TOP 30 Best Family hotels in Chatham, Massachusetts

Chatham Seaside Cottages is a charming lodging institution located at 439 Ridgevale Road in the picturesque town of Chatham, Massachusetts. Nestled along the stunning coastline of Cape Cod, this quaint retreat offers guests a peaceful and relaxing getaway by the sea. The cozy cottages provide a comfortable and cozy atmosphere, perfect for a romantic weekend escape or a family vacation. With easy access to the beach and nearby attractions, Chatham Seaside Cottages is the ideal destination for those looking to experience the beauty of the Massachusetts coast.

Chatham Tides is a charming lodging establishment located at 394 Pleasant Street in the picturesque town of Chatham, Massachusetts. Situated in the United States, this quaint inn offers a cozy and relaxing atmosphere for guests looking to unwind and enjoy the beauty of Cape Cod. With its convenient location near the beach and various local attractions, Chatham Tides is the perfect destination for a peaceful getaway. Enjoy comfortable accommodations, friendly service, and a memorable stay at this lovely institution.

The Chatham Seafarer Inn, located at 2079 Main Street in Chatham, Massachusetts, is a charming lodging option for your Cape Cod vacation. Just a short walk from the best beaches in Cape Cod and steps away from the Cape Cod Rail Trail bike path, this inn offers a relaxing retreat with a heated swimming pool for guests to enjoy. With easy access to the center of historic Chatham, as well as a variety of dining options nearby, the Chatham Seafarer is the perfect choice for your Cape Cod getaway. Recently renovated and fully updated, this inn combines traditional Cape Cod charm with modern comforts to ensure a memorable stay for you and your family. Experience the best of Chatham at the Chatham Seafarer Inn.

Chatham Motel is a charming lodging establishment located at 1487 Main Street in the picturesque town of Chatham, Massachusetts. This cozy motel offers comfortable rooms and excellent amenities for a relaxing stay on Cape Cod. Conveniently situated near the town center, guests can easily explore the local shops, restaurants, and attractions. Whether you're visiting for a weekend getaway or an extended vacation, Chatham Motel provides a warm and welcoming atmosphere for all travelers. Enjoy a peaceful retreat in this beautiful coastal town at Chatham Motel.

Chatham Rentals is a reputable real estate and travel agency located at 1173 Main Street in Chatham, Massachusetts, United States. Specializing in vacation rentals, property management, and travel accommodations, Chatham Rentals offers a wide range of options for those looking to explore the beautiful Cape Cod area. With a dedicated team of professionals, exceptional customer service, and a diverse portfolio of properties, Chatham Rentals is the perfect choice for your next vacation or real estate investment. Contact us today to learn more about our services and start planning your next adventure in Chatham!

Greyfinch Chatham Inn, located at 946 Main Street in Chatham, Massachusetts, is a lodging institution that welcomes adventurous travelers, friends, young families, and couples to enjoy a seaside oasis. The newly renovated Greyfinch offers elegantly transformed guestrooms and enhanced outdoor spaces, providing a tranquil retreat just minutes away from Chatham's best beaches and downtown shops and restaurants. Guests can indulge in the allure of elegant accommodations that exude a welcoming atmosphere, making them feel right at home. The inn also offers luxury amenities for a truly indulgent stay. The property is steeped in Chatham's rich history of fishing, farming, seafaring, and hospitality, giving guests a glimpse into local life on the Cape.

Surfside Inn Chatham is a charming lodging located at 25 Holway Street in the picturesque town of Chatham, Massachusetts. Situated just a short walk away from the beautiful beaches of Cape Cod, this inn offers guests a relaxing and comfortable stay in a serene coastal setting. The well-appointed rooms feature modern amenities and cozy furnishings, providing a home away from home for visitors. With its convenient location near local shops, restaurants, and attractions, Surfside Inn Chatham is the perfect choice for a peaceful getaway on the Cape.

