TOP 30 Waterfront vacation rental in Maryland

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St. Michaels Harbour Inn, Marina & Spa is a luxurious year-round lodging option situated on the historic harbor of St. Michaels, Maryland. Easily accessible by both land and water, this institution is a convenient choice for travelers coming from major cities like Washington, D.C., Baltimore, Philadelphia, Richmond, and New York. The charming town of St. Michaels, known as the "heart and soul of the Chesapeake Bay," provides the perfect backdrop for a spontaneous overnight stay or a relaxing vacation. With its rich maritime history, picturesque waterways for kayaking, boutique shopping, antique hunting, and delicious seafood dining options, there is something for everyone to enjoy in this vintage port town.

Solomons Landing Condominiums is a waterfront community located at 550 Runabout Loop in Solomons, Maryland, United States. This luxurious condominium complex offers stunning views of the Patuxent River and a peaceful, serene atmosphere for residents to enjoy. The community features a variety of amenities including a marina, swimming pool, tennis courts, and walking trails. Residents can also take advantage of nearby shopping, dining, and entertainment options in the charming town of Solomons. Whether you're looking for a weekend getaway or a permanent residence, Solomons Landing Condominiums offers the perfect combination of luxury and relaxation.

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.

Hyatt Regency Chesapeake Bay Resort is a luxurious waterfront retreat located at 100 Heron Point Rd in Cambridge, Maryland, United States. Nestled along the picturesque Choptank River, this resort offers stunning views and a serene atmosphere for guests to relax and unwind. The resort boasts elegant accommodations, top-notch amenities, and a variety of recreational activities including golf, spa treatments, water sports, and more. With multiple dining options serving delicious cuisine, a full-service marina, and beautiful outdoor spaces for events and weddings, Hyatt Regency Chesapeake Bay Resort is the perfect destination for a memorable getaway.

Island Inn & Suites, part of the Ascend Hotel Collection, is a charming waterfront lodging located at 16810 Piney Point Road in Piney Point, Maryland, United States. Nestled on the picturesque shores of the Potomac River, this hotel offers stunning views and a peaceful atmosphere for guests to relax and unwind. The accommodations are comfortable and well-appointed, with modern amenities and a friendly staff ready to assist with any needs. Whether you're looking for a romantic getaway, a family vacation, or a business trip, Island Inn & Suites is the perfect destination for a memorable stay.

Long Beach Marina is a charming waterfront restaurant located at 800 Chester Road in Middle River, Maryland. Situated in a picturesque setting overlooking the marina, this institution offers a delightful dining experience with a menu featuring fresh seafood, grilled dishes, and cocktails. Whether you're looking to enjoy a casual meal with friends or a romantic dinner by the water, Long Beach Marina is the perfect spot to relax and unwind. With its friendly staff, scenic views, and delicious food, this restaurant is a must-visit destination for locals and visitors alike.

The Ranch at Royal Oak is a premier real estate and travel agency located in the picturesque town of Royal Oak, Maryland. Situated at 6448 Partridge Ln, our agency specializes in helping clients find their dream vacation rental or investment property in this charming waterfront community. Whether you're looking for a cozy cottage for a weekend getaway or a luxurious waterfront estate, our team of experienced agents is dedicated to providing top-notch service and personalized attention to ensure your real estate and travel needs are met. Contact us today to start your journey towards finding the perfect property in Royal Oak.

Navy Getaways Solomons is a charming waterfront retreat located at 13855 Solomons Island Road South in Solomons, Maryland, United States. This institution offers comfortable accommodations and a variety of recreational activities for military personnel, retirees, and their families. Guests can enjoy stunning views of the Patuxent River, relax on the sandy beach, or explore the nearby attractions such as the Calvert Marine Museum and Solomons Island Boardwalk. With its peaceful atmosphere and convenient location, Navy Getaways Solomons is the perfect destination for a relaxing getaway.

