TOP 10 Best Private cottages in Nantucket, Massachusetts

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 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.

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.

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.

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.

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.

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.

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:

Located at 6 North Beach Street in Nantucket, Massachusetts, The Brant is a luxurious lodging institution that offers a unique and unforgettable island experience. Situated in the picturesque Brant Point area, guests can enjoy the convenience of being just minutes away from downtown and steps from the beach. The Brant redefines Nantucket hospitality with its exclusive amenities, impeccable design, and intuitive service. With a variety of room types to choose from, guests can personalize their stay to their preferences. Whether you prefer a room with a kitchenette for longer visits, a lofted ceiling, or a private porch, The Brant has everything you need to make your stay comfortable.

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.

Chase's Ocean Grove is a historic institution located at 251 Old Wharf Road in Dennis, Massachusetts, United States. Established in 1930 by Arthur and Ethel Chase, this seaside retreat offers 1,000 feet of private beach on Nantucket Sound for autoists with camping equipment to enjoy. The charming villages of East Dennis, Dennis, and South Dennis boast scenic historic districts from the whaling days, while Dennis Port and West Dennis feature tranquil tree-lined streets. With sixteen beautiful beaches along Nantucket Sound and Cape Cod Bay, residents and visitors can relax and enjoy the warm waters. Recreation trails and well-developed business districts provide ample opportunities for leisure and convenience. If you are a resident or owner, access the resident portal through the link below for community updates and information.

Sankaty Head Golf Club is a prestigious golf institution located at 100 Sankaty Road in Nantucket, Massachusetts, United States. This historic club offers a challenging and scenic 18-hole golf course with stunning views of the surrounding landscape. With a rich tradition and top-notch facilities, Sankaty Head Golf Club provides a premier golfing experience for members and guests alike. Whether you are a seasoned golfer or a beginner, this club offers a welcoming and inclusive environment for all levels of players. In addition to the golf course, the club also features a clubhouse, pro shop, and dining options for a complete and enjoyable experience. Come and experience the beauty and excellence of Sankaty Head Golf Club on your next visit to Nantucket.

Located at 111 Ocean Street in Barnstable, Massachusetts, HI Hyannis Hostel is a charming lodging option perfect for those looking to explore Cape Cod, Nantucket, and Martha’s Vineyard. Open from May 15 to September 23, 2024, this harbor-side cottage hostel offers sunny rooms and cool breezes, creating a peaceful atmosphere for guests to unwind. Conveniently situated just a short walk from Main Street, HI Hyannis is also a gateway to the rest of the Cape and Islands. Guests can easily catch a ferry across the street to visit Martha’s Vineyard and Nantucket, making it the ideal location for those looking to explore the surrounding area.

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.

Located on 300 feet of private beachfront overlooking the Nantucket Sound in Dennis Port, MA, Edgewater Beach Resort offers a fully renovated 76-room resort for year-round enjoyment. Whether you're looking for a summer escape or a cozy winter retreat, Edgewater Beach Resort has something for everyone. Vacation ownership options allow guests to return to the same unit each year or explore other locations through exchange partners. The resort prides itself on ongoing maintenance and renovations to ensure a relaxing and enjoyable experience for all guests.

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.

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.

White Elephant Resorts is a luxurious and exclusive institution located at 10 Amelia Drive in the charming island of Nantucket, Massachusetts. As a premier lodging, real estate, and travel agency, White Elephant Resorts offers unparalleled services and accommodations for discerning travelers looking for a truly unforgettable experience. Whether you are looking for a relaxing vacation rental, a stunning waterfront property to purchase, or assistance in planning your dream getaway, White Elephant Resorts provides top-notch service and unparalleled expertise to ensure your stay is nothing short of perfection. Immerse yourself in the beauty and luxury of Nantucket with White Elephant Resorts.

The Summer House Restaurant is a renowned establishment located at 17 Ocean Avenue in Siasconset, Massachusetts, United States. It is part of the Summer House Cottages overlooking the Atlantic, offering guests a unique and luxurious experience. The restaurant is known for its exceptional dining experience, with The Summer House Restaurant overlooking the ocean and featuring a famous piano bar. Additionally, guests can enjoy dining at The Beachside Bistro, nestled in the dunes on the beach for a one-of-a-kind experience. The Summer House Nantucket also offers a boutique hotel experience with individual cottages, as well as two unique rental homes in Quidnet and the exclusive Monomoy neighborhood. All guests have access to the Summer House beach and pool in Sconset, making it a truly unforgettable destination.

LivNantucket is a premier real estate agency located at 37 Main Street in the charming town of Nantucket, Massachusetts. Our dedicated team of professionals specializes in helping clients find their dream homes on the picturesque island of Nantucket. With a wealth of local knowledge and expertise, we are committed to providing exceptional service and guidance throughout the buying or selling process. Whether you are looking for a quaint cottage or a luxurious waterfront estate, LivNantucket is here to make your real estate dreams a reality. Visit us today and let us help you find your perfect piece of paradise on Nantucket.