TOP 30 Best Waterfront vacation rentals in Maryland

Vantage Vacation Rentals by Vacasa is a real estate and travel agency located at 5200-B Coastal Highway in Ocean City, Maryland, United States. Specializing in Ocean City beach house rentals, they offer the best access to the sparkling boardwalk, sugar-white sands, and endless excitement that the area has to offer. With options for ocean city condo rentals and pet-friendly rental homes, Vantage Vacation Rentals by Vacasa provides the perfect home base for exploring the fun-filled area. With 158 of their Ocean City homes allowing dogs, guests can bring along their furry friends to enjoy the vacation as well. Additionally, 2344 of their vacation rentals have internet access, ensuring that guests can stay connected throughout their trip. The local Ocean City team includes professional housekeepers who care for all of the homes, ensuring that everything is clean and ready for guests upon arrival.

The Mr Waterfront Team of Long and Foster Real Estate, Inc is a leading real estate agency located in Annapolis, Maryland. Specializing in waterfront properties, our team of experienced professionals is dedicated to helping clients find their dream homes along the beautiful shores of Maryland. With a prime location at 320 6th Street, we offer unparalleled expertise and personalized service to ensure a smooth and successful real estate experience. Whether you are buying or selling a waterfront property, trust the Mr Waterfront Team to guide you every step of the way.

Sunset Island Sales and Rentals is a premier real estate and travel agency located in Ocean City, Maryland. Our dedicated team of professionals specializes in helping clients buy, sell, and rent properties on the beautiful Sunset Island. Whether you are looking for a vacation rental or a permanent residence, we have a wide range of options to suit your needs. Our convenient location at 23 Fountain Drive West makes it easy to stop by and discuss your real estate goals with us. Trust Sunset Island Sales and Rentals to help you find your dream property in this picturesque coastal community.

Ocean City MD Vacation Rentals is a reputable real estate agency located at 8202 Coastal Highway in Ocean City, Maryland, United States. Specializing in vacation rentals, they offer a wide range of properties for visitors looking to enjoy a relaxing and memorable stay in this popular beach destination. With a variety of rental options to choose from, including beachfront condos, cozy cottages, and spacious family homes, Ocean City MD Vacation Rentals is committed to providing top-notch customer service and helping guests find the perfect accommodations for their getaway. Whether you're planning a romantic retreat or a fun-filled family vacation, this agency is dedicated to making your stay in Ocean City a truly unforgettable experience.

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.

OC Beachfront Rentals is a premier real estate and travel agency located at 1209 Atlantic Avenue in the beautiful Ocean City, Maryland. We specialize in providing top-notch beachfront rental properties for vacationers looking to enjoy a relaxing and picturesque getaway by the sea. Our team of experienced agents are dedicated to helping you find the perfect rental that fits your needs and budget. Whether you are looking for a cozy beachfront condo or a spacious vacation home, we have a wide range of options to choose from. Trust OC Beachfront Rentals to make your next beach vacation a truly memorable experience.

Ocean Pines Vacation Rental is a premier real estate and travel agency located at 22 Heron Isle Court in Ocean Pines, Maryland. Our agency specializes in providing top-quality vacation rentals in the beautiful coastal town of Ocean Pines. Whether you are looking for a beachfront villa, a cozy cottage, or a spacious family home, we have the perfect accommodation to suit your needs. Our dedicated team is committed to providing exceptional customer service and ensuring that your vacation experience is memorable and stress-free. Contact us today to book your dream vacation rental in Ocean Pines!

Deep Creek Vacation Rentals by Vacasa is a premier lodging, real estate, and travel agency located in Oakland, Maryland. Situated at 19509 Garrett Highway, this institution offers a wide range of vacation rental properties in the scenic Deep Creek Lake area. With a focus on providing exceptional customer service and high-quality accommodations, guests can expect a seamless and enjoyable vacation experience. Whether you are looking for a cozy cabin for a romantic getaway or a spacious lakefront home for a family retreat, Deep Creek Vacation Rentals by Vacasa has something for everyone. Book your next vacation with them and create lasting memories in this beautiful destination.

Welcome to Deep Creek Vacation Rentals by Vacasa, your premier destination for exceptional vacation rental experiences in the heart of Deep Creek Lake, Maryland. Nestled in the scenic town of Oakland, our agency specializes in offering a diverse range of vacation homes tailored to meet your every need. Whether you're planning a family getaway, a romantic retreat, or an adventure-filled trip, our extensive portfolio of properties ensures that you find the perfect home away from home.

