The 30 Best Eastern shore getaway in Maryland

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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.

Shore Point Cottages is a charming lodging option located at 9543 Stephen Decatur Highway in Berlin, Maryland, United States. As both a real estate and travel agency, Shore Point Cottages offers a unique experience for guests looking to escape the hustle and bustle of everyday life. With cozy cottages nestled along the shore, guests can enjoy breathtaking views of the water while relaxing in comfortable accommodations. Whether you're looking for a weekend getaway or a longer stay, Shore Point Cottages has everything you need for a memorable vacation. Book your stay today and experience the beauty of Maryland's Eastern Shore.

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!

The Inn at Huntingfield Creek is a charming bed and breakfast located in Rock Hall, Maryland. Situated on 70 acres of peaceful land, our inn offers a variety of accommodations including guest rooms in the Manor House and private cottages. Guests can enjoy breathtaking sunsets, colorful gardens, and a romantic pond during their stay. With a focus on casual elegance, our inn provides a welcoming and relaxed atmosphere for guests to unwind and reconnect. Whether you're looking for a romantic getaway, a wedding venue, or a special event location, the Inn at Huntingfield Creek has everything you need.

Huntingfield Corporation is a unique lodging institution located at 4928 Eastern Neck Road in Rock Hall, Maryland, United States. The institution, known as The Inn at Huntingfield Creek, offers a tranquil and picturesque retreat on the Maryland Eastern Shore. Guests can choose from five beautifully appointed guest rooms in the Manor House or seven private cottages, each offering a different experience. The inn also features a spacious vacation rental in downtown Rock Hall for those looking for a more urban setting. With 70 acres of land, a farmhouse, and a crystal barn, Huntingfield Corporation can accommodate a variety of events and group sizes. The property boasts stunning sunsets, fragrant gardens, a romantic pond, and a bayside dock, making it a popular choice for weddings, parties, and special events.

Beach Real Estate, Inc. is a reputable real estate agency located at 306 North Main Street in Berlin, Maryland, United States. Our licensed rental agents are dedicated to helping you find the perfect vacation rental or beach rental for your summer getaway. We offer weekly vacation and condo rentals in Ocean City, Maryland, with high-quality properties available for inspection by discerning vacationers. Our professional sales staff is experienced in locating vacation condos, investment properties, and commercial real estate. With over 30 years of experience, our broker is licensed in Maryland, Delaware, and Virginia. At Beach Real Estate, we are committed to providing the best agents, buyer client services, selling services, and real estate resources on the Eastern Shore.

The Atlantic Hotel is a charming lodging establishment located at 2 South Main Street in the historic town of Berlin, Maryland, United States. This elegant hotel offers a unique blend of modern amenities and old-world charm, making it the perfect destination for travelers seeking a relaxing and comfortable stay. With its cozy rooms, friendly staff, and convenient location near local attractions, the Atlantic Hotel provides guests with a memorable and enjoyable experience during their visit to the Eastern Shore.

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.

Deep Blue at Kitty Knight is a waterfront venue located in Galena, Maryland, offering catering services and event planning for up to 125 guests. We specialize in creating memorable events such as weddings, corporate gatherings, birthday parties, and more. Our team can execute any vision for your special occasion, whether it be at our venue or at a location of your choice. In addition to our event services, we also offer catering for off-site events and private homes in Maryland and parts of Delaware. Experience a relaxing getaway at the Kitty Knight Inn, located on the Delmarva Peninsula. Our historic inn features eleven guest rooms with a blend of original charm and modern amenities. Situated near the Chesapeake Wine Trail and the Chesapeake County National Scenic Byway, our location offers stunning views and easy access to local attractions. Guests can enjoy fine cuisine, hospitality, and wine within the picturesque surroundings of our property. Visit Deep Blue at Kitty Knight for a truly unforgettable experience on the Eastern Shore.

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.

Ruark Golf Packages, located at 11501 Maid at Arms Lane in Berlin, Maryland, is a premier travel agency specializing in Ocean City golf vacations. With a variety of golf courses and packages available, Ruark Golf Packages ensures that your next golf trip is a memorable one. Experience Ocean City golf at its finest with top courses such as GlenRiddle Golf Club, The Links at Lighthouse Sound, Rum Pointe, and Nutters Crossing. Ruark Golf Properties is dedicated to providing the highest level of customer service and course conditioning in stunning waterfront settings.

Eagles View Estates- The Lodge is a premier real estate and travel agency located at 267 Veazey Cove Road in Earleville, Maryland, United States. Our luxurious lodge offers breathtaking views of the surrounding landscapes, providing a tranquil escape from the hustle and bustle of everyday life. Whether you are looking to purchase a vacation home or book a relaxing getaway, our team of experienced professionals is dedicated to providing top-notch service and helping you find the perfect property or vacation package to suit your needs. Escape to Eagles View Estates- The Lodge and experience the beauty and serenity of Maryland's Eastern Shore.

