Family-friendly vacation rentals in Saint Michaels

Eric was an excellent host. He was very responsive to inquiries from the beginning of our reservations to after the time had lapsed. He was very accessible. The property was as advertised and we very much enjoyed the surprisingly quiet setting with good access to both the town and metro. The rental space was spotless and the grounds were very nice. The hot tub was a nice way to end a day of sight-seeing. Would definitely seek out his accommodations should we be doing anything in the D.C. area in the future.

Stayed here with two of my friends for a long weekend and we had a wonderful time! Room was incredibly clean and very spacious, with a lovely kichenette. Staff were amazing, amenities like the pool and hot tub were great, and overall a great experience. Janee was also super helpful, kind, and responsive!

Great place, enjoyed the stay while attending a professional conference at nearby convention center.

A beautiful home with gorgeous views of the bay. The host was super responsive and helpful.

Great place, nice atmosphere and big with a lot of rooms. Clean and lovely surroundings. I just wish with how big it is, there’s more bath rooms. Hope to come back when its not cold so pool is not cold. 👍🏼

Brandon’s place was great. It was perfect for our anniversary getaway. The hot tub was clean. The house was clean. We very much enjoyed our time at this place and in the city.

Second time, we have stayed at this AIRBNB. The host, Natalie is very helpful and welcoming! Both stays were awesome! The home is cozy and comfortable for our family. Amazing water views with a fenced yard for our dog. We enjoyed making a bonfire and roasting marshmallows. Highly recommend this home, and will stay again when we are in the area.

Very nice place to stay near Gaylord convention center. Super clean condo. All the essentials are there. Lots to do at the resort as well as nearby walking distance. Having a baby in the group we did quite a bit of laundry. A laundry room was on our floor with two washers and four dryers and free of charge. We barely passed anyone on the seventh floor. We would def stay here again.

Absolutely loved stay at Miguel’s place! The neighborhood offered several delicious food options and the space was immaculate. It was a quick 15 min drive wherever we wanted to visit. This will definitely be on our list for our next trip to DC.

Monica and Traci were extremely thoughtful with details in their space and were always available (with quick responses). Parking was a huge asset! If we ever come back to Washington we would definitely stay here again!

Ingrid and Jay were very welcoming - they made us feel like family friends instead of Airbnb guests. The carriage home was charming and decorated nicely. It felt like home for the weekend!

We had an amazing stay at The Hudson House. Immediately after walking in, I felt right at home. The house was big, but so cozy. This was my first Airbnb but definitely won’t be my last. Allen was always very quick to respond to my messages. He also had a very friendly tone to his messages. I have family in Salisbury. This will be my go to place, if available, each time I visit Salisbury.

Our most favorite Airbnb! Beautiful, peaceful, and close to charming Chestertown. PJ is such an accommodating and gracious host. Cannot wait to come back soon. 💙

Such a lovely, comfortable home. Everything we needed. Loved the location. The neighborhood was extremely quiet and neighbors were friendly. There's a park with walking trails and lake half a mile walk away. The house was perfect. Relaxing. Comfortable beds and bedding. The record player was an added bonus, as were the puzzles and board games for the rainy days. Communication was excellent. Answered any questions quickly and was very helpful. Would definitely stay here again.

We loved our stay in Rafi's place! It was the perfect size for our family of four, with lots of spaces to hang out together or spread out. The kids loved the basement space and games. Beds are comfortable and everything was clean and well stocked. Ample towels and even kid-friendly plates, cups, and utensils. Having the parking pad was clutch, but there is also street parking available. The neighborhood is safe and quiet, with friendly neighbors, and Patterson park is great for playgrounds, walks, and checking out the Pagoda. Easy to get to OPACY / M&T Bank by car (10-15 min), downtown Inner Harbor (5-7 min), Fells Point (10 min). Rafi is a great host. He called to check in and was responsive to all questions.

Natasha was super friendly always willing to help her place had everything where it should be. We would love to stay there again.

Location was perfect proximity to GWU as well as national landmark and Capital. Easy walk to Georgetown as well. Close to metro. Very quiet and comfortable. Place meet description. Although didn’t really do any cooking ourselves, the Kitchen was great and well equipped. Would stay here again.

Beautiful house and property, great location, and the host was super responsive. Hope to return sometime soon.

This place is excellent if visiting the area. There are many restaurants and walking paths all close by. The hosts provided lots of information about the surrounding area. I would highly recommend staying here, the hosts did an amazing job answering any questions with had and very timely in responding. This place was immaculate, extremely clean and well thought out with providing storage. The kitchenette was perfect for storing some things in the refrigerator and having a coffee maker available made the mornings easy, and the hosts provided some nice snacks too. The grounds of this home are beautiful and well maintained. A very peaceful setting in a wonderful town. Our stay was excellent and would definitely stay there again.

This place was great. Greg had clear communication and the apartment was very clean. The location is hard to beat here. The only place I went that wasn’t a quick walk and/or short metro ride away was the Nationals stadium. I had a family of five, and this was plenty of space. I would stay here again!

We were a three-generation family of 5 who had a truly great stay here. It was super clean and has character. We were happy for the coffee, ease of parking, and local places to go. Was so great to be in a lovely neighborhood that was a short drive to the National Mall. Nathan was helpful, friendly, and responsive. Kids loved the board games. Thank you so much for a fantastic DC trip!!

The Nelson Group were the perfect host/hostess during my stay at their beautiful home. They are very accommodating and responsive to the needs of their guests and went above and beyond to ensure my stay was a truly positive experience. I would definitely recommend this property with a 5 star rating! Thank you Nelson Group for your hospitality!

It was great for us as a home base for our stay in Maryland. The open plan of the second floor space was actually larger than I had imagined from the on-line photos, and worked well for my wife and me, and our energetic 50lb dog. Set in a mature forest, the tree-top views from the expansive windows are wonderful, a welcome departure from the usual hotel experience. The unusual location of the bathroom takes some getting used to, but was clearly explained by the hosts during the booking process, and we came prepared.

We had an amazing stay at this property! The location couldn’t have been better; right in the heart of everything, with several great restaurants, shops, and activities just a short walk away. The apartment itself was clean, comfortable, and thoughtfully stocked with everything we needed for a smooth and easy stay. Kenny, the host, was fantastic. He was professional, easy to communicate with, and answered all of our questions quickly. It made a difference knowing we had such a responsive and helpful host. We had a wonderful experience overall and are already looking forward to coming back to stay here again. Highly recommend!