The 30 Best Rentals in Provincetown, Massachusetts

Welcome to 8 Dyer Hotel, a charming and stylish lodging located in the heart of Provincetown, Massachusetts. Situated at 8 Dyer Street, our hotel offers a relaxing and comfortable stay just steps away from the bustling shops, restaurants, and beaches of this vibrant coastal town. Our beautifully appointed rooms feature modern amenities and thoughtful touches to ensure a memorable stay. Whether you're looking to relax by the fireplace in our cozy lounge or explore the picturesque surroundings, 8 Dyer Hotel is the perfect choice for your next getaway. Experience the best of Provincetown at 8 Dyer Hotel.

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 Brass Key Guesthouse is a charming lodging establishment located at 67 Bradford Street in the picturesque town of Provincetown, Massachusetts, United States. This cozy guesthouse offers a unique and inviting atmosphere for guests looking for a comfortable and relaxing stay. With well-appointed rooms, friendly staff, and a convenient location near local attractions, The Brass Key Guesthouse is the perfect choice for a memorable getaway on Cape Cod.

Sandcastle Resort and Club is a charming lodging institution located at 929 Commercial Street in the picturesque town of Provincetown, Massachusetts. Situated right on the beach, this resort offers stunning views of the ocean and easy access to the sandy shores. The resort features comfortable accommodations, including cozy rooms and spacious suites, as well as a range of amenities such as a swimming pool, fitness center, and on-site restaurant. Whether you're looking for a relaxing getaway or a fun-filled vacation, Sandcastle Resort and Club is the perfect destination for your next trip to Cape Cod.

The Bike Shack is a popular bicycle store located at 63 Shank Painter Road in the charming town of Provincetown, Massachusetts. With a wide selection of bikes for all ages and skill levels, The Bike Shack is a one-stop shop for all your cycling needs. Whether you're looking to purchase a new bike, get repairs done, or just browse the latest accessories, the friendly and knowledgeable staff at The Bike Shack is here to help. Visit us today and experience the joy of cycling in beautiful Provincetown.

Seaglass Inn & Spa is a charming lodging establishment located at 105 Bradford Street Extension in the beautiful town of Provincetown, Massachusetts, United States. This cozy inn offers a tranquil and relaxing atmosphere for guests to unwind and rejuvenate. The spa services provided at Seaglass Inn & Spa are top-notch, ensuring a luxurious and pampering experience for all visitors. With comfortable accommodations and a convenient location near the beach and local attractions, Seaglass Inn & Spa is the perfect destination for a peaceful getaway in Provincetown.

John Randall House B&B and Condos is a charming lodging institution located at 140 Bradford Street in the picturesque town of Provincetown, Massachusetts. Situated in the United States, this cozy establishment offers a unique blend of bed and breakfast accommodations as well as condominium rentals. Guests can enjoy comfortable and stylish rooms, delicious breakfast options, and a convenient location near the town's attractions and amenities. Whether you are looking for a relaxing getaway or a fun-filled vacation, John Randall House B&B and Condos provides the perfect home away from home in Provincetown.

Cape Colony Inn is a cozy and welcoming lodging establishment located at 280 Bradford Street in Provincetown, Massachusetts. Situated in the heart of this charming coastal town, Cape Colony Inn offers comfortable and spacious rooms for guests to relax and unwind during their stay. The inn provides a peaceful retreat with modern amenities, friendly staff, and a convenient location near popular attractions, shops, and restaurants. Whether you are visiting for a weekend getaway or an extended vacation, Cape Colony Inn is the perfect choice for your accommodations in Provincetown.

Norse Wall Guest House is a charming lodging establishment located at 7 Cottage Street in the picturesque town of Provincetown, Massachusetts, United States. This cozy guest house offers comfortable accommodations for travelers looking to experience the beauty and charm of Cape Cod. With its welcoming atmosphere and convenient location near local attractions, Norse Wall Guest House is the perfect choice for a relaxing getaway. Enjoy a peaceful stay in this quaint guest house and explore all that Provincetown has to offer.

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.

Dyer's Beach House is a charming lodging located at 173 Commercial Street in the picturesque town of Provincetown, Massachusetts. Situated right on the beach, this cozy and intimate accommodation offers stunning views of the ocean and easy access to the sand and surf. The rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay for guests. With its prime location, Dyer's Beach House is the perfect retreat for those looking to relax and unwind by the sea.

Outer Most Hostel is a charming lodging option located at 28 Winslow Street in Provincetown, Massachusetts. Situated in the picturesque town of Provincetown, this hostel offers comfortable and affordable accommodations for travelers looking to explore the Cape Cod area. The hostel provides a cozy and welcoming atmosphere, with clean and well-maintained rooms for guests to relax in after a day of sightseeing. With its convenient location near local attractions and amenities, Outer Most Hostel is the perfect choice for budget-conscious travelers looking to experience all that Provincetown has to offer.

