The 30 Best Bayfront vacation rentals in Maryland

Chesapeake Bay Rentals is a reputable real estate and travel agency located at 3010 Governor Run Road in Port Republic, Maryland. Specializing in vacation rentals along the stunning Chesapeake Bay, they offer a wide selection of properties to suit every traveler's needs. Whether you're looking for a cozy cottage for a romantic getaway or a spacious waterfront home for a family vacation, Chesapeake Bay Rentals has the perfect option for you. Their knowledgeable staff is dedicated to providing top-notch customer service and helping you find the ideal rental for your next trip to this beautiful region of the United States.

Pointe On The Bay is a charming lodging institution located at 2209 Philadelphia Avenue in Ocean City, Maryland, United States. Situated just steps away from the beautiful bay, this cozy retreat offers comfortable accommodations and stunning views. Guests can relax in spacious rooms, take a dip in the outdoor pool, or enjoy a leisurely stroll along the nearby boardwalk. With its convenient location and welcoming atmosphere, Pointe On The Bay is the perfect destination for a relaxing getaway by the water.

OCMD Getaways is a real estate and travel agency located at 5700 Coastal Highway in Ocean City, Maryland. They offer a variety of vacation rentals, including a direct bayfront 3 bedroom condo with a rooftop pool, a renovated 2 bedroom condo with a large outdoor pool, and an oceanfront 1 bedroom condo just steps from the beach. Whether you prefer a bustling downtown location or a quieter spot in North Ocean City, OCMD Getaways has the perfect vacation rental for you. Explore the beach, boardwalk, and all that Ocean City has to offer with a rental from OCMD Getaways.

Down by the Bay OCMD is a unique institution located at 115 70th Street in Ocean City, Maryland, United States. This establishment serves as a lodging, real estate agency, and travel agency all in one. By booking directly with Down by the Bay OCMD, guests can save up to 20% off and avoid paying Airbnb/Vrbo fees. The accommodations offered by Down by the Bay OCMD are truly exceptional. Guests can choose from beautiful waterfront townhomes with spacious garages, open floor plans, fully-stocked kitchens with high-end appliances, and breathtaking views of the bay. Some units even feature third-floor laundry and balconies overlooking the bay.

Herrington Harbour South is a picturesque waterfront institution located at 7149 Lake Shore Drive in North Beach, Maryland, United States. Offering a blend of food, lodging, and restaurant services, this establishment provides guests with a relaxing and enjoyable experience by the water. Whether you're looking for a delicious meal, a comfortable place to stay, or a scenic spot to dine, Herrington Harbour South has something for everyone. Come and experience the beauty of the Chesapeake Bay while enjoying top-notch hospitality at this charming institution.

Watermark Tours, Charters, Cruises is a premier tourist attraction and travel agency located at 555 Light Street in Baltimore, Maryland, United States. Offering a variety of tours, charters, and cruises, this institution provides visitors with unique and unforgettable experiences on the water. Whether you're looking to explore the historic sights of Baltimore, enjoy a relaxing cruise along the Inner Harbor, or charter a boat for a special event, Watermark Tours, Charters, Cruises has something for everyone. With knowledgeable guides, top-notch service, and stunning views, this institution is the perfect choice for your next adventure on the water.

Breezy Point Beach & Campground is a picturesque waterfront destination located at 5300 Breezy Point Road in Chesapeake Beach, Maryland. This institution offers a unique combination of camping, lodging, and park facilities, making it a popular tourist attraction for visitors of all ages. With stunning views of the Chesapeake Bay, visitors can enjoy a relaxing beach day, go fishing, or explore the surrounding nature trails. The campground offers a range of accommodation options, from tent sites to cabins, providing a comfortable and scenic retreat for those looking to immerse themselves in the great outdoors. Whether you're looking for a peaceful escape or a fun-filled adventure, Breezy Point Beach & Campground has something for everyone.

Eastport Yacht Club is a premier sailing and social club located at 317 First Street in Annapolis, Maryland, United States. With a rich history dating back to 1982, the club offers a vibrant community of boating enthusiasts, sailors, and social members. Situated on the picturesque shores of the Chesapeake Bay, Eastport Yacht Club provides top-notch facilities and amenities for its members, including a marina, clubhouse, and a full calendar of events and activities. Whether you're a seasoned sailor or just looking to connect with fellow water lovers, Eastport Yacht Club is the perfect place to enjoy the beauty of the bay and foster a love for all things nautical.

Downs Park Public Beach is a picturesque waterfront destination located in Pasadena, Maryland, United States. This beautiful beach offers pristine sandy shores, calm waters for swimming, and stunning views of the Chesapeake Bay. Visitors can relax on the beach, picnic in the designated areas, or take a leisurely stroll along the shoreline. The park also features playgrounds, picnic pavilions, and hiking trails for those looking to explore the surrounding natural beauty. Whether you're looking to soak up the sun, enjoy a peaceful beach day, or have a fun-filled day with family and friends, Downs Park Public Beach is the perfect place to unwind and enjoy the great outdoors.