The 30 Best Luxury summer vacation homes in Nantucket, Massachusetts

Nantucket Rentals is a premier real estate and travel agency located at 53 Main Street in Nantucket, Massachusetts. We specialize in providing luxurious vacation rentals on the picturesque island of Nantucket. Our team of experienced agents will help you find the perfect rental property for your next getaway, whether you're looking for a cozy cottage by the beach or a spacious waterfront estate. With our local expertise and personalized service, we ensure that your Nantucket vacation is unforgettable. Contact us today to start planning your dream vacation on this charming island.

The Summer House India Street is a charming lodging institution located at 31 India Street in the picturesque town of Nantucket, Massachusetts. Situated in a historic building, this cozy retreat offers guests a peaceful and relaxing atmosphere for their summer getaway. With comfortable accommodations and a convenient location near the island's attractions, The Summer House India Street is the perfect choice for those looking to experience the beauty of Nantucket. Immerse yourself in the island's rich history and natural beauty while staying at this lovely establishment.

The Summer House Fair Street is a charming lodging institution located at 27 Fair Street in the picturesque town of Nantucket, Massachusetts. This historic establishment offers a cozy and inviting atmosphere for guests looking to experience the beauty and tranquility of the island. With comfortable accommodations, friendly staff, and a convenient location near the beach and downtown area, The Summer House Fair Street is the perfect choice for a relaxing getaway on Nantucket. Whether you're looking for a romantic retreat or a family vacation, this charming inn has everything you need for a memorable stay.

The Summer House Cottages is a charming seaside retreat located at 17 Ocean Avenue in Siasconset, Massachusetts. This institution offers a unique combination of food, lodging, and restaurant services, making it the perfect destination for a relaxing getaway by the ocean. The cozy cottages provide a comfortable and intimate stay, while the on-site restaurant serves delicious meals made with fresh, local ingredients. Guests can enjoy stunning views of the ocean and easy access to the beach, creating a peaceful and rejuvenating atmosphere. Whether you're looking for a romantic escape or a family vacation, The Summer House Cottages is the ideal choice for a memorable stay on the beautiful island of Nantucket.

Berkshire Hathaway HomeServices Island Properties Nantucket is a premier real estate agency located in the picturesque island of Nantucket, Massachusetts. Specializing in luxury properties and vacation rentals, our experienced team of agents are dedicated to helping clients find their dream home or perfect getaway on this charming island. With a commitment to exceptional service and a deep knowledge of the local market, Berkshire Hathaway HomeServices Island Properties Nantucket is the go-to agency for all your real estate needs on Nantucket. Visit us at 35A Old South Road to start your property search today.

The Summer House Restaurant is a renowned establishment located at 17 Ocean Avenue in Siasconset, Massachusetts, United States. It is part of the Summer House Cottages overlooking the Atlantic, offering guests a unique and luxurious experience. The restaurant is known for its exceptional dining experience, with The Summer House Restaurant overlooking the ocean and featuring a famous piano bar. Additionally, guests can enjoy dining at The Beachside Bistro, nestled in the dunes on the beach for a one-of-a-kind experience. The Summer House Nantucket also offers a boutique hotel experience with individual cottages, as well as two unique rental homes in Quidnet and the exclusive Monomoy neighborhood. All guests have access to the Summer House beach and pool in Sconset, making it a truly unforgettable destination.

Located at 29 Main Street in Orleans, Massachusetts, WeNeedaVacation.com is a premier institution offering lodging, real estate, and travel services. Specializing in vacation rentals on Cape Cod, Martha's Vineyard, and Nantucket since 1997, we provide a wide range of options for travelers looking to explore the beautiful beaches, natural landscapes, and unique history of these iconic destinations. From historic Plymouth to the tip of Provincetown, the Cape offers an unparalleled combination of beauty and fun activities. Martha's Vineyard Island boasts six charming towns and 110 square miles of natural beauty, while Nantucket features a preserved main town surrounded by picturesque seaside communities. We offer flexible-length plans with no hidden fees or commissions, guaranteeing booking results and providing personalized services and resources for our members. As the go-to rental site for the Cape & Islands, WeNeedaVacation.com ensures a memorable and stress-free vacation experience. For added protection, travelers can also obtain instant travel insurance quotes through our website.

Welcome to An English Garden Bed & Breakfast, located at 32 Inman Road in Dennis, Massachusetts, United States. Our charming lodging institution offers a cozy and comfortable stay for guests looking to relax and unwind on Cape Cod. In the main inn, we have 9 guest rooms, each featuring a queen bed, private bathroom, climate control, and TV. Guests can enjoy the ocean views from their private balconies or decks, with some rooms overlooking our beautiful gardens in full bloom during late spring and early summer. Children under 8 years old are not allowed in guest rooms, which are accessible via stairs and sleep two guests comfortably. Complimentary breakfast is served in season from May to October.

The Wade Cottages offer charming and cozy accommodations in the heart of Nantucket, Massachusetts. Located at 35 Shell Street, this quaint lodging option provides a peaceful and relaxing atmosphere for guests to enjoy their stay on the island. The cottages are tastefully decorated and equipped with all the amenities needed for a comfortable and enjoyable vacation. Whether you're looking for a romantic getaway or a family-friendly retreat, The Wade Cottages are the perfect choice for your stay in Nantucket.

Lee Real Estate is a premier real estate agency located at 10 South Beach Street in the charming town of Nantucket, Massachusetts. Specializing in luxury properties and vacation rentals, our team of expert agents is dedicated to helping clients find their dream home or perfect getaway. With a deep knowledge of the local market and a commitment to exceptional customer service, Lee Real Estate is the go-to agency for all your real estate and travel needs on the beautiful island of Nantucket.

LivNantucket is a premier real estate agency located at 37 Main Street in the charming town of Nantucket, Massachusetts. Our dedicated team of professionals specializes in helping clients find their dream homes on the picturesque island of Nantucket. With a wealth of local knowledge and expertise, we are committed to providing exceptional service and guidance throughout the buying or selling process. Whether you are looking for a quaint cottage or a luxurious waterfront estate, LivNantucket is here to make your real estate dreams a reality. Visit us today and let us help you find your perfect piece of paradise on Nantucket.

Welcome to Louise Touchette - Coldwell Banker Residential Brokerage, your premier real estate agency located at 1085 Summer Street, Lynnfield, Massachusetts. As a distinguished real estate expert with a deep-rooted passion for Boston and its surrounding areas, I am thrilled to be your personal guide in navigating some of the most prestigious cities in Massachusetts. Specializing in luxury listings, I proudly serve communities such as Lynnfield, Winchester, Middleton, and the Greater Boston area. Understanding the demands of modern life—whether it's attending family events or enjoying getaways to our Nantucket home—I appreciate the complexities of buying or selling a home while managing other commitments. My award-winning real estate expertise is dedicated to finding homes that not only meet but exceed your expectations in price, location, and luxury. Whether you're in the market to buy or sell, you can trust my proven track record to guide you seamlessly through the process.