TOP 30 Best Waterfront vacation rentals in Maryland

The Annapolis Waterfront Hotel, Autograph Collection is a luxurious lodging option located at 80 Compromise Street in the charming city of Annapolis, Maryland, United States. Situated right on the waterfront, this hotel offers stunning views of the Chesapeake Bay and the historic city skyline. With upscale amenities, elegant decor, and personalized service, guests can enjoy a relaxing and memorable stay in this picturesque setting. Perfect for both leisure and business travelers, the Annapolis Waterfront Hotel is the ideal choice for those looking for a unique and unforgettable experience in the heart of Annapolis.

Long & Foster Vacation Rentals: The Quay is a premier real estate and travel agency located at 10700 Coastal Highway in Ocean City, Maryland, United States. With a strong reputation for providing top-notch vacation rental properties, The Quay offers a wide range of accommodations for visitors looking to experience the beauty of Ocean City. Whether you're seeking a beachfront condo, a luxury villa, or a cozy cottage, The Quay has something for everyone. Their dedicated team of professionals is committed to helping you find the perfect vacation rental to suit your needs and make your stay in Ocean City unforgettable. Experience the best of Maryland's Eastern Shore with Long & Foster Vacation Rentals: The Quay.

Waterfront Retreat is a serene getaway located at 29 Lakefront Links Drive in Swanton, Maryland, United States. This lodging institution offers a peaceful and relaxing environment with stunning views of the lake. Guests can enjoy a comfortable stay in well-appointed rooms and take advantage of the various amenities provided. Whether you're looking for a romantic escape or a family vacation, Waterfront Retreat is the perfect destination to unwind and rejuvenate. Experience the beauty of nature and the tranquility of the waterfront at this idyllic retreat.

Waterfront Dreams is a charming lodging institution situated at 41 Lakefront Links Drive in the picturesque town of Swanton, Maryland, United States. Nestled along the tranquil waterfront, this cozy retreat offers guests a peaceful and serene atmosphere to unwind and relax. With stunning views of the lake and surrounding nature, Waterfront Dreams provides a perfect escape from the hustle and bustle of everyday life. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, this institution is the ideal place to make your dreams of a waterfront paradise come true.

Love and Memories Deep Creek Lake Rental is a charming lodging institution located at 77 Meadow Court in Oakland, Maryland, United States. Situated in the Paradise Ridge Community at Deep Creek Lake, this home offers access to the Community Aquatic Recreation Center (CARC) with a gym and indoor pool for guests to enjoy during their stay. The layout of the home includes a Great Room, Kitchen, Dining Area, Screened-in Porch, Bedrooms with comfortable beds, and a Recreation Room with additional sleeping options. The fenced-in yard is perfect for guests with pets, providing a safe space for furry friends to roam. Guests can relax in the hot tub, gather around the fire pit, or enjoy games like skee ball and foosball. The house offers beautiful views and a peaceful atmosphere, making it a great spot for a relaxing vacation. While some aspects of the home may show signs of wear and tear, the cleanliness and functionality make it a comfortable choice for a getaway. With convenient access to local amenities and activities, Love and Memories Deep Creek Lake Rental is a wonderful place to create lasting memories with loved ones.

House at the Beach Vacation Rental in Ocean City is a stunning vacation rental property located at 210 Worcester Street in Ocean City, Maryland. This beautiful beachfront house is the perfect destination for a relaxing getaway by the sea. As a real estate and travel agency, we offer top-notch services to ensure a memorable and comfortable stay for our guests. With spacious accommodations, modern amenities, and breathtaking ocean views, House at the Beach Vacation Rental is the ideal choice for your next vacation in Ocean City. Book your stay with us today and experience the ultimate beach retreat.

Deep Creek Lake Vacation Rentals is a premier real estate and travel agency located at 45 Westward Way in McHenry, Maryland, United States. Specializing in providing top-notch vacation rental properties in the picturesque Deep Creek Lake area, our agency offers a wide range of accommodations to suit every traveler's needs. Whether you're looking for a cozy cabin for a romantic getaway or a spacious lakefront home for a family vacation, we have the perfect rental for you. Our friendly and knowledgeable staff are dedicated to helping you find the ideal vacation rental to make your stay at Deep Creek Lake truly unforgettable. Contact us today to start planning your dream vacation!

