Holiday rentals with a fire pit in Chesapeake Ranch Estates-Drum Point

Michael's place was perfect for our spring break getaway. I really liked the laid back beach vibe and how kid friendly the house was. The kids were able to walk to beach themselves and had a great time on the trampoline! We loved seeing who could find the most shark teeth.

This house is amazing! So much space and the Master Bedroom is so wonderful. Everything was clean and the street was safe and quiet. We will absolutely look to book here again.

Another great stay with a wonderful host in a lovely house on the water.

It was a lovely home that was well situated near DC, Annapolis & other coastal entertainment areas. We especially enjoyed the peaceful neighborhood & many nearby walks with gorgeous water views. Having a king bed ensuite & 1.5 additional baths plus a fenced in yard for our dog made our stay most enjoyable. We would certainly stay again when next in the area.

I’ve stayed at a lot of Airbnb’s and this was easily one of the best. Everything was exactly as described, and maybe even better than described. It had tons of amenities and a well stocked kitchen perfect for our large family. Spotless and beautiful. I highly recommend this home and would gladly stay there again.

We had the pleasure of staying here during the winter while we looked for a place to live. It was perfect! Quiet and peaceful yet super close to all restaurants and stores. We had some snowfall and the views were stunning! Once it warmed up we even got to see some wild life in the woods behind us. Lovely huge porch! Lots of space in garden escape. Can bring the entire family and more!!! Nice big driveway for easy turned around. Patrick was beyond responsive for all my questions.Whether is was just informing be as something as simple as an Internet outage in the area or we had one situation with an unsure smell. Patrick acted immediately on the problem and it was resolved within 2 hours from start to finish. Cannot recommend this place enough!

Fantastic host! She was extremely responsive and helpful. We’ll definitely stay here again during our next trip to D.C..

Everything about our stay was perfect! Hosts were super easy to communicate with, very kind and considerate (offering an early check in and late check out since we were staying for very short amount of time) I’ve stayed in many Airbnb’s and this is by far the best! They thought of everything to make you feel at home. We absolutely loved watching the sunset out back while roasting marshmallows in the fire pit and the kids loved the private beach. The house decor was beautiful as well. No one wanted to leave! We will definitely be back!

Jennifer space was beyond what I had hoped for. It had everything I needed and more. I am so happy that I booked this space. I would love to stay here again.

Me and my group stayed at The Subtle Peace Suite for a weekend trip to DC and The National Harbor. Florentia was very friendly and responsive with any questions we had. We had a great stay and would recommend to anyone interested! 😊

We stayed at Maria’s place while visiting our wedding venue (Herrington on the Bay) for a tasting! It was super close and convenient, especially since we have 2 small pups and love brining them with us :) Maria was extremely helpful with recommendations for restaurants close by, and her place was cute, quaint, and well stocked. We felt very much at home! She was also flexible with allowing us to check in a couple hours early so we could drop off our stuff and the pups before heading to the tasting, which really helped us out. And the back yard area was perfect to let the pups run around and get out some energy. We will definitely be recommending Maria’s place for vacationers and future wedding guests! Thanks again!

Dave and Karen are wonderful. Everything about our stay was excellent. I would highly recommend this to everyone.

What a calm and peaceful private retreat! My fiancée and I spent a couple of days enjoying the brisk bay breezes and beautiful sunsets at Vickie’s. Everything was exactly as advertised and Vickie (and Scott) are true treasures—extremely responsive and thoughtful hosts who want you to have everything you need. Plus, their knowledge of the area gave us a great introduction to Leonardtown. So much more to the area than we thought! Whether birdwatching from “the best view on the block” or reflecting on the glider by the bay, we loved every moment of quiet and can’t wait to visit again. Thank you!

We had a winter visit and despite it being freezing outside the house was nice and toasty and we appreciated the fast hot water for showering. No fenced yard for our dog but it's a nice area to walk around. Central location, close to restaurants. Would stay again.

thank you for a great stay. I was cooking my butt off and enjoying the peace thank u. I'll be back if you'll have me

The little house on Capitol Hill is so much more! The weather cooperated and we were able to take full advantage of the outdoor patio, yard games, SoloStove s'mores, and creating memory boxes at the big table. lots of outdoor seating, and Sara even had the neighbors bring over more chairs for sitting around the fire! A big living room and two spacious bedrooms suited the girls well for this 18th Birthday Soiree. a second bathroom would have been helpful for getting 7 girls ready for Homecoming, but we made it work! Sara's has a nice kitchen and full size washer & dryer ready to use, right In the principal bedroom. There was plenty of linen, towels and extra throws for the chilly evenings outdoors. The pet-friendly house & fully enclosed fence made this a doggy haven for my two small dogs. They loved frolicking through the bed-gardens, and around the woodpile. a little country in the city. This was a really nice stay in Anacostia and we will come again!

Our favorite spot to visit and recommend it enough. Always feel right home and relaxed as soon as you walk in the door

We absolutely loved our stay at Cinthia’s cabin. Everything about the home was so beautiful. Very quiet and peaceful surrounding. Didn’t have any trouble getting around. The rest of the ladies enjoyed the cabin as well. I would absolutely book and recommend this space to anyone!

We loved our experience at John’s cabin! It was so incredibly peaceful - our host could not have been more friendly & helpful, even on a holiday weekend, the woods were beautiful surrounding the lovely cabin on a hill, and the beds were comfy. We definitely wished we were staying longer than a weekend!

Amy’s A-frame cabin on the pond as great for our family of 4 and 2 dogs. We loved the fire pit and used it both nights. Conveniently located about 15 minutes from Colonial Beach and Westmorland State Park but still nice and private!

The weather blessed us with warmth upon arrival to Pizza Friday. Although making pizza was a new skill we gained in the moment, the fun we had while doing it was everything we wanted. We had a chance to use the fire pit, kayaks and games in the house. The kids enjoyed sleeping in tents on the ground and the Easter egg hunt scattered along the lovely property. The host was super responsive and allowed us to check in early at no additional cost. I think I may have messaged him a few times about AC and fire wood and there was no hesitation on getting back to me. The family loved this Airbnb and we have already planned an additional trip in the future.

I recently had the pleasure of staying at Alexander and his wife's charming cottage, and we couldn't be happier with the experience. From the moment we arrived, Alex and his wife were incredibly accommodating and helpful, ensuring we had everything needed for a comfortable stay. The cottage itself was cozy and well-maintained, offering everything we required for a relaxing getaway. One of the highlights of our stay was the breathtaking sunset views. Watching the sun dip below the horizon from the dock was simply mesmerizing. The location is also ideal—just a short 10-minute drive to downtown St. Michaels, where we enjoyed exploring the local shops and restaurants. The hosts truly go above and beyond to make their guests feel welcome, and it shows in every aspect of their hospitality. I highly recommend this place for anyone looking for a peaceful and memorable retreat.

A fair and open spaced home. Free of clutter. Many updated electronics I didn't expect. Only drawback was the microwave. It had a lagging door switch that locked when it was ready. If your impatience, it would test your nerves. A shower that was plenty hot and spacious. Loved the size of the home and location, I want to rent this again.

We absolutely loved staying in this beautiful air b n b! The scenery was outstanding and was definitely one of the most peaceful stays we have experienced! We will 100% be booking again in the near future!