Almost Heaven 5BR Lakefront is a premier real estate and travel agency located at 2150 Stockslager Road in Oakland, Maryland, United States. Offering luxurious lakefront properties with five bedrooms, this institution provides a truly heavenly experience for those looking to escape the hustle and bustle of everyday life. Whether you are seeking a peaceful retreat or a fun-filled vacation, Almost Heaven 5BR Lakefront has the perfect property for you. With stunning views, top-notch amenities, and exceptional customer service, this institution is dedicated to making your stay unforgettable. Book your dream getaway with Almost Heaven 5BR Lakefront today and experience a slice of paradise in Maryland.

Forever Water Views is a premier real estate and travel agency located at 1089 Puppy Hole Ct in the picturesque town of Crisfield, Maryland. Specializing in waterfront properties and vacation rentals with stunning views of the water, our dedicated team is committed to helping clients find their dream home or plan the perfect getaway. Whether you are looking to purchase a waterfront property or book a vacation rental with breathtaking water views, Forever Water Views has you covered. Trust us to make your real estate and travel dreams a reality.

Tall Timbers Marina is a charming waterfront institution located at 18521 Herring Creek Road in Tall Timbers, Maryland, United States. This multi-faceted establishment offers a variety of amenities including a restaurant, store, and marina services. Visitors can enjoy delicious food while taking in picturesque views of the water or browse the store for unique gifts and souvenirs. The marina also provides convenient access to the water for boating and fishing enthusiasts. With its scenic location and array of offerings, Tall Timbers Marina is a must-visit destination for locals and tourists alike.

Sweet Dream Stays is a reputable real estate agency located at 5000 Thayer Center in Oakland, Maryland, United States. Specializing in vacation rentals and short-term stays, Sweet Dream Stays offers a wide range of properties to suit every traveler's needs. Whether you are looking for a cozy cabin in the woods or a luxurious waterfront villa, our team of experienced agents is dedicated to helping you find the perfect accommodation for your stay. With a commitment to exceptional customer service and attention to detail, Sweet Dream Stays ensures that every guest enjoys a comfortable and memorable experience during their time in Maryland. Book your dream stay with us today!

Lakeside North is a charming apartment community located at 430 Ridge Road in Greenbelt, Maryland. Situated in a park-like setting in Greenbelt’s historic district, Lakeside North is just a short walk away from Greenbelt Lake. Residents can enjoy a variety of community events, fun amenities, and easy access to Metrobus and University of Maryland Shuttle Bus stops. This hidden gem offers a relaxed and spacious neighborhood setting with convenient access to major highways such as the Baltimore-Washington Parkway and the Capital Beltway. The one-, two-, and three-bedroom apartments at Lakeside North feature fully equipped kitchens with gas appliances, dishwashers, and garbage disposals. The apartments are cable- and Internet-ready, and include central air conditioning, laundry facilities, and oversized windows with views of the beautifully landscaped grounds. Residents can relax in the serene park-like setting, take a dip in the sparkling community pool, or enjoy the private playground and barbeque grill/picnic areas.

Tangier Sound Condo I Inc is a waterfront condominium community located at 1089 Puppy Hole Ct in Crisfield, Maryland. Our residents enjoy stunning views of Tangier Sound and access to a variety of amenities including a swimming pool, marina, and clubhouse. With a focus on community and relaxation, Tangier Sound Condo I Inc is the perfect place to call home for those looking for a peaceful waterfront retreat.

Deep Creek Lake Real Estate is a premier real estate agency located at 2080 Marsh Hill Road in McHenry, Maryland. Specializing in properties around the stunning Deep Creek Lake area, our dedicated team of experienced agents are committed to helping clients find their dream vacation home, investment property, or permanent residence. With a deep knowledge of the local market and a passion for providing exceptional customer service, Deep Creek Lake Real Estate is the go-to agency for all your real estate needs in the area. Contact us today to start your property search or to list your current home for sale.

The Town of St. Michaels, Maryland is a charming and historic waterfront community located at 300 Mill Street in Saint Michaels, Maryland, United States. Known for its picturesque harbor, quaint shops, and rich maritime history, the town offers visitors a unique blend of small-town charm and coastal beauty. With its vibrant arts scene, delicious seafood restaurants, and scenic views of the Chesapeake Bay, the Town of St. Michaels is a must-visit destination for anyone looking to experience the best of the Eastern Shore.