TOP 30 Luxury lodging in Maryland

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Chalet By The Lake is a charming and cozy institution located at 296 Lake Pointe Drive in McHenry, Maryland, United States. Situated right by the serene lake, this establishment offers a tranquil and picturesque setting for visitors to relax and unwind. The chalet features comfortable accommodations with beautiful views of the surrounding nature, making it the perfect retreat for those looking to escape the hustle and bustle of city life. Guests can enjoy a range of amenities and activities, including fishing, boating, and hiking, all within close proximity to the institution. Whether you're seeking a romantic getaway or a peaceful family vacation, Chalet By The Lake provides a welcoming and peaceful atmosphere for all who visit.

Wisp Resort is a premier destination located at 296 Marsh Hill Road in McHenry, Maryland, offering a unique combination of a bar, lodging, and night club all in one. Whether you're looking for a cozy place to stay, a vibrant nightlife experience, or a relaxing spot to grab a drink, Wisp Resort has something for everyone. With top-notch amenities, friendly staff, and a convenient location, Wisp Resort is the perfect choice for your next getaway.

Apple Cottage Holiday Home is a charming lodging located at 560 Glendale Road in Oakland, Maryland, United States. Nestled in a picturesque setting, this cozy cottage offers a peaceful retreat for guests looking to unwind and relax. The cottage features comfortable accommodations, modern amenities, and a welcoming atmosphere. Whether you're looking for a romantic getaway or a family vacation, Apple Cottage Holiday Home is the perfect destination for your next escape. Enjoy the beauty of nature, explore the nearby attractions, and make unforgettable memories at this lovely holiday home.

Gather Inn at Deep Creek Lake Maryland is a premier real estate and travel agency located at 307 Winding Trail Lane in Oakland, Maryland. Specializing in vacation rentals and property management services, Gather Inn offers a wide range of luxurious accommodations and personalized services to make your stay at Deep Creek Lake unforgettable. Whether you are looking for a cozy cabin for a romantic getaway or a spacious lakefront home for a family vacation, Gather Inn has the perfect property for you. With a team of dedicated professionals who are passionate about providing exceptional customer service, Gather Inn is committed to helping you find the perfect home away from home in the beautiful Deep Creek Lake area.

Idyll Rentals is a charming lodging institution located at 2531 Park Mills Road in Adamstown, Maryland. Our cozy and comfortable accommodations provide the perfect retreat for guests looking to escape the hustle and bustle of everyday life. Whether you're seeking a romantic getaway, a family vacation, or a solo adventure, Idyll Rentals offers a peaceful and idyllic setting. With top-notch amenities and personalized service, we strive to make your stay unforgettable. Book your stay with us and experience the tranquility and beauty of Maryland's countryside.

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.

Caboose Farm is a unique institution located at 14754 Manahan Road in Sabillasville, Maryland, United States. This multifaceted establishment offers a wide range of services including a bar, delicious food options, health and wellness programs, comfortable lodging accommodations, a cozy movie theater, real estate services, and a travel agency to help you plan your next adventure. Whether you're looking for a relaxing getaway, a tasty meal, or assistance with buying or selling property, Caboose Farm has something for everyone. Come visit us and experience all that we have to offer in the picturesque setting of Sabillasville.

Located in Thurmont, Maryland, the Ole Mink Farm Recreation Resort is a picturesque campground and lodging facility that has been providing unforgettable getaways for families and friends for over fifty years. With a variety of accommodations including luxury log cabins, camping cabins, and seasonal campsites, there is something for everyone to enjoy. Situated high atop the Catoctin Mountains, guests can explore scenic nature trails, fish in the pond or mountain stream, or simply relax by the campfire with some S’mores. The resort offers a range of amenities including a swimming pool, game room, playground, and planned weekend activities. Whether you are seeking a quiet retreat or a fun-filled family vacation, Ole Mink Farm is the perfect destination to create lasting memories.

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.

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.

Antrim 1844 is a historic estate located at 30 Trevanion Road in Taneytown, Maryland, offering luxurious lodging, award-winning dining, and beautiful gardens. The property has been meticulously restored to its original grandeur from 1844, providing guests with a unique and elegant experience. With 40 beautifully designed guest rooms, guests can enjoy modern amenities while still appreciating the historic charm of the estate. The estate is the perfect location for romantic getaways, weddings, family reunions, corporate meetings, and retreats. Guests can enjoy complimentary amenities such as a cooked-to-order breakfast, Wi-Fi, and access to the manicured gardens, sport courts, and seasonal swimming pool. The Smokehouse Restaurant on-site offers farm-to-table cuisine crafted by the executive chef, earning rave reviews from guests.

