Vacation rentals with outdoor seating in Chesapeake Ranch Estates-Drum Point

Very roomy for a family vacation. Great location and covered porch was great for taking in views of river and enjoying summer breeze. Host was responsive and provided detailed instructions.

We loved the experience from booking to check-out. The setting exceeded our expectations. Peaceful and beautiful landscape. Easy to launch kayaks. Chickens were an added bonus. Appreciated the close proximity of Blackwater. Would love to return.

This place truly was charming! It was a peaceful home and just as described in the listing. Great value and plenty of space for our family of 3. We came because we wanted something close to Blackwater National Wildlife Refuge and it was the perfect, close location! Also not far from the little downtown for a nice dinner out at RAR brewing over the weekend, and Rebecca was helpful in suggesting good local spots to check out. Rebecca was a great host, providing clear instructions & communications before, during & after our stay. Her family home felt cozy & inviting, and she was great with all the little details that made the house feel special! We would recommend this place & would stay here again if we're in the area!

What a find! We were attending a wedding on the Potomac and found this gem of a place basically right next door. A perfectly appointed home in a peaceful, tranquil, beautiful setting. Connie was great! Responsive to our need to find the iron, not exactly an emergency, Connie responded immediately with it's location. Loved it!

We visited Southern Maryland for a family wedding. The property is beautiful and peaceful. Beds are comfy, house comfy, and they thought of the little things like : a full sized ironing board & Iron, beach towels, good soaps, and all you need for s’mores!Their welcome handbook was very detailed. Our only regret was that we could not spend more time on the property itself (because of family events). Would have loved to use the kayaks and the fire pit. My brother did use hot tub. Great stay! Highly recommend

The River House was phenomenal, a beautifully furnished place with large riverfront lawn and private boat launch. Exceptionally clean and well-stocked with everything you could think of for a comfy stay (fluffy towels, extra paper products, cleaning supplies, blankets, tons of pillows). Kitchen is as beautiful as the photos, and amply stocked with everything from ziplocs to pyrex to measuring cups and baking tools. The kayaks and canoe were easy to access and use. Easy place to paddle in a calm and quiet tributary. Highly recommend Lindy’s seafood a mile away. Host has compiled a guidebook with lots of local business recs and info. You will not be disappointed with a stay at this awesome retreat.

Edna’s place was perfect for my sister and I visiting relatives that live in Lusby. The property is beautifully updated and extremely comfortable! Edna checked in to ensure all was to our liking. Everything you can think of was there for a meal preparation and then some. Next time I back I truly hope this place is available!

Wonderful accommodations for a relaxing visit to a beautiful island!

This was my second stay at this Airbnb, and it was just as fantastic as the first—if not better! Returning felt like coming back to a peaceful little retreat. The space remains just as charming, clean, and thoughtfully put together, with every detail designed for comfort and ease. This time around, I was able to fully enjoy the private outdoor patio, and it truly elevated the experience. Whether sipping coffee in the crisp morning air or winding down with a cocktail in the evening, it quickly became my favorite spot to relax. The hosts continue to go above and beyond—warm, responsive, and clearly dedicated to making every stay exceptional. I’m already looking forward to my next visit. Still highly recommend without hesitation!

This is a great place to stay and tour the DC Metro area - provided you have a car. Most days it would take us 30 minutes to get to and from DC though if we hit rush-hour, it was as long as an hour. The space is tidy and great. My kids love the pool, though it was a little cold for me-they swam there every night. Jennifer is great to communicate if you have any needs she gets stuff done right away. Note that there is only one bathroom, which can be a pain if you have a full house of six people. The washer and dryer are small so it will take you longer if you’re used to a full size. She had all the cooking methods and appliances available. The theater room has Netflix and Amazon prime ready for you to watch a show. There is even a popcorn maker. We did not use the gym, but it was nice - comparable to a small hotel gym. Property is in the owner’s basement, so there is some sound from upstairs as identified in the listing. Host stays out of your way but is there if you need anything.