Mike Kennedy - Deep Creek Lake Real Estate is a premier real estate agency located at 2 Vacation Way in McHenry, Maryland. Specializing in properties in the picturesque Deep Creek Lake area, our team of experienced agents is dedicated to helping clients find their dream homes or vacation getaways. Whether you are looking for a cozy cabin, a waterfront property, or a luxury estate, we have a wide range of listings to choose from. With our knowledge of the local market and personalized service, we strive to make the buying or selling process as smooth and stress-free as possible. Contact us today to start your real estate journey in Deep Creek Lake.

City Cruises Washington DC National Harbor is a renowned travel agency located at 145 Waterfront Street in Fort Washington, Maryland, United States. Specializing in scenic cruises along the beautiful Potomac River, this institution offers a unique and unforgettable way to experience the iconic landmarks and stunning views of Washington DC and the National Harbor. With a variety of cruise options available, including sightseeing tours, dinner cruises, and private charters, City Cruises Washington DC National Harbor provides a luxurious and relaxing way to explore the nation's capital from the water. Whether you're a local resident looking for a fun day out or a tourist seeking a memorable experience, this travel agency is the perfect choice for an enjoyable and immersive adventure on the Potomac River.

CENTURY 21 New Horizon - Sea Watch is a premier real estate and travel agency located at 11500 Coastal Highway in beautiful Ocean City, Maryland. Specializing in beachfront properties and vacation rentals, our experienced team of agents are dedicated to helping clients find their dream home or perfect getaway spot. With a prime location along the coast, we offer unparalleled views and access to the stunning beaches of Ocean City. Whether you're looking to buy, sell, or rent, CENTURY 21 New Horizon - Sea Watch is your go-to destination for all your real estate and travel needs. Contact us today to start your journey towards owning a piece of paradise.

Club Wyndham National Harbor is a premier lodging destination located at 250 Mariner Passage in Oxon Hill, Maryland, United States. As a part of the renowned Wyndham hotel group, this institution offers luxurious accommodations and top-notch amenities for travelers seeking a comfortable and relaxing stay. Whether you are looking for a cozy room for a weekend getaway or a spacious suite for an extended vacation, Club Wyndham National Harbor has something for everyone. In addition to lodging services, this institution also serves as a real estate and travel agency, helping guests find their dream vacation homes and plan unforgettable trips. With its convenient location and impeccable service, Club Wyndham National Harbor is the perfect choice for your next travel adventure.

Eastern Shore Family Rental Homes offers a wide range of comfortable and spacious rental homes for families looking to explore the beautiful Eastern Shore of Maryland. Located on Thompson Creek Road in Stevensville, our homes provide a peaceful and serene escape from the hustle and bustle of everyday life. Whether you're looking for a weekend getaway or a longer vacation, our homes are fully equipped with all the amenities you need for a relaxing stay. From waterfront properties to cozy cottages, we have something for every family's needs. Come stay with us and experience the charm and beauty of the Eastern Shore!

Happy Campers Waterfront Apartment is a charming lodging located at 6142 Todds Point Road in Cambridge, Maryland, United States. Situated right on the waterfront, guests can enjoy stunning views of the water and relax in a peaceful and serene setting. The apartment is perfect for those looking for a cozy and comfortable accommodation while exploring the beautiful surroundings of Cambridge. Whether you're a solo traveler, a couple, or a small family, Happy Campers Waterfront Apartment offers a relaxing retreat with all the necessary amenities for a memorable stay.

Lakefront Leisure is a cozy and comfortable lodging institution located at 19956 Garrett Highway in Oakland, Maryland, United States. Situated in the Creekside Community at Deep Creek Lake, this institution offers direct access to the community lake and dock. The layout includes a spacious great room, fully equipped kitchen, dining area, multiple bedrooms with attached baths, a den/game area with a wet bar, and a laundry area. Guests can enjoy beautiful views of the lake from the living room, kitchen, and bedrooms, as well as relax by the fireplace or in the hot tub. The location is convenient, with easy access to restaurants, shops, and recreational activities. While some guests have noted minor maintenance issues and noise from roadside traffic, overall feedback is positive, with many guests praising the cleanliness, spaciousness, and amenities of the property. Lakefront Leisure is the perfect vacation home for families and groups looking to unwind and enjoy the beauty of Deep Creek Lake.

