TOP 30 Luxury island vacation in Edgartown, Massachusetts

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The Edgar Hotel Martha's Vineyard, part of the Ascend Hotel Collection, is a charming lodging located at 227 Upper Main Street in Edgartown, Massachusetts. This boutique hotel offers a unique and personalized experience for guests looking to explore the beauty of Martha's Vineyard. With comfortable accommodations, modern amenities, and a convenient location near local attractions, the Edgar Hotel is the perfect choice for a relaxing getaway on the island.

Winnetu Oceanside Resort is a charming lodging institution located at 31 Dunes Road in Edgartown, Massachusetts, United States. This resort is Martha's Vineyard's only resort at iconic South Beach, offering a nostalgic experience reminiscent of carefree childhood days. With various accommodation options ranging from private home rentals to suites and cottages, Winnetu caters to every type of vacationer. Guests can enjoy the stunning beauty of Katama, where farm meets sea at South Beach, just a short distance from historic downtown Edgartown. The resort offers a range of amenities and activities for all ages, including rides in an antique firetruck, weekly clambakes in the summer, an award-winning children's program, and two swimming pools. Guests can also indulge in the flavors of Martha's Vineyard at The Dunes Deck while taking in breathtaking views. For those looking to explore the island, Winnetu provides complimentary shuttles to downtown Edgartown and water taxis to nearby attractions.

Vineyard Square Hotel & Suites is a charming lodging institution located at 38 North Water Street in Edgartown, Massachusetts, United States. Situated in the heart of downtown Edgartown, this boutique hotel offers warm hospitality and comfortable accommodations for a relaxing Martha's Vineyard getaway. Guests can enjoy easy access to gourmet restaurants, quaint shops, and a vibrant arts scene just steps away from the hotel. With luxury amenities, a variety of lodging options, and affordable prices, Vineyard Square Hotel & Suites is the perfect gateway to the island. Guests rave about the excellent service and convenient location of the hotel. The staff is friendly and accommodating, and the homemade breakfast is delicious. Guests can also enjoy access to complimentary bikes for exploring the area. Whether staying in a cozy room or a beautiful suite, visitors appreciate the attention to detail and the overall experience at Vineyard Square Hotel & Suites. With free parking nearby and a variety of nearby restaurants and shops, guests can easily explore all that Martha's Vineyard has to offer. Whether relaxing on the spacious porch or taking a bike ride to Oak Bluffs, guests can make the most of their stay at this highly recommended hotel.

The Sydney is a charming lodging establishment located at 22 Winter Street in the picturesque town of Edgartown, Massachusetts, United States. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to relax and unwind during their stay on Martha's Vineyard. With its convenient location near shops, restaurants, and attractions, The Sydney is the perfect home base for exploring all that this beautiful island has to offer. Whether you're seeking a romantic getaway or a family vacation, The Sydney has everything you need for a memorable and enjoyable experience.

Faraway Martha's Vineyard is a unique lodging institution located at 23 Kelly Street in Edgartown, Massachusetts, United States. Embrace the free-spirited elegance of the island at this enchanting escape, which features 6 lodging properties, 3 dining experiences, and a private pool and patio. Stay in the hotel's main guest house or choose from full-floor suites with harbor views and private patios. Retreat to a stand-alone Captain's house or enjoy a full floor-through suite overlooking the hotel grounds. The premium two-level, two-bedroom suite is perfect for families and friends to gather. Guests can enjoy craft coffee at The Strand, shop at the on-site boutique WHEAT, and relax by the exclusive swimming pool or state-of-the-art fitness courtyard. With luxury toiletries, a custom vinyl record library, and designer beach towels, Faraway Martha's Vineyard offers a truly unique experience for guests to enjoy the beauty of Martha's Vineyard.

The Harborside Inn is a charming lodging establishment located at 3 South Water Street in the picturesque town of Edgartown, Massachusetts, United States. Situated right by the waterfront, this inn offers stunning views of the harbor and a relaxing atmosphere for guests to enjoy. The rooms are cozy and well-appointed, providing a comfortable retreat for visitors exploring Martha's Vineyard. With its convenient location and warm hospitality, The Harborside Inn is the perfect choice for a memorable stay on the island.

Isabelle's Beach House is a charming lodging institution located at 83 Seaview Avenue in Oak Bluffs, Massachusetts, United States. Our family-owned B&B was founded on the principles of hospitality, warmth, and community, making every guest feel like part of our inclusive community. As a gift of Island Joy, we offer 2024 Gift Certificates for a memorable stay at our beach house. Our newly opened boutique in Oak Bluffs, launched in August 2023, serves as a platform for mission-driven businesses and conscious consumers. Summer boutique hours are from May to October, or shop online 24/7 at www.jubileemv.com.

The Larrier House is a charming bed and breakfast located at 65 Edgartown Vineyard Haven Road in Tisbury, Massachusetts. This historic institution offers a cozy and welcoming atmosphere for guests to relax and unwind. The beautifully decorated rooms provide a comfortable stay, while the friendly staff ensures a pleasant experience for all visitors. The location is perfect for exploring the nearby attractions and enjoying the natural beauty of Martha's Vineyard. Whether you are looking for a romantic getaway or a peaceful retreat, The Larrier House is the ideal destination for your next vacation.

