Vacation rentals with a pool in Charles County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Charles County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

A spacious outdoor screened living area is equipped with a comfortable seating arrangement featuring red cushions. A coffee table with a fire feature is centrally located. A ceiling fan provides airflow, and bar seating is positioned nearby, enhancing the outdoor gathering experience.

Home in Colonial Beach

5 out of 5 average rating, 41 reviews

Modern River Relaxation

Welcome to your modern retreat at Colonial Beach. Newly built with sleek design, this single home is perfect for families and friends seeking both relaxation and adventure. Located just a short walk or lively golf cart ride to the beach, this home places you close to the best local dining, breweries, wineries, and attractions. Private hot tub for relaxing, and a huge outdoor screened living space to maximize fun. Community pool open thru mid-Oct and playground just steps away! Pet friendly!

Guest favorite

A comfortable living area features a navy blue sofa adorned with patterned cushions, complemented by a wooden coffee table. Large windows provide a view of the water, while natural light fills the space. A ceiling fan and indoor plants add to the ambiance.

Apartment in Colonial Beach

4.88 out of 5 average rating, 69 reviews

Sail Away - Beachfront & Stunning Balcony Views

Sail Away, CoBe Condo’s brand new, waterfront condo w/ stunning views is now available! Reach out to accommodate more by booking our sister condo, Sail Away To! → 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

Guest favorite

Home in Brandywine

5 out of 5 average rating, 8 reviews

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*****

Guest favorite

Home in Waldorf

4.92 out of 5 average rating, 12 reviews

Family friendly Oasis

Spacious family-friendly home in Waldorf featuring 4 bedrooms, 2 living rooms, and a large seasonal in-ground pool (opens May 1). The king master suite includes a private bathroom and walk-out patio to the pool. Perfect for families and groups, the home also offers a dedicated kids room with activities and a stocked mini fridge. Child safety plugs and cabinet latches provide added peace of mind while traveling with little ones. Comfortable, convenient, and close to shopping and DC attractions.

Guest favorite

A spacious rooftop deck is presented, featuring comfortable seating arranged around a fire pit. A patterned area rug adds texture to the wooden surface. Clear views of the sky and surrounding greenery create an inviting atmosphere for relaxation.

Townhouse in Colonial Beach

4.97 out of 5 average rating, 67 reviews

Rooftop bay and river views

Watch sunrise & sunsets overlooking the Potomac River and Monroe Bay on the rooftop deck. Your new, modern, spacious townhome(end unit), fully furnished with everything you need AND DOG FRIENDLY. This quiet family friendly town has walkable restaurants or rent a golf cart and explore. Separate levels with tv's so kids and adults can be on separate floors. Relax by the rooftop fire pit or in the HEATED pool. 2 adjacent parks kids love! Close to the city, but world's apart! $100/dog/stay

Top guest favorite

The exterior of the house is showcased, featuring a front stone chimney and a welcoming turquoise door. A spacious lawn surrounds the property, with a driveway visible to the right. Trees are seen in the background, highlighting the peaceful neighborhood setting.

Home in Colonial Beach

4.97 out of 5 average rating, 34 reviews

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!

Top guest favorite

A bright living area features a mustard-yellow sofa adorned with decorative pillows, accompanied by a round dining table set for four. A tall indoor plant adds a touch of greenery, while a sunburst mirror hangs on the wall, reflecting the room's natural light.

Guest suite in Woodbridge

4.9 out of 5 average rating, 335 reviews

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. *

Guest favorite

An open concept living area features a combination of seating, including two armchairs and a side table. A dining area with a striking blue rug and wooden chairs is visible in the background, alongside a well-lit kitchen area with modern appliances.

Guesthouse in Owings

4.92 out of 5 average rating, 128 reviews

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.

Guest favorite

An aerial view captures the single-story home situated on a private peninsula, surrounded by water. Lush green lawns and trees frame the property, while a dock extends into the bay. A pool is visible in the backyard, adding to the outdoor amenities.

Home in Abell

5 out of 5 average rating, 14 reviews

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.

Guest favorite

A spacious dining area is surrounded by large floor-to-ceiling windows, allowing natural light and views of the outdoors. A long wooden table is accompanied by modern chairs and is adorned with plants, enhancing the inviting atmosphere of the space.

Home in Stafford

4.9 out of 5 average rating, 114 reviews

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.

Top guest favorite

A light-filled living area features a spacious sectional sofa arranged around a natural fiber rug. Two accent chairs are positioned to invite conversation. A light fixture hangs above, while large windows offer views of the outdoors. A flat-screen TV is mounted on the wall.

Townhouse in Colonial Beach

5 out of 5 average rating, 41 reviews

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!

Guest favorite

A modern, two-story home is set on a gravel path surrounded by lush greenery. The front porch features rocking chairs, while a spacious upper balcony is visible. Natural light beams down, enhancing the inviting exterior design of the property.

Home in King George

4.89 out of 5 average rating, 74 reviews

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.