Chatham Real Estate Inc is a reputable real estate agency located at 409 Main Street in the charming town of Chatham, Massachusetts, United States. With a team of experienced and knowledgeable real estate agents, we specialize in helping clients buy, sell, and rent properties in this beautiful coastal community. Whether you are looking for a vacation home, investment property, or your forever home, our dedicated team is here to assist you every step of the way. Contact us today to start your real estate journey in Chatham!

Chatham Guest Rooms is a cozy lodging facility located at 1409 Main Street in the charming town of Chatham, Massachusetts. Nestled in the heart of Cape Cod, our guest rooms offer a comfortable and inviting atmosphere for travelers looking to relax and unwind. Each room is tastefully decorated and equipped with modern amenities to ensure a pleasant stay. Guests can enjoy the convenience of being just a short walk away from the town's shops, restaurants, and beaches. Whether you're visiting for a weekend getaway or an extended vacation, Chatham Guest Rooms provides a welcoming home away from home for all travelers.

Del Mar Vacations - Chatham Rentals is a reputable real estate and travel agency located at 30 Captain Richards Way in Chatham, Massachusetts. Specializing in vacation rentals in the charming town of Chatham, this institution offers a wide range of properties for visitors looking to explore Cape Cod. Whether you're searching for a cozy beachfront cottage or a luxurious waterfront estate, Del Mar Vacations - Chatham Rentals has the perfect accommodation for your getaway. With exceptional customer service and a commitment to providing top-notch accommodations, this agency ensures that your vacation experience is nothing short of unforgettable. Book your next Cape Cod vacation with Del Mar Vacations - Chatham Rentals and create lasting memories in this beautiful coastal destination.

Chatham Harborview Lodge is a stunning vacation rental located at 200 Barcliff Avenue in Chatham, Massachusetts. This beautiful property offers breathtaking views of Oyster Pond and provides access to the water for activities such as kayaking and paddleboarding. Perfect for family reunions, the lodge offers both togetherness and privacy, along with versatile and comfortable sleeping arrangements. The open-floor-plan house features a sophisticated beach-style decor, spacious grounds, and refreshing ocean breezes. Guests can relax on the 30-foot deck overlooking the picturesque harbor, or take a short walk to the nearby marina or Harding's Beach. With two kitchens, multiple bedrooms, and plenty of space to spread out, this property is ideal for large groups and extended families. The owner, Kibibi, is responsive and accommodating, ensuring a memorable stay for all guests. Don't miss out on the opportunity to experience "Summer Glamping" at Chatham Harborview Lodge. Book now for an unforgettable Cape Cod vacation!

Looking to relax in South Chatham? Look no further than this clean, comfortable, and convenient institution located at 24 Myrtle Drive in Chatham, Massachusetts. Whether you're looking for a vacation rental or a new home, this real estate and travel agency has you covered. With a focus on providing top-notch service and accommodations, you can trust that your stay in South Chatham will be a relaxing and enjoyable experience. Visit us today to find your perfect getaway!

The Old Harbor Inn is a charming lodging establishment located at 22 Old Harbor Road in the picturesque town of Chatham, Massachusetts. Nestled in a tranquil and historic setting, this inn offers guests a cozy and welcoming atmosphere with comfortable accommodations. Whether you are looking for a romantic getaway or a relaxing retreat, The Old Harbor Inn provides the perfect home away from home. With its convenient location near the harbor and local attractions, guests can easily explore the beauty and charm of Chatham. Experience exceptional hospitality and personalized service at The Old Harbor Inn for a memorable stay in Cape Cod.

New England Vacation Rentals and Property Management is a premier institution located at 1455 Main Street in Chatham, Massachusetts. This multi-faceted establishment offers a range of services including lodging, real estate agency, and travel agency assistance. Whether you're looking for a cozy vacation rental for a weekend getaway or seeking professional property management services, this institution has you covered. With a prime location in the heart of New England, they specialize in providing top-notch accommodations and expert guidance for all your vacation and real estate needs. Visit New England Vacation Rentals and Property Management for a seamless and memorable experience in beautiful Chatham, Massachusetts.

