Vacation rentals with a pool in Charles County

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Popular amenities for Charles County rentals with a pool

House rentals with a pool

Guest favorite
Three coastal-style homes are shown with raised structures on stilts, characterized by light-colored siding and covered porches. A paved driveway leads to a parking area, while a street lined with greenery and lamp posts provides access to the residences.
Home in Colonial Beach
4.91 out of 5 average rating, 33 reviews

3 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
The living room features three couches arranged around a glass coffee table, providing ample seating. A television is positioned for viewing, with light streaming through the large windows dressed with curtains. The warm tones of the wooden floors and brick wall create a cozy atmosphere.
Home in Charlotte Hall
5 out of 5 average rating, 8 reviews

Cozy 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
The exterior of the house is showcased, featuring a front stone chimney and a welcoming turquoise door. A spacious lawn surrounds the property, with a driveway visible to the right. Trees are seen in the background, highlighting the peaceful neighborhood setting.
Home in Colonial Beach
4.94 out of 5 average rating, 17 reviews

Stay&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
A detailed decorative emblem is presented, featuring a stylized representation of a grand estate along with a flamingo wearing sunglasses. Elements such as palm trees and a drink are included, offering a playful and elegant design. The color scheme is warm, enhancing the inviting aesthetic.
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
A spacious living area features a light-colored L-shaped sectional sofa arranged around a wooden coffee table. A flat-screen television is mounted on the wall, and natural light enters through the window and glass door, which leads to an outdoor space. Warm tones create a relaxing environment.
Home in Colonial Beach
5 out of 5 average rating, 3 reviews

Pier 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.
A private pool is set within a spacious concrete area, surrounded by lush greenery and classic wooden fencing. Sunlight reflects on the clear water, and a large tree provides shade nearby, contributing to a serene outdoor space.
Home in Waldorf
4.75 out of 5 average rating, 8 reviews

Luxury 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
A spacious outdoor screened living area is equipped with a comfortable seating arrangement featuring red cushions. A coffee table with a fire feature is centrally located. A ceiling fan provides airflow, and bar seating is positioned nearby, enhancing the outdoor gathering experience.
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 favorite
A bright living area features a spacious light-colored sectional sofa, paired with a small coffee table. Two framed bird prints adorn the walls, and natural light fills the room through large windows. A floor plant adds a touch of greenery beside a modern armchair.
Home in Colonial Beach
4.97 out of 5 average rating, 36 reviews

Beautiful 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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