TOP 30 Private guesthouse in Nantucket, Massachusetts

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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.

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.