Pleasant Bay Village Resort is a charming lodging institution located at 1191 Orleans Road in the picturesque town of Chatham, Massachusetts, United States. Situated near the stunning Pleasant Bay, this resort offers guests a peaceful and serene retreat surrounded by natural beauty. The resort features comfortable accommodations, including cozy cottages and well-appointed guest rooms, perfect for a relaxing getaway. Guests can enjoy amenities such as a swimming pool, tennis courts, and a delicious on-site restaurant. Whether you're looking for a romantic escape or a family vacation, Pleasant Bay Village Resort provides a tranquil and idyllic setting for your stay in Cape Cod.

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 Inn at the Oaks is a charming 13 room Inn located in Cape Cod's historic Eastham, Massachusetts. Our spacious and light-filled accommodations, delicious continental breakfasts, and attention to detail ensure that your Cape Cod vacation will be unforgettable. Situated across from the National Seashore Visitor Center and close to world-famous beaches, the Cape Cod Rail Trail, and historic towns like Chatham, Orleans, Wellfleet, and Provincetown, the Inn offers a perfect location for exploring the best of Old Cape Cod. Many guests consider the Inn their "home" on the Cape and return year after year. Children over the age of 10 are welcome, but please note that our property is not wheelchair accessible. Book 3 nights or more mid-week from March 1 to April 30 and save 10% on your entire stay when booking directly with the Inn using the code SPRING10. Come and experience the beauty and charm of Cape Cod at the Inn at the Oaks.

Pilgrim Village is a charming lodging institution located at 1370 Main Street in the picturesque town of Chatham, Massachusetts, United States. Nestled in a serene and peaceful setting, Pilgrim Village offers comfortable accommodations and a warm and welcoming atmosphere for guests looking to unwind and relax. With its convenient location near the town center and attractions such as beaches, shops, and restaurants, Pilgrim Village is the perfect choice for a memorable stay on Cape Cod. Whether you are visiting for a weekend getaway or an extended vacation, Pilgrim Village promises a delightful and memorable 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.

The Hawthorne Motel is a charming lodging establishment located at 196 Shore Road in the picturesque town of Chatham, Massachusetts. Nestled in a tranquil coastal setting, this motel offers comfortable accommodations and a relaxing atmosphere for guests looking to unwind and enjoy the beauty of Cape Cod. With its convenient location near the beach and local attractions, the Hawthorne Motel is the perfect destination for a peaceful getaway or a memorable vacation experience. Whether you're seeking a romantic retreat or a family-friendly escape, this welcoming institution provides a cozy and inviting setting for all travelers to enjoy.

The Village Green Motel is a unique and charming lodging option located at 37 Sea Side Village Road in Yarmouth, Massachusetts, United States. Offering efficiency units, this quaint motel is just across from Parkers River Beach, providing easy access to the sun and sand. Guests can also enjoy a large heated outdoor pool and BBQ grills for family cookouts. The motel has a cozy and eclectic vibe, with comfortable mismatched furniture in the rooms. While the rooms are not air-conditioned, they do have fans and windows for a refreshing breeze. Ideal for budget-minded travelers, The Village Green Motel is conveniently located within walking distance of restaurants, shops, and attractions, with a short drive to Hyannis.

Nauset Rental is a real estate and travel agency located at 56 Main Street in Orleans, 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 at Nauset Rental properties, praising the beautiful locations, amenities such as games and music systems, and the excellent customer service provided by owner Kent. With private beach access and stunning views, guests have enjoyed the peaceful and secluded atmosphere of the neighborhoods while still being close to activities and attractions.

