TOP 30 Best Luxury stay in Provincetown, Massachusetts

The Cape Codder Guest House is a charming lodging establishment located at 570 Commercial Street in the picturesque town of Provincetown, Massachusetts. This cozy guest house offers a warm and welcoming atmosphere, perfect for a relaxing getaway on Cape Cod. Guests can enjoy comfortable accommodations, friendly service, and a convenient location near the beach, shops, and restaurants. Whether you're looking for a romantic retreat or a fun-filled vacation, the Cape Codder Guest House is the perfect choice for your stay in Provincetown.

Anchor Inn Beach House is a charming lodging located at 175 Commercial Street in the picturesque town of Provincetown, Massachusetts. Situated right by the beach, this cozy inn offers guests a relaxing and comfortable stay with stunning ocean views. The rooms are beautifully decorated and equipped with modern amenities to ensure a pleasant experience. Guests can enjoy a complimentary breakfast each morning and relax on the outdoor patio overlooking the water. With its prime location and welcoming atmosphere, Anchor Inn Beach House is the perfect choice for a beachside getaway in Provincetown.

Truro Beach Cottages, located at 640 Shore Road in Truro, Massachusetts, offers a perfect escape for those looking to relax and unwind by the beach. Guests have raved about the cleanliness of the cottages, especially during these Covid times, and many have returned for another stay. The property is pet-friendly, making it a great option for those looking to bring their furry friends along for a vacation. The cottages provide a comfortable and stylish stay, with new flooring, kitchens, bathrooms, and mini-split AC systems. Guests can relax on the deck chairs and enjoy the stunning views of the dunes and the Atlantic Ocean. A short drive to downtown Truro and Provincetown offers a variety of activities, including art galleries, watersports, dining, and shopping.

The Red Inn is a charming lodging establishment located at 15 Commercial Street in the picturesque town of Provincetown, Massachusetts. Situated on the waterfront, this historic inn offers guests a unique and cozy accommodation experience. With stunning views of the harbor and a convenient location near shops, restaurants, and attractions, The Red Inn is the perfect place to stay for a relaxing getaway in Cape Cod. The inn features comfortable rooms, a gourmet restaurant, and welcoming staff who are dedicated to providing exceptional service to all guests. Whether you're looking for a romantic retreat or a family vacation, The Red Inn is sure to exceed your expectations.

Watership Inn is a charming lodging establishment located at 7 Winthrop Street in the picturesque town of Provincetown, Massachusetts. Situated in the United States, this quaint inn offers cozy accommodations and a warm, welcoming atmosphere for guests to enjoy. With comfortable rooms and a convenient location near the town's attractions, Watership Inn is the perfect choice for a relaxing getaway in Cape Cod. Whether you're visiting for a weekend retreat or an extended vacation, you'll love the hospitality and charm of Watership Inn.

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 Breakwater Hotel is a charming lodging option located at 716 Commercial Street in Provincetown, Massachusetts. Offering rooms with stunning views of Provincetown Harbor and Long Point Lighthouse, this hotel is the perfect retreat for those looking to relax and unwind by the water. Step into your room and be greeted by panoramic picture windows that showcase the beauty of Cape Cod Bay. Open the full-view glass panel door and step out onto your private deck with seating, where you can enjoy coffee at sunrise or alfresco hors d’oeuvres at sunset. Many rooms offer direct water views, allowing you to take in the natural beauty of the famous Provincetown tidal flats right in front of the hotel.

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.

The Boatslip Resort & Beach Club is a charming lodging establishment located at 161 Commercial Street in the picturesque town of Provincetown, Massachusetts. Situated right on the waterfront, this resort offers stunning views of the harbor and easy access to the beach. Guests can enjoy comfortable accommodations, a variety of amenities, and excellent service during their stay. Whether you're looking to relax by the pool, explore the town's shops and restaurants, or take part in the vibrant nightlife, the Boatslip Resort & Beach Club is the perfect destination for a memorable getaway.

The Waterford Inn is a charming and elegant lodging establishment located at 386 Commercial Street in the picturesque town of Provincetown, Massachusetts, United States. Situated just steps away from the waterfront, this historic inn offers guests a cozy and comfortable stay in the heart of Cape Cod. With beautifully appointed rooms, a warm and welcoming atmosphere, and impeccable service, The Waterford Inn is the perfect destination for a relaxing getaway. Enjoy stunning views, delicious breakfast options, and easy access to local shops, restaurants, and attractions during your stay at this lovely establishment.

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.

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.