Cloud 10 Vacation Rental is a luxurious lodging option located at 141 Timber Ridge Road in McHenry, Maryland, United States. As a combination of a real estate agency and a travel agency, Cloud 10 offers guests the ultimate vacation experience. With stunning views and top-notch amenities, this institution provides a relaxing and comfortable stay for all visitors. Whether you're looking for a weekend getaway or a long-term rental, Cloud 10 Vacation Rental has everything you need for a perfect vacation.

Red Barn Vacations is a charming real estate and travel agency located at 184 North Glade Road in Swanton, Maryland, United States. Nestled in the picturesque countryside, this institution specializes in providing unique vacation rental properties in the area. From cozy cabins to luxurious lakefront homes, Red Barn Vacations offers a wide range of accommodations to suit every traveler's needs. With personalized service and attention to detail, guests can expect a memorable and relaxing getaway when booking through this reputable agency. Experience the beauty of Maryland's countryside with Red Barn Vacations as your trusted guide.

Eastern Shore Vacation Rentals is a top-rated real estate and travel agency located at 719 Goldsborough Street in Easton, Maryland, United States. Specializing in providing luxurious vacation rental properties along the picturesque Eastern Shore, this institution offers a wide range of accommodation options to suit every traveler's needs. From charming beachfront cottages to spacious waterfront estates, Eastern Shore Vacation Rentals ensures a comfortable and memorable stay for all guests. With exceptional customer service and attention to detail, this agency is dedicated to helping travelers find the perfect vacation rental for their getaway on the Eastern Shore.

Scotland Yards Beach Rentals is a premier real estate and travel agency located in the charming town of Scotland, Maryland. Situated at 15230 Lake Drive, our agency specializes in providing top-quality beach rentals for those looking to enjoy a relaxing getaway by the water. Whether you're in search of a cozy cottage or a luxurious beachfront villa, we have a wide range of options to suit every taste and budget. Our dedicated team is committed to providing exceptional service and helping you find the perfect rental for your next beach vacation. Contact Scotland Yards Beach Rentals today to start planning your dream getaway!

Tilghman Island Marina & Rentals is a picturesque waterfront destination located at 6140 Mariners Court in Tilghman Island, Maryland, United States. This charming marina offers a variety of rental options including boats, kayaks, and paddleboards for exploring the beautiful waters surrounding the island. With stunning views of the Chesapeake Bay and a convenient location near local restaurants and shops, Tilghman Island Marina & Rentals is the perfect place for a relaxing getaway or a fun day out on the water. Whether you're looking to fish, sail, or simply soak up the sunshine, this marina has everything you need for a memorable experience on the water.

Coldwell Banker Vacations - Vacation Rentals is a real estate and travel agency located at 6405 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 of the Atlantic Ocean shoreline. With a variety of pet-friendly rental homes available, you can bring your furry friend along to enjoy the fun. With over 2344 vacation rentals offering internet access, you can stay connected throughout your trip. The professional housekeepers on their local Ocean City team ensure that all homes are clean and stocked with amenities for your arrival, allowing you to relax and enjoy your stay.

Sea Watch Rentals is a premier real estate agency located at 11500 Coastal Highway in the beautiful coastal town of Ocean City, Maryland, United States. Specializing in vacation rentals, our team of experienced professionals is dedicated to helping clients find the perfect beachfront property for their getaway. Whether you're looking for a cozy condo for a romantic weekend or a spacious beach house for a family vacation, Sea Watch Rentals has a wide selection of properties to choose from. With top-notch customer service and a commitment to excellence, we strive to make your vacation rental experience as seamless and enjoyable as possible. Contact us today to start planning your dream beach vacation!

Central Reservations - Ocean City Vacation Rentals is a premier real estate and travel agency located at 6200 Coastal Highway in Ocean City, Maryland, United States. We specialize in providing top-quality vacation rentals for visitors looking to enjoy all that Ocean City has to offer. Our experienced team is dedicated to helping you find the perfect accommodations for your stay, whether you're looking for a beachfront condo, a cozy cottage, or a spacious family-friendly home. With our convenient central location and expert knowledge of the area, we make it easy for you to plan a memorable and stress-free vacation in Ocean City. Contact us today to start planning your dream getaway!

