TOP 10 Best hotel in Oak Bluffs, Massachusetts
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Inn 38 Oak Bluff Circle
● OpenInn 38 Oak Bluff Circle is a charming and cozy lodging establishment located at 38 Oak Bluff Circle in Plymouth, Massachusetts, United States. Nestled in a picturesque setting, this inn offers comfortable accommodations and a warm, welcoming atmosphere for guests to relax and unwind. With its convenient location near popular attractions and scenic landmarks, guests can easily explore all that Plymouth has to offer. Whether you're visiting for business or pleasure, Inn 38 Oak Bluff Circle provides a peaceful retreat for a memorable stay.
38 Oak Bluff Cir, Plymouth, MA 02360, United States -
Vineyard Square Hotel & Suites
● OpenVineyard 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.
38 N Water St, Edgartown, MA 02539, United States -
Island Inn Hotel
● OpenThe 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.
15 Island Inn Rd, Vineyard Haven, MA 02568, United States -
Morgan Hotel
● OpenThe Morgan Hotel, located at 9 Healy Way in Oak Bluffs, Massachusetts, offers comfortable and stylish lodging for guests visiting the area. With its convenient location in the heart of Oak Bluffs, guests can easily explore the charming town and enjoy all it has to offer. The hotel features modern amenities, cozy rooms, and friendly staff to ensure a pleasant stay for every guest. Whether you're visiting for business or pleasure, the Morgan Hotel is the perfect choice for your accommodations in Oak Bluffs.
9 Healy Way, Oak Bluffs, MA 02557, United States -
Pequot Hotel
● ClosedThe 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.
19 Pequot Ave, Oak Bluffs, MA 02557, United States -
The Oak Bluffs Inn
● OpenThe 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.
64 Circuit Ave, Oak Bluffs, MA 02557, United States -
Martha's Vineyard Surfside Hotel
● OpenMartha'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.
7 Oak Bluffs Ave, Oak Bluffs, MA 02557, United States -
JADE House Bed and Breakfast
● OpenJADE House Bed and Breakfast, located at 1 Rustling Oaks Road in West Tisbury, Massachusetts, invites you to experience the beauty of Martha's Vineyard in a comfortable and welcoming setting. Joy and Alan, your friendly hosts, are dedicated to providing a safe and enjoyable stay for all guests. Our spacious rooms feature queen size beds with memory foam mattresses, private en-suite bathrooms, and individually controlled temperature settings. You can choose to book one, two, or all three of our private guest rooms for your stay.
1 Rustling Oaks Rd, West Tisbury, MA 02575, United States -
The Island Inn on Martha's Vineyard by Vacasa
● OpenThe 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.
30 Island Inn Rd, Oak Bluffs, MA 02557, United States -
Tivoli Inn
● OpenThe Tivoli Inn, located at 125 Circuit Avenue in Oak Bluffs, Massachusetts, is a charming gingerbread house that offers clean and friendly lodging. Situated within walking distance to numerous restaurants, shops, nightlife, beaches, hiking trails, public transportation, and seasonal ferry terminals, the inn is in a prime location for visitors to explore the area. With reasonable rates, the Tivoli Inn provides a comfortable and convenient stay for guests looking to experience the beauty and attractions of Martha's Vineyard.
125 Circuit Ave, Oak Bluffs, MA 02557, United States -
Madison Inn
● OpenMadison Inn is a charming lodging option located at 18 Kennebec Avenue in Oak Bluffs, Massachusetts. This quaint inn offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to enjoy a relaxing stay on Martha's Vineyard. With its convenient location and cozy rooms, Madison Inn is the perfect choice for travelers seeking a peaceful retreat in the heart of this picturesque seaside town. Enjoy a comfortable stay at Madison Inn and experience the beauty and charm of Oak Bluffs, Massachusetts.
