TOP 30 Summer vacation rentals in Edgartown, Massachusetts

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Edgartown Commons is a charming lodging institution located at 20 Peases Point Way in the picturesque town of Edgartown, Massachusetts. This cozy retreat offers comfortable accommodations in the heart of Martha's Vineyard, just a short walk from the town's shops, restaurants, and scenic beaches. With its convenient location and affordable rates, Edgartown Commons is the perfect home base for exploring all that the island has to offer. Whether you're looking for a relaxing getaway or a fun-filled adventure, this welcoming institution is sure to make your stay unforgettable.

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.

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.

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.

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.

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.

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.

Carroll & Vincent Real Estate is a reputable real estate agency located at 9 Green Avenue in the charming town of Edgartown, Massachusetts, United States. With a team of experienced and knowledgeable agents, they offer a wide range of services to help clients buy, sell, or rent properties in the area. Whether you're looking for a cozy cottage, a luxurious waterfront estate, or a commercial space, Carroll & Vincent Real Estate is dedicated to helping you find the perfect property to suit your needs. Their commitment to excellent customer service and attention to detail sets them apart as a trusted and reliable partner in the real estate industry.

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.

The Winnetu Activities Center, located in Edgartown, Massachusetts, United States, is a premier facility offering a wide range of recreational activities for guests of all ages. From tennis courts and swimming pools to fitness classes and children's programs, there is something for everyone to enjoy at this state-of-the-art center. Whether you are looking to stay active, relax by the pool, or participate in organized group activities, the Winnetu Activities Center has you covered. Come and experience all that this top-notch facility has to offer during your stay in beautiful Edgartown.

The YMCA of Martha's Vineyard Ice Arena is a popular tourist attraction located at 91 Edgartown Road in Oak Bluffs, Massachusetts, United States. This state-of-the-art facility offers visitors of all ages the opportunity to enjoy ice skating in a fun and safe environment. Whether you're a beginner or an experienced skater, the YMCA of Martha's Vineyard Ice Arena has something for everyone. Come and experience the thrill of gliding across the ice at this iconic destination on Martha's Vineyard.