TOP 30 Best Holiday rentals in Maryland

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.

Holiday Gate Apartments is a charming residential community located at 1610 Melbourne Road in Dundalk, Maryland. Offering a variety of spacious and well-maintained apartment homes, Holiday Gate Apartments is the perfect place to call home. Residents can enjoy amenities such as a swimming pool, fitness center, and beautifully landscaped grounds. With a convenient location just a short drive from shopping, dining, and entertainment options, Holiday Gate Apartments provides the ideal blend of comfort and convenience. Experience peaceful living at Holiday Gate Apartments.

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.

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.

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.

Deep Creek Ski and Snowboard Rentals is a premier winter sports equipment rental shop located at 2778 Deep Creek Drive in McHenry, Maryland, United States. We offer a wide range of high-quality ski and snowboard gear for all skill levels, from beginners to advanced riders. Our knowledgeable staff is dedicated to providing top-notch customer service and helping you find the perfect equipment for your next snowy adventure. Whether you're hitting the slopes at nearby Wisp Resort or exploring the beautiful backcountry trails, Deep Creek Ski and Snowboard Rentals has everything you need to make the most of your winter vacation. Visit us today and gear up for an unforgettable experience on the mountain.

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.

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!

Holiday Inn Express Annapolis East-Kent Island, an IHG Hotel, is a charming lodging option located at 1020 Kent Narrows Road in Grasonville, Maryland, United States. Situated on the picturesque Kent Island, this hotel offers comfortable accommodations and modern amenities for travelers seeking a relaxing stay. Guests can enjoy a complimentary breakfast, free Wi-Fi, a fitness center, and a seasonal outdoor pool. The hotel's convenient location provides easy access to local attractions such as the Chesapeake Bay Environmental Center and the Chesapeake Bay Bridge. Whether you are visiting for business or leisure, Holiday Inn Express Annapolis East-Kent Island is the perfect choice for your stay in the Annapolis area.

Holiday Inn Baltimore BWI Airport, an IHG Hotel, is a welcoming and comfortable lodging option located at 815 Elkridge Landing Road in Linthicum Heights, Maryland. Conveniently situated near Baltimore/Washington International Thurgood Marshall Airport, this hotel offers a convenient and stress-free stay for travelers. With modern amenities, spacious rooms, and friendly staff, guests can enjoy a relaxing and enjoyable experience during their visit. Whether you are in town for business or leisure, Holiday Inn Baltimore BWI Airport provides a convenient and comfortable home away from home.

Pyramid Rentals by Vacasa is a real estate and travel agency located at 9500 Coastal Highway in Ocean City, Maryland, United States. With 31 vacation rentals equipped with internet access, staying connected during your trip is a breeze. Our team of professional housekeepers ensures that each property is meticulously cleaned and stocked with amenities, allowing you to simply settle in and relax upon arrival. Experience a seamless and stress-free vacation with Pyramid Rentals by Vacasa.

The Hagerstown / Antietam Battlefield KOA Holiday is a picturesque campground and lodging facility located at 11759 Snug Harbor Lane in Williamsport, Maryland. Situated near the historic Antietam Battlefield, this RV park offers a tranquil and scenic setting for visitors to enjoy. Guests can relax in comfortable accommodations, explore the nearby park, or take advantage of the various amenities and activities offered on site. Whether you're looking for a peaceful getaway or an adventure-filled vacation, the Hagerstown / Antietam Battlefield KOA Holiday has something for everyone.

Holiday Inn Express & Suites Clear Spring, an IHG Hotel, is a welcoming lodging institution located at 12426 Houck Avenue in Clear Spring, Maryland, United States. This modern hotel offers comfortable and stylish accommodations for guests looking to relax and unwind during their stay. With a range of amenities including a complimentary breakfast buffet, fitness center, and indoor pool, guests can enjoy a convenient and enjoyable experience. Whether traveling for business or leisure, Holiday Inn Express & Suites Clear Spring is the perfect choice for a comfortable and memorable stay in Maryland.

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!

