TOP 30 Best Vacation rentals with pool in Maryland

Castaways RV Resort LLC is a premier campground and lodging destination located at 12612 Eagles Nest Road in Berlin, Maryland, United States. Situated in a picturesque park setting, this resort offers a wide range of amenities and activities for guests to enjoy. Whether you're looking to relax by the pool, explore the nearby beaches, or participate in organized events and entertainment, Castaways RV Resort LLC has something for everyone. With spacious RV sites, cozy cabins, and modern amenities, this resort is the perfect place for a family vacation or weekend getaway. Come experience the beauty and tranquility of Castaways RV Resort LLC.

Sea Watch Condominiums is a premier lodging destination located at 11500 Coastal Highway in Ocean City, Maryland. Our luxurious oceanfront condos offer stunning views of the Atlantic Ocean and are equipped with modern amenities to ensure a comfortable and memorable stay. Guests can enjoy access to a private beach, indoor and outdoor pools, fitness center, and tennis courts. With its convenient location near popular attractions, shopping, and dining options, Sea Watch Condominiums is the perfect choice for a beach vacation in Ocean City.

Paradise Watersports is a premier tourist attraction and travel agency located at 12913 Ocean Gateway in Ocean City, Maryland, United States. Offering a wide range of exciting water activities, including jet skiing, parasailing, paddleboarding, and banana boat rides, Paradise Watersports is the perfect destination for thrill-seekers and water sports enthusiasts. With friendly and experienced staff, top-of-the-line equipment, and stunning views of the ocean, Paradise Watersports ensures a memorable and unforgettable experience for all visitors. Whether you're looking for an adrenaline-pumping adventure or a relaxing day on the water, Paradise Watersports has something for everyone. Come and experience the beauty and excitement of Ocean City with Paradise Watersports!

The Ocean Princess is a charming seaside institution located at 307 Dorchester Street in Ocean City, Maryland. This elegant establishment offers a luxurious and relaxing atmosphere with stunning views of the ocean. Whether you are looking for a romantic getaway, a family vacation, or a corporate retreat, The Ocean Princess is the perfect destination. With impeccable service, top-notch amenities, and a prime location near the beach, this institution promises a memorable and rejuvenating experience for all guests. Come and experience the magic of The Ocean Princess for yourself.

Located at 8 60th Street in Ocean City, Maryland, The Meridian is a real estate and travel agency that specializes in beach house rentals. With easy access to the boardwalk, pristine beaches, and endless activities, our vacation rentals provide the perfect home base for your Ocean City getaway. Whether you're looking for a condo rental with ocean views or a pet-friendly rental home, we have options to suit every need. In fact, 158 of our rentals allow dogs, so you can bring your furry friend along for the fun. With 2344 rentals offering internet access, you can stay connected throughout your stay.

Craft Haven Campground & Marina is a picturesque retreat nestled in the charming town of Perryville, Maryland, United States. Offering a perfect blend of camping, lodging, and outdoor recreation, this institution is a haven for nature lovers and adventure seekers alike. The campground features spacious RV sites, cozy cabins, and tent camping options, all surrounded by lush greenery and stunning waterfront views. Guests can enjoy a range of amenities including a marina, boat rentals, fishing opportunities, hiking trails, and picnic areas. Whether you're looking for a peaceful getaway or an action-packed vacation, Craft Haven Campground & Marina has something for everyone. Come and experience the beauty and tranquility of this hidden gem in Maryland.

Home2 Suites by Hilton Hagerstown is a modern and comfortable lodging option located at 1661 Pullman Lane in Hagerstown, Maryland, United States. This hotel offers spacious and well-appointed suites with fully equipped kitchens, perfect for extended stays or family vacations. Guests can enjoy amenities such as complimentary breakfast, a fitness center, indoor pool, and outdoor patio with grills. The hotel's convenient location provides easy access to local attractions, shopping, and dining options. Whether you're traveling for business or leisure, Home2 Suites by Hilton Hagerstown is the perfect choice for a relaxing and enjoyable stay.

