The 30 Best Maryland vacation rentals in Maryland

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.

Annapolis Corporate Housing offers temporary furnished rentals in the charming city of Annapolis, Maryland. Located on Forbes Street, our real estate and travel agency specializes in providing comfortable and convenient accommodations for business travelers, relocating professionals, and anyone in need of a short-term housing solution. Our properties are meticulously maintained and fully equipped with all the amenities you need for a stress-free stay. Experience the comforts of home while enjoying the convenience of a prime location in Annapolis. Contact us today to book your temporary furnished rental.

Windswept Cottages in Southern Maryland is a charming real estate and travel agency located at 16201 Cedar Lane in Newburg, Maryland. Nestled in the serene countryside of Southern Maryland, this institution offers a selection of cozy cottages for rent or purchase, perfect for those seeking a peaceful retreat or a weekend getaway. With picturesque views and a tranquil atmosphere, Windswept Cottages is the ideal destination for those looking to escape the hustle and bustle of city life. Whether you're searching for a vacation rental or a permanent residence, let Windswept Cottages help you find your perfect slice of paradise in Southern Maryland.

Chesapeake Bay Rentals is a reputable real estate and travel agency located at 3010 Governor Run Road in Port Republic, Maryland. Specializing in vacation rentals along the stunning Chesapeake Bay, they offer a wide selection of properties to suit every traveler's needs. Whether you're looking for a cozy cottage for a romantic getaway or a spacious waterfront home for a family vacation, Chesapeake Bay Rentals has the perfect option for you. Their knowledgeable staff is dedicated to providing top-notch customer service and helping you find the ideal rental for your next trip to this beautiful region of the United States.

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.

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!

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.

OffLake Realty & Rentals is a premier real estate and travel agency located in Oakland, Maryland. Our team of experienced professionals is dedicated to helping clients find the perfect property for their needs, whether it be a permanent residence or a vacation rental. With a prime location on Garrett Highway, we specialize in properties located near the beautiful Deep Creek Lake area. Let us help you find your dream home or vacation rental today!

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.

Bear Paws Vacation Rental is a premier real estate and travel agency located in Oakland, Maryland. Situated at 18025 Garrett Highway, this institution offers a wide range of vacation rental properties for visitors looking to experience the beauty of the area. From cozy cabins to luxurious lakefront homes, Bear Paws Vacation Rental has something for everyone. With top-notch customer service and a commitment to providing unforgettable experiences, this agency is the perfect choice for your next getaway in Maryland. Book your dream vacation today with Bear Paws Vacation Rental.

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.

Taylor-made Vacations is a premier real estate agency located at 646 Mountaintop Road in McHenry, Maryland. With a focus on providing personalized vacation experiences, our team of expert agents tailor each vacation package to meet the unique needs and desires of our clients. Whether you're looking for a cozy cabin in the woods or a luxurious lakeside retreat, we have the perfect vacation rental for you. Sit back, relax, and let Taylor-made Vacations take care of all the details so you can enjoy a truly unforgettable getaway.

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.

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.

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.

Starry Night Vacation Rental is a charming lodging option located at 364 Glen Cove Road in scenic Swanton, Maryland, United States. This cozy retreat offers guests a peaceful and relaxing atmosphere, perfect for those looking to escape the hustle and bustle of everyday life. The accommodations are tastefully decorated and fully equipped with all the amenities needed for a comfortable stay. Whether you're seeking a romantic getaway or a fun-filled family vacation, Starry Night Vacation Rental is the perfect choice for your next trip. Book your stay today and experience the beauty of Maryland's countryside under the starry night sky.

VIP Rentals is a premier real estate agency located at 4813 Seton Drive in Baltimore, Maryland. Our institution specializes in providing high-quality housing options for individuals and families in the Baltimore area. We offer a variety of modern apartments and renovated units with central air/heat, located within walking distance to Sinai Hospital, Cylburn Park, and Kipp School. At VIP Rentals, we take pride in offering top-notch properties such as the Wildwood Gardens Apts, with a leasing office at 1307 Wildwood Pkwy. We are currently running a MOVE IN SPECIAL, where you can receive 1 month free when you sign a lease. Our properties are conveniently located near essential stores and restaurants, making everyday errands a breeze.

