TOP 30 Best Luxury cottages in Nantucket, Massachusetts

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.

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.

Located at 1 Miller Lane in Nantucket, Massachusetts, the Nantucket Inn offers modern amenities with the charm of a traditional inn. Since 1986, this family-friendly resort has been providing guests with a superior experience at a reasonable value. Enjoy a drink at the bar or take a swim in the island's only hotel with an indoor pool. With complimentary shuttle services to downtown Nantucket, a tennis court, and a fitness center, there are exciting inclusions at every corner. Stay in comfort at this cozy New England hideaway with lower room rates and no resort fees. By booking directly, you'll receive the best available rate guaranteed and access to exclusive packages. Relax by the pool, the island's only hotel with a heated indoor swimming pool, no matter the season.

Located in the heart of Nantucket, Massachusetts, the Nantucket Resort Collection offers a luxurious and enchanting experience for guests. With three unique accommodations to choose from - Chapman House, Regatta Inn, and Sherburne Inn - guests can immerse themselves in the island's rich history while enjoying modern coastal design. Each of our 17th-century buildings has been meticulously restored and furnished to provide a perfect blend of antique charm and modern elegance. Whether you are looking for a romantic getaway, a family vacation, or a corporate retreat, our boutique hotel collection has something for everyone.

The Nantucket Hotel & Resort is a historic lodging institution located at 77 Easton Street in Nantucket, Massachusetts, United States. Situated in the charming Brant Point neighborhood, it is just steps away from downtown Nantucket and a short bike ride from the beach. As Nantucket's only year-round hotel, The Nantucket Hotel offers warm hospitality and a range of amenities for guests to enjoy. Guests can choose from elegant 1-4 bedroom suites and cottages with luxurious touches and ocean views. The hotel features two heated pools, a children's program, concierge services, and shuttle service to Jetties Beach and around town. Dining options include Breeze and Sailor’s Valentine, offering a mix of nostalgia and contemporary flair.

The Beachside Hotel in Nantucket, Massachusetts is a charming lodging option located at 30 North Beach Street. With a focus on relaxation and good vibes, our newly renovated rooms and suites offer a stylish and comfortable retreat. Guests can enjoy exclusive access to The Swim Club, where they can grab a drink or snack by the pool or on a bar stool. Our convenient location is just a 10-minute walk to Jetties Beach and the Nantucket Ferry, and a 12-minute drive to Nantucket Airport. Whether you're looking for a place to unwind or add a playful spin to your island adventures, the Beachside Hotel is the perfect choice. Contact us at 1 [833] 670 1475 or hello@thebeachside.com.

Harborview Nantucket is a charming lodging establishment located at 24 Washington Street in the picturesque island of Nantucket, Massachusetts. This cozy inn offers guests a relaxing and comfortable stay in the heart of Nantucket, with easy access to the island's attractions, shops, and restaurants. The rooms at Harborview Nantucket are tastefully decorated and equipped with modern amenities to ensure a pleasant stay. Guests can enjoy the beautiful views of the harbor from the inn's waterfront location. Whether you are visiting Nantucket for a romantic getaway or a family vacation, Harborview Nantucket provides a welcoming and peaceful retreat for all guests.

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.

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.

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:

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.

William Raveis Real Estate - Nantucket is a premier institution located at 17 Main Street in the charming island town of Nantucket, Massachusetts. Specializing in finance, insurance, real estate, and travel services, this institution offers a comprehensive range of services to meet the diverse needs of its clients. With a team of experienced professionals and a reputation for excellence, William Raveis Real Estate - Nantucket is a trusted partner for those looking to buy, sell, or rent property on this picturesque island. Whether you are in need of financial advice, insurance coverage, real estate expertise, or travel assistance, you can rely on William Raveis Real Estate - Nantucket to provide top-notch service and personalized solutions.

Sanford & Sanford is a reputable Nantucket real estate agency located at 5 Catherine Lane in Nantucket, Massachusetts. With years of experience in the industry, they specialize in helping clients find their dream homes or investment properties on the beautiful island of Nantucket. Whether you are looking to buy, sell, or rent a property, their team of dedicated agents is committed to providing exceptional service and personalized attention to meet your specific needs. Trust Sanford & Sanford to make your real estate experience on Nantucket a seamless and rewarding one.

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.

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 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.

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 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.

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.