Cunningham Falls State Park is a picturesque destination located in the Catoctin Mountains in Smithsburg, Maryland. Divided into two unique areas, the park offers a range of leisure opportunities including swimming, hiking, fishing, and canoeing. The William Houck Area features a lake, falls, and camping area, while the Manor Area boasts the Scales and Tales Aviary and the historic Catoctin Iron Furnace. Visitors can enjoy camping at the park from April to October, with camper cabins also available. Please note that cell phone service may be limited in the Catoctin Mountains, so it's best not to rely on it for communication while in the park. Additionally, the park has an alcohol policy in place, with alcoholic beverages prohibited in all areas except for the Manor Area Shelter where permits can be purchased. During peak visitation times, the park may reach capacity and close to additional visitors, so it's recommended to plan ahead and arrive early. Cunningham Falls State Park also features a sewer line renovation and replacement project along Maryland Route 77, impacting certain areas of the park from April to summer. The park is a popular destination during warm weekends, so closures may occur due to capacity limitations. Visitors are encouraged to purchase firewood onsite or from local vendors to prevent the spread of forest pests. The park also features historical sites such as the Catoctin Furnace African American Cemetery, offering a glimpse into the area's industrial past. The park hosts events like the Spirits of the Furnace program and the Friends footrace, providing opportunities for visitors to engage with the park's natural and historical treasures.

Welcome to Wizard's Escape, where Wizards and Humans alike can experience the magic of a one-of-a-kind escape room adventure. Located at 2772 Washington Street in Adamstown, Maryland, this unique institution offers a magical home with an escape room twist. Situated on 3 acres of land, this 1870s home has been transformed into a Wizarding world like no other. With over 6,500 sq ft. of space, Wizard's Escape invites you to bring your friends, hop in your flying blue car, and embark on a magical journey.

Hampton Inn Hagerstown is a cozy and welcoming lodging located at 1716 Dual Highway in Hagerstown, Maryland, United States. The hotel offers comfortable accommodations and top-notch amenities for both leisure and business travelers. Guests can enjoy a complimentary hot breakfast, free Wi-Fi, a fitness center, and an outdoor pool. The friendly staff is always ready to assist with any needs or inquiries. Conveniently located near shopping, dining, and local attractions, Hampton Inn Hagerstown is the perfect choice for a relaxing stay in the area.

Cove Point Park is a picturesque park located at 750 Cove Point Road in Lusby, Maryland, United States. This popular tourist attraction offers stunning views of the Chesapeake Bay and features walking trails, picnic areas, and a playground for children. Visitors can enjoy a relaxing day in nature, birdwatching, or simply soaking in the serene surroundings. Cove Point Park is the perfect destination for a family outing or a peaceful escape from the hustle and bustle of everyday life.

Lakehouse is a premier real estate agency located at 10201 Wincopin Circle in Columbia, Maryland. Specializing in waterfront properties, Lakehouse offers a wide range of luxury homes and vacation rentals with stunning views of the water. With a team of experienced real estate agents, Lakehouse provides top-notch service to help clients find their dream home or investment property. Whether you're looking for a peaceful retreat or a lucrative waterfront investment, Lakehouse is the perfect place to start your search. Visit us today and let us help you find your own piece of paradise on the water.

414 Light Street Apartments is a luxurious residential building located in the heart of Baltimore, Maryland. Situated at the prestigious address of 414 Light Street, this modern high-rise offers unparalleled views of the city skyline and Inner Harbor. The apartments feature top-of-the-line amenities, including a rooftop pool, fitness center, and 24-hour concierge services. With its prime location and upscale living spaces, 414 Light Street Apartments is the epitome of urban luxury living in Baltimore.

Travel Advantage Network is a premier travel agency located at 672 Old Mill Road in Millersville, Maryland. With a focus on providing exceptional vacation experiences for their clients, they offer a wide range of travel options including vacation packages, hotel accommodations, and cruise bookings. Their knowledgeable staff is dedicated to helping customers plan the perfect getaway, whether it be a relaxing beach vacation or an adventurous trip to a new destination. Trust Travel Advantage Network to make your travel dreams a reality.

Adventure Sports Center International is a premier destination for thrill-seekers and outdoor enthusiasts located at 250 Adventure Sports Way in McHenry, Maryland. As a unique combination of a park and travel agency, this institution offers a wide range of adrenaline-pumping activities such as whitewater rafting, rock climbing, zip-lining, and more. With top-notch facilities and experienced guides, visitors can experience the ultimate adventure in a safe and controlled environment. Whether you're a beginner looking to try something new or an experienced adventurer seeking a challenge, Adventure Sports Center International has something for everyone. Come and unleash your inner daredevil at this exciting destination!

