The 30 Best Comfortable city living in Nantucket, Massachusetts

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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.

Housing Nantucket is a non-profit organization located at 75 Old South Road in Nantucket, Massachusetts. Our mission is to provide affordable housing options for residents of Nantucket, ensuring that everyone has a safe and comfortable place to call home. We offer a variety of housing programs and services to meet the needs of our community, including rental assistance, affordable housing developments, and homeowner education. Our dedicated team works tirelessly to help individuals and families find housing solutions that fit their unique circumstances. Visit us today to learn more about how Housing Nantucket is making a difference in the lives of those in our community.

Nantucket Pool & Spa Center is a premier general contractor and store located at 1 Hanabea Lane in Nantucket, Massachusetts. We specialize in providing high-quality pool and spa services, including installation, maintenance, and repair. Our experienced team is dedicated to helping you create the perfect backyard oasis for relaxation and enjoyment. Visit us today to explore our extensive selection of pool and spa products, accessories, and equipment. Let Nantucket Pool & Spa Center bring luxury and comfort to your home.

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.

Anchor Inn is a charming and historic lodging institution located at 66 Centre Street in Nantucket, Massachusetts. Situated next to the historic Old North Church on Centre Street, our 13-room bed and breakfast retains a special character and scale true to the period of our historic inn. Each guest room at our Nantucket B&B is named after Whaling Ships that used to come into Nantucket, adding to the unique experience. Discover a variety of activities and places to explore on the island just minutes away from our Nantucket bed and breakfast. By booking directly with us, guests can receive the best available rate for their stay. Our location is perfect, offering comfortable and quaint rooms that are incredibly clean. Guests can enjoy a delicious breakfast on the enclosed porch to start their day off right.

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.

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.

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.

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.

Perfect Cape Escape, Vacation Rental is a charming retreat located at 4 Coffey Lane in Dennis, Massachusetts. This real estate and travel agency offers a bright and spacious open concept with 4 beautiful bedrooms, perfect for a relaxing getaway. The large entertaining deck overlooks the expansive backyard, complete with a stone fire pit and outdoor shower for ultimate relaxation. Situated just minutes away from Swan Pond, Main Street, and Nantucket Sound, this vacation rental is in the perfect location for exploring all that Cape Cod has to offer. The property is nestled in a quiet and friendly residential neighborhood, just off route 28. Guests can easily walk to kayaking on Swan Pond River or grab a coffee at Dunkin Donuts. Within a short drive, guests can enjoy the beautiful beaches of Dennis, such as South Village Beach and Sea Street Beach. Nearby convenience stores, shopping plazas, and a variety of shops make it easy to find everything you need for a comfortable stay.

Brant Point Grill is a charming institution located at 50 Easton Street in Nantucket, Massachusetts. This establishment offers a unique blend of bar, food, lodging, and restaurant services, making it a one-stop destination for visitors looking for a memorable dining experience. With its cozy atmosphere and impeccable service, Brant Point Grill is the perfect place to enjoy delicious meals, refreshing drinks, and comfortable accommodations while exploring the beautiful island of Nantucket. Whether you're looking for a casual meal or a special occasion celebration, Brant Point Grill is sure to exceed your expectations.

Island Carpet is a premier home goods store located at 82 Old South Road in the charming town of Nantucket, Massachusetts. Our store offers a wide selection of high-quality carpets and rugs to enhance the beauty and comfort of your home. Whether you're looking to add a touch of luxury to your living room or want to cozy up your bedroom with a plush rug, Island Carpet has everything you need to transform your space. Visit us today and let our friendly staff help you find the perfect flooring solution for your home.

A & J Drapery and Upholstery LLC is a premier furniture and home goods store located at 2 Seikinnow Place in Nantucket, Massachusetts. With a wide selection of drapery, upholstery, and home decor items, our store offers high-quality products to enhance the style and comfort of your living space. Whether you're looking to revamp your furniture or add a touch of elegance to your home, our experienced team is here to assist you in finding the perfect pieces to suit your taste and needs. Visit us today and discover the endless possibilities for transforming your home into a cozy and stylish sanctuary.

Christopher's Home Furnishings is a premier furniture and home goods store located at 8 Washington Street in Nantucket, Massachusetts. Our store offers a wide selection of high-quality furniture, decor, and accessories to help you create the perfect living space. Whether you are looking for a new sofa, dining table, or decorative accent pieces, our knowledgeable staff is here to assist you in finding the perfect pieces to suit your style and budget. Visit us today and let Christopher's Home Furnishings help you turn your house into a home.

Welcome to A Gallagher Building Company, your trusted general contractor located at 690 Main Street, Suite Two, Norwell, Massachusetts. We specialize in crafting homes that blend the rich heritage of New England architecture with modern design elements. Inspired by Nantucket’s shipbuilding roots and classic charm, our projects feature unpretentious cedar shingles and evoke the serene beauty of coastal living. Our recent work has been recognized in multiple features, showcasing our passion and dedication to the craft. From the Dutch colonial gambrel combined with the simplicity of a Cape Cod cottage to reimagined traditional colonials, our homes are designed to make a statement while honoring New England's architectural legacy.