EZ Houz Rentals is a reputable real estate agency located at 204 East 25th Street in Baltimore, Maryland. We specialize in providing high-quality rental properties to our clients, ensuring a seamless and stress-free experience. Our dedicated team of professionals is committed to helping you find the perfect home that suits your needs and preferences. Whether you are looking for a cozy apartment or a spacious house, we have a wide range of options to choose from. Trust EZ Houz Rentals to make your rental experience easy and hassle-free. Visit us today and let us help you find your dream home.

Flagship Rental & Management is a premier real estate agency located at 1441 Light Street in Baltimore, Maryland. Specializing in rental properties and property management services, we offer top-notch customer service and expertise in the local real estate market. Whether you are looking to rent a property or need assistance managing your investment, our team of professionals is dedicated to helping you achieve your real estate goals. Contact us today to learn more about our services and how we can assist you with all your real estate needs.

Next Level Rentals is a top-rated real estate agency located at 40 West Gude Drive in Rockville, Maryland. Our team of experienced professionals is dedicated to helping clients find their perfect rental property. Whether you're looking for a cozy apartment, a spacious townhouse, or a luxurious condo, we have a wide range of options to suit your needs. With our personalized service and attention to detail, we strive to take your rental experience to the next level. Contact us today to learn more about our available properties and how we can help you find your dream rental.

Vacation Rental Suites is a premier real estate and travel agency located at 5610 62nd Avenue in East Riverdale, Maryland. Our agency specializes in providing luxurious and comfortable vacation rental suites for travelers looking to experience the ultimate getaway. With a wide range of properties to choose from, our expert team is dedicated to helping you find the perfect accommodation for your next vacation. Whether you're looking for a beachfront villa, a cozy cabin in the mountains, or a chic city apartment, Vacation Rental Suites has something for everyone. Contact us today to start planning your dream vacation!

Annapolis Short Term Rental Hotel is a charming lodging option located at 126 Prince George Street in the historic city of Annapolis, Maryland. As a real estate and travel agency, we offer a variety of short term rental options for visitors looking to experience all that Annapolis has to offer. Our accommodations are comfortable, convenient, and well-equipped for a relaxing stay. Whether you're in town for business or pleasure, our hotel is the perfect home base for exploring the sights and sounds of this beautiful city. Book your stay with us today and enjoy a memorable experience in Annapolis.

Ocean Isle Beach Rentals is a premier travel agency located at 3111 Gosheff Lane in Gambrills, Maryland. We specialize in providing top-notch vacation rentals at Ocean Isle Beach, North Carolina. Our properties range from cozy beachfront cottages to luxurious oceanfront villas, ensuring that we have the perfect accommodation for every traveler. With our exceptional customer service and attention to detail, we strive to make your beach vacation a truly unforgettable experience. Book with Ocean Isle Beach Rentals for a stress-free and enjoyable getaway on the beautiful shores of North Carolina.

Brook Furniture Rental, Distribution Center is a leading provider of high-quality rental furniture located at 8210 Penn Randall Place in Upper Marlboro, Maryland, United States. With a wide selection of stylish and modern furniture options, Brook Furniture Rental is the perfect solution for individuals, businesses, and organizations in need of temporary furnishings. Their convenient location and excellent customer service make them a top choice for all your furniture rental needs. Visit Brook Furniture Rental, Distribution Center today and experience the difference for yourself.

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.

Timber Valley Retreat Glamping Maryland is a unique and luxurious campground located at 12731 Big Pool Road in Clear Spring, Maryland. Our retreat offers a one-of-a-kind glamping experience, combining the beauty of nature with the comfort of modern amenities. Whether you're looking to relax in a cozy cabin, unwind in a luxury tent, or explore the surrounding park, Timber Valley Retreat has something for everyone. Our real estate and travel agency services can help you find the perfect vacation rental or investment property in this stunning location. Book your stay with us today and discover the beauty of Maryland's great outdoors.

Deep Creek Hideaway Vacation Rental is a charming lodging option located at 22863 Garrett Highway in McHenry, Maryland. As a real estate and travel agency, we offer a cozy and secluded retreat for guests looking to escape the hustle and bustle of everyday life. Our vacation rental is the perfect place to unwind and reconnect with nature, with comfortable accommodations and stunning views of the surrounding area. Whether you're looking for a romantic getaway or a fun-filled family vacation, Deep Creek Hideaway is the ideal destination for your next trip.