Ultimate Watersports is a premier destination for all things water-related in Joppatowne, Maryland. Located at 510 Riviera Drive, this institution is a one-stop shop for all your water sports needs. Whether you're looking to rent kayaks, paddleboards, or jet skis, or even book a guided tour or lesson, Ultimate Watersports has you covered. With top-of-the-line equipment and experienced instructors, this institution is perfect for both beginners and experienced water enthusiasts. Come visit Ultimate Watersports and experience the ultimate aquatic adventure in Maryland.

Rocky Gap State Park is a beautiful and serene park located at 12900 Lake Shore Drive in Flintstone, Maryland, United States. This popular tourist attraction offers stunning views of the surrounding mountains, a pristine lake for swimming and boating, hiking trails for outdoor enthusiasts, and a variety of recreational activities for visitors of all ages. Whether you're looking to relax by the water, explore the natural beauty of the area, or enjoy a picnic with family and friends, Rocky Gap State Park is the perfect destination for a day of fun and adventure.

Hillbilly Beach is a charming park and tourist attraction located at 17910 York Road in Parkton, Maryland, United States. This unique destination offers visitors a laid-back and fun-filled experience with a touch of hillbilly charm. With sandy beaches, picnic areas, and water activities, Hillbilly Beach is the perfect spot for a day of relaxation and enjoyment with family and friends. Come and enjoy the sun, sand, and Southern hospitality at Hillbilly Beach!

Tallyho Swim & Tennis Club is a premier recreational facility located in Potomac, Maryland. Situated at 8650 Bells Mill Road, this club offers top-notch amenities for both swimming and tennis enthusiasts. With a focus on promoting a healthy and active lifestyle, Tallyho provides a welcoming and family-friendly environment for members of all ages. Whether you're looking to improve your tennis skills, relax by the pool, or simply socialize with fellow members, Tallyho Swim & Tennis Club is the perfect destination. Join us today and experience the ultimate in sports and leisure in the heart of Potomac.

Owens Creek Campground is a charming retreat nestled in the picturesque surroundings of Sabillasville, Maryland. Located at 15882 Foxville Deerfield Road, this campground offers a peaceful escape for nature lovers and outdoor enthusiasts. With a variety of lodging options, including tent and RV sites, as well as cabins, guests can enjoy a comfortable stay surrounded by the beauty of the great outdoors. The campground also features amenities such as picnic areas, hiking trails, and a serene creek running through the property. Whether you're looking for a weekend getaway or a longer stay, Owens Creek Campground is the perfect destination for a relaxing and rejuvenating experience.

Little Bennett Campground is nestled in the heart of the woods at 23705 Frederick Road, Clarksburg, Maryland. Whether you're a seasoned camper or new to the experience, this campground offers immaculate facilities for all visitors. With full hook-up and pull-thru sites, as well as cabins and yurts, Little Bennett Campground provides the perfect retreat for nature lovers. Explore over 3,700 acres of forests and meadows with more than 25 miles of hiking, biking, and trails. The campground offers 91 wooded campsites, each equipped with a picnic table, campfire ring, and lantern post. For added convenience, bathhouses with sinks, showers, and toilet facilities are located nearby.

The Flounder Pavilion Beach Front at Sandy Point State Park in Annapolis, Maryland, is a stunning 786-acre park located along the Chesapeake Bay. Known for its scenic water views and sandy beaches, the park offers a variety of activities and services for guests to enjoy. From fishing and boat rentals to picnic areas and playgrounds, there is something for everyone to enjoy at this beautiful state park. Please note that the South Beach area will be closed for construction from mid-September 2024 until Summer 2025 for a restoration project. For more information and to check park hours, visit the Maryland Department of Natural Resources website. Come and experience the beauty of Sandy Point State Park on the shores of the Chesapeake Bay.

Roaring Point Campground is a picturesque retreat nestled along the banks of the Nanticoke River in Nanticoke, Maryland. This serene campground offers a variety of lodging options, including RV sites, tent camping, and cozy cabins. The lush surroundings of the campground provide the perfect backdrop for outdoor activities such as fishing, boating, and hiking. Guests can relax and unwind in the peaceful atmosphere of the campground, or explore the nearby attractions such as the Blackwater National Wildlife Refuge. Whether you're seeking a relaxing getaway or an adventure-filled vacation, Roaring Point Campground is the ideal destination for nature lovers and outdoor enthusiasts.