Ocean Breeze Motel is a charming lodging institution located at 170 Seaview Avenue in Yarmouth, Massachusetts. Offering 32 beautifully appointed rooms and a spacious apartment suite, our motel provides a comfortable and tranquil escape for travelers looking to experience the essence of Cape Cod. Situated just a short walk from the serene waters of Nantucket Sound, our property combines modern amenities with classic coastal charm to create a welcoming atmosphere for every guest. Conveniently located near popular attractions such as Chatham and Hyannis, Ocean Breeze Motel is the ideal base for exploring the wonders of Yarmouth and beyond. Whether you're craving fresh seafood, historical landmarks, or vibrant local events, our motel is perfectly situated for you to make the most of your Cape Cod getaway. With easy access to the Atlantic Ocean and the region's picturesque scenery, Ocean Breeze Motel promises a memorable and relaxing stay for all who visit.

The Hong Kong is a vibrant and bustling institution located at 65 Chatham Street in Boston, Massachusetts. This popular spot is a bar, restaurant, and food establishment all rolled into one, offering a unique and exciting dining experience. With a diverse menu featuring delicious Asian cuisine and a wide selection of drinks, The Hong Kong is the perfect place to unwind with friends or enjoy a fun night out. Whether you're looking for a tasty meal, refreshing cocktails, or a lively atmosphere, The Hong Kong has something for everyone. Come visit us and see why we're a favorite destination in Boston!

Eider Duck Cottages is a charming lodging institution located at 1470 Main Street in the picturesque town of Chatham, Massachusetts, United States. Nestled in a tranquil setting, these cozy cottages offer a perfect retreat for those seeking a peaceful and relaxing getaway. Each cottage is beautifully decorated and equipped with all the modern amenities to ensure a comfortable stay. Guests can enjoy the serene surroundings, explore the nearby attractions, or simply unwind on the porch and take in the breathtaking views. Eider Duck Cottages is the ideal destination for a memorable vacation on Cape Cod.

Lower Cape Escape is a premier real estate and travel agency located in Chatham, Massachusetts. Situated at 247 Morton Road, this institution specializes in providing luxurious vacation rentals and properties for sale in the Lower Cape Cod area. Whether you are looking for a cozy beachfront cottage or a spacious family home, Lower Cape Escape offers a wide range of options to suit every taste and budget. With their expert knowledge of the local real estate market and dedication to customer satisfaction, Lower Cape Escape is your go-to destination for all your vacation rental and property buying needs in Cape Cod.

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.

Kinlin Grover Vacation Rentals is a renowned real estate and travel agency located at 856 Main Street in the picturesque town of Chatham, Massachusetts. Offering a wide range of vacation rental properties for visitors looking to explore the charming Cape Cod region, Kinlin Grover Vacation Rentals is committed to providing exceptional service and top-notch accommodations. Whether you're looking for a cozy cottage by the beach or a luxurious waterfront estate, their team of experienced agents is dedicated to helping you find the perfect vacation rental for your needs. With a reputation for excellence and a passion for hospitality, Kinlin Grover Vacation Rentals is your go-to destination for a memorable Cape Cod getaway.

Culdesac Cottage Bed and Breakfast is a charming lodging located at 49 Glover Square in the picturesque town of Chatham, Massachusetts. Situated in a peaceful cul-de-sac, this cozy cottage offers a serene and relaxing atmosphere for guests looking to escape the hustle and bustle of everyday life. The accommodations are tastefully decorated and feature modern amenities to ensure a comfortable stay. Guests can enjoy a delicious homemade breakfast each morning, served in the inviting dining area. With its convenient location near beaches, shopping, and dining options, Culdesac Cottage Bed and Breakfast is the perfect choice for a memorable stay on Cape Cod.

Pine Shore Cottages is a charming lodging destination located at 1370 Main Street in the picturesque town of Chatham, Massachusetts. Nestled among the pine trees, this cozy retreat offers a peaceful and relaxing atmosphere for guests to enjoy. As both a lodging and real estate agency, Pine Shore Cottages provides comfortable accommodations for travelers looking to experience the beauty of Cape Cod, as well as opportunities for those interested in purchasing a vacation home in this desirable location. With a dedicated team of professionals, Pine Shore Cottages also doubles as a travel agency, helping guests plan their perfect getaway to this idyllic seaside town. Experience the tranquility and beauty of Chatham at Pine Shore Cottages.