Annapolis Vacation Rentals

"Overall the home is beautiful. There is a gorgeous mostly well stocked kitchen and 3 bedrooms with beds for couples. One of the king beds listed is a pull out couch in the pool house. The biggest con of this place is that there are no blackout curtains or anything to block the sun in the bedroom so for our June visit the rooms were very bright at 5:45AM. We also had to go out and buy some of our own things that you'd think would be included (garbage bags). Other than that its a beautiful home...

"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...

"We absolutely adored this house in the heart of Annapolis! The decor was stylish and welcoming, making us feel right at home. The bedrooms were incredibly spacious - we had plenty of room to spread out. But what really made our stay special was the location. We were within walking distance to all the best spots in Annapolis. Our host, Sarah, was fantastic. Her communication was top-notch from start to finish. She made sure we had everything we needed for a comfortable stay. We can't recommend...

"This house is perfect for stayiing in the historic distict of Annapolis. Very comfortable and clean. One and one half baths, a private patio, and the best part is the off street parking with a private garage; very hard to find in this beautiful area. John, the manager was so helpful and answered all my questions. If ever in Annapolis again, we will definately stay here."

"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."

"We love this house on the water. All of the amenities you could want. Helpful and friendly property manager. Can’t wait to stay here again!"

"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"

"Nice quiet neighborhood, comfortable and well appointed residence, and great location. We were able to easily walk to restaurants, bars, and shopping."

"This house is amazing! Loved the fact that there was a king bed in 5 of the bedrooms. Plenty of space in the house and toiletries provided in each bathroom. Worked great for a large group. The location is perfect - can't beat it!!"

"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!"