TOP 10 Best Resort with pool in Provincetown, Massachusetts

Located in the picturesque town of Harwich, Massachusetts, the Winstead Inn And Beach Resort offers a truly unique Cape Cod vacation experience. With two properties to choose from, guests can enjoy the charm of the inn in Harwich Center or the beachfront resort in Harwich Port. The Winstead Inn features elegant rooms individually decorated for a luxurious stay, with amenities such as a swimming pool, beautiful grounds, and a spacious great room. Guests can also take advantage of the private beach at the Beach Resort, just a short shuttle ride away.

The Mercury Hotel Provincetown is a charming lodging establishment located at 12 Winthrop Street in the picturesque town of Provincetown, Massachusetts. This historic hotel offers a unique blend of modern amenities and old-world charm, providing guests with a comfortable and memorable stay. The hotel's central location makes it easy to explore the vibrant art galleries, shops, and restaurants that Provincetown has to offer. Whether you're looking for a relaxing weekend getaway or a fun-filled vacation, The Mercury Hotel Provincetown is the perfect choice for your accommodations.

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 Masthead Resort is a charming lodging located at 31-41 Commercial Street in the picturesque town of Provincetown, Massachusetts. This waterfront resort offers stunning views of the harbor and is just steps away from the bustling shops, restaurants, and galleries of the town. With cozy rooms, a heated outdoor pool, and a private beach, The Masthead Resort is the perfect destination for a relaxing getaway on Cape Cod. Whether you're looking to unwind by the water or explore the vibrant town, this resort is the ideal choice for your next vacation.

The Provincetown Inn is a charming waterfront lodging located at 1 Commercial Street in the historic town of Provincetown, Massachusetts. Situated on the tip of Cape Cod, this institution offers breathtaking views of the harbor and easy access to the town's shops, galleries, and restaurants. Guests can relax in comfortable rooms or suites, enjoy delicious meals at the on-site restaurant, and take advantage of amenities such as a pool, private beach, and complimentary shuttle service. Whether you're looking for a romantic getaway or a family vacation, the Provincetown Inn provides a memorable stay in a picturesque setting.

Harbor Hotel Provincetown is a charming lodging institution located at 698 Commercial Street in the picturesque town of Provincetown, Massachusetts, United States. This hotel offers stunning views of the harbor and is just steps away from the vibrant shops, restaurants, and galleries of the town. Guests can enjoy comfortable accommodations, excellent amenities, and personalized service during their stay. Whether you're looking for a relaxing getaway or a fun-filled vacation, Harbor Hotel Provincetown is the perfect choice for a memorable experience 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.

Welcome to Fork Factory Brook Reservation, a hidden gem nestled in the heart of Medfield, Massachusetts. Located on Hartford Street, this picturesque park and tourist attraction offers a serene escape into nature's embrace. Managed by The Trustees of Reservations, Fork Factory Brook Reservation is dedicated to preserving the scenic, historic, and ecological treasures of Massachusetts for all to enjoy. Explore the park's winding trails, which meander through lush woodlands and alongside the tranquil brook that gives the reservation its name. With almost 10 miles of family-friendly paths, visitors can immerse themselves in the beauty of diverse landscapes, from dense forests to open fields and charming wetlands. This idyllic setting is perfect for walking, hiking, and nature watching, offering a peaceful retreat from the hustle and bustle of everyday life.

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.

Surfside Hotel and Suites is a charming lodging establishment located at 543 Commercial Street in the picturesque town of Provincetown, Massachusetts. This waterfront property offers comfortable accommodations with stunning views of the ocean and easy access to the beach. The hotel features a range of amenities including a pool, hot tub, fitness center, and complimentary breakfast. Guests can relax in the cozy rooms and suites, each equipped with modern conveniences. With its convenient location and welcoming atmosphere, Surfside Hotel and Suites is the perfect choice for a relaxing getaway on 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.

Welcome to The Trustees of Reservations, a haven for nature lovers and history enthusiasts alike, located at 1 Sergeant Street, Stockbridge, Massachusetts. As a distinguished museum and tourist attraction, we are dedicated to preserving the exceptional scenic, historic, and ecological treasures of Massachusetts. Our mission is to protect the places you love for their trails, history, gardens, and beaches, recognizing that nature and culture enrich our lives and soothe the soul. Explore the beauty of Massachusetts through our diverse offerings, from historic estates to breathtaking natural landscapes. Immerse yourself in our scenic trails, picturesque gardens, and serene beaches that promise a rejuvenating experience. For those interested in history, delve into the rich past of the region with guided tours and educational programs.

Boy Beach is a picturesque park located in Provincetown, Massachusetts, United States. This charming beach offers stunning views of the Atlantic Ocean and is the perfect spot for a relaxing day by the water. Visitors can enjoy swimming, sunbathing, and picnicking on the sandy shores. With its tranquil atmosphere and beautiful surroundings, Boy Beach is a must-visit destination for nature lovers and beachgoers alike.

The Residences at 350 Bradford is a luxurious residential complex located at 350 Bradford Street in the charming town of Provincetown, Massachusetts. This upscale community offers modern and stylish living spaces with top-of-the-line amenities and breathtaking views of the surrounding landscape. Residents can enjoy a range of on-site facilities including a fitness center, swimming pool, and landscaped gardens. With its prime location just steps away from the vibrant shops, restaurants, and beaches of Provincetown, The Residences at 350 Bradford offer a unique and sophisticated living experience in one of Cape Cod's most sought-after destinations.

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.

Kinlin Grover Vacation Rentals is a premier real estate and travel agency located at 374 Commercial Street in picturesque Provincetown, Massachusetts. With a wide range of vacation rental properties to choose from, Kinlin Grover offers luxury accommodations for every traveler's needs. Whether you're looking for a cozy beachfront cottage or a spacious waterfront estate, their team of experienced agents is dedicated to helping you find the perfect vacation rental. With a reputation for exceptional customer service and attention to detail, Kinlin Grover Vacation Rentals is the go-to agency for your next getaway in Provincetown.