TOP 30 Best Vacation rentals with pool in Maryland

OC Blue Vacations is a real estate and travel agency located at 11022 Nicholas Lane, Ocean Pines, Maryland, United States. They are committed to providing the best customer service, premiere properties, and special touches such as express check-in and concierge services for your vacation. Whether you're looking to reconnect with nature on Chincoteague Island, Virginia or enjoy the city life in Ocean City, Maryland, they have the perfect vacation rental for you. Their Chincoteague pet-friendly vacation homes and condos allow you to bring your entire family, including your furry friends. With amenities such as pool access, water views, and close proximity to major attractions, their vacation rentals ensure a memorable getaway. Customers have praised their clean and well-equipped rentals, convenient locations, and excellent customer service. Let OC Blue Vacations help you plan an amazing vacation on Chincoteague Island or Ocean City.

The Community Pool at 1440 Wake Forest Drive in Gaithersburg, Maryland is a popular gathering spot for residents of all ages to enjoy a refreshing swim and fun in the sun. With its clean, well-maintained facilities and friendly staff, the pool offers a relaxing atmosphere for families and friends to come together and cool off during the hot summer months. Whether you're looking to swim laps, splash around with your kids, or simply soak up some rays on the pool deck, the Community Pool is the perfect place to unwind and socialize in a beautiful outdoor setting. Come join us for a day of aquatic fun and relaxation!

Elvaton Towne Pool is a charming and inviting lodging institution located at 468 Aventura Court in Millersville, Maryland. This hidden gem offers a serene and relaxing atmosphere for guests to unwind and enjoy a peaceful getaway. With comfortable accommodations and top-notch amenities, Elvaton Towne Pool is the perfect destination for a weekend escape or a longer stay. Whether you're looking to lounge by the pool, explore the nearby attractions, or simply relax in the cozy rooms, this institution is sure to provide a memorable and enjoyable experience for all.

The Bretton Woods Pool House is a charming and inviting institution located in the picturesque town of Darnestown, Maryland, United States. This facility offers a serene and relaxing atmosphere for individuals and families to enjoy a day by the pool, complete with lounging areas, a snack bar, and changing rooms. With its beautiful surroundings and friendly staff, the Bretton Woods Pool House is the perfect destination for those looking to unwind and escape the hustle and bustle of everyday life.

Gingerville Community Pool is a family-friendly recreational facility located at 135 Tarragon Lane in Edgewater, Maryland, United States. Our pool offers a refreshing escape from the summer heat with crystal-clear water and plenty of space for swimming and lounging. Our amenities include a children's play area, a diving board, and a spacious deck for sunbathing. With experienced lifeguards on duty, safety is our top priority. Whether you're looking to relax by the water or get some exercise in, Gingerville Community Pool is the perfect spot for all ages to enjoy a fun day in the sun.

Farring-Baybrook Pool is a popular swimming facility located in Baltimore, Maryland, United States. This institution offers a range of amenities, including a large swimming pool, diving boards, and a children's play area. The pool is surrounded by beautiful landscaped grounds, making it a perfect spot for families and individuals looking to cool off and enjoy some fun in the sun. Farring-Baybrook Pool also offers swimming lessons for all ages and skill levels, as well as various aquatic fitness classes. Whether you're looking to relax by the poolside or get in a good workout, Farring-Baybrook Pool has something for everyone.

Swimply - Luxurious Getaway Pool is a stunning retreat located at 850 Swan Creek Road East in Fort Washington, Maryland. This exclusive establishment offers guests a luxurious and private pool experience, perfect for those looking to relax and unwind in style. With impeccable service and top-notch amenities, Swimply is the ultimate destination for those seeking a lavish escape. Whether you're looking to enjoy a refreshing swim or simply soak up the sun in a serene setting, Swimply provides the perfect backdrop for a truly memorable experience. Come and indulge in the ultimate luxury at Swimply - Luxurious Getaway Pool.

