TOP 10 Luxury vacation accommodations in Massachusetts

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White Elephant Nantucket is a luxurious lodging institution located at 50 Easton Street in the charming island of Nantucket, Massachusetts. This iconic hotel offers elegant accommodations with stunning views of the harbor and easy access to the island's pristine beaches. With its impeccable service, upscale amenities, and beautiful decor, White Elephant Nantucket is the perfect destination for a relaxing getaway or a special occasion. Whether you're looking for a romantic retreat or a family vacation, this renowned institution promises a memorable stay in one of the most picturesque locations in the United States.

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.

Cliffside Beach Club is a luxurious lodging institution located at 46 Jefferson Avenue in the picturesque town of Nantucket, Massachusetts. Situated right on the beach, guests can enjoy stunning ocean views and easy access to the sandy shores. The club offers a range of upscale accommodations, from elegant rooms to spacious suites, all designed to provide a comfortable and relaxing stay. Guests can also take advantage of the on-site amenities, including a swimming pool, fitness center, and fine dining restaurant. Whether you're looking for a romantic getaway or a family vacation, Cliffside Beach Club provides the perfect retreat for those seeking a peaceful and rejuvenating experience by the sea.

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.

21 Broad is a chic and stylish lodging institution located at 21 Broad Street in Nantucket, Massachusetts. This urban-inspired hotel seamlessly blends the vibrant energy of Nantucket's historic neighborhood with modern interior design, offering guests a unique and luxurious escape. From spinning tunes on the turntable to relaxing on the back deck around the fire pit, 21 Broad pampers guests with unexpected luxuries. The newly renovated Swain House at 21 Broad offers five distinct rooms and suites, providing a private and exclusive retreat for families and friends. With 27 modern accommodations featuring luxury linens and a range of amenities, 21 Broad is the perfect choice for discerning travelers looking to stay in the heart of Nantucket. Just two blocks from the Steamship Authority ferry terminal, this hotel is conveniently located in the bustling center of town.

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.

Winthrop Hotels & Resorts is a luxurious lodging institution located at 18 Amelia Drive in the beautiful island of Nantucket, Massachusetts, United States. Offering top-notch hospitality services, exquisite accommodations, and breathtaking views, Winthrop Hotels & Resorts is the perfect destination for those seeking a relaxing and indulgent getaway. With a prime location near the beach and various attractions, guests can enjoy a memorable stay filled with comfort and convenience. Whether you are looking for a romantic retreat, a family vacation, or a weekend escape, Winthrop Hotels & Resorts is the ideal choice for a truly unforgettable experience.

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.

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 Periwinkle Inn, located at 9 North Water Street in Nantucket, Massachusetts, has been reimagined by Nantucket Looms to offer a charming and luxurious lodging experience. This historic 1830s whaling-era inn on Greek House Row now features a modern design with light and airy fabrics, rattan pieces, and rope textures throughout. The guest rooms, designed by Nantucket Looms, combine historic charm with modern comforts to provide a unique Nantucket experience. Guests can enjoy a peaceful stay just steps away from dining and shopping in town. The inn offers comfortable beds, friendly staff, and fresh-baked cookies, making it a perfect choice for a relaxing getaway. With its ideal location near the ferry and whaling museum, the Periwinkle Inn is a top choice for visitors to Nantucket Island.

Located in the heart of Nantucket, Massachusetts, the Regatta Inn offers a unique and luxurious lodging experience. Situated at 78 Centre Street, this iconic Nantucket luxury boutique hotel is part of the Nantucket Resort Collection, along with the Chapman House and Sherburne Inn. The Regatta Inn boasts enchanting gardens, where guests can relax and breathe in the delicious island aroma. Each of the 17th-century buildings has been beautifully restored and furnished with modern coastal design, combining antique charm with modern elegance.

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.

29 Fair Street Inn is a charming and cozy lodging located in the heart of Nantucket, Massachusetts. Situated at the address 29 Fair Street, this historic inn offers a peaceful retreat for guests looking to experience the beauty and charm of Nantucket. With comfortable rooms, friendly staff, and a convenient location near shops, restaurants, and attractions, 29 Fair Street Inn is the perfect place to stay for a relaxing getaway on the island. Whether you are visiting for a weekend getaway or an extended vacation, you will feel right at home at this lovely inn.

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.

Nantucket Inns is a charming lodging establishment located at 9 North Water Street in the picturesque island of Nantucket, Massachusetts. As a combination of a lodging, real estate, and travel agency, Nantucket Inns offers a unique experience for guests looking to explore the beauty of the island. With comfortable accommodations, personalized real estate services, and expert travel assistance, Nantucket Inns is the perfect destination for those seeking a memorable stay on Nantucket.