Atlantis Ocean City Rental Unit 501 is a luxurious lodging option located at 10300 Coastal Highway in Ocean City, Maryland, United States. This rental unit offers stunning ocean views and top-notch amenities for a comfortable and memorable stay. Whether you are looking for a relaxing beach getaway or a fun-filled family vacation, Atlantis Ocean City Rental Unit 501 is the perfect choice. With its prime location and modern accommodations, guests can enjoy easy access to the beach, shopping, dining, and entertainment options. Book your stay at Atlantis Ocean City Rental Unit 501 for an unforgettable experience in Ocean City.

Marigot Beach Condo Rentals is a premier real estate and travel agency located at 10100 Coastal Highway in Ocean City, Maryland, United States. We offer luxurious condo rentals with stunning views of the beach and ocean. Our properties are fully equipped with modern amenities and are perfect for a relaxing vacation or getaway. Whether you're looking for a weekend retreat or an extended stay, Marigot Beach Condo Rentals has the perfect accommodation for you. Contact us today to book your dream beach vacation!

Taylor-Made Deep Creek Vacations is a premier real estate and travel agency located in McHenry, Maryland, United States. Situated at 35 Towne Centre Way, this institution specializes in providing personalized vacation experiences at Deep Creek Lake. Whether you are looking for a cozy cabin retreat or a luxurious lakefront property, Taylor-Made Deep Creek Vacations has a wide range of accommodations to suit every need. With exceptional customer service and a dedicated team of professionals, this agency is committed to creating unforgettable memories for every guest. Book your dream vacation with Taylor-Made Deep Creek Vacations today!

CampMD Vacation Cottages is a family-oriented beach campground located at 15914 Camp Merryelande Road in Piney Point, Maryland, United States. Established in 1984, our waterfront cottages on St. George Island offer a unique and memorable vacation experience for guests of all ages. Each cottage is either beachfront or boasts stunning views of the beach and river, providing a peaceful and picturesque setting for your stay. Our cottages are individually designed and equipped with modern amenities such as free wifi, Cable TV, full kitchens or kitchenettes, and bathrooms. Whether you're seeking a cozy retreat for a quick getaway or planning a celebration with friends and family, we have accommodations to suit your needs. Our larger cottages can accommodate up to 24 guests, perfect for group gatherings and special occasions.

Waterfront Greens at Deep Creek Lake is a charming convenience store located at 474 Waterfront Greens Drive in Swanton, Maryland. This institution offers a wide variety of food and store items to meet all of your needs while visiting the beautiful Deep Creek Lake area. Whether you're looking for snacks, drinks, or souvenirs, Waterfront Greens has you covered. Stop by and explore all that this lovely establishment has to offer during your stay in the United States.

Welcome to the Amazing River House Waterfront Apartment at Moot Point Farm! This stunning property is located at 25355 Moot Point Lane in Greensboro, Maryland, United States. As a real estate and travel agency, we offer a unique opportunity to experience waterfront living at its finest. The apartment is situated right on the banks of the river, providing breathtaking views and a peaceful atmosphere.

Red Point Lighthouse Vacation Rentals is a unique real estate and travel agency located at 115 South Main Street, North East, Maryland, United States. Our lighthouse replica on the northern tip of the Chesapeake Bay offers stunning views and luxurious amenities. With 2 living rooms, an indoor hot tub, fully equipped kitchen, dining area for 12, and a propane grill, you'll have everything you need for a comfortable stay. Our property also features wheelchair access on the main floor, including a king bedroom, 4 bathrooms, a wet bar, fast WIFI, and smart TVs. Enjoy the wrap-around decks, 1.5 acres of land, and the community sandy beach just across the street. The master bedroom boasts a king bed, sea views, and a jacuzzi, while the main floor handicap accessible bedroom also has a king bed. Book your stay with us on Airbnb for a truly unforgettable experience.

