Vacation rentals in Annapolis

It was amazing.The pool is so fun.We had bad weather but we were still a little inside.The location is quiet and beautiful. We will come back for sure. Thank you

We can’t say enough good things about Megan’s place. Our favorite part was how well-appointed the kitchen is, but it’s all great. Very walkable/bikeable city, so you can leave your car behind.

We had the most wonderful stay at this Airbnb! The home was absolutely perfect! Clean, cozy, and stocked with everything we could possibly need. Liz went above and beyond to make our trip special, even decorating for my boyfriend’s birthday and leaving us some sweet treats. It was such a thoughtful touch that really made us feel welcome. The fenced in backyard was a dream for our dog, and we loved how peaceful and private it felt. One of our favorite parts was how easy it was to walk downtown, just a short stroll to all the shops, restaurants, and waterfront. Truly a perfect weekend getaway spot. We would 100% stay here again!

Lena’s place is perfect for a good nights sleep. Clean, cute and comfortable!

Our stay at Justin’s Hot Tub Haven in Annapolis, was exactly that…a haven with a much enjoyed hot tub! Justin was exceedingly responsive, proactive, and flexible. The home is very well appointed with all the necessities, plus all the thoughtful touches like umbrellas, a doggie waste station, and bath robes to name a few. Our children loved the downstairs space (and secretly the adults were thrilled they had it too), and it felt to them like they had their own little apartment. The backyard felt like a small resort. We loved the quick walk to shops and the our boys loved the nearby basketball courts and baseball fields. We highly recommend this home and will stay here again!

We loved our weekend stay at Melanie’s place!! It was clean, easy to access and a lovely location!! She was super helpful with our questions about the areas and places she recommended. Definitely recommend!!

This house was perfect for our large family. It had everything we needed and was very comfortable. The place was very clean and nicely decorated. The kitchen is well stocked with plenty of dishes and cookware for a large group.

Wonderful host—I felt right at home. Had conversation prior to arrival and felt like I knew her very well before arriving. The view was spectacular I could have just sat on the patio and watched the woods and water all day. Was there for a school reunion so I had other activities that I had scheduled. This was by far, the best Air B&B experience I have had. Fantastic host, comfortable, and stunning scenery. I am going to try and revisit soon.

We had an unforgettable stay & very highly recommend. Location, host, & hospitality were unmatched. It is a beautifully restored 18th-century home—originally built for craftsmen who served the Naval Academy. It is steeped in Annapolis charm w/every detail thoughtfully preserved in historic character with all modern comfort. Megan was an exceptional host—kind, responsive, and incredibly generous w/ amenities. Unbelievable accessibility to USNA, DT Annapolis, the Dock, great food, shopping, & night life—both family & adult. Highly recommend.

Booked this place for a relaxing staycation for my birthday. The place was beautiful and provided such a relaxing, peaceful backdrop to an amazing birthday weekend. The rooftop deck with the fireplace and blankets were great touches as well. Highly recommend!

We had the best time enjoying Jody and Gail's beautiful home! The views were incredible, it was so peaceful, and the house had every amenity we could have wanted. A highlight was kayaking and swimming in the cove right to the side of the home. We cant wait to come back!

10/10 would recommend Fox Haven to anyone spending time in the area. The property was extremely clean and had high quality amenities. It’s situated at the end of a dead end street and is super peaceful surrounded by greenery. Lenetta was a fantastic host, extremely responsive/accommodating. We’ll be staying here again the next time we’re in the area!

Connor and Abigail’s place was absolutely perfect for our week! It was so quiet, clean, and comfortable and had everything we needed. The neighborhood is super cute and so close to all the shops in downtown Annapolis. It’s also a pretty central location for visiting DC and Baltimore as well. I would absolutely stay here again!

We loved this place! Perfect location for our festivities in Pasadena and very peaceful.

Can't beat this location and the space! Easy communication with host, we had a perfect stay!

Great stay! Highly recommend! Location is incredible