TOP 10 Massachusetts vacation resorts in Oak Bluffs, Massachusetts

Martha's Vineyard Resort is a charming lodging destination located at 117 New York Avenue in Oak Bluffs, Massachusetts, United States. Nestled in the heart of the picturesque Martha's Vineyard, this resort offers a tranquil and relaxing atmosphere for guests to unwind and enjoy a peaceful getaway. With comfortable accommodations, top-notch amenities, and impeccable service, Martha's Vineyard Resort is the perfect choice for travelers looking for a memorable stay on this beautiful island. Whether you're seeking a romantic retreat, a family vacation, or a weekend escape with friends, this resort has everything you need to make your stay unforgettable.

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 Island Inn Hotel is a charming lodging establishment located at 15 Island Inn Road in Oak Bluffs, Massachusetts, United States. Nestled on the picturesque Martha's Vineyard, this hotel offers a relaxing and comfortable stay for guests looking to unwind and enjoy the beauty of the island. The hotel features cozy rooms, stunning views, and top-notch amenities such as a swimming pool, tennis courts, and a fitness center. Whether you're visiting for a romantic getaway, family vacation, or business trip, the Island Inn Hotel is the perfect place to stay. Experience the warmth and hospitality of this lovely hotel during your next visit to Martha's Vineyard.

The Island Inn on Martha's Vineyard by Vacasa is a charming vacation destination located at 30 Island Inn Road in Oak Bluffs, Massachusetts, United States. This condominium resort sits on five acres of beautiful land and is open year-round, offering a perfect New England getaway. The Island Inn on Martha's Vineyard offers a variety of vacation rentals to suit every traveler's needs. Whether you're looking for a cozy retreat for two or a spacious home for the whole family, there is something for everyone. The property boasts 51 vacation rentals with internet access, allowing guests to stay connected during their stay.

Martha's Vineyard Surfside Hotel, located at 7 Oak Bluffs Avenue in Oak Bluffs, Massachusetts, is a premier lodging option on the beautiful island of Martha's Vineyard. This family-owned and operated hotel has been welcoming guests since 1987, offering a cozy and comfortable stay for visitors looking to explore all that the island has to offer. Situated in the heart of Oak Bluffs, Martha's Vineyard Surfside Hotel is the perfect home base for exploring the six charming towns, stunning beaches, and delicious farm-to-table restaurants that make up the island. Whether you're interested in biking, hiking, fishing, or sailing, there is something for everyone to enjoy on Martha's Vineyard.

The Beachfront Inn on Martha's Vineyard is a charming lodging establishment located at 65 Seaview Avenue in Oak Bluffs, Massachusetts. Situated right on the beach, guests can enjoy stunning views of the ocean and easy access to the sandy shoreline. The inn offers comfortable accommodations and a warm, welcoming atmosphere for visitors looking to relax and unwind. With its prime location on Martha's Vineyard, guests can explore the island's attractions and enjoy a peaceful retreat by the sea. Whether you're looking for a romantic getaway or a family vacation, the Beachfront Inn is the perfect destination for your stay.

Kelley House is a charming lodging option located at 79 Circuit Avenue in the picturesque town of Oak Bluffs, Massachusetts. This historic establishment offers comfortable accommodations in a quaint and welcoming atmosphere. Guests can enjoy the convenience of being within walking distance to the town's shops, restaurants, and attractions, as well as the nearby beaches. With its prime location and cozy accommodations, Kelley House is the perfect choice for visitors looking to experience the charm of Martha's Vineyard.

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.

Our room and cottage rental institution is nestled in the charming town of Oak Bluffs, Massachusetts, just a stone's throw away from the beautiful shores of Martha's Vineyard. Located at 145 Circuit Avenue, our lodging offers a cozy and comfortable retreat for visitors looking to explore the island. Whether you're looking for a quaint room for a weekend getaway or a spacious cottage for a family vacation, we have a variety of accommodations to suit your needs. Enjoy the convenience of being within walking distance to shops, restaurants, and local attractions while also being able to relax in a peaceful and serene setting. Book your stay with us today and experience the beauty and tranquility of Martha's Vineyard.

East Chop Beach Club is a prestigious and exclusive private beach club located at 75 East Chop Drive in Oak Bluffs, Massachusetts, United States. With stunning views of the ocean and a pristine sandy beach, members can enjoy a luxurious and relaxing atmosphere. The club offers a range of amenities including beachfront access, swimming pools, dining options, and social events. Whether you're looking to relax in the sun or participate in activities, East Chop Beach Club provides a perfect escape for its members.

South Beach Apparel is a trendy clothing store located in Oak Bluffs, Massachusetts. Offering a wide selection of stylish and fashionable apparel, this store is a must-visit destination for those looking to update their wardrobe with the latest trends. From casual beachwear to chic evening attire, South Beach Apparel has something for every fashionista. Stop by 1 Circuit Avenue Edit to browse their collection and find the perfect outfit for any occasion.

Corbin Norton House is a charming bed and breakfast located at 87 Ocean Avenue in Oak Bluffs, Massachusetts. This historic institution offers comfortable accommodations in a picturesque setting just steps away from the beach. Guests can enjoy beautifully decorated rooms, delicious breakfasts, and personalized service during their stay. With its convenient location and warm hospitality, Corbin Norton House is the perfect destination for a relaxing getaway on Martha's Vineyard.