The Community Pool in Westminster, Maryland, United States is a popular transit station where residents and visitors can enjoy a refreshing swim and relax by the water. This facility offers a clean and safe environment for individuals of all ages to cool off during the hot summer months. With various amenities such as changing rooms, showers, and lifeguards on duty, the Community Pool is the perfect place to unwind and have fun with friends and family. Come visit this vibrant institution and make a splash in the crystal-clear waters of the Community Pool.

Swansfield Neighborhood Center and Pool is a community hub located at 5651 Cedar Lane in Columbia, Maryland, United States. This institution offers a variety of programs and activities for residents of all ages, including fitness classes, swimming lessons, community events, and more. The pool provides a refreshing escape during the hot summer months, while the neighborhood center serves as a gathering place for socializing and learning. With its convenient location and welcoming atmosphere, Swansfield Neighborhood Center and Pool is a beloved resource for the local community.

RentalHomeDepot.com is a reputable real estate agency located at 9701 Apollo Drive in Largo, Maryland, United States. Specializing in homes for rent and rental homes, we offer a wide range of properties to suit every need and budget. Our experienced team of agents is dedicated to helping clients find their perfect rental property, whether it be a cozy apartment, spacious house, or luxurious condominium. With a commitment to excellent customer service and attention to detail, RentalHomeDepot.com is your go-to destination for finding the perfect rental home.

Eagles View Estates- The Lodge is a premier real estate and travel agency located at 267 Veazey Cove Road in Earleville, Maryland, United States. Our luxurious lodge offers breathtaking views of the surrounding landscapes, providing a tranquil escape from the hustle and bustle of everyday life. Whether you are looking to purchase a vacation home or book a relaxing getaway, our team of experienced professionals is dedicated to providing top-notch service and helping you find the perfect property or vacation package to suit your needs. Escape to Eagles View Estates- The Lodge and experience the beauty and serenity of Maryland's Eastern Shore.

elcome to Wanderlust! This modern and sleek lodging institution is located at 164 Wisp Adventure Road in McHenry, Maryland, United States. Perfect for the whole family, including your furry friends, Wanderlust offers a dog-friendly environment with access to walking trails and low-traffic roads right off the deck. Relax on the deck overlooking the ASCI whitewater rafting course, soak in the hot tub, or gather around the campfire in the evenings. The house features a fully equipped kitchen, multiple bedrooms, a family room with a pool table, and a loft area. Guests also have access to the Community Aquatic Recreation Center (CARC) for fitness and wellness activities. Wanderlust is close to Wisp Mountain, offering easy access to skiing and snowboarding in the winter months. With state park passes provided during the summer, guests can explore nearby parks and enjoy lake access. Whether you're looking for a relaxing getaway or an adventure-filled vacation, Wanderlust has everything you need for a memorable stay. Book your stay today and fulfill all your travel dreams at Wanderlust!

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.

Brunswick Family Campground is a picturesque institution located at 40 Canal Road in Brunswick, Maryland, United States. This campground offers a variety of lodging options, including cabins and RV sites, making it perfect for families looking to enjoy the great outdoors. Situated right on the banks of the Potomac River and next to the C&O Canal Towpath, guests can easily access biking trails and water activities such as canoeing and kayaking. Campers can also take advantage of a 10% discount on rentals and trips with River & Trail Outfitters. With convenient access to Harpers Ferry, WV, guests can explore the area and enjoy outdoor adventures. Whether you're looking for a relaxing getaway or an action-packed vacation, Brunswick Family Campground has everything you need for a fantastic outdoor experience.

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.

Abbott's Bliss is a premier real estate and travel agency located at 30 Carmel Lane in Swanton, Maryland, United States. Our dedicated team of professionals is committed to helping clients find their dream home or plan the perfect getaway. Whether you're looking to buy, sell, rent, or travel, Abbott's Bliss offers personalized service and expert guidance every step of the way. Visit us today and experience the joy of finding your own bliss with Abbott's.

