Annapolis Vacation Rentals

"The property was beautiful. The property manager was available for any inquiries we had. My family and I enjoyed it immensely. The view of the water was wonderful whether sitting on the dock or sitting in the sunroom. We played indoor and outdoor games. Perfect place for family bonding. The weather was perfect for our stay."

"This house was perfect for a group of friends celebrating a 50th birthday! The house was so clean and well cared for! The front porch and outdoor backyard space provided even more room for us to gather together. We will be back!"

"Super close to all downtown amenities. Would definitely return."

"Loved the small touches of cookies, snacks, gifts- all super welcoming and homey- thank you!"

"Our stay in Annapolis was a short and sweet 3-day visit for a wedding--my original focus was to have enough space for everyone to get ready without waiting in line. The property provided so much more than enough room. The entire house was very clean, well-appointed, and smartly laid out. The kitchen was stock with a wide range of food to get the weekend started off without the need to spend hours in the local grocery store. Throw in a great ping-pong table to make it even more fun. My only two...

"Great location for commissioning week! The house was cute, cozy, clean and we loved it!"

"Prime location!"

"This location was extremely clean and perfect for a weekend get away. It’s located not even 2 miles from downtown Annapolis. 10/10 would recommend"

"This home has a fenced-in backyard and is dog-friendly, making it a good spot for visiting Annapolis with a dog in tow. Along with being a five-minute drive to downtown Annapolis, this home is also close to Quiet Waters Park. Sean is terrific at communicating; the complimentary wine and coffee were appreciated!"

"I stayed at this property for a family wedding this last weekend with 5 other adult family members. The original spot we booked fell through last second and I found this unique property. It fit our needs perfectly. There was plenty of space. Everything was clean. The outdoor sitting areas were an added bonus. Plenty of parking. And the location in relation to downtown were perfect. I’d definitely stay here again."

"Our family stayed at La Maison for our son’s Commissioning week and this couldn’t have been a more perfect home to celebrate the occasion! La Maison has beautiful views of the water and plenty of outside space to have relaxing but special dinners. We enjoyed watching a glimpse of the Blue Angels while we swam in the pool and relaxed. It was the perfect week!"

"Small but mighty Eastport house, super convenient to all thing Annapolis. Clean, equipped, comfortable. Mark is great at all things communication. Stay here….just not on the dates that I need it!"

"Our stay in Oyster Harbor was very nice. The weather didn't cooperate but the house itself was very nice and I would certainly stay there again. It's about a 10 minute drive to downtown Annapolis so that made it convenient as well!"

"Outside is un assuming but inside IS AS pictured. Everything is there that is needed. Owners have thought of everything.. attention to detail is what the ladies appreciated. Only thing, a hand rail for the stairs would be nice. The weather was so so, but the house was not!! More Mother's Days to come. Thank You"

"We were going in town for Naval Academy graduation and we could walk everywhere. The stadium is 1/2 mile from My"

"The house was super cute and the host was great!"

"Wonderful place to stay! Close to everything. Parking was a big bonus. Host responsive with our question. Will rent again for our next Annapolis visit."

"A great location for our weekend in Annapolis with our 6 year-old grandson. Having the beach and playground just down the street was perfect! Clean house. Great local host!"