TOP 30 Best Vacation stays in Maryland

The Dog Stay is a premier dog boarding and daycare facility located at 8122 Georgia Avenue in Silver Spring, Maryland. Our experienced staff provides top-notch care and attention to all dogs who stay with us, ensuring they are safe, comfortable, and happy during their time away from home. With spacious indoor and outdoor play areas, daily walks, and plenty of socialization opportunities, your furry friend will have a tail-wagging good time at The Dog Stay. Book your dog's stay with us today and give them a vacation of their own!

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.

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.

Private Stay By MadlyGiving - Bed & Breakfast—By HospiTalent Mariby Corpening is a charming lodging institution located at 249 Panorama Drive in Oxon Hill, Maryland, United States. This cozy bed and breakfast offers a unique and personalized experience for guests looking for a comfortable and homely stay. The institution is run by the hospitable and talented host, Mariby Corpening, who ensures that guests feel welcome and well taken care of during their stay. With its convenient location and warm hospitality, Private Stay By MadlyGiving is the perfect choice for travelers seeking a relaxing and enjoyable stay in Oxon Hill.

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.

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.

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.

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.

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!

Vacation Boarding Kennels is a premier pet care facility located at 11501 Annapolis Road in Glenn Dale, Maryland, United States. Our state-of-the-art kennels provide a comfortable and safe environment for your furry friends while you are away on vacation. Our experienced staff is dedicated to providing top-notch care and attention to all of our guests, ensuring they have a fun and stress-free stay. With spacious accommodations, daily exercise, and personalized care, you can rest assured that your pets are in good hands at Vacation Boarding Kennels. Book your pet's stay with us today and enjoy your vacation knowing that your beloved companions are well taken care of.

Central Reservations - Ocean City Vacation Rentals is a premier real estate and travel agency located at 6200 Coastal Highway in Ocean City, Maryland, United States. We specialize in providing top-quality vacation rentals for visitors looking to enjoy all that Ocean City has to offer. Our experienced team is dedicated to helping you find the perfect accommodations for your stay, whether you're looking for a beachfront condo, a cozy cottage, or a spacious family-friendly home. With our convenient central location and expert knowledge of the area, we make it easy for you to plan a memorable and stress-free vacation in Ocean City. Contact us today to start planning your dream getaway!

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.

Southwinds Vacation Rentals is a real estate and travel agency located at 6 89th Street in Ocean City, Maryland, United States. The institution offers a luxurious oceanblock 5 bedroom townhouse with ocean view, parking for 4 vehicles, and accommodations for up to 12 guests. Guests can also take advantage of the free EV car charger and linen package during their stay. Southwinds A, located next door, also sleeps 12 and is perfect for large families looking to book both townhouses. Both properties have been featured in the Ocean City Sand Castle Tour and Metropolitan Magazine. Families can enjoy a video tour of the homes and hear from the designer.

Red Point Lighthouse Vacation Rentals is a unique real estate and travel agency located at 115 South Main Street, North East, Maryland, United States. Our lighthouse replica on the northern tip of the Chesapeake Bay offers stunning views and luxurious amenities. With 2 living rooms, an indoor hot tub, fully equipped kitchen, dining area for 12, and a propane grill, you'll have everything you need for a comfortable stay. Our property also features wheelchair access on the main floor, including a king bedroom, 4 bathrooms, a wet bar, fast WIFI, and smart TVs. Enjoy the wrap-around decks, 1.5 acres of land, and the community sandy beach just across the street. The master bedroom boasts a king bed, sea views, and a jacuzzi, while the main floor handicap accessible bedroom also has a king bed. Book your stay with us on Airbnb for a truly unforgettable experience.

Astoria 401 3BR/3BA Vacation Rental is a luxurious accommodation located at 4500 Coastal Highway in Ocean City, Maryland, United States. This stunning property is managed by a reputable real estate agency and travel agency, ensuring a seamless booking and stay experience for guests. The vacation rental features three spacious bedrooms and three modern bathrooms, perfect for families or groups looking for a comfortable and convenient place to stay. With its prime location near the beach and various attractions, Astoria 401 is the ideal choice for a memorable vacation in Ocean City. Book your stay now and enjoy the ultimate relaxation and convenience during your trip.

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.

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.

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.

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.

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.

Extended Stay America - Frederick Westview Dr. is a comfortable and convenient lodging option located at 5240 Westview Drive in Frederick, Maryland, United States. This institution offers spacious and well-equipped rooms for guests looking for a longer stay. With amenities such as fully equipped kitchens, free Wi-Fi, and on-site laundry facilities, Extended Stay America provides a home away from home experience. Whether you are traveling for business or leisure, this establishment is the perfect choice for those seeking a comfortable and affordable stay in Frederick.

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!

Suite On Sanford offers a beautifully furnished 1 bedroom apartment for short to extended stay rentals in the vibrant city of Silver Spring, Maryland. Located at 1506 Sanford Road, this real estate agency provides a comfortable and convenient accommodation option for those looking to stay in the area. With modern amenities and a prime location, Suite On Sanford is the perfect choice for travelers seeking a home away from home in Silver Spring.