TOP 30 Vacation rentals in Nantucket, Massachusetts

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Southcape Resort and Club is a lodging institution located at 950 Falmouth Road in Mashpee, Massachusetts, United States. Situated in one of the most beautiful areas in Cape Cod, Mashpee attracts visitors year-round with its stunning beaches and bay access. The town is known for its fishing and boating community, as well as its proximity to Martha's Vineyard and Nantucket. The resort offers two-bedroom accommodations in either a townhouse or ranch style, each equipped with a fully equipped kitchen and spacious living and dining area. Guests can enjoy resort-style amenities such as five tennis courts, shuffleboard courts, indoor and outdoor pools, and a children's playground. With over thirty golf courses, luxury shopping, delicious restaurants, outdoor activities, and nightlife nearby, Southcape Resort and Club is the perfect home base for exploring all that Mashpee has to offer. Visitors can take advantage of special deals when booking directly with the resort. Whether you're looking to relax by the pool or explore the area's attractions, Southcape Resort and Club has something for everyone.

The Ocean View is a charming lodging establishment located at 966 Craigville Beach Road in Barnstable, Massachusetts. This unique institution offers guests a breathtaking water view from every room, providing a tranquil and relaxing stay. With easy access to Craigville Beach on Nantucket Sound, guests can enjoy the soft sand and warm water temperatures for a perfect beach getaway. In addition to its prime beachfront location, The Ocean View is conveniently situated near popular Cape Cod attractions and historical sites. Guests can also experience exciting events such as the Hyannis Sprint Triathlons and the Best Buddies Challenge right outside their door.

The Jared Coffin House is a historic lodging establishment located at 29 Broad Street in the charming town of Nantucket, Massachusetts. This elegant inn offers luxurious accommodations in a beautifully preserved building that dates back to the early 19th century. Guests can enjoy modern amenities while experiencing the rich history and charm of Nantucket. The Jared Coffin House is the perfect destination for those seeking a unique and memorable stay on this picturesque island.

Hotel Pippa is a charming lodging establishment located at 5 Chestnut Street in the picturesque town of Nantucket, Massachusetts. This boutique hotel offers a cozy and inviting atmosphere, with beautifully decorated rooms and top-notch amenities. Guests can enjoy a relaxing stay in the heart of Nantucket, just a short walk away from the island's historic attractions, shops, and restaurants. Whether you are visiting for a romantic getaway or a family vacation, Hotel Pippa provides a comfortable and memorable experience for all guests.

The Brass Lantern Inn is a charming lodging located at 11 North Water Street in Nantucket, Massachusetts. This cozy inn offers a welcoming atmosphere and comfortable accommodations for guests visiting the historic island of Nantucket. With its prime location in the heart of downtown Nantucket, guests can easily explore the island's shops, restaurants, and attractions. The Brass Lantern Inn provides a peaceful retreat with beautifully appointed rooms, a delicious breakfast each morning, and friendly staff ready to assist with any needs. Whether you are visiting for a romantic getaway, family vacation, or business trip, the Brass Lantern Inn is the perfect place to stay while experiencing all that Nantucket has to offer.

Brant Point Courtyard is a charming lodging establishment located at 15 Swain Street in Nantucket, Massachusetts. This unique institution serves as both a real estate agency and a travel agency, providing guests with a one-of-a-kind experience in the heart of this picturesque coastal town. The courtyard offers cozy accommodations and personalized services to ensure a comfortable and memorable stay for all visitors. Whether you are looking to book a vacation rental, purchase a property, or plan your next getaway, Brant Point Courtyard is the perfect destination for all your lodging and travel needs.

76 Main is a charming lodging institution located on Main Street in the picturesque town of Nantucket, Massachusetts. This cozy retreat offers guests a comfortable and inviting atmosphere, with beautifully decorated rooms and top-notch amenities. Whether you're looking for a relaxing getaway or a romantic escape, 76 Main provides the perfect setting for a memorable stay on the island. Just steps away from shops, restaurants, and the stunning beaches of Nantucket, this institution is the ideal choice for those seeking a quintessential New England experience.

Seven Sea Street Inn is a charming lodging located on Nantucket Island in Massachusetts, United States. Situated at the address 7 Sea Street, this quaint inn offers a cozy and welcoming atmosphere for guests looking to relax and unwind. With comfortable accommodations and personalized service, Seven Sea Street Inn is the perfect home away from home for travelers exploring the historic island of Nantucket. Enjoy a peaceful stay in this beautiful seaside town, just steps away from the beach and local attractions.

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.

