TOP 30 Nantucket luxury properties in Nantucket, Massachusetts

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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.

Faraway Nantucket is a charming lodging institution located at 29 Centre Street in the picturesque island of Nantucket, Massachusetts. This cozy retreat offers a peaceful and tranquil atmosphere, perfect for those looking to escape the hustle and bustle of everyday life. The accommodations at Faraway Nantucket are comfortable and inviting, providing guests with a home away from home during their stay. With its convenient location in the heart of Nantucket, guests can easily explore the island's many attractions, including beautiful beaches, historic sites, and charming shops and restaurants. Whether you're seeking a romantic getaway or a relaxing vacation with family and friends, Faraway Nantucket is the perfect choice for your next escape.

The Cottages at Nantucket Boat Basin is a charming lodging option located at 24 Old South Wharf in Nantucket, Massachusetts. This unique institution offers cozy cottages with stunning views of the marina, perfect for a relaxing getaway. As a real estate agency, they also offer opportunities to invest in waterfront properties in this picturesque location. Additionally, as a travel agency, they can help plan your dream vacation to Nantucket, ensuring a memorable experience. Whether you're looking for a weekend retreat or a long-term investment, The Cottages at Nantucket Boat Basin has everything you need for a perfect stay in this beautiful coastal town.

Nantucket.House is a prestigious real estate and travel agency located on Hinckley Lane in the charming island of Nantucket, Massachusetts, United States. Our agency specializes in luxury rentals on Nantucket Island, offering a range of exquisite properties for your perfect getaway. Here are some of the features and amenities of our Nantucket Island rentals:

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.

Pilgrims Bliss Nantucket Vacation Home Rental is a luxurious and spacious accommodation located at 27 Pilgrim Road in Nantucket, Massachusetts, United States. This real estate and travel agency offers a main house and guest house that can accommodate up to 24 guests, making it perfect for large families or groups. The property features a heated salt water pool, a pond filled with ducks, a large yard, and is just a short stroll away from town and beaches. The newly updated "Pilgrim's Bliss" provides a unique combination of comfort and convenience, with a 6 bedroom main house and guest house, outdoor living areas, fireplaces, and a private flower-lined path leading to a peaceful pond. The property offers privacy from tall trees and hedges, creating a calm and luxurious setting for guests to enjoy.

JPFCO Nantucket Real Estate is a reputable real estate agency located in the heart of Nantucket, Massachusetts. Our team of experienced professionals is dedicated to helping clients buy, sell, or rent properties on this beautiful island. Whether you are looking for a charming beachfront cottage or a luxury estate, we have the expertise to assist you in finding your dream home. Visit us at 19 Centre Street to learn more about our services and to start your real estate journey in Nantucket.

Nantucket Accommodations is a reputable real estate and travel agency located at 1 Macys Lane in Nantucket, Massachusetts, United States. We specialize in providing top-quality accommodations for visitors to this charming island destination. Whether you are looking for a cozy cottage, a luxurious beachfront property, or a convenient downtown apartment, we have a wide range of options to suit your needs. Our dedicated team of professionals is committed to helping you find the perfect place to stay during your time in Nantucket. Contact us today to start planning your dream vacation!

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.

Atlantic East Nantucket Real Estate is a prestigious real estate agency located at 82 Easton Street in the charming island town of Nantucket, Massachusetts. Specializing in luxury properties and waterfront estates, our team of experienced agents are dedicated to helping clients find their dream home or investment property in this idyllic coastal community. With a strong reputation for integrity, professionalism, and personalized service, Atlantic East Nantucket Real Estate is the go-to agency for those seeking to buy or sell real estate on Nantucket Island.

Jordan Real Estate | Nantucket Real Estate is a premier real estate agency located at 8 Federal Street in the picturesque town of Nantucket, Massachusetts. Specializing in luxury properties, waterfront homes, and charming cottages, our team of experienced agents are dedicated to helping clients find their dream home on this idyllic island. With a deep knowledge of the local market and a commitment to customer service, Jordan Real Estate | Nantucket Real Estate is the go-to destination for those looking to buy or sell real estate in Nantucket. Visit us today and let us help you find your slice of paradise.