Seacoast Properties is a premier real estate agency and travel agency located at 31 North Summer Street in Edgartown, Massachusetts. Specializing in Martha's Vineyard properties, we offer a wide selection of vacation rentals and homes for sale, from charming cottages to luxurious estates. Our experienced agents are experts in the local market and are dedicated to helping you maximize your sales and rental profits. Martha's Vineyard is a unique resort island known for its rich history, arts, music, and culture. With outstanding restaurants, shops, galleries, and beautiful beaches, there is something for everyone to enjoy. Whether you are looking to buy, sell, or rent a property on the island, Seacoast Properties is here to make your Martha's Vineyard dreams a reality.

Point B Realty is a premier real estate and travel agency located in the charming town of Edgartown, Massachusetts. Situated at 19 Winter Street, our dedicated team of professionals are committed to helping clients find their dream vacation rental or forever home on the beautiful island of Martha's Vineyard. Whether you're looking for a cozy beachfront cottage or a luxurious estate, Point B Realty has the expertise and local knowledge to make your real estate dreams a reality. Additionally, our travel agency services can assist with planning the perfect Martha's Vineyard getaway, from accommodations to activities. Trust Point B Realty to provide unparalleled service and expertise in all your real estate and travel needs.

Match Point Properties is a reputable real estate agency located at 238 Upper Main Street in Edgartown, Massachusetts. Specializing in Martha's Vineyard real estate sales, rentals, and property management, our dedicated team is committed to providing top-notch service with a personal touch. Whether you are looking to buy, sell, or rent a property on Martha's Vineyard, we are here to help make your dream a reality. Sign up for our newsletter to stay updated on the latest listings and follow us on social media for more information. Contact us today for availability and rates, and let us assist you with all your real estate needs.

Martha's Vineyard Buyer Agents is a premier real estate agency located at 13 Coffins Field Road in Edgartown, Massachusetts. We specialize in representing buyers in the Martha's Vineyard area, offering a personalized and tailored experience to help you find your dream home on this beautiful island. With years of experience and a deep knowledge of the local market, our team of real estate agents is dedicated to providing you with the best possible service. Our website features a variety of listings categorized for your convenience, including Featured Homes, Waterfront properties, and Just Listed homes. Whether you're looking for a luxury vacation home or a waterfront retreat, we have something for everyone. Our team is here to assist you every step of the way, making your search for the perfect property as simple and enjoyable as possible.

The O'Hanlon Group | Compass is a premier real estate agency located in Edgartown, Massachusetts, United States. Specializing in Martha's Vineyard properties, our team of experienced agents are dedicated to helping clients find their dream homes or vacation rentals on this beautiful island. With a deep knowledge of the local market and a commitment to exceptional service, we strive to make the buying or selling process as smooth and stress-free as possible. Whether you are looking for a permanent residence, a vacation home, or an investment property, The O'Hanlon Group | Compass is here to help you every step of the way. Contact us today to start your real estate journey on Martha's Vineyard.

LandVest Martha's Vineyard is a premier real estate agency located in the picturesque town of Edgartown, Massachusetts. Our team of experienced professionals specialize in buying and selling luxury properties on the beautiful island of Martha's Vineyard. With a prime location at 19 South Summer Street, we offer unparalleled expertise and personalized service to help our clients find their dream home or investment property. Whether you are looking for a waterfront estate, a charming cottage, or a sprawling vineyard, LandVest Martha's Vineyard is here to assist you every step of the way. Contact us today to begin your journey towards owning a piece of this idyllic island paradise.

Sandpiper Realty, Inc. is a premier real estate agency located at 60 Winter Street in Edgartown, Massachusetts, United States. Specializing in Martha's Vineyard real estate, we have been serving clients for over 50 years. Martha's Vineyard, a historic and picturesque island just off the Massachusetts coast, offers stunning beaches, waterfront properties, and New England architecture. Our team of experienced Martha's Vineyard Realtors® can help you find the perfect vacation home or assist in buying or selling property on the Island. Whether you are looking for a relaxing getaway or a new permanent residence, we are here to make your real estate experience seamless and enjoyable. Visit us at Sandpiper Rentals, Inc. to explore Martha's Vineyard vacation rentals and start your journey to owning a piece of this magical seaside destination.

Donnelly Co. Martha's Vineyard Real Estate is a premier real estate agency located in the charming town of Edgartown on Martha's Vineyard, Massachusetts. Situated at 6 South Water Street, our experienced team of real estate professionals is dedicated to helping clients buy, sell, and rent luxury properties on this picturesque island. Whether you are looking for a waterfront estate, a cozy cottage, or a vacation rental, we are here to assist you every step of the way. With our extensive knowledge of the local market and personalized service, Donnelly Co. Martha's Vineyard Real Estate is your go-to destination for all your real estate needs on Martha's Vineyard.

Martha's Vineyard Real Estate, located at 63 Winter Street in Edgartown, Massachusetts, is a reputable real estate agency with a rich history dating back to 1972. Originally a peaceful retreat for families to escape to, Martha's Vineyard has since evolved into a bustling community with diverse real estate transactions. Despite the changes over the years, Martha's Vineyard Real Estate still prides itself on building personal connections with clients that last long after the transaction is complete. The agency's agents have a strong working knowledge of the island's real estate market and are committed to providing individual attention to each client.

Nauti Girl Excursions is a premier tourist attraction and travel agency located at 50 Dock Street in picturesque Edgartown, Massachusetts. Specializing in unique and unforgettable maritime adventures, Nauti Girl Excursions offers a variety of excursions for those looking to explore the beauty of the waters surrounding Martha's Vineyard. Whether you're interested in a relaxing sunset cruise, a thrilling fishing expedition, or a private charter for a special occasion, Nauti Girl Excursions has something for everyone. Come experience the magic of the sea with Nauti Girl Excursions and create memories that will last a lifetime.