Greydon House, located at 17 Broad Street in Nantucket, Massachusetts, is a unique institution that combines a bar, restaurant, and lodging all in one historic sea captain's house. With 20 beautifully designed rooms by Roman and Williams, known for their work at Ace Hotel New York and The Standard, High Line, Greydon House stands out among Nantucket hotels. Guests can enjoy artworks by Terry Winters, an English garden, and a Venetian-inspired restaurant called Via Mare. The accommodations at Greydon House are stylish and luxurious, with custom-designed beds, block-printed linens by John Robshaw, Waterworks brass fixtures, and Acqua di Parma bath products. The restaurant, Via Mare, offers eclectic cuisine and drinks in a variety of settings, from the dining room to the covered porch to the garden.

Union Street Inn is a charming and elegant lodging establishment located at 7 Union Street in the heart of Nantucket, Massachusetts. This historic inn offers luxurious accommodations in a quaint and picturesque setting, perfect for a romantic getaway or a relaxing weekend retreat. The beautifully decorated rooms and suites exude a cozy and inviting atmosphere, with modern amenities and thoughtful touches to ensure a comfortable stay. Guests can enjoy a delicious gourmet breakfast each morning, as well as afternoon tea and cookies in the elegant parlor. The inn's central location allows easy access to Nantucket's shops, restaurants, and attractions, making it an ideal choice for travelers looking to experience the charm and beauty of this historic island.

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.

White Elephant Village is a luxurious lodging institution located at 19 North Water Street in the charming town of Nantucket, Massachusetts. This elegant retreat offers a range of accommodation options, from spacious suites to cozy cottages, all designed to provide guests with a comfortable and unforgettable stay. The White Elephant Village is known for its impeccable service, stunning waterfront views, and convenient proximity to Nantucket's most popular attractions. Whether you're seeking a romantic getaway, a family vacation, or a relaxing retreat, White Elephant Village is the perfect destination for your next trip to Nantucket.

Safe Harbor is a lodging institution located at 2 Harbor View Way in Nantucket, Massachusetts, United States. This establishment offers a safe and comfortable place to stay for visitors to the island. In addition to providing lodging services, Safe Harbor is also a member of the Nantucket Island Chamber of Commerce. The Chamber of Commerce works to enhance the vitality of member businesses by providing benefits programs, educational events, connections, and marketing tools. With a membership of over 750 organizations, the Chamber of Commerce is dedicated to ensuring local business success and fostering economic vitality on the island. Members of the Chamber of Commerce have access to networking, educational, and collaborative opportunities to strengthen the local business community. Safe Harbor is proud to be a part of this organization and looks forward to welcoming visitors to Nantucket to experience all that the island has to offer, including world-class lodging, dining, and shopping.

The Carriage House is a charming lodging establishment located at 5 Ray's Court in Nantucket, Massachusetts. This historic building offers a cozy and comfortable stay for guests looking to experience the beauty and charm of Nantucket. With its quaint architecture and prime location, the Carriage House provides a peaceful retreat for visitors to relax and unwind. Whether you're exploring the island's beaches, shops, or restaurants, the Carriage House is the perfect home base for your Nantucket getaway.

Located at 6 North Beach Street in Nantucket, Massachusetts, The Brant is a luxurious lodging institution that offers a unique and unforgettable island experience. Situated in the picturesque Brant Point area, guests can enjoy the convenience of being just minutes away from downtown and steps from the beach. The Brant redefines Nantucket hospitality with its exclusive amenities, impeccable design, and intuitive service. With a variety of room types to choose from, guests can personalize their stay to their preferences. Whether you prefer a room with a kitchenette for longer visits, a lofted ceiling, or a private porch, The Brant has everything you need to make your stay comfortable.

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.

Located on 300 feet of private beachfront overlooking the Nantucket Sound in Dennis Port, MA, Edgewater Beach Resort offers a fully renovated 76-room resort for year-round enjoyment. Whether you're looking for a summer escape or a cozy winter retreat, Edgewater Beach Resort has something for everyone. Vacation ownership options allow guests to return to the same unit each year or explore other locations through exchange partners. The resort prides itself on ongoing maintenance and renovations to ensure a relaxing and enjoyable experience for all guests.

The Captain Freeman Inn, located at 15 Breakwater Road in Brewster, Massachusetts, is a beautifully restored Sea Captain's mansion just a short walk away from Breakwater Beach. This award-winning Bed and Breakfast has been recognized with the Tripadvisor Certificate of Excellence for the past 11 years, offering guests a deluxe seaside experience year-round. Guests can enjoy the outdoor heated salt water swimming pool and custom firepit, providing the ultimate in luxury and relaxation in every season. The inn also offers a gourmet three-course breakfast made with farm-to-table ingredients, served in a charming indoor dining area or on the screened porch.

