Search Vacation Homes in Annapolis

"Wonderful place to stay and Erin was great. Asked about a Grill on the property and the next day we had a grill. The young adults loved the pool and water activities while the older adults enjoyed sitting on the docks watching the sunrise with a cuppa coffee. Would highly recommend this property."

"Charming spot in the heart of Annapolis, just a few moments walk from anything you might need."

"We were looking for a place to spend our Thanksgiving and this was perfect! Great location close to downtown Annapolis. Marina was awesome - she was super responsive and took time during the holiday weekend to answer our questions. We loved that there were two places to hang out. Kitchen was well stocked. Lots of extra towels and blankets. General notes: The sofa bed in the basement is not a pull out as expected but is technically a twin bed and the bunk bed is actually a twin with a trundle...

"Was a super comfortable spot my 5 friends and I. Super comfy couches and beds, nice TV, well appointed kitchen. Took a nice walk down to the water in the am. Would stay again!"

"My sister and I stayed while attending an event at the US Naval Academy. It was a quick, pleasant walk back and forth and always refreshing to come "home" and spend some quiet relaxing time together after a day out in town. Like a mini refuge!"

"We were in town for a wedding, and this house was a wonderful place to stay for the festivities. There were 4 adults in our group. We were hardly at the house, so didn’t get to take advantage of some amenities. Beds were very comfortable, towels were large, soft, and plentiful. The house was well appointed and very clean. Only drawbacks were the small size of the downstairs bathroom, and distance to the parking garage. If you don’t need your car at all while in town, it’s not a big deal. If...

"Excellent 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!"

"Our daughter was married at the Annapolis Maritime Museum and the property is literally right around the corner. The house is spacious and included everything we needed for a wonderful weekend. Would highly recommend staying at this property to anyone looking to visit Annapolis/Eastport!!!"

"The home was very clean and beautifully set up. The property managers were very helpful and communicative. they even had complimentary snack, beverages, and even a hand written note with a wine bottle. Bathrooms were clean and stocked with everything incase you forgot something at home. Everyone enjoyed the home, we were planning our next visit before we even left!"

"Very much just felt like home. Beautiful location. Quiet and relaxing."

"Went perfectly. Location was awesome. Good communication. No issues."

"Such a lovely and peaceful home! There are three bedrooms upstairs with a hallway bathroom and the 2nd bathroom is on the ground floor with the kitchen and family area. The house is very kid friendly. I'm disgusted by all things "kids" so we hid most of what was left out. It was a thoughtful gesture for those who partake though. There is also a lovely front yard play area where we were able to relax outside on chairs once we arrived. The beds and couch were all super comfortable. We were there...

"Visted Annapolis to see my cousin attending the Naval Academy. Perfect location to walk to restaurants, bars and shopping. Absolutely recommend!!!!! Loved sitting outside with coffee. Such a cute spot."

"We had the best time at this gorgeous downtown home:) Patrick, our host was super responsive from the time I was considering booking to the time we checked out. Super cozy, well appointed and fantastic location! We hope to have the opportunity to stay again."

"Well designed and well maintained. Very transparent with amenities. Quiet neighborhood and great place to bring your kids."

"The property was perfect — great location, layout, furniture, appliances, dishes, etc. It was also super easy coordinating check-in/check-out, access, etc. — the team was very responsive. It was an excellent stay and experience!"

"Wonderful place to stay and Erin was great. Asked about a Grill on the property and the next day we had a grill. The young adults loved the pool and water activities while the older adults enjoyed sitting on the docks watching the sunrise with a cuppa coffee. Would highly recommend this property."

"Charming spot in the heart of Annapolis, just a few moments walk from anything you might need."

"We had a great stay here for my husband’s birthday. Pat and Ken were fantastic hosts and even decorated for this birthday. They provided everything we would need for our toddler and if the weather had cooperated we’d have spent hours and hours in the backyard. Really appreciative of all the attention to detail and would highly recommend this listing if you’re looking for a low-key, relaxing stay where you don’t need to worry about the details."