Lake Somerset Family Campground is a picturesque retreat nestled in the heart of nature at 8650 Lake Somerset Road, Westover, Maryland. This family-friendly campground offers a range of amenities and activities for all ages to enjoy. From spacious campsites to cozy lodging options, guests can choose the perfect accommodation for their stay. The park features stunning views of Lake Somerset, where guests can swim, fish, or simply relax on the shore. With hiking trails, playgrounds, and picnic areas, there is no shortage of ways to enjoy the great outdoors. Whether you're looking for a weekend getaway or a longer vacation, Lake Somerset Family Campground is the ideal destination for creating lasting memories with your loved ones.

Downs Park Public Beach is a picturesque waterfront destination located in Pasadena, Maryland, United States. This beautiful beach offers pristine sandy shores, calm waters for swimming, and stunning views of the Chesapeake Bay. Visitors can relax on the beach, picnic in the designated areas, or take a leisurely stroll along the shoreline. The park also features playgrounds, picnic pavilions, and hiking trails for those looking to explore the surrounding natural beauty. Whether you're looking to soak up the sun, enjoy a peaceful beach day, or have a fun-filled day with family and friends, Downs Park Public Beach is the perfect place to unwind and enjoy the great outdoors.

Dogwood Acres Pet Retreat is located at 439 West Central Avenue in Davidsonville, Maryland. We are not your average kennel or boarding facility - we have created a unique retreat where pets are happy, healthy, and engaged. Our state-of-the-art facility and acres of wooded grounds ensure that your pet will have a superior experience every time they visit. Our Reservations Specialists are here to help you create the perfect visit for your pet, whether at our Davidsonville or Kent Island location. We encourage you to come for a personalized tour of our facilities to see what sets us apart.

Comfort Inn & Suites LaVale - Cumberland is a cozy and inviting lodging establishment located at 1216 National Highway in La Vale, Maryland, United States. Our hotel offers comfortable and well-appointed rooms and suites, perfect for both leisure and business travelers. Guests can enjoy amenities such as free Wi-Fi, a complimentary hot breakfast, a fitness center, and an indoor pool. Conveniently located near popular attractions and dining options, Comfort Inn & Suites LaVale - Cumberland is the perfect choice for your stay in the area. Book your room with us today and experience exceptional hospitality and comfort.

Sandy Hill Family Camp is a picturesque campground and lodging facility located at 5752 Sandy Hill Road in Quantico, Maryland, United States. Nestled in a beautiful park-like setting, this family-friendly institution offers a peaceful retreat for visitors looking to escape the hustle and bustle of city life. With spacious campsites, cozy cabins, and modern amenities, Sandy Hill Family Camp provides the perfect opportunity for families to reconnect with nature and each other. Whether you're looking to relax by the campfire, explore hiking trails, or enjoy water activities on the nearby river, this institution offers something for everyone. Come experience the tranquility and beauty of Sandy Hill Family Camp for yourself.

Saint Tropez Condominium is a luxurious lodging option located at 5 81st Street in Ocean City, Maryland. As a real estate agency, we offer a range of beautiful condominium units that provide guests with a comfortable and stylish home away from home. Our prime location near the beach allows for easy access to the sand and surf, while our amenities such as a pool and fitness center ensure a relaxing and enjoyable stay. Whether you are looking for a weekend getaway or a longer-term rental, Saint Tropez Condominium has the perfect accommodation for you. Book your stay with us today and experience the best of Ocean City living.

The Hyatt Regency Chesapeake Bay Golf Resort, Spa, and Marina is a luxurious lodging destination located in Cambridge, Maryland, United States. Situated on the picturesque U.S. 50, this institution offers a perfect blend of relaxation and recreation with its stunning waterfront views, championship golf course, rejuvenating spa treatments, and marina access. Guests can enjoy upscale accommodations, fine dining options, and a wide range of amenities to ensure a memorable stay. Whether you're looking to unwind in the spa, hit the links on the golf course, or explore the nearby attractions, the Hyatt Regency Chesapeake Bay Golf Resort, Spa, and Marina provides a truly unforgettable experience for all visitors.