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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Guest favourite

A bright living area features large windows offering panoramic water views. A wooden dining table accommodates six, while a comfortable seating arrangement includes a blue armchair and a neutral-toned sofa. A ceiling fan is visible above, and decorative coastal artwork adorns the walls.

Apartment in Colonial Beach

4.93 out of 5 average rating, 70 reviews

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

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 out of 5 average rating, 39 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!

Superhost

Apartment in Woodbridge

4.9 out of 5 average rating, 40 reviews

Retreat | Pool & Gym | 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!

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.

Condo in Colonial Beach

4.97 out of 5 average rating, 63 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 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

4.97 out of 5 average rating, 31 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!

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, 316 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

A spacious home is set amidst lush greenery, featuring a well-manicured lawn and vibrant plantings. The two-story structure has multiple gabled roofs and a welcoming front entrance. A circular driveway leads to the garage, with trees and a play area visible in the background.

Farm stay in Newburg

5 out of 5 average rating, 28 reviews

32-Acre Farm, Pool • Hot Tub • Holiday Lights

Escape to this 32-acre retreat, perfect year-round! Relax in the NEW 7-person hot tub while enjoying festive holiday lights (Nov 1–Jan 31) or lounge by the heated saltwater pool & pool house (May 1–Sept 30). Gather by the fire pit, enjoy 2 screened porches, theatre, bar & game room w/ ping pong & poker. 5BR/6BTH, large TVs in every room, comfy beds & stocked kitchen. Small pond for fishing, grassy play areas & plenty of parking. Spacious home for family & friends—every season feels special!

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

4.9 out of 5 average rating, 111 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

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

4.9 out of 5 average rating, 69 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.

Guest favourite

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

4.93 out of 5 average rating, 125 reviews

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.

Guest favourite

A welcome arrangement features a chalkboard sign with the word 'Welcome' surrounded by a bouquet of flowers in a glass vase. Two containers hold assorted teas, while small pots contain sugar and other condiments. Framed photographs adorn the background.

Guest suite in Woodbridge

4.91 out of 5 average rating, 319 reviews

T&T’s Comfy Artists’ Retreat BnB

You’ll love this private walk-out basement of a family home for its incredibly comfy queen bed, big screen UHDTV w/Netflix, great bath/shower, WiFi, separate bedroom, well lit living room w/breakfast nook (fridge, microwave, coffee, tea), yard w/trampoline, playground, and tennis. Enjoy 1300sf near Potomac Mills Outlets, 6-min walk to free DC commute, I-95 HOV lanes to DC (1/2hr, 23 miles), kayaking, golf, and museums. Great for singles and families with kids.

Top guest favourite

A spacious bedroom features a light-colored bed with a floral-patterned coverlet. A small nightstand and a lamp provide soft lighting. Large glass doors open to a serene outdoor view, with a light green wall and plush carpet completing the inviting space.

Guesthouse in Leonardtown

5 out of 5 average rating, 48 reviews

Breton Bay Guesthouse ~ ~ No cleaning fee

Located in the preferred Breton Bay Golf & Country Club neighborhood, this immaculate guesthouse is a 900 square foot detached dwelling with fully equipped kitchen, living room, separate large bedroom, bathroom with shower, washer and dryer, and balcony. Will consider setting up the space to accommodate your child and/or infant/toddler. Plenty of parking -- enough room for your personal watercraft or small boat!