We enjoyed our stay! Easy drive to Alexandria, Georgetown, and all DC attractions. Home was comfortable and exactly as described.

Wonderful stay! Location was great very close to metro. Lots to do in Old Town. Place was just as described and very clean! Would stay again!

We had an amazing stay at this Airbnb during the GFNY cycling event in Cambridge, MD. The property was spotless and located just about a mile from the event site, which made getting to and from the race incredibly easy. The quiet neighborhood and proximity to the water provided a peaceful and relaxing atmosphere—perfect for unwinding before and after the event. The two-bedroom unit was fully stocked with everything we needed, and the beds were extremely comfortable. Jason was incredibly accommodating, even allowing us a late check-out to fit our event schedule, which was a huge help. I would highly recommend this place to anyone visiting the area, whether for an event or just to enjoy a quiet getaway. We’ll definitely stay here again!

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 rented A Little Slice of Cambridge because of the Iron Man competition held that weekend. It was convenient to the venue...and allowed to walk to the competition and nearby restaurants. Pamela was a wonderful host...communicating easily. The rental was well stocked with toiletries, dishes, pots and pans and extras. The house was comfy and the beds comfortable. An enjoyable stay...unfortunately, we weren't able to stay for more sightseeing...although I did walk down to the Lighthouse and beautiful wharf.

Our second time here! An absolutely adorable gem of an Airbnb with the nicest hosts and most beautiful garden and dock on the River! Great restaurant recommendations, super comfortable beds, and lovely living room. Perfect for families visiting the beloved St. Mary’s River.

The photos are mirror images of the condo. The kitchen and bath are amply supplied with all the items needed, even to prepare meals if you choose. Accessibility features are a bonus when traveling with an individual with mobility issues. Locally, Portside Seafood was a welcome surprise with a delicious menu. It was the perfect place for my sister and me to have some downtime and recharge. Thank you for sharing your beautiful home.

This home was clean, and there was plenty of room. The outdoor space was excellent. The host communicated well and responded quickly. We had no issues.

Brandon’s home was as beautiful as the pictures. We loved how easy it was to walk to everything in the town. The pool and rooftop patio were an added bonus. We enjoyed cooking in the large kitchen, and the house easily accommodated our group of 8. We will be back!

Suite Life's, was great my family and l had a blessed and wonderful time, the beds where so comfortable we over slept. lt is a great place for anyone especially family. The host made everything so nice and convenient from check in, to check out.

I lucked into David's place while attending a conference in National Harbor. The two-bedroom apartment was large, recently refurbished and more than met my needs. It was extremely convenient to the convention center. The staff at the resort were helpful and pleasant and the jacuzzi tub in the apartment --and lovely outdoor jacuzzi in the main resort-- ended up being a treat as well as a blessing for my sore back. The price is high but so are all the hotel prices in the area plus the apartment is big and there were amenities at the Club Wyndham that you don't get at other places. Would stay again if I have to return for another conference

Oxford is my favorite place to visit on the Eastern shore and I love staying in this little place near the town park. it's so peaceful and close to everything. I love connecting with the locals I've met on my travels. I look forward to returning!

Christina facilitated an easy and smooth booking and stay experience, it was greatly appreciated! The place was exactly what we needed.

I was upgraded to a 2 bd 2 bath suite and it was amazing! We didn’t need all the space as it was just 2 adults and a toddler but it was still very much appreciated for the price paid. The area is perfect with lots of restaurants, the harbor a short walk away and many other easily accessible activities. This is a timeshare resort, if you’re not interested in the presentation just say no but expect that you will be solicited. The resort had so many wonderful accommodations and is so kid friendly. The only complaint I had was that one of the bathroom sinks clearly hadn’t been cleaned which I found odd because everything else seemed pristine so I didn’t make much of a fuss about it just cleaned it myself. I would definitely return.