TOP 30 Best Guest house with pool in Massachusetts

Hyatt House Boston/Burlington is a modern and comfortable lodging option located at 2 Van de Graaff Drive in Burlington, Massachusetts. This hotel offers spacious and well-appointed rooms, perfect for both short and long-term stays. Guests can enjoy amenities such as a fitness center, outdoor pool, complimentary breakfast, and a 24-hour market. The hotel's convenient location provides easy access to nearby attractions, shopping centers, and dining options. Whether traveling for business or leisure, Hyatt House Boston/Burlington is the perfect choice for a relaxing and enjoyable stay in the United States.

Hyatt House Boston/Waltham is a stylish and modern lodging option located at 54 4th Avenue in Waltham, Massachusetts. This upscale hotel offers spacious and comfortable rooms, perfect for both short-term and extended stays. Guests can enjoy amenities such as a fitness center, complimentary breakfast, and a cozy lounge area. The convenient location allows for easy access to nearby attractions and dining options. Whether traveling for business or leisure, Hyatt House Boston/Waltham provides a welcoming and comfortable atmosphere for all guests.

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.

The Somerset House Inn is a charming lodging located at 378 Commercial Street in the picturesque town of Provincetown, Massachusetts. This historic inn offers comfortable accommodations and a warm, welcoming atmosphere for guests to enjoy during their stay. With its convenient location near shops, restaurants, and attractions, the Somerset House Inn is the perfect choice for those looking to explore all that Provincetown has to offer. Experience a relaxing getaway at this quaint inn in the heart of Cape Cod.

Isabelle's Beach House is a charming lodging institution located at 83 Seaview Avenue in Oak Bluffs, Massachusetts, United States. Our family-owned B&B was founded on the principles of hospitality, warmth, and community, making every guest feel like part of our inclusive community. As a gift of Island Joy, we offer 2024 Gift Certificates for a memorable stay at our beach house. Our newly opened boutique in Oak Bluffs, launched in August 2023, serves as a platform for mission-driven businesses and conscious consumers. Summer boutique hours are from May to October, or shop online 24/7 at www.jubileemv.com.

Prince Albert Guest House is a charming lodging establishment located at 164 Commercial Street in the picturesque town of Provincetown, Massachusetts. This historic guest house offers comfortable accommodations and personalized service to enhance your stay in this beautiful coastal town. Whether you are looking for a relaxing getaway or a fun-filled adventure, Prince Albert Guest House is the perfect choice for your next vacation. In addition to providing lodging services, the guest house also operates as a real estate agency and travel agency, helping guests find their dream vacation home or plan the perfect itinerary for their trip. Experience the warm hospitality and inviting atmosphere of Prince Albert Guest House during your visit to 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.

Located at 230 Second Street in Fall River, Massachusetts, the Lizzie Borden House is a unique institution that combines lodging, museum, and tourist attraction all in one. This historic gem is the site of America's greatest unsolved murder mystery, which took place on August 4, 1892. Open daily from 10am to midnight, the Lizzie Borden House offers a variety of tours and experiences for guests to enjoy. From historic House Tours to Ghost Tours and Ghost Hunts, there is something for everyone to explore. The property also operates as a bed and breakfast, serving breakfast to guests staying overnight.

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.

Rugosa Boutique Guest House is a charming lodging establishment located in Eastham, Massachusetts, United States. Situated at 4885 U.S. 6, this boutique guest house offers a cozy and intimate atmosphere for guests looking for a peaceful retreat on Cape Cod. The beautifully decorated rooms and personalized service make it a perfect choice for those seeking a relaxing getaway. With its convenient location and comfortable accommodations, Rugosa Boutique Guest House is the ideal place to stay while exploring the natural beauty and attractions of the Cape Cod area.

Located at 9 Main Street in Tisbury, Massachusetts, the Mansion House Inn on Martha's Vineyard offers a unique blend of luxury and relaxation. With sophisticated yet casual furnishings, guests can truly embrace the island state of mind. The inn features a variety of room types to suit all vacation needs, each offering spectacular views of Vineyard Haven Harbor and the sound. Guests can enjoy the 75-foot indoor pool, whirlpool, sauna, steam room, and modern exercise machines and equipment. The on-site luxury day spa is perfect for pampering yourself and your friends. The institution also offers virtual tours of their hotel rooms for those looking to explore before booking.

