TOP 10 Beach vacation cottage in Oak Bluffs, Massachusetts

The Oak Bluffs Inn is a charming lodging establishment located at 64 Circuit Avenue in the picturesque town of Oak Bluffs, Massachusetts. This historic inn offers comfortable accommodations and personalized service to all guests. With its convenient location near shops, restaurants, and the beach, The Oak Bluffs Inn is the perfect choice for a relaxing getaway on Martha's Vineyard. Experience the warmth and hospitality of this quaint inn during your stay in this beautiful coastal town.

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.

Inkwell Beach Cottage is a charming lodging located at 83 Seaview Avenue in Oak Bluffs, Massachusetts, United States. Nestled in a picturesque seaside town, this cozy cottage offers a relaxing and comfortable retreat for guests looking to unwind and enjoy the beauty of Martha's Vineyard. Just steps away from the sandy shores of Inkwell Beach, guests can enjoy stunning ocean views and easy access to swimming, sunbathing, and beachcombing. The cottage features well-appointed rooms, a fully equipped kitchen, and a spacious living area, making it the perfect home-away-from-home for a seaside getaway. Whether you're looking for a romantic escape or a fun-filled family vacation, Inkwell Beach Cottage provides a peaceful and idyllic setting for your next trip to the Cape Cod area.

The Flying Seahorse offers charming summer cottage rentals in the picturesque town of Oak Bluffs, Massachusetts. Nestled at 8 Pennacook Avenue, our real estate and travel agency specializes in providing cozy accommodations for your summer getaway. With a prime location near the beach and local attractions, our cottages are perfect for families, couples, and solo travelers looking to relax and unwind. Book your stay with The Flying Seahorse for a memorable summer retreat on Martha's Vineyard.

Inkwell Beach, located at 83 Seaview Avenue in Oak Bluffs, Massachusetts, is a picturesque natural feature that offers visitors a serene and beautiful setting for relaxation and recreation. This sandy beach is known for its clear waters, gentle waves, and stunning views of the Atlantic Ocean. Whether you're looking to sunbathe, swim, or simply take a leisurely stroll along the shore, Inkwell Beach is the perfect destination for a day of fun in the sun. With its convenient location and tranquil atmosphere, this beach is a popular spot for locals and tourists alike to unwind and enjoy the beauty of the Massachusetts coastline.

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.

The Pequot Hotel, located at 19 Pequot Avenue in Oak Bluffs, Massachusetts, is a charming lodging establishment nestled among the historic "Gingerbread" cottages of the area. With a prime location just one block from the beach, four blocks from the ferry, and a short walk to Circuit Avenue, the hotel offers convenience and comfort to its guests. Closed for the winter season, the Pequot Hotel will reopen in early May for the 2024 season, with reservations becoming available starting January 2, 2024. The 32-room hotel features classic cottage décor, decorative lattice porches, and modern amenities such as private baths, air conditioning, and free wifi.

Narragansett House is a charming lodging establishment located at 46 Narragansett Avenue in Oak Bluffs, Massachusetts, United States. This cozy inn offers comfortable and well-appointed rooms for guests looking to enjoy a relaxing stay on Martha's Vineyard. The institution's convenient location allows visitors to easily explore the island's attractions, including beaches, shops, and restaurants. With its warm hospitality and inviting atmosphere, Narragansett House is the perfect choice for a peaceful getaway in this picturesque New England town.

Martha's Vineyard Properties For Rent is a reputable real estate agency located at 89 East Chop Drive in Oak Bluffs, Massachusetts. Specializing in rental properties on the beautiful Martha's Vineyard island, our agency offers a wide range of options to suit every budget and preference. Whether you are looking for a cozy cottage by the beach or a luxurious estate with stunning views, our team of experienced agents is here to help you find the perfect rental property for your stay on Martha's Vineyard. Contact us today to start your search for the ideal vacation rental on this idyllic island destination.

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.

Viewpoints Real Estate Martha's Vineyard is a premier real estate and travel agency located at 79 Beach Road in Tisbury, Massachusetts, United States. Specializing in Martha's Vineyard real estate sales and vacation rentals, our team of experienced agents and brokers are dedicated to providing top-notch service to clients looking to buy, sell, or rent properties on this beautiful island off the coast of New England. Whether you're searching for a primary home, luxury vacation getaway, waterfront property, historic antique, new construction, or vacant land, Viewpoints Real Estate has the expertise to assist you every step of the way. Our knowledge of the island is extensive, covering all towns from Chilmark to Oak Bluffs, ensuring that our clients have access to the most comprehensive information when making real estate decisions.