Mad Men Beach House is a unique lodging experience located at 111 Pine Tree Road in Ocean City, Maryland. Our properties have a mid-century modern feel with signature features like swing chairs, record players with Bluetooth capability, outdoor string lights, and custom painted geometric wall designs. One of our properties is a 3 bedroom, 2 full bath bay front home that sleeps 8 and is just a short walk to the beach. It offers stunning bay views from a covered deck and includes two kayaks for guests to use. Another property is an 8 bedroom, 4.5 bath villa with a Disney Glam theme, perfect for those visiting Walt Disney World or Universal Studios.

Down by the Bay OCMD is a unique institution located at 115 70th Street in Ocean City, Maryland, United States. This establishment serves as a lodging, real estate agency, and travel agency all in one. By booking directly with Down by the Bay OCMD, guests can save up to 20% off and avoid paying Airbnb/Vrbo fees. The accommodations offered by Down by the Bay OCMD are truly exceptional. Guests can choose from beautiful waterfront townhomes with spacious garages, open floor plans, fully-stocked kitchens with high-end appliances, and breathtaking views of the bay. Some units even feature third-floor laundry and balconies overlooking the bay.

Mad Men Lake House is a unique lodging institution located at 2237 Marsh Hill Road in McHenry, Maryland, United States. Our properties have a mid-century modern feel with signature features such as swing chairs, record players with Bluetooth capability, outdoor string lights, and custom painted geometric wall designs. One of our properties is a 3 bedroom, 2 full bath bay front home that sleeps 8 and is just a 5-8 minute walk to the beach. We provide two kayaks and the community offers pools, tennis courts, shuffleboard, and mini-golf in the summer.

Deep Creek Retreat, LLC is a premier real estate and travel agency located in the picturesque town of Swanton, Maryland. Our team of experienced professionals are dedicated to helping clients find their perfect vacation rental or dream home in the serene Deep Creek Lake area. Whether you are looking for a cozy cabin for a weekend getaway or a luxurious lakefront property for your family vacation, we have the expertise to make your vision a reality. Visit us at 391 Hines Drive and let us help you create unforgettable memories at Deep Creek Lake.

The Moonbounce Guy is a premier party rental service located at 7974 Castle Hedge Dell in Glen Burnie, Maryland. Specializing in inflatable moonbounces, this institution offers a wide variety of options for all types of events, from birthday parties to corporate gatherings. With a focus on safety and customer satisfaction, The Moonbounce Guy provides top-quality equipment and excellent service to ensure a memorable and enjoyable experience for all. Whether you're looking to add some fun to your next event or celebration, The Moonbounce Guy is the perfect choice for all your party rental needs.

Luxe Home and Leisure is a premier destination for those seeking luxury real estate and unforgettable travel experiences. Located at 526 Belfast Road in Sparks, Maryland, this institution offers a unique blend of high-end properties and curated vacation packages to cater to the discerning tastes of their clients. With a team of experienced professionals, Luxe Home and Leisure is dedicated to providing exceptional service and helping clients find their dream home or plan their next unforgettable getaway. Whether you are looking to buy, sell, or rent a luxury property, or seeking a personalized travel itinerary, Luxe Home and Leisure is the perfect choice for those who value quality, style, and sophistication.

Sachs Realty is a reputable real estate agency located at 134 Cockeysville Road in Cockeysville, Maryland, United States. With a team of experienced and dedicated real estate professionals, Sachs Realty offers a wide range of services to help clients buy, sell, or rent properties in the area. Whether you are looking for a new home, investment property, or commercial space, Sachs Realty is committed to providing top-notch customer service and expert guidance throughout the real estate process. Contact Sachs Realty today to learn more about their services and how they can help you achieve your real estate goals.

