Enjoyable stay, lovely home in a pleasant neighborhood, very walkable to shops/restaurants- just what we were looking for! Tasteful holiday decor added a very thoughtful touch.

The house was above and beyond what we were expecting! We were greeted with a bottle of wine in each unit as well as a welcome note! A few toiletries were also supplied in case anything was forgotten :) Walking distance to all the shops & restaurants on Main Street. It is a beautifully renovated old house but with that comes a lot creaks and noise moves very easily. Would’ve liked to have seen the backyard a little more cleaned up to sit out there, but maybe in the summertime it is. The porch is such a wonderful spot to sit and enjoy your cup of coffee or a cocktail! All of us that stayed would highly recommend this place for your stay!

We were so impressed with this house. It is a beautifully renovated Old house with so much charm and modern updates. It accomodated 7 of us comfortably who attended a Gala at the Westin. Everything was in walking distance, we did hire the Golf Cart service from Downtown when we had to walk to Westin. The property was clean, plenty of sheets and towels and all the beds were very comfortable. Bathrooms were clean, very modern and water pressure and temperature were fine. There was an Alexa to be able to play music. The porch swing and porch was so relaxing and one of our favorite amenities. We will be renting again in the future and it was perfect for our weekend getaway back to our old neighborhood.

I have rented over a dozen homes in Annapolis over the last 3 years and The Bennett House is definitely in the top 5. We rented the entire home. We are USNA parents (3 couples) who were in town visiting our mids and attending the Navy/AF Football game. I will review each floor separately. The bottom floor was my favorite as far as the kitchen and living space. It's just roomier than upstairs. We hosted a dinner for our boys and another mid and his parents one night. We made food ahead of time, so didn't cook in the home, only reheated in the oven. The island is very large and plenty of seating. Everyone ends up in the kitchen, so having this space was really nice. The living room is open to the kitchen and is quite large. Spilling out from there is the deep front porch with the most comfortable porch swing. The space is just set up perfect for entertaining. However, there is just one bedroom here. Our friends said the bed was super comfy. And the bathroom is a rustic modern design. The kitchen was so well equipped. Seriously everything you need is there. Top quality from the silverware to the coffee mugs. The Nespresso maker was awesome to have. The upstairs apartment is a great space. It has one king, one double and a pull out queen in the living room. Don't let "pull out" scare you. My son slept on it two nights and said it was as or more comfy than any bed he has slept in. All the beds had top quality bedding. The bathroom has plenty of fluffy towels. I adored this kitchen, and you could totally prepare a meal. It just doesn't have the space that the downstairs has. Most folks who visit Annapolis end up at the restaurants; but this kitchen also had everything one needs to prepare a meal. Evidently the outdoor space in the back will be undergoing a facelift. As for now, there is a very nice table for six, umbrella, grill and a fire pit with a few chairs around it. We did sit outside one night and it was lovely. I'm sure the updates will be fabulous. The spaces were incredibly clean. Nothing found to be out of order, stained, etc. I would highly recommend staying here. The whole house, or either upstairs or down. It's a perfect place for a group. Right around the corner from all the fun on West Street and about a 15 minute walk to the Academy. Downside is parking. No off-street, so need to park in the deck. It's close. No in/out privilege and ran us $17 for each 24 hours.