TOP 30 Best Luxury beach vacation rentals in Maryland

Kent Island Beach House LLC is a charming lodging, real estate, and travel agency located at 512 Lane Avenue in Stevensville, Maryland, United States. Our beach house offers a relaxing and comfortable retreat for visitors looking to escape the hustle and bustle of everyday life. With stunning views of the beach and easy access to the water, our property is the perfect place to unwind and enjoy a peaceful getaway. Our experienced real estate agents can also help you find the perfect property to buy or rent on Kent Island. Whether you're looking for a vacation rental or a permanent home, we have a wide range of options to suit your needs. Contact us today to learn more about our services and start planning your next beach vacation or real estate investment.

Seaside Vacations & Sales in Ocean City, Maryland is a premier real estate and travel agency located at 3 35th Street. Whether you're looking to buy or rent a beachfront property, our expert team is here to help you find the perfect vacation home or investment opportunity. With a wide range of properties to choose from, we offer personalized service and local expertise to ensure you have a memorable and stress-free experience. Contact us today to start planning your dream seaside getaway in beautiful Ocean City!

White Crystal Beach is a charming lodging institution located on White Crystal Beach Road in the picturesque town of Earleville, Maryland. Situated right on the waterfront of the Chesapeake Bay, this tranquil retreat offers guests a peaceful and serene setting to relax and unwind. The cozy accommodations provide stunning views of the crystal-clear waters and sandy beaches, making it the perfect destination for a beach getaway. Whether you're looking to enjoy water activities, explore the nearby nature trails, or simply bask in the sun on the beach, White Crystal Beach is the ideal place to escape the hustle and bustle of everyday life. Experience the beauty of the Chesapeake Bay at White Crystal Beach.

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.

Coldstream Beach is a picturesque natural feature located in Linganore-Bartonsville, Maryland, United States. Situated along the tranquil shores of a pristine lake, this beach offers visitors a peaceful escape from the hustle and bustle of everyday life. With its sandy shores and crystal-clear waters, Coldstream Beach is the perfect spot for swimming, sunbathing, and picnicking. Surrounded by lush greenery and stunning views, this idyllic beach is a popular destination for nature lovers and outdoor enthusiasts alike. Whether you're looking to relax by the water or explore the surrounding area, Coldstream Beach is a must-visit destination for anyone seeking a slice of paradise in Maryland.

Cedar Beach Lodge, LLC is a charming lodging facility located at 10963 Beach Drive in Lusby, Maryland, United States. Nestled in a serene and picturesque setting, this cozy lodge offers a peaceful retreat for guests looking to unwind and relax. With comfortable accommodations and a welcoming atmosphere, Cedar Beach Lodge, LLC provides the perfect place to escape the hustle and bustle of everyday life. Whether you're looking for a romantic getaway or a family vacation, this institution is the ideal choice for a memorable stay in the beautiful surroundings of Lusby.

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.

Long & Foster Vacation Rentals: The Plaza is a premier real estate and travel agency located at 9800 Coastal Highway in Ocean City, Maryland, United States. With a prime location just steps away from the beach, this institution offers a wide range of vacation rental properties for visitors looking to enjoy a relaxing getaway in this coastal paradise. Whether you're looking for a cozy condo with ocean views or a luxurious beachfront villa, Long & Foster Vacation Rentals: The Plaza has the perfect accommodation to suit your needs. Their team of experienced agents are dedicated to providing exceptional service and helping you find the perfect vacation rental for your stay in Ocean City.

Long & Foster Vacation Rentals: The Capri is a premier real estate and travel agency located in Ocean City, Maryland. Situated at 11000 Coastal Highway, this institution offers a wide range of vacation rental properties, including the luxurious Capri condominium complex. With stunning ocean views and top-of-the-line amenities, The Capri is the perfect destination for a relaxing beach getaway. Whether you are looking for a weekend retreat or an extended vacation, Long & Foster Vacation Rentals: The Capri has the perfect property for you. Experience the beauty of Ocean City with the help of their experienced and friendly staff, who are dedicated to making your stay unforgettable. Book your stay at The Capri today and start planning your dream vacation in Maryland's premier beach destination.

