
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.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Charles County rentals with a pool
House rentals with a pool
Guest favourite

Home in Colonial Beach
4.91 out of 5 average rating, 32 reviews3 Little Birds
KristenRating, 5 stars5 days ago
Great stay. Beautiful rental. Comfy beds and bedding. Plenty of space and very clean. Had the amenities needed to make a great Father’s day breakfast and dinner. Easy walk to the beach and restaurants. Was able to watch two parades and the fireworks show from the balcony. Wonderful stay. Absolutely recommend!
Guest favourite

Home in Charlotte Hall
5 out of 5 average rating, 7 reviewsCozy Retreat w/ Pool: MIR & DC
SusanRating, 5 stars1 day ago
Justin and Cassie were extremely helpful and kind. One of the smoke detectors started beeping as it needed its batteries changed and Cassie was over to replace the batteries immediately. Justin communicated with me most times within 20 minutes and let me know each week when his son would be over to cut the grass and check the pool chemicals. It was a great stay overall and I can’t say enough about what great hosts they both were to us the 3 weeks we stayed at their Dubois Road house.
Guest favourite

Home in Colonial Beach
4.94 out of 5 average rating, 16 reviewsStay&Play:Games, Pool, FirePit, Beach & Boardwalk!
VirginiaRating, 5 stars2 days ago
My family and I just took our first blended family vacation here! And it was everything and more than the pictures really show! This is a perfect vacation home for a family to get away! You want quite you got it! You want fun in the sun, you got it! You want endless hours of entertainment for the children, you definitely got it! Our kids didn’t think about an electronic once! My 12 year old nephew who is a Roblox lover, handed me is phone for the entire vacation! It was just truly amazing. And Tony! Is just an amazing host, from me personally God sent because our booking took faith! He had it and want to say we didn’t disappoint! As we packed up to head out our family decided that this house will be our family vacation home that we will visit! We loved the house and the accommodations and we love the host! We created a pivotal memory here! And we are forever grateful to God for Tony for allowing us to stay in his home for our first vacation ❤️
Guest favourite

Home in Waldorf
4.86 out of 5 average rating, 29 reviews*NEW* Huge 5Br Entertainment Retreat, Near DC
ToshibaRating, 5 stars2 weeks ago
I honestly don’t have enough words to describe how perfect this home was for our family’s weekend getaway! A huge shout-out to the owner for the amazing communication—so responsive and kind. From the moment we walked in, the house felt like home. Every room was comfortable and welcoming. My son loved the gaming room and didn’t want to leave! I booked for the pool, not knowing if we’d use it due to rain, but we lucked out with great weather. The pool was stocked with everything you’d need—life vests, floaties, goggles, volleyball, and more. The no TVs in bedrooms was a bummer at first, but we ended up spending more time together, which was a nice change. Plus, the little details around the house were so thoughtful and added to the overall experience. We felt cared for and pampered. Overall, our stay was absolutely amazing. We can’t wait to come back and make more memories. Thank you to the owner for sharing this wonderful home with us! Highly recommend!
Superhost

Home in Colonial Beach
New place to stayPier Pressure
Mary And TylerRating, 5 stars3 weeks ago
As an Airbnb Superhost for years I can attest that this is a great experience and Courtney is doing it right!

Home in Waldorf
4.75 out of 5 average rating, 8 reviewsLuxury Lifestyle private pool AAFB DC, &VA
TaniquaRating, 5 stars2 weeks ago
Judy was very friendly . The house was nice just as pictured enjoyed my stay
Guest favourite

Home in Colonial Beach
5 out of 5 average rating, 23 reviewsModern River Relaxation
WilliamRating, 5 stars1 week ago
My family and I frequent Colonial Beach, but this is the first time we have stayed closer in to town. This was a great decision since Roland's place is smack dab in the middle of everything. Walking distance to the beach, restaurants and shops was a bonus. That my granddaughter could enjoy the playground and pool just outside the back door made her and her parents happy. The inside has all the amenities you could think of and was in spectacular shape. Roland was very responsive, though we needed for little. We will be booking again at this property for sure!
Top guest favourite

Home in Colonial Beach
4.97 out of 5 average rating, 35 reviewsBeautiful townhome in charming Colonial Beach
DonRating, 5 stars2 days ago
This place was amazing! It felt like home. Our first reaction was literally "We could live here...". Allison was very responsive and we were provided woth everything we needed and more. We would definitely recommend this place, except for the week we'd like to stay again nexr year! 5 stars ⭐️⭐️⭐️⭐️⭐️!!!
Destinations to explore
- Flat rentals Charles County
- Rentals with beach access Charles County
- Rentals with an EV charger Charles County
- Rentals with a hot tub Charles County
- Rentals with a washing machine and dryer Charles County
- Rentals with a fireplace Charles County
- Fitness-friendly rentals Charles County
- Rentals with a patio Charles County
- Rentals with a kayak Charles County
- Pet-friendly rentals Charles County
- Rentals with outdoor seating Charles County
- Waterfront rentals Charles County
- Rentals with breakfast Charles County
- House rentals Charles County
- Rentals with lake access Charles County
- Rentals with a firepit Charles County
- Beachfront rentals Charles County
- Family-friendly rentals Charles County
- Rentals with pools Maryland
- Rentals with pools United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Nationals Park
- The White House
- National Mall
- Georgetown University
- National Museum of African American History and Culture
- District Wharf
- Smithsonian National Museum of Natural History
- Arlington National Cemetery
- Washington Monument
- Georgetown Waterfront Park
- National Air and Space Museum
- Great Falls Park
- National Harbor
- Stone Tower Winery
- Smithsonian American Art Museum
- Lincoln Park
- Meridian Hill Park
- Robert Trent Jones Golf Club
- Congressional Country Club
- Quiet Waters Park
- Lee's Hill Golfers' Club
- Maryland Renaissance Festival
- Library of Congress
- American African Museum