Atlantis Ocean City Rental Unit 501 is a luxurious lodging option located at 10300 Coastal Highway in Ocean City, Maryland, United States. This rental unit offers stunning ocean views and top-notch amenities for a comfortable and memorable stay. Whether you are looking for a relaxing beach getaway or a fun-filled family vacation, Atlantis Ocean City Rental Unit 501 is the perfect choice. With its prime location and modern accommodations, guests can enjoy easy access to the beach, shopping, dining, and entertainment options. Book your stay at Atlantis Ocean City Rental Unit 501 for an unforgettable experience in Ocean City.

Marigot Beach Condo Rentals is a premier real estate and travel agency located at 10100 Coastal Highway in Ocean City, Maryland, United States. We offer luxurious condo rentals with stunning views of the beach and ocean. Our properties are fully equipped with modern amenities and are perfect for a relaxing vacation or getaway. Whether you're looking for a weekend retreat or an extended stay, Marigot Beach Condo Rentals has the perfect accommodation for you. Contact us today to book your dream beach vacation!

Holiday Inn Express & Suites Owings Mills-Baltimore Area, an IHG Hotel, is a modern and comfortable lodging option located at 11509 Red Run Boulevard in Owings Mills, Maryland. Situated in a convenient location, this hotel offers easy access to Baltimore and its surrounding areas. The hotel features spacious rooms and suites, equipped with modern amenities such as free Wi-Fi, flat-screen TVs, and comfortable bedding. Guests can enjoy a complimentary breakfast buffet each morning, as well as access to a fitness center and indoor pool. Whether traveling for business or leisure, Holiday Inn Express & Suites Owings Mills-Baltimore Area provides a welcoming and convenient stay for all guests.

Holiday Inn Columbia East-Jessup, an IHG Hotel, is a welcoming lodging option located at 7900 Washington Boulevard in Jessup, Maryland, United States. This modern hotel offers comfortable accommodations, excellent amenities, and friendly service for guests visiting the area. With spacious rooms, an on-site restaurant, a fitness center, and a convenient location near local attractions, Holiday Inn Columbia East-Jessup is the perfect choice for both business and leisure travelers. Experience a relaxing stay at this trusted IHG property during your next trip to Jessup.

Holiday Inn Belcamp - Aberdeen Area, an IHG Hotel, is a comfortable and convenient lodging option located at 1326 Policy Drive in Belcamp, Maryland, United States. This hotel offers a range of amenities including spacious rooms, on-site dining options, a fitness center, and a business center. Whether you are traveling for business or leisure, Holiday Inn Belcamp - Aberdeen Area provides a welcoming and relaxing environment for guests to enjoy during their stay. With its convenient location near Aberdeen Proving Ground and other local attractions, this hotel is the perfect choice for travelers looking for a comfortable and convenient place to stay in the Belcamp area.

OcMdResorts - Ocean City Senior Week Rentals is a premier real estate agency located at 3100 Baltimore Avenue in the beautiful coastal town of Ocean City, Maryland, United States. We specialize in providing top-quality rental properties for high school seniors looking to celebrate their graduation during Senior Week. Our properties offer luxurious accommodations, stunning ocean views, and convenient access to all the attractions and activities that Ocean City has to offer. Trust OcMdResorts to make your Senior Week experience unforgettable and truly memorable.

Ocean City Town Public Rentals is a state-of-the-art stadium located at 4001 Coastal Highway in Ocean City, Maryland. This facility offers a variety of rental options for public use, including sports events, concerts, festivals, and more. With its prime location near the beach, visitors can enjoy stunning views and a vibrant atmosphere while attending events at this dynamic venue. Whether you are looking to host a large-scale event or simply enjoy a day out with friends and family, Ocean City Town Public Rentals is the perfect destination for all your entertainment needs.

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.

Coastal Resort Sales & Rentals is a premier real estate and travel agency located at 8008 Coastal Highway in Ocean City, Maryland. Specializing in beachfront properties, vacation rentals, and luxury accommodations, our experienced team is dedicated to helping clients find their perfect coastal retreat. Whether you are looking to buy, sell, or rent a property, we offer personalized service and expert guidance to ensure a seamless and enjoyable experience. Contact us today to start planning your dream coastal getaway!

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.