Holiday rentals with a pool in Charles County

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages

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 reviews

3 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 reviews

Cozy 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 reviews

Stay&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 stay

Pier 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 reviews

Luxury 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 reviews

Modern 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 reviews

Beautiful 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