Douglas Elliman Nantucket, MA is a prestigious real estate agency located at 12 Oak Street in the charming island town of Nantucket, Massachusetts. With a team of experienced and knowledgeable real estate professionals, Douglas Elliman Nantucket specializes in helping clients buy, sell, and rent luxury properties in this exclusive coastal community. Whether you are looking for a waterfront estate, a historic home in the heart of town, or a secluded retreat, the agents at Douglas Elliman Nantucket are dedicated to providing personalized service and expert guidance to help you find your dream home on this beautiful island.

Nantucket Island Resorts is a premier lodging destination located at 10 Amelia Drive in Nantucket, Massachusetts, United States. Nestled on the picturesque Nantucket Island, this institution offers luxurious accommodations, world-class amenities, and unparalleled hospitality. Guests can enjoy stunning views of the island, relax on pristine beaches, and explore charming shops and restaurants nearby. Whether you're looking for a romantic getaway, a family vacation, or a corporate retreat, Nantucket Island Resorts provides the perfect setting for an unforgettable experience.

Nantucket Retreats by Sea & Ski Hospitality is a premier real estate and travel agency located at 1 Macys Lane in the picturesque island of Nantucket, Massachusetts. Specializing in luxury accommodations and vacation rentals, our team of experienced professionals is dedicated to providing top-notch service and personalized experiences for our clients. Whether you're looking for a beachfront property or a cozy mountain retreat, Nantucket Retreats by Sea & Ski Hospitality has the perfect destination for your next getaway. Visit us today and let us help you plan your dream vacation.

Winwood Nantucket LLC is a premier real estate and travel agency located in the picturesque town of Nantucket, Massachusetts. Our team of experienced professionals is dedicated to helping clients find their dream vacation rental or investment property on the island. Whether you're looking for a cozy beachfront cottage or a luxurious estate, we have the expertise to guide you through the buying or renting process. Visit us at 8 Aurora Way to start your Nantucket adventure today!

Located at 135 South Shore Drive in Yarmouth, Massachusetts, Seaside Cottages offers a relaxing getaway on the oceanfront with a private beach overlooking Nantucket Sound. Our five-acre cottage colony is the perfect destination for couples and families looking to unwind and enjoy the beauty of Cape Cod. When you book directly with us, you won't have to worry about any additional booking or cleaning fees. Take advantage of our May special - stay 2 nights and get the 3rd night free! Or plan your fall getaway with our fall special - stay 2 nights and get the 3rd night 50% off. Just make sure to book online and note that blackout dates apply.

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.

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.

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.

Located at 20 North Water Street in Nantucket, Massachusetts, The Chapman House is a stylish boutique bed and breakfast offering a unique blend of modern design and historic charm. Built in 1830, this property features 14 rooms with king or queen-size beds, each decorated with clean lines, crisp colors, and decorative fireplaces for a touch of sophistication. Guests can relax in the common patio area throughout the day, or retreat to their smaller-side guest room with a queen bed, fine linens, AC, and WiFi access. Some rooms also feature custom drapes, padded headboards, and private baths with stand-alone showers.

Located at 1 Lighthouse Inn Road in Dennis, Massachusetts, the Lighthouse Inn is a charming lodging institution that has been welcoming guests for 86 seasons. Opening on May 24th, 2024, this historic inn on Cape Cod offers a nostalgic escape to a simpler time. Nestled on nine acres of oceanfront property, the Lighthouse Inn boasts a private sandy beach, heated pool, tennis courts, and a full-service restaurant with stunning views of the ocean. Perfectly situated along the tranquil shores of Nantucket Sound, this inn provides a secluded and relaxing retreat for guests seeking a classic Cape Cod experience. Whether you're looking to unwind with refreshing ocean breezes or participate in family-friendly activities, the Lighthouse Inn has something for everyone.

