, and utensils—everything you need to enjoy a convenient and stress-free stay.

Island Inn - 2 Bedroom & 1.5 Bath Townhouse - 51G

Your stay in this charming second-floor corner two-bedroom, two-bath unit is made comfortable with all the essentials. The cozy living and dining area features a TV for relaxing downtime, while WiFi keeps you connected with loved ones and helps you plan your island adventures. The kitchenette is equipped with an apartment-sized fridge, stove, microwave, and coffeemaker, along with silverware, plates, cups, cookware, and utensils—everything you need to enjoy a convenient and stress-free stay.

Island Inn - 2 Bedroom & 2 Bath Townhouse - 48G -

Your stay in this charming second-floor corner two-bedroom, two-bath unit is made comfortable with all the essentials. The cozy living and dining area features a TV for relaxing downtime, while WiFi keeps you connected with loved ones and helps you plan your island adventures. The kitchenette is equipped with an apartment-sized fridge, stove, microwave, and coffeemaker, along with silverware, plates, cups, cookware, and utensils—everything you need to enjoy a convenient and stress-free stay.

Sunny Beach Condo / Sleeps 4+ Pool

Welcome to Haven Hideaway, a cheerful 2 bed, 1 bath condo inspired by 5 years of our family’s Vineyard adventures. This adorable condo is located within walking distance to Eastville Beach and local restaurants, and 0.6 miles from the Vineyard Haven Ferry Port. Designed for relaxing, the space features a sunny kitchen, an updated bathroom, and is just steps to the pool! Every detail reflects comfortable spaces, thoughtful touches for kids, and a layout that makes settling in effortless.

Harbor House at Falmouth Village Cottages (#22)

This bright, renovated townhouse/duplex offers a comfortable, pet-friendly stay in an unbeatable Falmouth location. Just about a mile to Surf Drive Beach—an easy walk or bike ride—and a short stroll to Main Street, the harbor, and Windfall Market, plus the Thursday farmers market. Spend your days biking the nearby Shining Sea Bikeway, relaxing at the beach, or taking the ferry to Martha’s Vineyard for a day trip. A clean, modern Cape Cod base for an easy, relaxed, and car-light getaway.

Island Inn - 2 Bedroom & 2 Bath Townhouse - 47G -

Your stay in this charming second-floor, two-bedroom, two-bath unit is made comfortable with all the essentials. The cozy living and dining area features a TV for relaxing downtime, while WiFi keeps you connected with loved ones and helps you plan your island adventures. The kitchenette is equipped with an apartment-sized fridge, stove, microwave, and coffeemaker, along with silverware, plates, cups, cookware, and utensils—everything you need to enjoy a convenient and stress-free stay.

Island Inn - 2 Bedroom & 2 Bath Townhouse - 49G -

Your stay in this charming second-floor, two-bedroom, two-bath unit is made comfortable with all the essentials. The cozy living and dining area features a TV for relaxing downtime, while WiFi keeps you connected with loved ones and helps you plan your island adventures. The kitchenette is equipped with an apartment-sized fridge, stove, microwave, and coffeemaker, along with silverware, plates, cups, cookware, and utensils—everything you need to enjoy a convenient and stress-free stay.

Island Inn - 2 Bedroom & 2 Bath Townhouse - 42G -

Your stay in this charming second-floor two-bedroom, two-bath unit is made comfortable with all the essentials. The cozy living and dining area features a TV for relaxing downtime, while WiFi keeps you connected with loved ones and helps you plan your island adventures. The kitchenette is equipped with an apartment-sized fridge, stove, microwave, and coffeemaker, along with silverware, plates, cups, cookware, and utensils—everything you need to enjoy a convenient and stress-free stay.

Top guest favourite

Guest favourite

Surf and Turf Townhouse

Cozy 2 bdr, 1.5 bath townhouse perfect for a family of four looking for an action-packed Martha's Vineyard vacation. We are located right between Oak Bluffs and Edgartown offering easy access to all down-island towns and bike paths. The development provides access to dock on Sengekontacket (where you'll find our two kayaks) a freshwater pond, and tennis/pickle ball courts for you to enjoy.