The Manor House Inn is a charming lodging establishment located at 31 Centre Street in the picturesque town of Nantucket, Massachusetts. This historic inn offers a cozy and inviting atmosphere for guests looking to experience the beauty and charm of Nantucket. The Manor House Inn features comfortable rooms, delicious breakfast options, and friendly staff to ensure a memorable stay for all visitors. With its convenient location in the heart of Nantucket, guests can easily explore the island's beaches, shops, and attractions. Whether you're visiting for a weekend getaway or a longer vacation, the Manor House Inn is the perfect place to relax and unwind in Nantucket.

The Centerboard Nantucket is a charming lodging establishment located at 8 Chester Street in the picturesque island of Nantucket, Massachusetts. This cozy inn offers a serene and relaxing atmosphere for guests to enjoy during their stay. With comfortable accommodations and a convenient location near the island's attractions, The Centerboard Nantucket is the perfect choice for those looking for a peaceful retreat. Whether you are visiting for a weekend getaway or an extended vacation, this institution provides a welcoming and comfortable stay for all guests.

Life House, Nantucket is a charming lodging institution located at 10 Cliff Road in the picturesque island of Nantucket, Massachusetts. This cozy retreat offers guests a peaceful and relaxing getaway in a beautiful seaside setting. With comfortable accommodations, friendly staff, and a convenient location near the island's attractions, Life House is the perfect place to unwind and enjoy all that Nantucket has to offer. Whether you're looking for a romantic escape or a family vacation, Life House provides a welcoming and inviting atmosphere for all guests. Experience the charm and hospitality of Nantucket at Life House.

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.

Carlisle House Inn is a charming lodging located at 26 North Water Street in the picturesque town of Nantucket, Massachusetts. This historic inn offers a cozy and comfortable stay for guests looking to experience the beauty and charm of Nantucket. The inn features beautifully decorated rooms, modern amenities, and a warm and welcoming atmosphere. Guests can enjoy a delicious breakfast each morning and relax in the peaceful surroundings of the inn's garden. With its convenient location near the waterfront and local attractions, Carlisle House Inn is the perfect choice for a relaxing getaway in Nantucket.

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 10 Gay Street in Nantucket, Massachusetts, the Sherburne Inn is a luxurious boutique hotel that offers a unique blend of antique charm and modern elegance. Guests can choose from accommodations in the Chapman House, Regatta Inn, or the Sherburne Inn, each with its own distinct personality. The 17th-century buildings have been beautifully restored and furnished with modern coastal design, creating a serene and inviting atmosphere for guests to relax and unwind. The enchanting gardens surrounding the inn provide a peaceful retreat, allowing guests to breathe in the delicious island aroma and enjoy the beauty of Nantucket.

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.

Lake Farm Boarding Kennels is a premier pet boarding facility located in the picturesque town of Orleans, Massachusetts. Situated at 53 Finlay Road, our institution offers top-notch care and accommodations for your furry friends while you are away. Our experienced staff provides personalized attention to each pet, ensuring they feel comfortable and loved during their stay. With spacious outdoor play areas, cozy sleeping quarters, and a variety of amenities, Lake Farm Boarding Kennels is the perfect home away from home for your beloved pets. Visit us today and see why we are the leading choice for pet boarding in the United States.

The Gaslamp Bed & Breakfast is a charming lodging establishment located at 97 Bradford Street in the picturesque town of Provincetown, Massachusetts. This cozy bed and breakfast offers comfortable accommodations and personalized service in a historic setting. Guests can enjoy a relaxing stay in beautifully decorated rooms, a delicious homemade breakfast each morning, and convenient access to the many attractions and activities in the area. Whether you are visiting for a romantic getaway or a weekend retreat, The Gaslamp Bed & Breakfast is the perfect choice for a memorable stay in Provincetown.

The Ravenwood Inn is a charming lodging establishment located at 462 Commercial Street in the picturesque town of Provincetown, Massachusetts. Nestled in the heart of this historic seaside community, the inn offers guests a cozy and welcoming atmosphere with comfortable accommodations and personalized service. Whether you are looking for a relaxing getaway or a romantic retreat, the Ravenwood Inn is the perfect destination for your next vacation. Immerse yourself in the rich history and natural beauty of Provincetown while enjoying all the amenities and comforts of home at the Ravenwood Inn.

Sunset Inn is a charming lodging establishment located at 142 Bradford Street in the picturesque town of Provincetown, Massachusetts. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests to relax and unwind. The Sunset Inn is the perfect choice for those looking for a peaceful retreat near the beach and other attractions in the area. With its convenient location and friendly staff, guests can enjoy a memorable stay at this lovely institution.