Located at 247 Commercial Street in Provincetown, Massachusetts, The Crown & Anchor is a vibrant institution that offers a unique blend of bar, food, lodging, and restaurant services. This iconic establishment boasts a grand columned portico and tower, making it one of P-town's most recognizable facades. On any given summer night, the Crown & Anchor comes alive with performers from the Cabaret, often in drag, entertaining passers-by with their lively acts. Originally known as the Central House in the mid-19th century, The Crown & Anchor has a rich history rooted in entertainment and hospitality. Over the years, the establishment has evolved into the town's largest entertainment complex, offering a range of amenities for guests to enjoy. From its beginnings as a public hall for shows and entertainment, to its transformation into a hotel with sleeping rooms and a bowling alley, The Crown & Anchor has been a staple in Provincetown for generations.

The Captain's House is a charming lodging establishment located at 350A Commercial Street in the picturesque town of Provincetown, Massachusetts. This historic building exudes character and offers guests a cozy and comfortable stay in a beautiful coastal setting. The Captain's House is known for its warm hospitality, inviting atmosphere, and convenient location near shops, restaurants, and attractions. Whether you're looking for a romantic getaway or a relaxing retreat by the sea, The Captain's House is the perfect choice for your next vacation in Cape Cod.

ShoreWay Acres Inn & Cape Cod Lodging is a charming and historic lodging option located at 59 Shore Street in Falmouth, Massachusetts. This family-owned inn offers a unique glimpse into authentic Cape Cod life, past and present, with a focus on preserving history and tradition. The inn started with nine rooms in a historic sea captain's home built in 1806 and has since expanded to offer 70 rooms with modern amenities. Guests can enjoy a variety of accommodations, from traditional rooms to suites and vacation rentals with full kitchens. The inn is located on one of Falmouth's most historic streets, providing a peaceful and residential atmosphere while still being within walking distance to Falmouth Village and Surf Drive Beach. Nearby attractions include Martha's Vineyard ferries, the Shining Sea Bikeway, and day trips to Plymouth, Hyannis, and Provincetown.

Moffett House Inn is a charming lodging institution located at 296A Commercial Street in the picturesque town of Provincetown, Massachusetts. This historic inn offers comfortable accommodations and personalized service in a cozy and welcoming atmosphere. Guests can enjoy the convenience of being just steps away from the bustling shops, restaurants, and galleries of Provincetown, as well as the beautiful beaches and scenic views of Cape Cod. Whether you are visiting for a romantic getaway, a family vacation, or a solo retreat, Moffett House Inn is the perfect home away from home for your stay in Provincetown.

Aerie House Beach House offers charming accommodations in the heart of Provincetown, Massachusetts. Located at 425 Commercial Street, this cozy lodging option provides a peaceful retreat just steps away from the beach. Guests can enjoy stunning ocean views, comfortable rooms, and a welcoming atmosphere. Whether you're looking for a romantic getaway or a relaxing vacation, Aerie House Beach House is the perfect choice for your stay in Provincetown.

The West End Inn is a charming lodging establishment located at 44 Commercial Street in the picturesque town of Provincetown, Massachusetts. Nestled in the historic West End district, this inn offers a peaceful and relaxing atmosphere for guests to enjoy during their stay. The cozy rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable experience. Guests can also take advantage of the inn's convenient location, just a short walk away from the town's shops, restaurants, and beaches. Whether you are visiting Provincetown for a romantic getaway or a fun-filled vacation, the West End Inn is the perfect place to call home during your stay.

Hideawayhill Accommodations is a premier real estate and travel agency located at 292 Bradford Street in the charming town of Provincetown, Massachusetts. Our agency specializes in providing luxurious and comfortable accommodations for travelers looking to escape the hustle and bustle of everyday life. Whether you are in need of a cozy cottage for a weekend getaway or a spacious beachfront villa for a family vacation, Hideawayhill Accommodations has the perfect property for you. Our dedicated team of professionals is committed to ensuring that your stay is nothing short of spectacular. Book your next vacation with us and experience the ultimate in relaxation and rejuvenation at Hideawayhill Accommodations.

Located at 501 Commercial Street in Provincetown, Massachusetts, the Ice House Condominium offers luxurious lodging accommodations overlooking the stunning waterfront. This institution provides a unique and cozy atmosphere for guests to relax and unwind during their stay. With spacious rooms, modern amenities, and breathtaking views of the surrounding area, the Ice House Condominium is the perfect destination for a peaceful getaway in the heart of Provincetown. Whether you are looking to explore the local shops and restaurants or simply enjoy a quiet retreat by the sea, this institution has everything you need for a memorable vacation experience.

