TOP 30 Nantucket vacation rentals in Dennis, Massachusetts

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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.

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.

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.

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.

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.