Holiday 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 favourite
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
5.0 out of 5 average rating, 53 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 favourite
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.
Flat in Colonial Beach
4.9 out of 5 average rating, 84 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 favourite
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, 348 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. *

Top guest favourite
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
4.96 out of 5 average rating, 50 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 favourite
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
4.98 out of 5 average rating, 80 reviews

Rooftop bay and river views

Watch sunrise & sunsets overlooking the Potomac River and Monroe Bay on the rooftop deck. Your new, open, spacious and quiet (end unit) townhome, fully furnished with beach towels, shampoo, everything, you need AND DOG FRIENDLY. Walk to the beach 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. No cats.

Guest favourite
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
5.0 out of 5 average rating, 28 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 favourite
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
4.91 out of 5 average rating, 122 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.

Guest favourite
Home in Mechanicsville
4.78 out of 5 average rating, 18 reviews

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.

Guest favourite
A spacious house is set amidst a well-maintained landscape featuring green lawns and colorful flower beds. The entrance is framed by trees, with a winding driveway leading up to the front porch. Sunlight filters through the leaves, casting gentle shadows on the ground.
Home in Charlotte Hall
4.77 out of 5 average rating, 13 reviews

5 acre oasis near Budd's Creek, MIR & DC region.

Your private oasis nestled on 5 sprawling acres in Charlotte Hall, Maryland awaits. This spacious retreat offers the perfect blend of relaxation and entertainment, with the added bonus of easy access to the vibrant capital and a short drive to Budd's Creek and MIR. Sanctuary at the Hall offers a true escape with options for everyone. Whether you're looking to relax by the pool, immerse yourself in nature, experience the excitement of the speedway, or explore the nation's capital.

Guest favourite
A spacious living area features a comfortable leather sofa positioned near a large window, inviting natural light. A decorative area rug lies beneath a wooden coffee table. A spiral staircase leads to the loft area, while a kitchenette is equipped along the wall.
Guest house in Colonial Beach
4.97 out of 5 average rating, 61 reviews

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.

Top guest favourite
Three coastal-style homes are shown with raised structures on stilts, characterized by light-colored siding and covered porches. A paved driveway leads to a parking area, while a street lined with greenery and lamp posts provides access to the residences.
Home in Colonial Beach
4.96 out of 5 average rating, 68 reviews

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.

Guest favourite
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
4.86 out of 5 average rating, 87 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.

Popular amenities for Charles County rentals with a pool