Admiral Benbow Inn

The Dockside Inn, a boutique-style hotel located along the scenic Oak Bluffs Harbor, offers a blend of contemporary design and whimsical nautical decor. With 22 tastefully decorated rooms suited for couples, families, and wedding groups, it provides a relaxing retreat from which to explore the remarkable sights of Martha's Vineyard. Guests enjoy a range of amenities, including complimentary WiFi, beach gear, and a snack bar, as well as access to a sun deck and hot tub. Perfectly situated for various island activities, from tours to water sports, the Dockside Inn serves as an ideal hub for enjoying the natural beauty and charm of the area. Generated from the website

Titticut Follies is a charming, restored 19th-century Carpenter Gothic cottage located in Vineyard Haven, Massachusetts, just a block from the beach and downtown. With accommodations that cater to 12 guests, it offers a casual and homey atmosphere, complete with vintage furniture, wood floors, and handmade quilts. The property features two rooms with double beds available for daily rental and three weekly rental apartments during the season. Guests can enjoy a cozy backyard patio for outdoor dining, a charming outdoor shower house, and limited Wi-Fi access on the porch, all while embracing the uncomplicated lifestyle reminiscent of a bygone era. Generated from the website

Kathleen's Kottage, formerly Kathleen's Kottage on Martha's Vineyard LLC, is a charming Host Home located in a renovated traditional bungalow in Oak Bluffs. It offers comfortable and friendly lodging, just a short stroll away from downtown, the beach, and various island amenities. With clean, newly appointed suites, Kathleen's Kottage welcomes guests as friends, providing a relaxed atmosphere in a smoke-free environment. Guests can enjoy ample free parking and the inviting surroundings of the picturesque Vineyard. Generated from the website