Destination Home Group of Long and Foster Real Estate is a premier real estate institution located at 3004 Emmorton Road in Abingdon, Maryland, United States. With a team of experienced and dedicated real estate professionals, Destination Home Group is committed to helping clients find their perfect home or investment property. Whether you are buying, selling, or renting, our expert agents will provide personalized service and guidance every step of the way. Trust Destination Home Group to make your real estate dreams a reality.

Cruise Planners - Two by Two Travel is a reputable travel agency located at 4412 Robmar Drive, Mount Airy, Maryland, United States. Specializing in cruise planning services, this institution offers personalized travel packages for couples and small groups. With a team of experienced travel advisors, Cruise Planners - Two by Two Travel ensures a seamless and unforgettable travel experience for their clients. Whether you're looking for a romantic getaway or a fun-filled group vacation, this travel agency has you covered. Contact them today to start planning your next adventure!

Chesapeake City Water Tours is a premier travel agency located at 1 Bohemia Avenue in Chesapeake City, Maryland, United States. Specializing in unique and unforgettable water tours, they offer a variety of experiences for visitors to explore the scenic beauty of the Chesapeake Bay area. From relaxing sightseeing cruises to thrilling adventure tours, Chesapeake City Water Tours provides a one-of-a-kind way to discover the natural wonders and rich history of the region. Book your next unforgettable water tour with Chesapeake City Water Tours today!

Beach House is a charming institution located at 104 Talbot Street in Ocean City, Maryland, United States. This unique establishment serves as a lodging option, real estate agency, and travel agency all in one. Offering cozy accommodations for visitors looking to enjoy a beach getaway, Beach House also provides assistance for those interested in purchasing or renting beachfront properties in the area. Additionally, their travel agency services can help guests plan unforgettable vacations to this picturesque seaside destination. With its prime location and range of services, Beach House is the perfect choice for travelers seeking a memorable beach experience in Ocean City.

Lazy Bear Lodge at Deep Creek Lake is a charming and cozy retreat located at 173 Bray Run Road in Oakland, Maryland. This institution offers a range of services including lodging, park amenities, real estate services, and travel planning. Nestled in the beautiful surroundings of Deep Creek Lake, guests can enjoy a peaceful and relaxing stay in the heart of nature. The lodge is perfect for those looking to unwind and escape the hustle and bustle of everyday life. Whether you're looking for a weekend getaway, a family vacation, or a romantic retreat, Lazy Bear Lodge has something for everyone. With its convenient location and comfortable accommodations, this institution is the ideal destination for those seeking a tranquil and rejuvenating experience.

Hollerstown Hill Bed and Breakfast is a charming Boutique Victorian Bed and Breakfast located in historic downtown Frederick, Maryland. The establishment offers beautifully decorated guest rooms with ensuite bathrooms, each equipped with air conditioning and cable TV. Guests can enjoy a full country breakfast included in the room rates of $189 - $199, served between 8:00 and 10:00 AM in the dining room. Special dietary needs can be accommodated upon request. The bed and breakfast features a game room with a traditional pool table and board games, as well as a wrap-around porch and garden patios for relaxation. Secure bicycle storage is available in a locked garage, and bicycle rentals can be arranged through a local provider. Electric vehicle charging is also available for guests by appointment.

Splash Mountain Water Park, located at 202 32nd Street in Ocean City, Maryland, is the ultimate destination for thrill-seekers and water lovers alike. As part of Jolly Roger’s® amusement park, Splash Mountain offers a variety of heart-pounding water slides and attractions that will test your nerves and leave you wanting more. Experience the rush of the Master Blaster water roller coaster as you are shot uphill amidst a torrent of water, or brave the heights of the 45-foot tall half-pipe slide known as Stealth. The Aqualoop, hailed as the #1 water slide in the country, will have you plummeting down 480 feet feet-first in a thrilling loop. For those looking for a more relaxing experience, the Lazy Lagoon Family Activity Pool and the Kiddie Pools provide a fun and safe environment for the whole family.