Rodo Beach Cottage is a charming lodging option located at 15053 Chesapeake Bay Drive in Scotland, Maryland, United States. This cozy cottage is not only a place to stay, but also a real estate and travel agency. Whether you're looking for a relaxing getaway by the beach or interested in purchasing your own piece of paradise, Rodo Beach Cottage can help make your dreams a reality. With its beautiful location and personalized service, Rodo Beach Cottage is the perfect choice for your next vacation or real estate investment.

Turf Valley Resort is a luxurious lodging destination located in Ellicott City, Maryland. Situated at 2700 Turf Valley Road, this resort offers guests a peaceful retreat surrounded by stunning landscapes and top-notch amenities. Whether you're looking to relax by the pool, play a round of golf on the championship course, or indulge in a spa treatment, Turf Valley Resort has something for everyone. With elegant accommodations, fine dining options, and impeccable service, this resort is the perfect place to unwind and recharge. Experience the ultimate in comfort and hospitality at Turf Valley Resort.

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.

Ski & Glee Vacation Rental is a premier lodging and real estate agency located in the picturesque town of McHenry, Maryland. Situated at 199 Sundance Way, this travel agency offers a wide range of vacation rental options for visitors looking to explore the nearby ski resorts and enjoy the beauty of Deep Creek Lake. Whether you're planning a winter ski trip or a summer getaway, Ski & Glee Vacation Rental has the perfect accommodations to suit your needs. With a focus on customer satisfaction and personalized service, this institution is dedicated to ensuring a memorable and enjoyable stay for all guests. Experience the charm and hospitality of McHenry with Ski & Glee Vacation Rental as your trusted accommodation provider.

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.

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.

Absolutely Shore is a premier institution located at 1762 Paradise Point Road in Oakland, Maryland, United States. As a unique combination of a lodging facility, real estate agency, and travel agency, Absolutely Shore offers a one-of-a-kind experience for visitors looking to explore the beautiful shores of Maryland. Whether you are in need of a cozy place to stay, looking to buy or rent a property, or seeking assistance with planning your next vacation, Absolutely Shore has got you covered. With a team of dedicated professionals and a commitment to providing top-notch service, Absolutely Shore is the perfect destination for all your lodging, real estate, and travel needs.

Wine and Roses is a luxurious vacation estate located at 108 Lakefront Links Drive in Swanton, Maryland, United States. This lodging institution offers a stylish and inviting atmosphere perfect for entertaining family and friends. The recently renovated home features a fresh look with farm house décor, quality furnishings, and an open floorplan. The fully equipped kitchen boasts two dishwashers, a double convection oven, granite counters, and more. Guests can enjoy amenities such as a pool table, arcade games, hot tub, sauna, and multiple HD smart TVs. The community offers access to a par 3 golf course, tennis courts, and a catch and release fishing pond. The home is just a short drive away from the Wisp Resort, state parks, and shopping destinations. With lake access and a free membership to the Community Aquatic Recreation Center, guests can enjoy a variety of activities during their stay. Wine and Roses provides the perfect setting for a relaxing and memorable getaway at Deep Creek Lake.

Ella's Enchanted Treehouses, located at 1218 Frank Brenneman Road in Bittinger, Maryland, offers a unique lodging experience surrounded by nature. These fully furnished, luxurious treehouses are available for daily rental and come equipped with all necessary utilities and amenities. Nestled high up in the treetops, these cozy structures provide the perfect getaway for families looking to reconnect with nature. Guests can enjoy a variety of outdoor activities such as hiking, biking, snowmobiling, skiing, swimming, and fishing, or simply relax in the peaceful forest setting while listening to the sounds of birds and watching squirrels play. The treehouses are conveniently located just minutes away from Deep Creek Lake and Wisp ski resort, as well as the Savage River State Forest and Meadow Mountain trailhead.

Stillwater Haven is a luxurious lodging institution located at 608 Water Street in Friendsville, Maryland, United States. This spacious retreat offers a variety of accommodations, including a cozy chalet that sleeps up to 8 guests and features amenities such as billiards, a ping pong table, and a gourmet kitchen with a Bunn coffee station and gas fireplace. There are also individual units available, each with their own unique features such as a Murphy bed, memory foam queen bed, bunk beds, and ADA compliant bathrooms. The institution is conveniently located just 50 yards from the Youghiogheny River, providing easy access for water activities such as canoeing, kayaking, rafting, fishing, and swimming. The area is known for its world-class whitewater rafting on the Upper Yough River, as well as its proximity to Yough Lake, Deep Creek Lake, the Wisp Resort, and Nemacolin Resort.