Lake 'N Logs is a charming and elegant lakefront lodging institution located at 548 White Oak Drive in Swanton, Maryland. With a large back deck and beautifully furnished interior, this warm and wonderful lake chalet is the perfect place for friends and family to gather. The main level features a great room and kitchen with top-of-the-line amenities, premier home furnishings, and modern upgrades. The lower level offers plenty of space for everyone, along with fun features like a wet bar and foosball table. The covered back porch, with an outdoor fireplace and ample seating, is the ideal spot to enjoy the sunset over the still waters. The private lakefront with a dock at the end of the property provides easy access to the water. This home is located in the Beckman's Peninsula Community at Deep Creek Lake. With a layout that includes multiple bedrooms, bathrooms, and entertainment areas, Lake 'N Logs is perfect for family gatherings, celebrations, or simply relaxing by the lake. Guests have praised the beautiful views, comfortable furnishings, and well-stocked kitchen. Whether you're looking for a cozy winter retreat or a fun summer getaway, Lake 'N Logs has everything you need for a memorable stay.

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.

FLOHOM 1 | Bay Escape is a charming lodging institution located at 400 Key Highway in Baltimore, Maryland, United States. Situated near the beautiful waters of the bay, this cozy establishment offers a relaxing and comfortable stay for guests looking to escape the hustle and bustle of city life. With its serene atmosphere and convenient location, FLOHOM 1 | Bay Escape is the perfect destination for a peaceful getaway.

Located at 951 Fell Street in Baltimore, Maryland, Bay Dream Sailing is a premier tourist attraction and travel agency that offers unforgettable boat tours along the stunning waters of the Chesapeake Bay. Whether you're celebrating a special occasion like a birthday or anniversary, or simply looking for a unique way to explore the city, a boat tour with Bay Dream Sailing is a must-do activity in Baltimore. With private cruises available, you can enjoy a personalized and intimate experience on the water with your loved ones. Our experienced Captain, who is also the Commodore of the Sassafras River Yacht Club, has spent 25 years navigating the Chesapeake and is excited to share his passion for the waterways with you.

Shardana Sailing Charters is a premier travel agency located at 20786 Rock Hall Avenue in Rock Hall, Maryland, United States. Specializing in sailing charters, they offer unforgettable experiences on the open water for individuals and groups alike. With a fleet of top-of-the-line boats and experienced captains, Shardana Sailing Charters provides a safe and luxurious way to explore the stunning waters of the Chesapeake Bay. Whether you're looking for a romantic sunset cruise or a day of adventure with family and friends, Shardana Sailing Charters has something for everyone. Book your next sailing excursion with them and create memories that will last a lifetime.

SeaAffinity, Inc. is a premier travel agency located in the vibrant city of Baltimore, Maryland. Situated at 2809 Boston Street, this institution specializes in creating unforgettable oceanic experiences for travelers looking to explore the world's most beautiful and exotic destinations. With a team of experienced professionals and a passion for all things nautical, SeaAffinity, Inc. is dedicated to providing top-notch service and personalized itineraries that cater to every client's unique preferences and desires. Whether you're dreaming of a luxurious cruise, a thrilling scuba diving adventure, or a relaxing beach getaway, SeaAffinity, Inc. has the expertise and resources to make your travel dreams a reality. Come visit us and let us help you embark on the journey of a lifetime!

Back Bay Bungalows is a charming lodging institution located at 11831 Gum Point Road in the picturesque town of Berlin, Maryland, United States. Nestled in the serene Back Bay area, this cozy retreat offers a peaceful and relaxing atmosphere for guests looking to escape the hustle and bustle of city life. The bungalows are beautifully decorated and equipped with all the amenities needed for a comfortable stay. Whether you're looking for a romantic getaway or a family vacation, Back Bay Bungalows provides the perfect setting for a memorable stay. With its convenient location near the beach and other attractions, guests can easily explore the wonders of the Eastern Shore while enjoying the comforts of home. Book your stay at Back Bay Bungalows for a truly unforgettable experience.