Oasis Guest House is a charming lodging establishment located at 22 Edgerly Road in the heart of Boston, Massachusetts. Offering a peaceful and relaxing escape from the bustling city, this guest house provides comfortable accommodations and personalized service to ensure a memorable stay for all guests. With its convenient location, guests can easily explore the nearby attractions and enjoy all that Boston has to offer. Whether you are visiting for business or pleasure, Oasis Guest House is the perfect home away from home.

Cape Cod Harbor House Inn is a charming lodging located at 119 Ocean Street in Barnstable, Massachusetts. Situated in the picturesque Cape Cod area, this inn offers cozy and comfortable accommodations with a touch of New England charm. Guests can enjoy beautiful views of the harbor and easy access to nearby attractions, shops, and restaurants. The inn provides a relaxing and welcoming atmosphere, perfect for a weekend getaway or a longer stay on the Cape. With its convenient location and friendly staff, Cape Cod Harbor House Inn is the ideal choice for travelers looking to experience the beauty and hospitality of Cape Cod.

The Lobster Pool, located at 329 Granite Street in Rockport, Massachusetts, offers a unique dining experience on Cape Ann. The self-service dining room has a casual atmosphere, with both indoor and outdoor tables providing stunning views of Ipswich Bay and the coasts of New Hampshire and Maine. The menu features ocean-fresh seafood cooked to order, including hot boiled lobsters, steamed clams, homemade chowder, sandwiches, burgers, hand-cut fries, and desserts. The restaurant is known for its "no-nonsense, no celery lobster rolls" and invites guests to bring their own spirits. The Lobster Pool has been recognized by Yankee Magazine as offering the best lobster with a sunset and ocean view. Visitors can enjoy a scenic drive along Route 127 to reach the iconic red-painted building that houses this beloved seafood spot. With five lobster traps on the roof, it's easy to spot and worth the visit for a memorable dining experience by the sea.

Lantern House Motel is a charming lodging establishment located at 256 Stockbridge Road in the picturesque town of Great Barrington, Massachusetts, United States. Offering comfortable and affordable accommodations, this quaint motel is the perfect choice for travelers looking to explore the beautiful Berkshires region. With its convenient location and friendly staff, Lantern House Motel provides a cozy home away from home for guests looking to relax and unwind during their stay. Whether you are visiting for business or pleasure, you are sure to enjoy your time at this welcoming institution.

Williams' Guest House is a charming lodging establishment located in the picturesque town of Gloucester, Massachusetts. Situated at 136 Bass Avenue, this guest house offers cozy and comfortable accommodations for visitors looking to experience the beauty of the New England coast. The welcoming atmosphere and personalized service make Williams' Guest House the perfect home away from home for travelers exploring the historic streets and stunning beaches of Gloucester. Whether you are seeking a relaxing getaway or a convenient base for exploring the area, Williams' Guest House is the ideal choice for your stay in Massachusetts.

Mooring Stone Guest House is a charming lodging located at 19 Atlantic Avenue in the picturesque town of Rockport, Massachusetts. Nestled in a quaint seaside community, this guest house offers a peaceful and relaxing retreat for travelers looking to escape the hustle and bustle of city life. With cozy rooms, friendly staff, and a convenient location near the beach and local attractions, Mooring Stone Guest House is the perfect home away from home for your next vacation in the United States.

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.

House on the Rock is a charming and luxurious lodging and spa located at 67 Border Street in Scituate, Massachusetts. Nestled in a picturesque coastal town, this institution offers a relaxing and rejuvenating experience for guests looking to escape the hustle and bustle of everyday life. With well-appointed rooms, top-notch amenities, and a tranquil spa, House on the Rock provides the perfect retreat for those seeking a peaceful and pampering getaway. Whether you are looking to unwind with a massage, take a dip in the pool, or simply enjoy the serene surroundings, House on the Rock is the ideal destination for a restful and refreshing stay.

The Beach House at Bass River is a charming lodging facility located at 73 South Shore Drive in Yarmouth, Massachusetts. Situated right by the beautiful Bass River, this institution offers guests a peaceful and relaxing retreat by the water. With cozy rooms and stunning views of the river, guests can enjoy a tranquil stay while being just a short drive away from the bustling town center. Whether you're looking for a romantic getaway or a family vacation, the Beach House at Bass River provides the perfect setting for a memorable stay on the Cape.