Rockwood Manor Retreats & Events, located at 11001 Macarthur Boulevard in Potomac, Maryland, is a picturesque park that offers a unique setting for weddings, celebrations, retreats, and business meetings. With a rich history as the National Girl Scout Camp, Rockwood Manor has evolved into a captivating retreat destination with charming camp lodging and converted cabins that can accommodate up to 85 guests overnight. Just six minutes from the Capital Beltway, Rockwood Manor provides a peaceful escape from the urban chaos, surrounded by nature's oasis. Guests can relax on the veranda or cozy up by the fire pit with a warm mug of hot chocolate, letting the trees envelop them in tranquility.

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.

The Suites at Silver Tree is a luxurious lodging institution located at 565 Glendale Road in Oakland, Maryland, United States. Nestled in the picturesque surroundings of Deep Creek Lake, this resort offers a serene retreat for guests looking to relax and unwind. The spacious suites are elegantly appointed with modern amenities and feature stunning views of the lake and surrounding mountains. Guests can enjoy a range of on-site facilities including a fitness center, indoor pool, hot tub, and a cozy fireplace lounge. Whether you're seeking a romantic getaway or a family vacation, the Suites at Silver Tree provides the perfect setting for a memorable stay.

Welcome to Waters Run Guest House and Suite, a charming lodging located at 3146 Dry Run Road in Swanton, Maryland, United States. Our establishment offers a serene and peaceful retreat for guests looking to escape the hustle and bustle of everyday life. The guest house and suite are tastefully decorated and provide all the comforts of home, including cozy beds, modern amenities, and stunning views of the surrounding countryside. Whether you are looking for a romantic getaway, a family vacation, or a weekend of relaxation, Waters Run Guest House and Suite is the perfect destination for your next trip. Book your stay with us today and experience the beauty and tranquility of Maryland's countryside.

Lake Pointe Inn Bed and Breakfast is a top-rated lodging facility located at 174 Lake Pointe Drive in McHenry, Maryland, United States. As the #1 Rated of all Deep Creek Lake Hotels on TripAdvisor, it offers a romantic getaway for couples looking for a perfect retreat. The hotel features luxurious guest rooms with Arts & Crafts tradition decor, private balconies overlooking the lake, in-room Jacuzzis, and views of a romantic flower garden. Guests can relax and unwind on the wrap-around porch or by the outdoor fire pit while enjoying the scenic views of Deep Creek Lake. With a complimentary gourmet breakfast prepared by Chef Scott, guests can start their day on a delicious note. The hotel also offers a variety of outdoor activities such as pontoon boat cruises, kayaking, and canoeing, making it an ideal destination for adventurous couples. Located near Wisp Resort, the hotel provides easy access to winter skiing for guests seeking outdoor winter activities.

The Casselman Inn is a charming and affordable historic institution located in Grantsville, Maryland. Offering a variety of lodging options, including the luxurious Dorsey Suite, this 40-room motel provides comfortable amenities such as private baths, TVs, coffee makers, and more. The restaurant serves up simple and delicious country food, with recipes inspired by the Pennsylvania Dutch and Amish heritage of the owners. Don't miss out on the freshly baked goods, including breads, cookies, pies, and more. The cafe welcomes guests with the aroma of freshly baked goods and daily specials. Built in 1842, The Casselman Inn has a rich history as one of the inns along the National Trail. Come enjoy a nostalgic stay in this historic country setting in the scenic mountains of Garrett County. With a cozy dining room, gift shop, and bakery on-site, The Casselman Inn offers a unique and memorable experience in Grantsville, Maryland.

The Inn at Perry Cabin is a luxurious lodging institution located at 308 Watkins Lane in Saint Michaels, Maryland, United States. Situated just across the Chesapeake Bay, this premier resort offers a tranquil escape from the hustle and bustle of everyday life. Surrounded by the beauty of the Eastern Shore, guests can enjoy the peaceful sounds of leaves rustling in the wind and the gentle flow of the water. At the Spa at Perry Cabin, guests can indulge in a variety of wellness programs inspired by the natural beauty of the region. From Peloton sessions to yoga on the banks of the Miles River, there are plenty of opportunities to nourish both body and soul. The Inn also offers unique spaces for intimate ceremonies and grand celebrations, making it a perfect setting for weddings and honeymoons.

The Gaylord National Resort & Convention Center is a luxurious lodging destination located at 201 Waterfront Street in Fort Washington, Maryland. This stunning resort offers a wide range of amenities and services for guests to enjoy, including spacious rooms and suites, multiple dining options, a full-service spa, indoor and outdoor pools, and a state-of-the-art fitness center. The resort is also home to a world-class convention center, making it the perfect location for business meetings, conferences, and events of all sizes. With its prime waterfront location and convenient access to Washington D.C., the Gaylord National Resort & Convention Center is the ideal destination for both leisure and business travelers.