
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.

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

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. *

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!

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.

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!

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.

Oasis at Charity’s Hope Farm Resort
Come 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 with private rooms and lots of modern amenities. The grounds feature a petting zoo, clubhouse, barns, a private pond for fishing, a beautiful pool area, a large patio with outdoor fireplace, garden, and more.

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.

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

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

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

3 Little Birds

*NEW* Huge 5Br Entertainment Retreat, Near DC

FxBurg Retreat

Colonial Rancher-Colonial Beach

Luxury Lifestyle private pool AAFB DC, &VA

Peaceful Retreat close to Washington DC
Other holiday rentals with a pool

Getaway | Hidden Gem | Free-Parking

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Pier Pressure

Tour Wash DC or Historic So MD, visit MIR Raceway

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A Crabby Alibi

Sunrise Shanty

Sail Away - Beachfront & Stunning Balcony Views
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- Nationals Park
- Georgetown University
- National Mall
- The White House
- 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
- Six Flags America
- Great Falls Park
- The Pentagon
- Smithsonian American Art Museum
- Lincoln Park
- Library of Congress
- Piney Point Beach
- Creighton Farms
- Quiet Waters Park
- Breezy Point Beach & Campground
- American African Museum
- Meridian Hill Park