Welcome to Ship's Cove Inn and Resort, a luxurious lodging destination located on the picturesque Yacht Club Road in Saint Michaels, Maryland. Our resort offers a peaceful retreat surrounded by stunning waterfront views and serene natural beauty. At Ship's Cove Inn and Resort, guests can enjoy comfortable accommodations, top-notch amenities, and personalized service. Whether you're looking for a relaxing weekend getaway or a romantic escape, our resort has everything you need to unwind and recharge.

Indian Acres of Chesapeake Bay is a campground, lodging, and park located at 645 Knight Island Road in Earleville, Maryland, United States. The institution maintains an email mailing list of property owners for easy communication and billing. Campsites are to be used for camping purposes only, with local zoning laws limiting stays to 100 consecutive days or 150 days within a calendar year. Indian Acres of Chesapeake Bay offers a comfortable camping experience while preserving the natural beauty of the Eastern Shore. Purchasing a campsite here allows for owning a vacation home at a fraction of the cost, making it an affordable option for weekend getaways and family vacations. With a variety of activities such as camping, fishing, hiking, basketball, swimming, and boating, there is something for everyone to enjoy.

The Cottages at Queenstown Harbor is a hidden gem located at 310 Links Lane in Queenstown, Maryland. This lodging institution offers guests a chance to experience captivating sunsets, thriving maritime industry, and endless waterfront views. With a short drive, guests can explore all that the Eastern Shore has to offer, from unique shops and art galleries to visitor-friendly coffee shops and renowned restaurants. Guests can also enjoy premier public golf with two 18-hole courses along 2.5 miles of the Chester River. The professional staff takes pride in providing an upscale golfing experience every day. Guests of the cottages have access to both courses, as well as the sister course, The Golf Club at South River.

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.

Chesapeake Bay Beach Club is a luxurious waterfront venue located at 500 Marina Club Road in Stevensville, Maryland. This stunning institution offers breathtaking views of the Chesapeake Bay and provides a serene and elegant setting for weddings, events, and getaways. With its upscale accommodations, award-winning dining options, and top-notch amenities, Chesapeake Bay Beach Club is the perfect destination for those seeking a memorable and relaxing experience on the Eastern Shore. Whether you're looking to host a special event or simply unwind in a beautiful seaside setting, this institution is sure to exceed your expectations.

The Inn at Haven Harbour is a charming waterfront lodging located at 20950 Rock Hall Avenue in Rock Hall, Maryland, United States. Nestled along the picturesque shores of the Chesapeake Bay, this cozy inn offers a tranquil retreat for guests seeking relaxation and comfort. With well-appointed rooms, breathtaking views, and top-notch amenities, the Inn at Haven Harbour is the perfect destination for a romantic getaway, family vacation, or weekend escape. Whether you're looking to explore the local attractions, enjoy water activities, or simply unwind by the water's edge, this hidden gem provides a welcoming atmosphere and personalized service to ensure a memorable stay. Experience the beauty of the Eastern Shore at the Inn at Haven Harbour.

The Best Western Kent Narrows Inn is a charming lodging establishment located at 3101 Main Street in Grasonville, Maryland, United States. Situated in the picturesque Kent Narrows area, this inn offers comfortable accommodations and a range of amenities for guests to enjoy during their stay. With its convenient location near local attractions and restaurants, the Best Western Kent Narrows Inn is the perfect choice for travelers looking for a relaxing and enjoyable stay on Maryland's Eastern Shore.

Escape the ordinary and immerse yourself in the tranquil oasis of The Wildset Hotel. Located at 209 North Talbot Street in the charming town of Saint Michaels, Maryland, this chic and timeless property offers a perfect blend of vintage charm and modern luxury. Indulge in the light-filled and thoughtfully-curated rooms, unwind in the peaceful green spaces, and explore the picturesque surroundings of St Michaels. Treat your taste buds to delicious and seasonal offerings at Ruse, the hotel's restaurant that celebrates the town's history while offering a fresh take on local cuisine.

Tingles Island Camp is a charming campground and lodging facility located within the beautiful Assateague National Park in Berlin, Maryland, United States. Surrounded by stunning natural scenery and wildlife, this peaceful retreat offers a unique opportunity to reconnect with nature and enjoy outdoor activities such as hiking, kayaking, and bird watching. The campground features spacious campsites and cozy cabins, perfect for a relaxing getaway with family and friends. With its convenient location within the national park, guests can easily explore the sandy beaches, salt marshes, and wild ponies that make Assateague such a special destination. Experience the beauty of the Eastern Shore at Tingles Island Camp.

The Tilghman Island Inn is a charming waterfront retreat located on the picturesque Tilghman Island in Maryland, United States. This historic institution offers a unique blend of food, lodging, and restaurant services, making it the perfect destination for a relaxing getaway or a delicious dining experience. Situated at 21384 Coopertown Road, the Tilghman Island Inn boasts stunning views of the Chesapeake Bay and a warm, inviting atmosphere that will make you feel right at home. Whether you're looking to enjoy a gourmet meal at the on-site restaurant, unwind in one of the cozy guest rooms, or simply take in the natural beauty of the surrounding area, this institution has something for everyone.