Good Times In OC Vacation Rental is a premier real estate and travel agency located at 1934 Marlin Drive in the beautiful Ocean City, Maryland. We specialize in providing top-notch vacation rental accommodations to visitors looking to experience the best of what Ocean City has to offer. Our properties are meticulously maintained and equipped with all the amenities needed for a comfortable stay. Whether you're looking for a beachfront condo, a cozy cottage, or a spacious vacation home, we have the perfect rental for you. Trust Good Times In OC Vacation Rental to make your Ocean City getaway truly unforgettable.

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.

Mad Men Beach House is a unique lodging experience located at 111 Pine Tree Road in Ocean City, Maryland. Our properties have a mid-century modern feel with signature features like swing chairs, record players with Bluetooth capability, outdoor string lights, and custom painted geometric wall designs. One of our properties is a 3 bedroom, 2 full bath bay front home that sleeps 8 and is just a short walk to the beach. It offers stunning bay views from a covered deck and includes two kayaks for guests to use. Another property is an 8 bedroom, 4.5 bath villa with a Disney Glam theme, perfect for those visiting Walt Disney World or Universal Studios.

The Cook Travel Group - Dream Vacations is a premier travel agency located in Frederick, Maryland. We specialize in creating unforgettable dream vacations for our clients, offering personalized itineraries and top-notch customer service. Whether you're looking for a relaxing beach getaway, a thrilling adventure, or a luxurious cruise, our experienced travel experts are here to help you plan the perfect trip. Visit us at 5808 Winding Oaks Court and let us turn your travel dreams into reality.

Beach House is a charming institution located at 104 Talbot Street in Ocean City, Maryland, United States. This unique establishment serves as a lodging option, real estate agency, and travel agency all in one. Offering cozy accommodations for visitors looking to enjoy a beach getaway, Beach House also provides assistance for those interested in purchasing or renting beachfront properties in the area. Additionally, their travel agency services can help guests plan unforgettable vacations to this picturesque seaside destination. With its prime location and range of services, Beach House is the perfect choice for travelers seeking a memorable beach experience in Ocean City.

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.

Ocean City Resort Rentals LLC is a real estate and travel agency located on Coastal Highway in Ocean City, Maryland, United States. We offer a wide variety of vacation rental properties to ensure that you find the perfect home-away-from-home for your family getaway. Our dedicated staff is experienced in helping guests plan their beach vacation and are happy to provide information on local attractions and amenities. From fully equipped kitchens to linen and towel services, we strive to make your stay as comfortable and relaxing as possible. With our easy online booking process, you can quickly secure your rental and start planning your Ocean City adventure. Explore the endless activities, attractions, and scenery that Ocean City has to offer, from the famous Boardwalk to the beautiful beaches. Let Ocean City Resort Rentals help you create lasting memories on your next 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.

Sandaway Suites & Beach is a luxurious waterfront property located on the picturesque West Strand Road in Oxford, Maryland. Our institution offers a unique combination of health and wellness services, upscale lodging accommodations, real estate agency services, and personalized travel planning assistance. Guests can enjoy stunning views of the Chesapeake Bay from their spacious suites, relax on the private sandy beach, and take advantage of our on-site amenities such as a fitness center and spa. Whether you are looking for a rejuvenating retreat, a dream vacation home, or assistance with planning your next adventure, Sandaway Suites & Beach is the perfect destination for those seeking a truly unforgettable experience.

Ocvacations / Resort Rentals is a premier real estate and travel agency located at 3409 Coastal Highway in Ocean City, Maryland, United States. We specialize in providing luxurious vacation rentals and resort accommodations for visitors looking to experience the beauty of Ocean City. Our team of experienced professionals is dedicated to helping you find the perfect rental property for your getaway, whether you're looking for a cozy beachfront condo or a spacious family-friendly villa. With our extensive selection of properties and personalized service, Ocvacations / Resort Rentals is your go-to destination for a memorable and relaxing vacation in Ocean City.

