
Vacation rentals with a pool in Charles County
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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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Popular amenities for Charles County rentals with a pool
House rentals with a pool
Guest favorite

Home in Colonial Beach
4.91 out of 5 average rating, 33 reviews3 Little Birds
YenRating, 5 stars4 days ago
Jake was very helpful and responsive. Answered every question I had in minutes. The place was sparkling clean and in walkable distance to the beach and restaurants. My family of 6 had a very relaxed and pleasant union and stay at Jake’s place. One thing to note is that you will need to bring your own shower essentials (shampoo/conditioner and body wash). But Jake was able to provide the closest grocery store even I contacted him very late.
Guest favorite

Home in Charlotte Hall
5 out of 5 average rating, 8 reviewsCozy Retreat w/ Pool: MIR & DC
SusanRating, 5 stars5 days 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 favorite

Home in Colonial Beach
4.94 out of 5 average rating, 17 reviewsStay&Play:Games, Pool, FirePit, Beach & Boardwalk!
VirginiaRating, 5 stars6 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 favorite

Home in Waldorf
4.86 out of 5 average rating, 29 reviews*NEW* Huge 5Br Entertainment Retreat, Near DC
ToshibaRating, 5 stars3 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
5 out of 5 average rating, 3 reviewsPier Pressure
AdrienneRating, 5 stars2 days ago
Highly recommend. Spacious house with lots of amenities including a pool. Well appointed kitchen with everything you need. Great location, walkable to Main Street in town.

Home in Waldorf
4.75 out of 5 average rating, 8 reviewsLuxury Lifestyle private pool AAFB DC, &VA
TaniquaRating, 5 stars3 weeks ago
Judy was very friendly . The house was nice just as pictured enjoyed my stay
Guest favorite

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 favorite

Home in Colonial Beach
4.97 out of 5 average rating, 36 reviewsBeautiful townhome in charming Colonial Beach
DonRating, 5 stars6 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 ⭐️⭐️⭐️⭐️⭐️!!!
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- 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
- Georgetown Waterfront Park
- Arlington National Cemetery
- Washington Monument
- Great Falls Park
- National Air and Space Museum
- National Harbor
- Stone Tower Winery
- Smithsonian American Art Museum
- Lincoln Park
- Maryland Renaissance Festival
- Meridian Hill Park
- Robert Trent Jones Golf Club
- Congressional Country Club
- Library of Congress
- Quiet Waters Park
- The Pentagon
- Lee's Hill Golfers' Club