By The Sea Guests is a charming lodging institution located at 57 Chase Avenue in Dennis, Massachusetts, United States. Nestled on the beach, our guest rooms offer one or two beds, private bathrooms, TVs, and mini fridges, with most rooms boasting oceanfront or partial ocean views. With 12 guest rooms in the inn, guests can enjoy a comfortable stay with breakfast included seasonally from May through October. For those seeking more space and amenities, our Suites feature open-concept layouts with full kitchens, living rooms, private bathrooms, and private decks or balconies with side partial ocean views. We offer three one-bedroom suites and two two-bedroom suites, perfect for families or larger groups. Breakfast is not included but can be purchased during peak season.

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.

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.

Everleigh Cape Cod is a premier 55 active adult community located in the vibrant cultural center of Hyannis, Barnstable. Our community offers luxurious apartments for seniors looking for a fulfilling lifestyle on Cape Cod. With easy access to charming boutique shops, galleries, and a variety of dining options on Main Street, Hyannis provides the perfect backdrop for our residents to enjoy their golden years. Explore over 100 miles of stunning beaches along Cape Cod Bay and Nantucket Sound, then return home to our resort-style amenities including a Pub Lounge, Fitness Center, pool, and Pickle Ball court. Socialize with friends in our Game Room or around the Fire Pit, and embrace the vibrant social life that Everleigh Cape Cod has to offer. Designed specifically for adults over 55, our community ensures a healthy balance of living, community engagement, and the opportunity to forge new friendships. Make Everleigh Cape Cod your home and experience the enriching lifestyle you deserve in the heart of Cape Cod.

Love Sand is a premier real estate and travel agency located in the picturesque town of Nantucket, Massachusetts. Situated at 26 Sheep Pond Road, our dedicated team of professionals is committed to providing exceptional service to clients looking to buy, sell, or rent properties in this idyllic coastal community. Whether you're searching for your dream beachfront home or planning a relaxing vacation getaway, Love Sand is here to help make your real estate and travel dreams a reality. Contact us today to experience the beauty and charm of Nantucket with Love Sand.

Compass Rose Real Estate, Inc. is a premier real estate agency located at 137A Orange Street in the charming town of Nantucket, Massachusetts. Specializing in luxury properties and vacation rentals, our experienced team of agents is dedicated to helping clients find their dream home or perfect getaway. Whether you are looking to buy, sell, or rent, Compass Rose Real Estate, Inc. is committed to providing exceptional service and personalized attention to meet your real estate needs. Contact us today to begin your journey towards finding the perfect property in Nantucket.

ACK Distinctive Properties, LLC is a premier real estate agency located at 189 Eel Point Road in the beautiful town of Nantucket, Massachusetts. Specializing in luxury properties and waterfront estates, our experienced team of agents is dedicated to providing top-notch service and helping clients find their dream homes. Whether you are looking to buy, sell, or rent a property on the island, ACK Distinctive Properties, LLC is here to assist you every step of the way. Contact us today to learn more about our exclusive listings and personalized real estate services.

Great Point Properties is a reputable real estate agency and travel agency located at 1 North Beach Street in Nantucket, Massachusetts, United States. With a strong leadership team and deep connections within the community, we specialize in Nantucket real estate services. Whether you are looking to buy or sell a home on Nantucket or searching for a vacation rental for 2024, we are here to assist you every step of the way. Nantucket is known for its pristine beaches, vibrant local food scene, and timeless charm, making it a highly desirable destination for both residents and visitors. From the moment you arrive on the island, you are transported to a place of beauty and tranquility. Our team is dedicated to helping clients navigate the Nantucket real estate market with confidence, providing top-notch service and expertise.

Centre Street Realty is a real estate agency located at 34 Centre Street in Nantucket, Massachusetts, United States. As a leading end-to-end real estate software platform, we offer a comprehensive suite of tools including CRM, Back Office, Lead Generation, Marketing, and more to make every step from search to sold an intelligent and seamless experience. Our partnership with Propertybase and Lone Wolf allows us to provide IDX websites, CRM, and back office tools that help real estate professionals meet the demands of today’s challenges. We take the hustle out of deal hunting and generate quality leads at scale through professional ad campaigns. Technology will never replace the value of real estate agents, but Propertybase provides the tools needed to automate time-consuming tasks, reach more consumers, and drive your business forward. Our software is designed to drive collaboration and performance, making it the ideal platform to grow your brand.

Congdon & Coleman Real Estate is a reputable real estate agency located at 57 Main Street in the picturesque town of Nantucket, Massachusetts. With a team of experienced professionals, they specialize in helping clients buy, sell, and rent properties in this charming coastal community. Whether you are looking for a vacation home or a year-round residence, their knowledgeable agents are dedicated to providing exceptional service and finding the perfect property to meet your needs. Trust Congdon & Coleman Real Estate to help you navigate the real estate market on beautiful Nantucket Island.

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.