Holiday rentals with a pool in Charles County

Sail Away To - Beachfront Views & Private Balcony

Sail Away To, CoBe Condo’s brand new, waterfront condo w/ stunning views is now available! Reach out to accommodate a group by booking our sister condo, Sail Away! → Private patio w/ 180° views, perfect for a morning coffee or wine at sunset → Access to pool (owners and guests only) → 1,025 ft² of stylish, cozy space, steps from the water and restaurants → Master suite which looks upon the water → Fully equipped kitchen and living room, smart TVs → Reserved parking space → ❤️ of Colonial Beach

3 bedroom near DC w/pool, large yard, & driveway

Charming 3-Bedroom, 1-Bath Home in Brandywine. Looking for a cozy, updated home with space to breathe? This adorable home sits on .7 acre and offers the perfect blend of comfort, style, and convenience! Enjoy easy access to all major DMV commuting routes, making trips to DC a breeze! Inside, you'll find stylish, recently updated flooring, a renovated, modern kitchen, and a fresh new bathroom. An ABOVE GROUND pool, right off the deck, makes great for families. *****Pool access is seasonal*****

Newly renovated private guest's suite with parking

Completely remodeled lower level guest suite, accommodates up to 4 guests. Features a private entrance and parking on premises for 1 car. Walk or bike to Veterans Park and Occoquan Bay National Wildlife Refuge. Conveniently located 12 minutes away from Quantico Marine Corp Base and Historic Occoquan attractions & restaurants. 30 minutes from Washigton DC, Old Town Alexandria and National Harbor, MD. Come enjoy this bright and quiet private stay. *Please note this is a NO SMOKING environment. *

Patuxent River View

🏡Stay at this peaceful, amenity‑rich guest house near North Beach, Chesapeake Beach, and Herrington Harbour, with quick access to Washington, DC, Baltimore, and Annapolis. Enjoy a fully stocked kitchen, coffee, fast WiFi, a seasonal pool, and a shaded gazebo designed for comfort and convenience. Perfect for wedding weekends, family visits, work trips, and quiet coastal getaways, this cozy home base makes it easy to relax, cook, stream, and recharge between festivities and exploring the area.

New, Waterfront Home w/ Island on St. Clements Bay

Wake up to breathtaking panoramic views of St. Clements Bay at this newly renovated 4-bedroom waterfront retreat in Abell, MD. Perched on a private peninsula, the home features a 160-ft dock for crabbing and fishing, bay beaches, an island, pool, hot tub and endless space to relax by the water. Paddle to your own private island to sit on the beach, swim, or explore. With kayaks, crab pots, beach chairs, and a Weber grill included, it's everything you need for the perfect waterfront escape.

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.

The Southern Maryland (SoMD) Diamond House

A covered front porch with porch swing and multi tier decking in rear over looks a beautiful gunite pool with a slide and a diving board. Depth 3 1/2 ft to 13 foot. Nice big country kitchen. The sliding glass doors from kitchen go to deck over looking pool, nice landscaping, and forest. The master bedroom with a master bath, sliding glass door to deck over looking pool. Full basement patio and pool deck. Has full size bar, full brick hearth fireplace and a full bath. Pool table & Bar.

Potomac Paradise in Colonial Beach, VA

Welcome to Potomac Paradise in the beautiful town of Colonial Beach. This new townhouse is the perfect place for friends and family to relax and unwind. It's within walking distance or a quick golf cart ride to the beach, restaurants, breweries, and local attractions. This 4 Bedroom, 3.5 bath end-unit townhouse has coastal beach vibes and awesome views of the Potomac River from the rooftop deck. It also has a community pool just steps away! It's the perfect spot for making memories!

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.

3 Little Birds

Our Space is idyllic for that peaceful get away. Escape to the ultimate coastal retreat in this exquisite 3-bedroom vacation home, comfortably accommodating up to seven guests. Nestled in the heart of a charming beach town, this beautiful getaway offers spacious, stylish living and all the comforts of home. Whether you're seeking relaxation, adventure, or quality time with loved ones, you'll enjoy an unforgettable stay that captures the essence of laid-back coastal living.

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.

Pool + Trailer Parking | MIR & Budds Creek

Welcome to The Lacey House, a spacious 4-bedroom Southern Maryland Airbnb near Maryland International Raceway (MIR) and Budds Creek Motocross Track, with a private seasonal pool and trailer-friendly parking. Minutes from Mechanicsville, La Plata, and Leonardtown. Guests love the quiet setting, easy self check-in, comfortable beds, and room to spread out. Perfect for race weekends, motocross events, family visits, work trips, or a relaxing Southern Maryland getaway.