Chesapeake Paradise Vacation Homes is a premier real estate and travel agency located at 1085 Rodgers Road in Deale, Maryland, United States. We specialize in providing luxurious vacation rental homes in the picturesque Chesapeake Bay area. Our properties offer stunning waterfront views, top-notch amenities, and easy access to outdoor activities like boating, fishing, and kayaking. Whether you're looking for a romantic getaway, a family vacation, or a corporate retreat, our team of experienced agents will help you find the perfect home for your needs. Book your dream vacation with Chesapeake Paradise Vacation Homes today and experience the beauty of the Chesapeake Bay like never before.

Flaneur, The Vacation Rental Company is a premier real estate and travel agency located at 404 South Talbot Street in the charming town of Saint Michaels, Maryland, United States. Specializing in luxury vacation rentals, we offer a wide selection of stunning properties for visitors looking to experience the beauty and history of the Eastern Shore. Our dedicated team of professionals is committed to providing exceptional service and ensuring that every guest enjoys a memorable and relaxing stay. Whether you're seeking a waterfront retreat or a cozy cottage in town, Flaneur has the perfect vacation rental for you. Book your dream getaway with us today and make your vacation truly unforgettable.

Experience the charm and beauty of St Michaels, Maryland with a historic vacation at this stunning property on Green Street. This real estate and travel agency offers a unique opportunity to stay in a beautifully preserved historic home in one of America's most picturesque towns. Immerse yourself in the rich history and culture of the area, while enjoying modern amenities and luxurious accommodations. Whether you're looking for a romantic getaway or a family vacation, A Historic St Michaels Vacation is the perfect destination for your next trip. Book your stay today and create memories that will last a lifetime.

Big Timber Vacation Rental is a premier lodging option located at 5 Moors Hollow Drive in McHenry, Maryland. As a real estate and travel agency, we specialize in providing top-notch vacation rentals for visitors looking to experience the beauty of the United States. Our properties are meticulously maintained and offer all the amenities needed for a comfortable and relaxing stay. Whether you're looking for a cozy cabin in the woods or a luxurious lakeside retreat, Big Timber Vacation Rental has something for everyone. Book your stay with us today and make your vacation unforgettable.

Raccoon Lagoon Deep Creek Lake Front Vacation Rental is the perfect destination for a relaxing and adventurous getaway in Oakland, Maryland. This lakefront and ski house vacation rental offers 5 bedrooms and 4 bathrooms, with stunning views of Deep Creek Lake from the open floor plan living areas. Guests can enjoy boating, skiing, rafting, hiking, biking, or simply relaxing by the fireplaces or fire pits on the property. Each bedroom and common area is equipped with flat screen smart televisions and expanded cable, perfect for unwinding after a day of outdoor activities. The 8-person hot tub offers a relaxing spot to soak while enjoying views of the lake, and guests can stream music through Bose speakers.

Chalet Alpenglow is a charming and enchanting vacation rental located in the scenic Deep Creek area of McHenry, Maryland. This magical family and dog-friendly retreat is the perfect place to escape the hustle and bustle of everyday life and immerse yourself in the beauty of nature. Nestled in a picturesque setting, Chalet Alpenglow offers a cozy and comfortable accommodation for families and their furry friends. With its warm and inviting atmosphere, this vacation rental is the ideal spot for creating lasting memories with loved ones.

The Waterfront Oasis of Annapolis is a luxurious lodging facility located at 233 Mountain Laurel Lane in the picturesque city of Annapolis, Maryland. Situated right on the waterfront, this oasis offers stunning views of the water and a peaceful atmosphere perfect for relaxation and rejuvenation. Guests can enjoy spacious and elegantly appointed rooms, top-notch amenities, and personalized service that will make their stay unforgettable. Whether you're looking for a romantic getaway, a family vacation, or a peaceful retreat, the Waterfront Oasis of Annapolis is the perfect destination for your next escape.

Coastal Life Vacation Rentals is a premier real estate agency located at 7501 Coastal Highway in Ocean City, Maryland. We specialize in providing luxurious vacation rentals along the beautiful coast of Maryland. Our properties offer stunning ocean views, modern amenities, and convenient access to the beach and local attractions. Whether you're looking for a peaceful retreat or a fun-filled family getaway, Coastal Life Vacation Rentals has the perfect property for you. Book your dream vacation with us today and experience the best of coastal living in Ocean City.