Holiday rentals with a pool in Charles County

Retreat | Views | Free-Parking

Experience comfort and convenience in our thoughtfully designed accommodations, perfect for leisure or long-term rentals. Each unit is fully equipped with modern amenities, high-speed Wi-Fi, and a well-appointed kitchen, ensuring a seamless stay. Located in a prime area, enjoy easy access to local attractions and conveniences. Ideal for business travelers, relocators, or vacationers, our properties offer a customizable, homely experience. Discover the ease and satisfaction of staying with us!

Stay&Play:Games, Pool, FirePit, Beach & Boardwalk!

Escape to our cozy Airbnb, nestled in a peaceful neighborhood with ample parking and thoughtfully designed for up to 10 guests. Enjoy bright living areas with games, a dedicated workspace, and comfortable bedrooms, including two king suites. Step outside to a private backyard oasis with a pool, lounge seating, and dining for six. Just a short walk to the beach, close to dining, shopping, and boardwalk, our home is the perfect mix of relaxation and adventure. Book now for an unforgettable stay!

32ac Pool/firepit/theater/HotTub/Pool opens May 1

Enjoy an experience with friends and family in this spacious gorgeous home. NEW outside 7 person Hot Tub/ 5 BR 6 BTH/ ( 4 full , 2 half), Large TVs in all Bdrms/ Escape the city on 32 beautiful acres . Relax in the outdoor Hot Tub, sit on 2 private screen porches and enjoy the quiet and beauty of the surroundings. Large Comfortable beds and soft linens, Fully Stocked Kitchen, Theatre Room, Bar and game room w/ ping pong and cars table . Heated Pool w/separate pool house open- MAY 1 - SEP 30

Oasis Farm Resort

Enjoy the perfect retreat for families, couples or anyone looking for rest and relaxation among a quiet, breath-taking location. This revived historic farmland is an icon in the area. Located just 30 miles outside of Washington DC, features a grand Victorian home w/ modern amenities. This small “farm resort” features pasture areas with alpacas, mini-cows, horses, chicks, bunnies, barns, a private pond for fishing, beautiful pool, large patio w/ outdoor fireplace, an indoor garden, and more.

The FUN HOUSE- In Ground Pool, 5 BR’S, 5 STAR STAY

Looking for THE PERFECT Place to kick back, relax or just have some FUN with Family or Friends? This isn’t just a place to say- it’s THE FUN HOUSE and it’s JAM packed with excitement, games and a chance to create lasting memories with those you love. After all the fun, unwind in 1 of the 5 beautifully designed bedrooms. There are 3 King Sized Beds to chose from so the choice of how you chose to luxuriate is totally yours! The IN-GROUND POOL is OFFICIALLY OPEN and awaiting YOUR ARRIVAL!

Stunning Riverfront Home w/ Pool, Hot Tub & Kayaks

This property sits on the edge of a bluff overlooking the Potomac River and boasts stunning views, both from within and around the home, perfect for bird watching (eagles/osprey), fishing or just relaxing and soaking in nature, just minutes from DC! PLEASE READ CAREFULLY: The pool and spa are CLOSED from LABOR DAY through MEMORIAL DAY. The official open season for pool and spa is between Memorial Day and Labor Day, please confirm availability (if requesting) outside of standard season.

Beach Carriage House with Pool and Cabana

A Colonial Beach property with a heated pool, cabana, and entertaining patio with gas grill is located just steps away from a sandy bathing beach on the historic Potomac River. The Beach Carriage House includes a spiral staircase that leads up to a beautiful loft with a queen-size bed. Downstairs is a full bath with an extra-large walk-in shower as well as a comfortable living room with gas fireplace, queen-size sleep sofa, and equipped kitchenette. Holds up to 4 guests.

FxBurg Retreat

Breathtaking. Beautiful. Earthy. Modern. Warm. This newly renovated oasis is the perfect getaway for up to 10 guests! RELAX in one of Three King Sized Beautiful Beds that include beautiful linens and plenty of pillows. This home also offers a queen bed and a trundle bed with two twin mattresses. REJUVENATE in one of three Shower Spas. RECHARGE on the second-story Sun Deck that overlooks the grounds, sitting at one of three picnic tables, or rocking on the front porch.

Patuxent River View

🌊 Nestled near North Beach, Herrington Harbor, Herrington on the Bay, and Chesapeake Beach, this serene guest house offers a peaceful escape for travelers of all kinds—whether you’re exploring local sights, reconnecting with nature, visiting family, or just passing through. Guests enjoy thoughtful amenities at no extra cost: a fully stocked kitchen, complimentary coffee and tea, high-speed WiFi, a pool and gazebo, and more comforts to make you feel right at home.