Kingfisher Harwich Port is a newly renovated lodging institution located at 1 Braddock Street in Harwich, Massachusetts, United States. Situated just steps away from Bank Street Beach and a short walk from the shops and restaurants in Harwich Port, our hotel offers guests a relaxing Cape Cod vacation experience. Our clean, updated rooms feature modern amenities such as free WiFi, individual A/C, flat screen TV with DirecTV channels, microwave, Keurig coffee maker, and mini-fridge. During your stay, you can enjoy the convenience of receiving a welcome text by 4pm on the day of your arrival, allowing you to access your room without the need to stop at the office. Complimentary onsite parking is available with a parking pass provided in your room. Housekeeping is provided by request only, ensuring that you can relax without interruptions.

Located in the picturesque town of Harwich, Massachusetts, the Winstead Inn And Beach Resort offers a truly unique Cape Cod vacation experience. With two properties to choose from, guests can enjoy the charm of the inn in Harwich Center or the beachfront resort in Harwich Port. The Winstead Inn features elegant rooms individually decorated for a luxurious stay, with amenities such as a swimming pool, beautiful grounds, and a spacious great room. Guests can also take advantage of the private beach at the Beach Resort, just a short shuttle ride away.

Blue Water Resort, located at 291 South Shore Drive in Yarmouth, Massachusetts, is a vibrant beachfront getaway for those seeking joyful thrills and memorable experiences. Nestled on the Nantucket Sound, this resort offers a range of activities from boogie boarding to enjoying delicious lobster rolls and colorful drinks at the beachside tiki bar. With its enviable location steps away from the shore, guests can indulge in sunrise strolls, afternoon dips, and sunset walks on the beach. The resort's South Yarmouth location on South Shore Drive offers picturesque views, sandy beaches, and a taste of the coastal lifestyle. Guests can choose from a variety of accommodations, including dog-friendly rooms, family suites, and chic accessible rooms. With access to the beaches, pools, and activities at all properties, including the nearby Riviera Beach Resort, guests can truly make the most of their Cape Cod adventure.

Red Jacket Beach Resort & Spa is a luxurious lodging institution located at 1 South Shore Drive in Yarmouth, Massachusetts, United States. Nestled along a pristine private shoreline, the resort is the flagship property of a collection that offers spacious rooms and vacation cottages perfect for couples, groups, and anyone seeking a Cape Cod experience filled with coastal comforts. Situated by the beautiful banks of Parker's River in South Yarmouth, Red Jacket Beach Resort boasts panoramic vistas that combine the expansive beauty of the ocean with the picturesque sights of the river. As the central hub for indulgence and notable amenities, the resort offers unparalleled hospitality and a curated menu of distinctive treatments at the on-site spa.

16 Somerset Ln Apt rear is a charming apartment located at 16 Somerset Lane in the beautiful town of Nantucket, Massachusetts. This cozy rear unit offers a peaceful and private living space, perfect for those looking for a quiet retreat. With its convenient location, residents can easily access all the amenities and attractions that Nantucket has to offer. Whether you're looking for a relaxing getaway or a comfortable home base, 16 Somerset Ln Apt rear is the ideal choice.

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.

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.

Low Tide is a reputable real estate and travel agency located at 9 Green Hollow Road in the charming town of Nantucket, Massachusetts. Specializing in beachfront properties and vacation rentals, our experienced team is dedicated to helping clients find their dream homes or plan the perfect getaway. Whether you're looking to buy or rent, Low Tide offers personalized services to meet your specific needs. With a deep understanding of the local market and a passion for providing exceptional customer service, we strive to make the process of buying, selling, or renting a property as smooth and enjoyable as possible. Visit us at our office or contact us today to learn more about how Low Tide can help you achieve your real estate or travel goals.

Maury People Sotheby's International Realty is a prestigious real estate agency located at 37 Main Street in Nantucket, Massachusetts, United States. With a reputation for excellence and luxury, they specialize in helping clients buy and sell high-end properties on the beautiful island of Nantucket. Whether you are looking for a vacation home, investment property, or primary residence, their team of experienced agents are dedicated to providing exceptional service and expertise in the local real estate market. Visit Maury People Sotheby's International Realty to find your dream property in Nantucket.