The Oxford Inn is a charming historic lodging located at 504 South Morris Street in Oxford, Maryland, United States. Built in 1880, this inn features 9 cozy bedrooms and an Italian restaurant serving delicious homemade pasta and entrees. Situated at the head of Town Creek, guests can enjoy a leisurely stroll down South Morris Street, one of the oldest streets in America. Experience the old-world charm of downtown Oxford and escape the hustle and bustle of modern life. Explore the picturesque surroundings of Maryland's Eastern Shore and take in the beauty of the area. Whether you're looking for a relaxing getaway or a romantic retreat, the Oxford Inn offers a peaceful and welcoming atmosphere for all guests.

Nichols House is a charming lodging establishment located at 217 South Morris Street in the picturesque town of Oxford, Maryland, United States. This historic building offers a cozy and comfortable retreat for guests looking to experience the beauty and tranquility of the Eastern Shore. The Nichols House is known for its warm hospitality, elegant decor, and convenient location near local attractions and waterfront views. Whether you are visiting for a weekend getaway or a longer stay, Nichols House provides a welcoming and relaxing atmosphere for all travelers.

The Anchorage 1800 is a historic lodging institution located at 29620 Porpoise Creek Road in Trappe, Maryland, United States. Unscheduled visits are not accepted, so please make an appointment before visiting. Situated on 12 acres of waterfront property along the Choptank River, our Eastern Shore MD Bed and Breakfast offers a perfect getaway just a short drive from Baltimore, New Jersey, and the DC area. Guests can enjoy modern amenities combined with historic charm in our 6 guest rooms, each with a private bath and Comphy linens. The property features hammocks, lawn games, beach access, kayaks, and indoor spaces for relaxation. Whether you're looking for a peaceful retreat or a venue for a riverfront wedding or event, The Anchorage 1800 has something for everyone.

Welcome to The Bishop’s House Bed & Breakfast, a luxurious B&B located in Easton, Maryland on the Eastern Shore. Situated in the historic district, our beautiful house offers a peaceful retreat and a romantic getaway. With amenities such as private off-street parking, complimentary high-speed wireless, Cable TV, and individually controlled heat and air conditioning, our guest rooms are designed for comfort and relaxation. Our breakfasts, featuring our own recipes, are a highlight for guests, with a full hot breakfast served daily in the spacious Dining Room. We cater to dietary restrictions such as vegan, vegetarian, and gluten-free options. The house also features a Garden Courtyard with a Fish Pond and Fountain, perfect for relaxation among the beautiful flora and fauna.

The Old Brick Inn is a charming lodging establishment located at 401 South Talbot Street in the historic town of Saint Michaels, Maryland, United States. This historic inn offers a cozy and inviting atmosphere, with beautifully decorated rooms featuring traditional brick walls and antique furnishings. Guests can enjoy a peaceful retreat in the heart of this picturesque town, just steps away from local shops, restaurants, and attractions. With its warm hospitality and convenient location, the Old Brick Inn is the perfect choice for a relaxing getaway on Maryland's Eastern Shore.

Knapp’s Narrows Marina & Inn is a waterfront lodging institution located on Maryland’s Eastern Shore in Tilghman Island. With a full-service boatyard, 1000-foot floating dock, swimming pool, and 20-room waterfront inn, guests can enjoy stunning views of the Chesapeake Bay from their own balcony or patio. The marina also offers lighthouse tours, fishing charters, and a taste of Chesapeake culture and history in the town of Tilghman. Environmentalists and bird watchers will appreciate the wildlife and expansive views, including sightings of Eagles, egrets, herons, and Monarch butterflies. Sunset sailboat cruises, lighthouse tours, and professional fishing charters are also available for guests to enjoy. Knapp’s Narrows Marina & Inn is the perfect destination for special events, family reunions, conferences, and more. Conveniently located within a day trip from Annapolis, St. Michael's, and other nearby cities, it is the ideal getaway for those looking to experience the beauty of the Chesapeake Bay.

The Hayman House Bed & Breakfast is a charming lodging establishment located at 30491 Prince William Street in Princess Anne, Maryland, United States. This historic and beautifully restored bed and breakfast offers a cozy and inviting atmosphere for guests looking for a relaxing getaway. With comfortable accommodations and personalized service, The Hayman House provides a home away from home experience for travelers exploring the Eastern Shore region. Guests can enjoy a delicious homemade breakfast each morning and unwind in the peaceful surroundings of the property. Whether you are visiting for business or pleasure, The Hayman House Bed & Breakfast is the perfect choice for your stay in Princess Anne.

Welcome to Crisfield Budget Inn, located at 127 North Somerset Avenue in the charming town of Crisfield, Maryland, United States. Our institution is a cozy and affordable lodging option for travelers looking to explore the beauty of the Eastern Shore. At Crisfield Budget Inn, guests can expect clean and comfortable rooms equipped with all the necessary amenities for a pleasant stay. Our friendly staff is dedicated to providing excellent service and ensuring that every guest has a memorable experience.