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!

Claudia's place was well-suited for a long-term stay, and the interior was both clean and friendly. We had a couple of minor issues come up, which Claudia quickly responded to. The Lake Ridge area is also very nice, including its proximity to walks around the lake. Overall it was a great stay and very grateful to Claudia for offering such a lovely place.

We had an amazing stay during our family trip to Washington, DC. It was my wife and kids’ first visit, and my parents' first time back in nearly 40 years—making it a truly special trip. The house was spotless, beautifully decorated, and exactly as described. We loved the unique library and the rooftop patio with views of the Capitol and Washington Monument. The master suite was stunning and very comfortable. The layout was thoughtful, and the attention to detail made us feel right at home. Parking in the rear was convenient, though best for smaller vehicles—our Pacifica was a bit too long. Overall, a fantastic experience!

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!

We really enjoyed staying here. It was a spacious home and we love the community. We were in town visiting family and It was so convenient being so close to family and friends. Very comfortable

Clean, nicely decorated and cozy. Easy communication and a very nice place to visit for a couple of days. Had everything we needed right at hand.

Dawn was so friendly and easy to communicate with! The apartment was great, 3 floors with a nice communal area, perfect for a weekend trip with friends! 2 great spacious bathrooms, and great light in the bedrooms. Desk on the 3rd floor was helpful for getting some work done. The deck was amazing for the brief time it was sunny!! Thanks so much Dawn, my group and I were so impressed with this place!

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

Thad’s place is cozy and welcoming. The space was great for 2 adults and 2 children. I loved the small details like a bottle of wine, water and capri suns for the kids. Parking was easy. Metro, restaurants and super markets are within walking distance. Communication was thorough and clear. Overall, I recommend Thad’s place and would stay there again!

Hudson’s place was perfect for our DC Trip- I would easily recommend it to anyone looking for a place to stay. Super convenient to everything, great walkable food places nearby, and Hudson was super responsive with our questions. We hopefully will be back soon and hope to stay with Hudson 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!

Just back from a weeks stay at Jill's apartment in Washington . We had a brilliant time , particularly helpful was the additional information on the area , where to eat etc. Chloe's was definitely worth the visit. Everything is easily walking distance from the apartment and just 5 mins to the metro to venture little further afield. The apartment itself was exactly as described and it was helpful to be able to leave our bags on our last day prior to leaving for the airport. Thank you Jill , would highly recommend and if back in Washington would look to stay again.

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.

A great roomy apartment in a great neighborhood. Was able to accomodate our early check in and was incredibly responsive

We loved our stay here! The place was super walkable and area surrounded it was so cute. The place itself was really nice and clean, we especially loved the balcony! Will definitely be coming back!

Great deal but I wasn’t able to stay in this Airbnb.

Amazing apartment! Everything was clean and inviting. Just a minute's walk from the apartment, there is a pharmacy and a supermarket. Highly recommend!

The accommodations were perfect for two couples - we all were highly satisfied and quite relieved that in fact all was as "advertised"

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.

Very happy with our stay here! Our hosts were very responsive when we needed assistance. The place was clean and cute! Just definitely read the description, my 6’4” BF had to duck through the doorways, not a big deal, our mistake for not reading thoroughly. The only downside was the area was a bit rough. SUPER convenient to the metro and good restaurants around though!

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!!