TOP 20 Best Vacation beach house 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.

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.

Chatham Vacation Rentals is a reputable real estate agency located at 1291 Main Street in the picturesque town of Chatham, Massachusetts. Specializing in vacation rentals, they offer a wide range of beautiful properties for visitors looking to experience the charm and beauty of Cape Cod. Whether you're seeking a cozy cottage by the beach or a spacious waterfront estate, Chatham Vacation Rentals has the perfect accommodation for your next getaway. Their friendly and knowledgeable staff are dedicated to helping you find the ideal rental property to make your vacation unforgettable. With their prime location in Chatham, you'll have easy access to the town's shops, restaurants, and beaches, ensuring a truly memorable vacation experience.

Chatham Inn is a luxurious institution located at 359 Main Street in Chatham, Massachusetts, United States. This establishment offers a unique experience, being Cape Cod’s only Relais & Châteaux and Forbes Five-Star hotel. Renovated between 2016 and 2019, Chatham Inn seamlessly blends modern decor, top-notch amenities, and exceptional service with the rich history of the oldest inn on the Cape. It has been recognized as one of the top hotels for service and romance in the United States, as well as being rated the number one hotel in Chatham and Cape Cod. The 18 beautifully renovated guest rooms and suites at Chatham Inn feature modern luxuries while preserving the inn's historic charm. Guests can choose from twin, queen, or king bed options, as well as spacious Premier King Rooms or Suites with private balconies, fireplaces, and wet bars. A Chef’s à la carte Breakfast is included in the stay, served in the elegant dining room.

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!

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.

North Beach Island is a charming tourist attraction located in Chatham, Massachusetts, United States. This picturesque island offers visitors a serene escape from the hustle and bustle of everyday life. With its pristine sandy beaches, crystal clear waters, and stunning views of the Atlantic Ocean, North Beach Island is the perfect destination for relaxation and rejuvenation. Whether you're looking to soak up the sun, go for a leisurely stroll along the shoreline, or simply take in the breathtaking scenery, North Beach Island is sure to captivate your senses and leave you feeling refreshed and renewed. Come and experience the beauty and tranquility of North Beach Island for yourself.

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.

Eelman's Point House is a reputable real estate agency located at 47 Horseshoe Lane South in Chatham, Massachusetts, United States. With a team of experienced professionals, they offer top-notch services for buying, selling, and renting properties in the area. Whether you're looking for a cozy beachfront cottage or a luxurious waterfront estate, Eelman's Point House can help you find the perfect property to suit your needs. Their dedication to client satisfaction and attention to detail make them a trusted choice for all your real estate needs in Chatham.

The Priscilla House is a charming lodging establishment located at 388 Main Street in the picturesque town of Chatham, Massachusetts. This historic house offers a cozy and welcoming atmosphere for guests to relax and unwind during their stay on Cape Cod. With comfortable accommodations and a convenient location near local attractions and amenities, The Priscilla House is the perfect choice for a memorable getaway in the United States.

The True North House is a charming lodging institution located at 86 Highland Avenue in the picturesque town of Chatham, Massachusetts. Situated in the heart of the United States' Cape Cod region, this cozy retreat offers guests a peaceful and relaxing atmosphere to unwind and recharge. With comfortable accommodations and personalized service, The True North House is the perfect destination for those seeking a tranquil getaway by the sea. Immerse yourself in the beauty of Cape Cod and experience true hospitality at The True North House.

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!

Chatham Beach Cottages is a charming waterfront retreat located on Little Beach Road in the picturesque town of Chatham, Massachusetts. Nestled along the sandy shores of the Atlantic Ocean, this cozy getaway offers a collection of well-appointed cottages with stunning ocean views and easy access to the beach. Guests can relax on their private deck, take a leisurely stroll along the shoreline, or explore the quaint shops and restaurants in town. Whether seeking a romantic escape or a family vacation, Chatham Beach Cottages provides a peaceful and idyllic setting for a memorable coastal retreat.

Chatham Vacation Properties is a reputable real estate agency located at 1429 Massachusetts Avenue in Lexington, Massachusetts. Specializing in vacation properties, they offer a wide range of rental and sales options for those looking to experience the beauty of Cape Cod. With a team of experienced agents, Chatham Vacation Properties is dedicated to providing top-notch service and helping clients find their perfect vacation home. Whether you're looking for a quaint cottage by the beach or a luxurious waterfront estate, Chatham Vacation Properties has something for everyone. Visit their office today to start planning your dream vacation in Cape Cod.

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.

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.

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.

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.

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.

Metter's Cottages is a charming accommodation located at 84 Chatharbor Lane in the picturesque town of Chatham, Massachusetts. Nestled in a tranquil setting, these cozy cottages offer a perfect retreat for those looking to escape the hustle and bustle of everyday life. Each cottage is beautifully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy the peaceful surroundings, relax on the private deck, or take a short stroll to the nearby beach. Metter's Cottages is the ideal choice for a relaxing getaway on Cape Cod.

Pine Acres Realty - Rental Division is a reputable real estate agency and travel agency located at 20 Heritage Lane in Chatham, Massachusetts, United States. Specializing in vacation rentals, they offer a wide range of properties in the beautiful Cape Cod area. With a team of experienced agents dedicated to providing exceptional customer service, Pine Acres Realty - Rental Division is the perfect choice for anyone looking to find their dream vacation rental in this picturesque coastal town. Whether you're looking for a beachfront cottage or a cozy cabin in the woods, they have the perfect property to suit your needs. Contact them today to start planning your next getaway!

Yarmouth Cape Cod is a reputable institution located at 279 Orleans Road in Chatham, Massachusetts, United States. As a real estate agency, they specialize in helping clients find their dream homes or vacation rentals in the beautiful Cape Cod area. Additionally, they also operate as a travel agency, offering personalized vacation planning services for those looking to explore the charming town of Yarmouth and beyond. With their expert knowledge of the local area and dedication to customer satisfaction, Yarmouth Cape Cod is the perfect choice for all your real estate and travel needs in Cape Cod.