Coldwell Banker Vacations - Managed by Vacasa is a real estate and travel agency located at 5200A Coastal Highway, Ocean City, Maryland, United States. Specializing in Ocean City beach house rentals, this institution offers the perfect home base for exploring the sparkling boardwalk, sugar-white sands, and endless excitement of the Atlantic Ocean shoreline. With options for pet-friendly rental homes and condos, you can bring Fido along to enjoy the fun. With amenities like internet access and professional housekeeping services, you can relax and enjoy your vacation without any worries. Ocean City is a buzzing beachside destination with activities for everyone, from sunbathing and watersports to shopping and dining on the historic boardwalk. Whether you're looking for relaxation or adventure, Ocean City vacation rentals are the perfect choice for your East Coast getaway.

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.

Coldwell Banker Vacations - Vacation Rentals is a real estate and travel agency located at 13111 Coastal Highway in Ocean City, Maryland, United States. Offering access to the sparkling boardwalk, sugar-white sands, and endless excitement of Ocean City, their vacation rentals provide the perfect home base for your beach getaway. With options for oceanfront condos, pet-friendly rental homes, and properties with internet access, they have something for everyone. Their professional housekeepers ensure that each rental is clean and fully stocked for your arrival, so you can relax and enjoy your stay. Explore the beautiful beaches, historic boardwalk, and family-friendly activities that Ocean City has to offer, from sunbathing and watersports to dining and shopping. Whether you're looking for a relaxing retreat or an action-packed adventure, Coldwell Banker Vacations has the perfect vacation rental for you.

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!

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!

Matoaka Beach Cabins is a charming real estate and travel agency located at 4510 Matoaka Lane in Saint Leonard, Maryland, United States. Offering cozy beachfront cabins for rent, this institution provides a peaceful retreat for those looking to escape the hustle and bustle of everyday life. With stunning views of the water and a serene atmosphere, Matoaka Beach Cabins is the perfect destination for a relaxing getaway by the sea. Whether you're looking for a romantic weekend getaway or a family vacation, this institution has something to offer for everyone. Book your stay today and experience the beauty of Matoaka Beach Cabins.

Saddle Beach Vacation Rental is a charming lodging establishment located at 5207 Brooks Road in Woolford, Maryland, United States. This idyllic getaway offers guests a peaceful and relaxing retreat with stunning views of the surrounding beach and ocean. The cozy accommodations are perfect for couples or small families looking to escape the hustle and bustle of everyday life. Enjoy a leisurely stroll along the sandy shores, take a dip in the crystal-clear waters, or simply unwind on the private deck with a refreshing drink in hand. With its prime location and comfortable amenities, Saddle Beach Vacation Rental is the perfect destination for your next beach vacation.

Hillsmere Shores PRIVATE Beach is a secluded and exclusive beach located at 119 Great Lake Drive in Annapolis, Maryland. This private beach offers a peaceful retreat for members to enjoy the sun, sand, and water in a serene environment. With pristine white sand and crystal clear waters, visitors can relax and unwind in this beautiful natural setting. The beach is surrounded by lush greenery and offers stunning views of the surrounding area. Members can also enjoy amenities such as beach chairs, umbrellas, and a snack bar for a truly luxurious beach experience. Escape the crowds and enjoy a day of relaxation at Hillsmere Shores PRIVATE Beach.

Holloway Beach is a charming campground, lodging facility, park, and RV park located at 419 Charlestown Place in the picturesque town of Charlestown, Maryland, United States. Nestled in a serene natural setting, this institution offers a peaceful retreat for outdoor enthusiasts and travelers looking to relax and unwind. With spacious RV sites, cozy cabins, and tent camping options, Holloway Beach caters to a variety of preferences. Guests can enjoy amenities such as picnic areas, hiking trails, and waterfront views, making it the perfect destination for a weekend getaway or extended stay. Experience the beauty of nature at Holloway Beach and create lasting memories with loved ones.