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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 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

4.94 out of 5 average rating, 66 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

Apartment in Woodbridge

4.89 out of 5 average rating, 37 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!

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, 27 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!

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

4.89 out of 5 average rating, 303 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 favorite

The swimming pool area features a large saltwater pool with a gently curved edge and a separate pool house. Vibrant potted plants adorn the surroundings, complemented by patio furniture and a shaded umbrella for relaxation. Lush greenery provides a natural backdrop.

Farm stay in Newburg

5 out of 5 average rating, 26 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!

Farm stay in La Plata

4.94 out of 5 average rating, 33 reviews

Oasis at Charity’s Hope Family Farm

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.

A colorful artwork depicting game pieces and dice is displayed in a black frame on the wall. Below, a clear sign with white script reads, 'This is our happy place,' adding a playful touch to the space.

Home in Waldorf

4.93 out of 5 average rating, 29 reviews

TheFUNHOUSE-POOL Still OPEN‼️5️⃣ 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!

A modern home with a striking design is visible, showcasing large floor-to-ceiling windows that invite natural light. The wooden deck surrounds a clear pool, with a separate spa area nearby, blending seamlessly with the outdoor space and landscape.

Home in Stafford

4.9 out of 5 average rating, 110 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.

The living room features three couches arranged around a glass coffee table, providing ample seating. A television is positioned for viewing, with light streaming through the large windows dressed with curtains. The warm tones of the wooden floors and brick wall create a cozy atmosphere.

Home in Charlotte Hall

4.95 out of 5 average rating, 22 reviews

Cozy Retreat w/ Pool: MIR & DC

Relax in this spacious 4-bedroom, 1-bath home with a private pool (open May 13th - October 1st) perfect for families or groups. The Maryland International Raceway and Budds Creek Motocross Park are only 7 miles away, making this an ideal spot for race fans...and we have plenty of parking for your race trailers or cars. Washington, D.C. is also just a short drive. With a prime location and plenty of space to unwind, this home offers comfort and convenience for your next getaway.

Home in King George

4.89 out of 5 average rating, 65 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.

A serene outdoor scene captures vibrant flowers in the foreground, leading to a tranquil pool. A gazebo with a pointed roof is visible in the distance, framed by trees against a colorful sunset sky.

Guesthouse in Owings

4.92 out of 5 average rating, 116 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.

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, 309 reviews

T&T’s Comfy, Spacious 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.

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Popular amenities for Charles County rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Brandywine

New place to stay

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

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.

5 out of 5 average rating, 4 reviews

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

A spacious outdoor deck features a comfortable seating arrangement with blue cushions on wooden furniture. The area is set against a backdrop of clear blue skies and scattered clouds, overlooking an open field and nearby buildings.

Home in Colonial Beach

4.94 out of 5 average rating, 51 reviews

3 Little Birds

A detailed decorative emblem is presented, featuring a stylized representation of a grand estate along with a flamingo wearing sunglasses. Elements such as palm trees and a drink are included, offering a playful and elegant design. The color scheme is warm, enhancing the inviting aesthetic.

Home in Waldorf

4.9 out of 5 average rating, 42 reviews

*NEW* Huge 5Br Entertainment Retreat, Near DC

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

New place to stay

Relax. Relate. Release. Less than an hour from DC

A swing set is positioned in the foreground, showcasing a blue swing. Nearby, a red tricycle rests on a patterned mat in a grassy area. In the background, the exterior of a beige house with a covered porch and colorful kayaks can be seen, surrounded by trees.

Home in Colonial Beach

5 out of 5 average rating, 7 reviews

Colonial Rancher-Colonial Beach

A private pool is set within a spacious concrete area, surrounded by lush greenery and classic wooden fencing. Sunlight reflects on the clear water, and a large tree provides shade nearby, contributing to a serene outdoor space.

Home in Waldorf

4.38 out of 5 average rating, 13 reviews

Luxury Lifestyle private pool AAFB DC, &VA

A clear blue swimming pool is surrounded by a spacious patio. A large umbrella provides shade for a small seating area with white chairs. Lush greenery and trees are visible in the background, enhancing the outdoor setting.

Home in Pomfret

Peaceful Retreat close to Washington DC

Other vacation rentals with a pool

Apartment in Woodbridge

4.95 out of 5 average rating, 58 reviews

Getaway | Hidden Gem | Free-Parking

A modern kitchen is displayed with stainless steel appliances and quartz countertops. An island with bar stools offers additional seating. The adjacent living area features a comfortable couch and a coffee table, illuminated by natural light from large windows.

Apartment in Woodbridge

Fantastic 1Bedroom Apartment Woodbridge, VA

A spacious living area features a light-colored L-shaped sectional sofa arranged around a wooden coffee table. A flat-screen television is mounted on the wall, and natural light enters through the window and glass door, which leads to an outdoor space. Warm tones create a relaxing environment.

Home in Colonial Beach

5 out of 5 average rating, 12 reviews

Pier Pressure

A living room area is presented with a comfortable layout, featuring two reclining sofas facing a glass coffee table. Large windows with sheer curtains allow natural light to fill the space, while a mounted television is positioned above a traditional brick fireplace.

Home in Woodbridge

4 out of 5 average rating, 3 reviews

5 Mi to Potomac Mills: Cozy Family Home w/ Deck!

A well-maintained outdoor space features a camper alongside a picnic table and a fire pit. A golf cart is parked nearby on a grassy area lined with stepping stones, providing access to a wooden deck and lush trees offering shade.

Camper/RV in Welcome

Stunning new camper with water views!

An open living area features a cozy couch and accent chairs, positioned near large windows that allow natural light. A dining table with four chairs sits nearby, complemented by light-colored cabinetry and a countertop in the kitchen area.

Apartment in Colonial Beach

4.93 out of 5 average rating, 45 reviews

A Crabby Alibi

A modern living space features a cozy seating area with a sectional couch, complemented by natural light from large sliding doors. A dining table with four chairs sits nearby, and a kitchen with light cabinetry and stainless steel appliances is visible in the background.

Apartment in Colonial Beach

5 out of 5 average rating, 37 reviews

Sunrise Shanty

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

4.87 out of 5 average rating, 62 reviews

Sail Away - Beachfront & Stunning Balcony Views

Destinations to explore