Nauset Rental is a real estate and travel agency located at 3 Main Street in Eastham, Massachusetts. Specializing in Lower and Mid Cape Rentals in towns such as Orleans, Chatham, Harwich, Brewster, and Dennis, Nauset Rental offers secure online payments, damage and travel insurance, and is locally owned and operated with proper licensing and insurance. Guests have raved about their experiences staying at Nauset Rental properties, praising the lovely houses and locations, short walks to beautiful beaches, and amenities such as games and music systems. The owner, Kent, has been described as a joy to work with, accommodating last-minute bookings and even welcoming guests with pets. The properties offer private beach access, stunning views, and a quiet, secluded neighborhood close to activities.

Topside Cottages is a charming accommodation located at 3 Knowles Heights Road in the picturesque town of Provincetown, Massachusetts. Nestled in a quiet residential neighborhood, these cozy cottages offer a peaceful retreat just minutes away from the bustling town center and beautiful beaches. Each cottage is uniquely decorated and equipped with modern amenities to ensure a comfortable stay for guests. With its convenient location and warm hospitality, Topside Cottages is the perfect choice for a memorable getaway on Cape Cod.

Howards End Guest House is a charming lodging located at 5 Winslow Street in the picturesque town of Provincetown, Massachusetts. This cozy guest house offers comfortable accommodations and a warm, welcoming atmosphere for guests to relax and unwind. The rooms are tastefully decorated and equipped with modern amenities to ensure a pleasant stay. Conveniently located near popular attractions, shops, and restaurants, Howards End Guest House is the perfect choice for travelers looking to experience the beauty and charm of Cape Cod. Whether you are visiting for a weekend getaway or an extended vacation, you are sure to enjoy your stay at this lovely guest house.

Casas is a charming institution located at 5 Sandy Hill Lane in Provincetown, Massachusetts. This cozy establishment offers a variety of accommodation options, including comfortable rooms and suites, perfect for a relaxing getaway. Guests can enjoy the peaceful surroundings and beautiful views of the surrounding area. Casas is known for its friendly staff, excellent service, and convenient location near popular attractions and activities. Whether you are looking for a romantic retreat or a fun family vacation, Casas is the perfect choice for your stay in Provincetown.

Welcome to A-House, the premier night club located at 6 Masonic Place in Provincetown, Massachusetts. A-House is known for its vibrant atmosphere, top-notch DJs, and unforgettable parties. Join us for a night of dancing, socializing, and creating memories that will last a lifetime. Whether you're a local or just visiting, A-House is the place to be for a night out on the town. Come experience the excitement and energy of A-House for yourself!

Bayview Cottages is a charming accommodation located at 658 Shore Road in the picturesque town of Provincetown, Massachusetts. Surrounded by stunning views of the bay, this cozy retreat offers a peaceful and relaxing atmosphere for guests to unwind and enjoy a memorable stay. The cottages are tastefully decorated and equipped with modern amenities to ensure a comfortable experience. Whether you are looking for a romantic getaway or a family vacation, Bayview Cottages is the perfect choice for your next trip to Cape Cod.

PTown Place is a multi-faceted institution located at 4 Conant Street in the charming town of Provincetown, Massachusetts. As a lodging provider, PTown Place offers comfortable and stylish accommodations for travelers looking to experience the beauty of Cape Cod. Additionally, PTown Place operates as a real estate agency, helping clients find their dream home or vacation property in this picturesque seaside community. For those looking to explore all that Provincetown has to offer, PTown Place also functions as a travel agency, providing expert guidance and assistance in planning the perfect getaway. Whether you are in need of a place to stay, looking to buy or sell property, or seeking travel advice, PTown Place is your one-stop destination 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.

Beachfront White Sands is a charming lodging institution located at 706 Shore Road in the picturesque town of Provincetown, Massachusetts. Situated right on the beach, guests can enjoy stunning views of the white sandy shores and crystal-clear waters. The accommodations are cozy and comfortable, perfect for a relaxing getaway by the sea. Whether you're looking to unwind on the beach, explore the town's vibrant art scene, or indulge in delicious seafood, Beachfront White Sands is the ideal place to stay for a memorable vacation on the Cape.

Enzo Guest House is a charming lodging establishment located at 186 Commercial Street in the picturesque town of Provincetown, Massachusetts. This cozy guest house offers comfortable accommodations and a warm, welcoming atmosphere for guests to relax and unwind during their stay. Conveniently situated near the town's shops, restaurants, and attractions, Enzo Guest House is the perfect home base for exploring all that Provincetown has to offer. Whether you're visiting for a weekend getaway or an extended vacation, you'll feel right at home at Enzo Guest House.