18 Kennebec Ave, Oak Bluffs, MA 02557, United States -
The Dockside Inn
● OpenThe Dockside Inn is a charming and cozy lodging located at 9 Circuit Avenue Extension in Oak Bluffs, Massachusetts. Situated in the heart of this picturesque seaside town, the inn offers comfortable accommodations and a warm, welcoming atmosphere. Guests can enjoy easy access to the nearby shops, restaurants, and attractions, as well as stunning views of the harbor. Whether you're looking for a relaxing getaway or a fun-filled vacation, The Dockside Inn is the perfect place to stay.
9 Circuit Avenue Extension, Oak Bluffs, MA 02557, United States -
Summercamp
● OpenSummercamp is a charming lodging institution located at 70 Lake Avenue in Oak Bluffs, Massachusetts, United States. This unique establishment offers a fun and relaxing atmosphere perfect for those looking to escape the hustle and bustle of everyday life. With comfortable accommodations and a range of exciting activities, Summercamp is the ideal destination for a memorable summer getaway. Whether you're looking to unwind by the lake, explore the local shops and restaurants, or participate in organized events and excursions, Summercamp has something for everyone. Come experience the magic of summer at this one-of-a-kind institution.
70 Lake Ave, Oak Bluffs, MA 02557, United States -
Isabelle's Beach House
● OpenIsabelle'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.
83 Seaview Ave, Oak Bluffs, MA 02557, United States -
Narragansett House
● OpenNarragansett 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.
46 Narragansett Ave, Oak Bluffs, MA 02557, United States -
Martha's Vineyard Resort
● OpenMartha'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.
117 New York Ave, Oak Bluffs, MA 02557, United States -
Beachfront Inn on Martha's Vineyard
● OpenThe 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.
65 Seaview Ave, Oak Bluffs, MA 02557, United States -
Capricorn House
● OpenCapricorn House is a charming lodging establishment located at 79 Seaview Avenue in Oak Bluffs, Massachusetts. Situated in the picturesque town of Oak Bluffs, this cozy inn offers comfortable accommodations for travelers looking to relax and unwind on Martha's Vineyard. With its convenient location near the beach and other attractions, Capricorn House is the perfect place to stay for a memorable vacation experience. Whether you're visiting for a weekend getaway or an extended stay, you'll feel right at home at Capricorn House.
79 Seaview Ave, Oak Bluffs, MA 02557, United States -
The Attleboro House
● OpenThe Attleboro House is a charming lodging establishment located at 42 Lake Avenue in Oak Bluffs, Massachusetts, United States. This quaint and cozy inn offers comfortable accommodations for guests looking to relax and unwind in the picturesque surroundings of Martha's Vineyard. With its convenient location near the waterfront and local attractions, The Attleboro House is the perfect choice for a peaceful and enjoyable getaway. Whether you're seeking a romantic retreat or a family vacation, this welcoming institution provides a warm and inviting atmosphere for all guests to enjoy.
42 Lake Ave, Oak Bluffs, MA 02557, United States -
Inkwell Beach Cottage
● OpenInkwell 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.
83 Seaview Ave, Oak Bluffs, MA 02557, United States -
The Walker House
● OpenThe Walker House is a charming lodging establishment located at 27 Huntington Avenue in Oak Bluffs, Massachusetts, United States. This historic building offers a cozy and comfortable retreat for guests visiting the area. With its convenient location and welcoming atmosphere, The Walker House is the perfect place to stay while exploring all that Oak Bluffs has to offer. Whether you're in town for a weekend getaway or an extended vacation, you'll feel right at home at The Walker House.
27 Huntington Ave, Vineyard Haven, MA 02568, United States -
Kelley House
● OpenKelley 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.