Revere Guest House is a charming lodging located at 14 Court Street in the picturesque town of Provincetown, Massachusetts, United States. This cozy guest house offers a warm and welcoming atmosphere, perfect for a relaxing getaway. The rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy the beautiful surroundings and explore the nearby attractions such as beaches, shops, and restaurants. Whether you are looking for a romantic retreat or a fun-filled vacation, Revere Guest House is the perfect choice for your accommodation needs.

Crew's Quarters Boarding House is a comfortable and intimate lodging option located at 198 Commercial Street in Provincetown, Massachusetts. This historic gay boarding house has been a landmark for over 60 years, offering affordable accommodations in the heart of everything Provincetown has to offer. Please note that due to its historic nature, the building does not have ADA access. For reservations or more information, please contact 1 (508) 487-5900.

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.

A Cape Shore Lodge & Cottages is a charming lodging establishment located at 6 Shore Road in Truro, Massachusetts, United States. Nestled along the picturesque Cape Cod shoreline, this cozy retreat offers comfortable accommodations in the form of both lodge rooms and cottages. Guests can enjoy stunning views of the ocean, relax on the sandy beaches, and explore the nearby attractions such as Cape Cod National Seashore and Provincetown. Whether you're looking for a romantic getaway or a family vacation, A Cape Shore Lodge & Cottages provides the perfect setting for a memorable stay on the Cape.

The Clarendon House is a charming lodging option located at 118 Bradford Street in Provincetown, Massachusetts. This historic institution offers a cozy and welcoming atmosphere for guests looking to experience the beauty of Cape Cod. With comfortable accommodations and a convenient location near local attractions, The Clarendon House is the perfect choice for a relaxing getaway. Whether you're looking to explore the town or simply unwind in a peaceful setting, this institution provides everything you need for a memorable stay in the United States.

The Bradford is a charming lodging establishment located at 41 Bradford Street in the picturesque town of Provincetown, Massachusetts. This cozy retreat offers comfortable accommodations and a warm, inviting atmosphere for guests to relax and unwind. With its convenient location near the heart of town, visitors can easily explore all that Provincetown has to offer, from its beautiful beaches to its vibrant arts scene. Whether you are looking for a weekend getaway or a longer stay, The Bradford is the perfect choice for a memorable and enjoyable experience in Cape Cod.

Captain Jack's Wharf is a charming institution located at 73 Commercial Street in Provincetown, Massachusetts. This real estate and travel agency offers classic old Cape Cod cabins on a historic fishing wharf, providing guests with a nostalgic experience. Each cabin varies in size and comes equipped with a fully stocked kitchen and linens, as well as access to free wifi. Guests can enjoy sunny decks overlooking the stunning tidal flats and bay beach. The Wharf is open from Memorial Day Weekend on May 23, 2024, until October 14, 2024. Cabins are available for weekly rentals from Saturday to Saturday, or for a three-night minimum at a discounted rate. Don't miss the opportunity to stay at this unique and picturesque destination in Provincetown.

9 Ryder is a beloved bar, food, and restaurant located at 9 Ryder Street in the picturesque town of Provincetown, Massachusetts. Situated on the pier at Provincetown Marina, this institution offers a unique dining experience with stunning views of the water. Unfortunately, 9 Ryder had to close for the season in August 2022 due to the sudden and tragic passing of one of their chef/owners. The loss has been difficult for the establishment, both emotionally and financially. To help recoup the losses and prepare for reopening, a GoFundMe page has been set up for donations.

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.

The Beach Plum Motor Lodge is a charming lodging establishment located in Eastham, Massachusetts, United States. Situated at 2555 U.S. 6, this cozy motor lodge offers comfortable accommodations for travelers looking to explore the Cape Cod region. The lodge is just a short drive away from popular attractions such as the Cape Cod National Seashore and the historic town of Provincetown. Guests can enjoy spacious rooms, friendly service, and a convenient location near the beach. Whether you're visiting for a relaxing getaway or a fun-filled vacation, the Beach Plum Motor Lodge is the perfect place to stay.

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.

Snip is a premier hair care institution located at 182 Commercial Street in the charming town of Provincetown, Massachusetts. Our skilled team of professional stylists are dedicated to providing top-quality hair services in a welcoming and comfortable environment. Whether you're looking for a trendy new haircut, a bold color transformation, or a relaxing hair treatment, Snip has you covered. Visit us today and experience the best in hair care services in the heart of Provincetown.

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.

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.

Lucy Cross House is a reputable real estate and travel agency located at 401 Commercial Street in the picturesque town of Provincetown, Massachusetts. Our dedicated team of professionals specializes in helping clients find their dream homes or plan unforgettable vacations in this charming coastal community. Whether you're looking to buy, sell, rent, or explore the area, Lucy Cross House is here to provide exceptional service and expert guidance every step of the way. Experience the personalized attention and local expertise that sets us apart from the rest. Visit us today and let us help you make your real estate dreams a reality or plan the perfect getaway in beautiful Provincetown.

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.