Harris Cove Cottages Bed 'N Boat is a charming lodging establishment located at 8080 Bozman Neavitt Road in the picturesque town of Saint Michaels, Maryland, United States. Situated right by the water, guests can enjoy stunning views of the cove and easy access to various water activities. The cozy cottages offer a comfortable and relaxing stay, perfect for a weekend getaway or a longer vacation. With boat rentals available on site, guests can explore the surrounding waters and experience the beauty of the Chesapeake Bay. Come stay at Harris Cove Cottages Bed 'N Boat for a peaceful retreat by the water.

Solomons Victorian Inn is a charming lodging located at 125 Charles Street in Solomons, Maryland, United States. This historic inn offers a unique Victorian-style accommodation with modern amenities, providing guests with a comfortable and memorable stay. The inn's cozy rooms are elegantly decorated and equipped with all the necessary comforts to ensure a relaxing experience. Guests can enjoy a delicious breakfast served in the elegant dining room or relax in the beautiful garden area. The convenient location of Solomons Victorian Inn allows guests to explore the nearby attractions, including the waterfront, shops, and restaurants. Whether you are visiting for business or leisure, Solomons Victorian Inn is the perfect choice for a peaceful and enjoyable stay.

Cruisin' Tikis of Deale is a unique travel agency located at 604 Cabana Boulevard in Deale, Maryland. Specializing in providing unforgettable experiences on the water, they offer tiki boat cruises for groups looking to relax and have fun in a tropical setting. With stunning views of the Maryland coastline, guests can enjoy a leisurely cruise while sipping on their favorite beverages and soaking up the sun. Whether you're celebrating a special occasion or just looking to unwind, Cruisin' Tikis of Deale is the perfect destination for a memorable and relaxing getaway.

Chesapeake Windsail Cruises Corporation is a premier travel agency located at 4160 Mears Avenue in Chesapeake Beach, Maryland. Specializing in unforgettable sailing experiences, they offer a variety of cruises along the beautiful Chesapeake Bay. Whether you're looking for a romantic sunset sail, a family-friendly adventure, or a corporate team-building event, Chesapeake Windsail Cruises Corporation has something for everyone. Their experienced crew and top-of-the-line sailboats ensure a safe and enjoyable experience for all guests. Book your next sailing excursion with Chesapeake Windsail Cruises Corporation for a truly memorable journey on the water.

Cool Breeze Sailing Charters LLC is a premier travel agency located at 1900 Thames Street in Baltimore, Maryland. Specializing in sailing charters, they offer unforgettable experiences on the water for individuals, couples, and groups. Whether you're looking for a relaxing day cruise or a multi-day sailing adventure, Cool Breeze Sailing Charters LLC has the expertise and resources to make your nautical dreams a reality. With a fleet of well-maintained boats and experienced captains, you can trust that you'll have a safe and enjoyable voyage every time. Book your next sailing excursion with Cool Breeze Sailing Charters LLC and let the wind carry you to new and exciting destinations.

Blue Heron Bed & Breakfast LLC is a charming lodging establishment located at 14614 H G Trueman Road in Solomons, Maryland, United States. Nestled in a picturesque setting, this cozy bed and breakfast offers a peaceful retreat for guests looking to relax and unwind. The serene atmosphere, comfortable accommodations, and warm hospitality provided by the staff make Blue Heron Bed & Breakfast LLC the perfect choice for a weekend getaway or a longer stay. Guests can enjoy a delicious homemade breakfast each morning and explore the beautiful surroundings of Solomons during the day. Whether you are seeking a romantic escape or a peaceful retreat, Blue Heron Bed & Breakfast LLC is the ideal destination for a memorable stay.

Welcome to the historic Chestertown bed and breakfast, the Inn at Mitchell House. Rated among the top ten out of 10,000 by "America's Historic Inns," this charming 18th-century manor home is situated on 12 manicured acres between Chestertown and Rock Hall, Maryland. Just a half mile away from the Chesapeake Bay, guests can enjoy the private beach and full services of the Tolchester Marina. Operating year-round, seven days a week, the inn offers six guestrooms, two parlors, a dining room, a screened porch, and numerous fireplaces creating a casual and friendly atmosphere. All rooms and the cottage include modern amenities such as a TV, hairdryer, iron, wireless internet, and use of the 2nd-floor refrigerator. Rates include a full country breakfast for two guests per room.