79 Circuit Ave, Vineyard Haven, MA 02568, United States -
East Chop Harbor Front Apartments
● OpenEast Chop Harbor Front Apartments is a charming waterfront accommodation located at 47 East Chop Drive in Oak Bluffs, Massachusetts. Situated on the picturesque East Chop Harbor, this institution offers stunning views of the water and easy access to the beach. The apartments are spacious and well-appointed, perfect for a relaxing getaway or a longer stay on Martha's Vineyard. Guests can enjoy the peaceful atmosphere and convenient location, with shops, restaurants, and attractions just a short drive away. Whether you're looking for a weekend retreat or a summer escape, East Chop Harbor Front Apartments is the perfect choice for your next vacation.
47 E Chop Dr, Oak Bluffs, MA 02557, United States -
Woodside Village Inc
● OpenWoodside Village Inc is a charming institution located at 60A Village Road in Oak Bluffs, Massachusetts, United States. This welcoming community offers a range of services and amenities for residents, including assisted living, memory care, and independent living options. The picturesque setting of Woodside Village Inc provides a peaceful and serene environment for seniors to enjoy their golden years. With a dedicated staff and a variety of activities and programs available, residents can live comfortably and happily in this beautiful location.
60A Village Rd # G27, Vineyard Haven, MA 02568, United States -
Martha's Vineyard Properties For Rent
● OpenMartha'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.
89 E Chop Dr, Vineyard Haven, MA 02568, United States -
Ocean Park Realty Rentals
● OpenOcean Park Realty Rentals is a reputable real estate agency located at 69 Circuit Avenue in the charming town of Oak Bluffs, Massachusetts. Specializing in vacation rentals, they offer a wide range of properties to suit every taste and budget. Whether you are looking for a cozy cottage by the sea or a luxurious beachfront villa, their dedicated team of professionals is committed to helping you find the perfect vacation rental for your needs. With their extensive knowledge of the local real estate market and personalized service, Ocean Park Realty Rentals is the go-to agency for all your rental needs on Martha's Vineyard.
69 Circuit Ave, Vineyard Haven, MA 02568, United States -
Seacoast Properties
● OpenSeacoast 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.
31 N Summer St, Edgartown, MA 02539, United States -
Vineyard Dream Realty
● OpenVineyard Dream Realty is a premier real estate agency located at 26 Winne Avenue in Oak Bluffs, Massachusetts. With a deep love for Martha's Vineyard, our team of experienced professionals is dedicated to helping you find your dream home on this magical island. Founded over a decade ago by a family who fell in love with Martha's Vineyard and decided to make it their permanent home, Vineyard Dream Realty offers personalized service tailored to your individual needs and desires. Our team's extensive background in real estate, combined with our intimate knowledge of the island and its vibrant community, ensures that we can help you find the perfect property to fulfill your Vineyard dream.
26 Winne Ave #3206, Oak Bluffs, MA 02557, United States -
Martha's Vineyard Island Home Realty
● OpenMartha's Vineyard Island Home Realty is a premier real estate agency located at 97 Circuit Avenue in Oak Bluffs, Massachusetts. Specializing in properties on beautiful Martha's Vineyard, our team of experienced agents is dedicated to helping clients find their dream island home. Whether you're looking for a cozy cottage, a waterfront estate, or a charming vacation rental, we have the expertise to guide you through the buying or selling process. Trust Martha's Vineyard Island Home Realty to make your island living dreams a reality.
97 Circuit Ave, Oak Bluffs, MA 02557, United States -
Anchor Realty of Martha's Vineyard
● OpenAnchor Realty of Martha's Vineyard is a premier real estate and travel agency located in the charming town of Oak Bluffs, Massachusetts. Our dedicated team of professionals specializes in helping clients buy, sell, and rent properties on the beautiful island of Martha's Vineyard. Whether you are looking for a vacation rental or a permanent home, we are here to assist you every step of the way. With our extensive knowledge of the local real estate market and our personalized approach to customer service, Anchor Realty is the perfect choice for all your real estate needs on Martha's Vineyard. Visit us at 41 Circuit Avenue to start your journey towards finding your dream property on this picturesque island.
41 Circuit Ave, Oak Bluffs, MA 02557, United States
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