Marblehead Summer House is a charming lodging institution located at 27 Front Street in the historic town of Marblehead, Massachusetts. This quaint and cozy retreat offers a relaxing and comfortable stay for guests looking to experience the beauty and charm of New England's coastline. With its convenient location near local attractions, shops, and restaurants, Marblehead Summer House provides the perfect base for exploring all that this picturesque seaside town has to offer. Whether you're looking for a weekend getaway or a longer stay, this welcoming establishment is the ideal choice for your summer vacation.

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.

A Beach House Oceanfront is a charming lodging located at 45 Black Pond Lane in Plymouth, Massachusetts, United States. Situated right on the oceanfront, this institution offers stunning views of the sea and direct access to the beach. Guests can enjoy a peaceful and relaxing stay in a cozy beach house, complete with all the amenities needed for a comfortable vacation. Whether you're looking to unwind by the water, explore the nearby attractions, or simply soak up the sun, A Beach House Oceanfront is the perfect destination for a seaside getaway.

Located at 16 Ocean Avenue in Siasconset, Massachusetts, the Summer House Beachside Bistro is part of the renowned Summer House Cottages overlooking the Atlantic. This institution offers a unique dining experience with two of Nantucket's finest restaurants, The Summer House Restaurant and The Beachside Bistro. The Beachside Bistro is nestled in the dunes on the beach, providing a one-of-a-kind dining experience. Guests of the Summer House Nantucket boutique hotel can also enjoy the resort and pool facilities. The Summer House Nantucket offers individual cottages with ocean views and operates two luxury rental homes in Quidnet and Monomoy. All guests have access to the beach and pool in Sconset, making the Summer House Beachside Bistro a must-visit destination for those looking for a luxurious and unforgettable experience on Nantucket Island.

Barbara's Guest House is a charming lodging establishment located at 62 Cooke Road in the picturesque town of Plymouth, Massachusetts, United States. Our cozy guest house offers comfortable accommodations and a warm, welcoming atmosphere for visitors looking to experience the beauty of Cape Cod. With easy access to the beach, historic sites, and local attractions, Barbara's Guest House is the perfect home base for your New England getaway. Our friendly staff is dedicated to providing excellent service and ensuring that your stay is a memorable one. Book your stay with us today and experience the true hospitality of Barbara's Guest House.

Warren House is a charming lodging institution located at 40 Warren Avenue in Plymouth, Massachusetts. This historic building offers a cozy and comfortable stay for guests looking to explore the rich history and natural beauty of the area. With its convenient location and warm hospitality, Warren House is the perfect home away from home for travelers visiting Plymouth.

The Summer House India Street is a charming lodging institution located at 31 India Street in the picturesque town of Nantucket, Massachusetts. Situated in a historic building, this cozy retreat offers guests a peaceful and relaxing atmosphere for their summer getaway. With comfortable accommodations and a convenient location near the island's attractions, The Summer House India Street is the perfect choice for those looking to experience the beauty of Nantucket. Immerse yourself in the island's rich history and natural beauty while staying at this lovely establishment.

The Summer House Fair Street is a charming lodging institution located at 27 Fair Street in the picturesque town of Nantucket, Massachusetts. This historic establishment offers a cozy and inviting atmosphere for guests looking to experience the beauty and tranquility of the island. With comfortable accommodations, friendly staff, and a convenient location near the beach and downtown area, The Summer House Fair Street is the perfect choice for a relaxing getaway on Nantucket. Whether you're looking for a romantic retreat or a family vacation, this charming inn has everything you need for a memorable stay.

Sand Dollar Reality House & Condo Rentals is a premier lodging institution located at 89 Salt Marsh Road in Sandwich, Massachusetts, United States. Offering a wide range of rental options, including houses and condos, this establishment provides guests with a comfortable and luxurious stay during their visit to the picturesque town of Sandwich. With top-notch amenities and personalized service, Sand Dollar Reality House & Condo Rentals is the perfect choice for those looking for a memorable vacation experience on Cape Cod.

The Villages at Ocean Edge is a luxurious lodging destination situated at 1 Villages Drive in the charming town of Brewster, Massachusetts. This upscale resort offers a range of accommodation options, from spacious villas to cozy guest rooms, all designed with modern amenities and elegant decor. Guests can enjoy access to a variety of on-site facilities, including multiple swimming pools, a fitness center, tennis courts, and a private beach. The resort also boasts several dining options, a spa, and a golf course, making it the perfect retreat for a relaxing getaway or special occasion. With its picturesque location on Cape Cod, The Villages at Ocean Edge offers a tranquil and idyllic setting for a memorable stay.