Vacation rentals with outdoor seating in Shady Side

Leisa’s home suited our needs to a T!! We were in town to attend a wedding at the London Town and Gardens, which was just a half mile away. The rehearsal dinner in downtown Annapolis was also a short distance away. Everything was fresh and clean, the beds were comfortable, and the showers were really great. The lack of seating in the main room wasn’t a problem for us as we didn’t spend much time there during the day. The area around the pool looked really comfortable and inviting for guests staying during the summer season! Would stay there again.

Our stay in North Beach was lovely! This was the perfect getaway for us, our 11-month old baby, and our dog. The house came equipped with all features as-advertised, including the hot tub, Peloton equipment, and coffee gear (all of which we used). Our dog loved the sunny lookouts, and our baby loved crawling and climbing the many stairs. (The house was extremely clean, and we had no qualms letting the baby crawl everywhere.) Kim and Scott were especially responsive; there was a brief issue the night we arrived, and they were right over to fix it in-person. We will definitely be back!

Tyler's place was perfect for our stay with our extended family. It's spacious and comfortable, with plenty of room to relax indoors and out. It has a very nice large porch and deck, great for some solitude or for kids to play. The beds were comfy and the linens ample, there are gorgeous large bathrooms and luxurious showers, the kitchen was well-stocked and included an amazing high-end stove, and the living spaces are nicely decorated and furnished with art and tons of books. One bedroom had lots of toys and kids' books, a very nice touch. Tyler was helpful, accommodating, and responsive. The location is very convenient to Arlington National Cemetery and within walking distance to a Metro stop. Everything about this rental was fantastic--we highly recommend it if you need a lovely space for a large group. Thanks, Tyler!

Our stay in DC was wonderful. The place was spacious and clean. Great location - we walked so many places but also had a car and it was never difficult to find street parking. Host was extremely communicative. We had a little bit of trouble getting in with the passcode but host resolved it ASAP. Wonderful outdoor space both inside and outside. Pictures and home descriptions are extremely detailed and accurate. Thank you to our host, it was a wonderful stay!

Great place and very communicative hosts! Highly recommend!

We had a great time staying here. The location was awesome, a fun walk to the Metro via the Messianic Memorial. It was great family place, lots of room, a full kitchen (we cooked Easter Dinner there!). Couldn't have been more pleased!

Great home best Air BNB we have stayed in. My family of five and our dog had a great time, plenty of room, partial sunset from the hot tub. Beautiful sunsets right up the road. The community has a beach area and piers for fishing crabbing etc... Lonnie was really great she got right back to us with any questions or needs. Annapolis, Naval Academy were really close, lots of great places to eat, marina's everywhere. DC and Baltimore are a 1/2 hour 45 minutes away. Everyone was very friendly being from NY it took a bit to get used to waving at strangers. Went in April the Hot Tub was awesome have to come back when the pool is open. Great place for a family vacation.

Shang’s place was a home away from home. Nice subdivision with friendly neighbors. He was very responsive & it was in a perfect location for us to visit family with the location being close to everything.

Great place to get away, cozy historic home with a beautiful rooftop patio. Lovely location to go out and explore, grab some food and drinks, or stay in with your favorite people and enjoy some fun in the sun. It would be nice to have on site parking, but a public park isn’t too far away to walk.

It's a much better place than what you see in the photos- I don't regret staying long-term-

We had the most amazing time staying at this Airbnb for our girls' weekend. The location couldn’t have been better—walking distance to so many fantastic restaurants and bars, which made it so easy to explore and enjoy the area. The photos on the listing were spot-on; everything looked just like the pictures. We especially loved the back patio at night. Highly recommend this place for anyone looking for a fun getaway!

I had a great time staying at Hudsons place. It is in the perfect area, and close to many restaurants/cafes. Hudson was very responsive during my stay, which I really appreciated. I definitely recommend staying here if you are ever visiting DC!

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!

Don't overthink it... just book it! Everything the other reviewers said is accurate... it's a great location and you will be very comfortable!

The space was beautiful! The rooftop was my favorite, being able to read a book in the quiet. They always responded quickly and were so nice! They also saved a parking spot for us in the back which we didn’t end up using because parking was not an issue at all up front.

Instructions were very accurate. I followed it every step of way and i could find apt and parking easily. Apt was very clean, cozy , great colors, furniture, appliances all worked perfectly. We checked in around sunset and it was beautiful view and colors in balcony gorgeous . Host was very responsive. Location is great, walkable neighborhood, lot of families and young crowd, loved the lobby, and entrance also the building has been kept in great shape.

Lovely, especially the patio.

A great stay! I felt right at home at Bens place and there were grocery stores and good restaurants nearby. It was also a quick 14 minute walk to the Walter Washington Convention Center. Overall, a super comfortable space with everything you'd need for a DC stay in a trendy neighborhood. I highly recommend.

I had an exceptional stay, it truly felt like a home away from home. The apartment was impeccably clean and thoughtfully equipped with everything I needed, from a fully stocked kitchen to a cozy living area. The bed was incredibly comfortable, ensuring restful nights, and the overall ambiance was peaceful and inviting. Located in a quiet neighborhood, it was just a short walk to a trader joe’s and CVS, making daily errands convenient. Check-in was seamless, and Rodrigo was an outstanding host!responsive, helpful, and genuinely caring. He promptly answered all my questions and ensured that my stay was comfortable. I highly recommend this place to anyone seeking a comfortable and enjoyable stay.

Perfect stay in DC with a view of the Capitol. Easy to reach, plenty of „free“ parking, plenty of space in the apartment and everything in walking distance. Liz was easy to chat with and flexible with check in/out. We will Come back for another DC visit.

Great little spot to get some rest! We enjoyed our stay and loved playing in the grass out back. Host was super proactive and allowed us to check in early for a small fee. Washer and dryer was nice to have and the master bathroom was large and perfect. Had a nice walk in closet with a door to the bathroom. Nice living room setup for the kids to play games on the table. Thank you for letting us enjoy your home. Would recommend!

Comfortable modern, well maintained appartment , perfect location near metro and Bethesda center with shops and restaurants. Our host was responsive and friendly. We would highly recommend staying here for tourism or work.

Cute home & responsive host . Very happy I visited ! Will be booking again!

I've stayed in a few different places in Occoquan, which I adore!! This one is by far my favorite for the location and it really is a great value!!