
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.

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

*NEW* Huge 5Br Entertainment Retreat, Near DC
(Luxury is good but fun is better) Welcome to your ultimate getaway at our Entertaining and fun 5-bedroom, 3-bathroom home nestled in the heart of Maryland. With 8 beds and 3 different couches to crash at. Perfectly blending elegance with comfort, this stunning retreat offers an unforgettable stay for families, groups, or anyone looking to experience a slice of paradise. *THIS FULLY FURNISHED PROPERTY IS IDEAL FOR COPORATE HOUSING, RELOCATING FAMILIES AND TRAVELING AGENTS; LONGER STAYS WELCOME.

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!

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!

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!

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. *

Oasis at Charity’s Hope Farm Resort
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.

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!

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.

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.

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.

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.
Popular amenities for Charles County rentals with a pool
House rentals with a pool

Entire Home - Between Washington, DC & Amish Farms

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

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

3 Little Birds

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

Colonial Rancher-Colonial Beach

Pier Pressure

Luxury Lifestyle private pool AAFB DC, &VA
Other vacation rentals with a pool

Getaway | Hidden Gem | Free-Parking

Fantastic 1Bedroom Apartment Woodbridge, VA

Tour Wash DC or Historic So MD

The Beached Whale

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

A Crabby Alibi

Sunrise Shanty

Sail Away - Beachfront & Stunning Balcony Views
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- Nationals Park
- The White House
- National Mall
- Georgetown University
- District Wharf
- Smithsonian National Museum of Natural History
- National Museum of African American History and Culture
- Stone Tower Winery
- Arlington National Cemetery
- Georgetown Waterfront Park
- National Harbor
- Washington Monument
- Great Falls Park
- Six Flags America
- The Pentagon
- Smithsonian American Art Museum
- Library of Congress
- Lincoln Park
- Lake Anna State Park
- Breezy Point Beach & Campground
- Piney Point Beach
- American African Museum
- Robert Trent Jones Golf Club
- Quiet Waters Park