Apartment holiday rentals in Annapolis

This was my second stay at this Airbnb, and it was just as fantastic as the first—if not better! Returning felt like coming back to a peaceful little retreat. The space remains just as charming, clean, and thoughtfully put together, with every detail designed for comfort and ease. This time around, I was able to fully enjoy the private outdoor patio, and it truly elevated the experience. Whether sipping coffee in the crisp morning air or winding down with a cocktail in the evening, it quickly became my favorite spot to relax. The hosts continue to go above and beyond—warm, responsive, and clearly dedicated to making every stay exceptional. I’m already looking forward to my next visit. Still highly recommend without hesitation!

We loved our stay and only wish it had been longer! Everything was exactly as described in the listing, and Sean has thought of everything to help guests feel right at home. Everything was clean, comfortable, and charming. We had no trouble finding parking right out front, and we also had no problems at all walking home from an Orioles game with our two young daughters. We would love to stay here again!

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.

WOW! My family and I cannot say enough great things about Jeanne's Airbnb already planning our next trip! First off the property is an oasis in itself with a massive deck overlooking the inlets of Chesapeake Bay we woke up every morning to a beautiful blue heron eating breakfast right on the dock, having access to kayaks to explore the waterways was a huge bonus too, not to mention the gazebo with a fire pit we enjoyed roasting marshmallows and talking about the days adventures as a family. The inside of the Airbnb is extremely well thought out with every amenitie that anyone could ever ask for, from a well stocked and equiped kitchen, to the king size master bed with luxurious soft linenes, to the heated fan that greets you after a perfect water pressure shower. Seriously, this place is perfect a hidden gem for sure with easy access to so many wonderful Maryland attractions. Can't say enough great things about this experience and Airbnb can't wait to return!

Stayed at Erin’s place for a night and wish it was longer! The room is steps away from the restaurant I met with my friends at. It is situated near all that Del Ray and the rest of Alexandria has to offer. In addition, the bed was quite comfortable and the suite itself is quite luxurious.

This property is beautiful and lovely. We were able to walk every where but also were given instructions on how to use the local free transportation which was easy. We really loved the location and area of this property!! Would recommend.

I came and stayed here for 3 days. My best friend and I came to stay here for our SZA and Kendrick concert in DC. Not only we had a great time at the concert. The place was the perfect place to unwind. Also I really appreciate the things that were provided for us. Will definitely book with this place again.

Very pleasurable experience, Kate was an amazing host and the stay was awesome!

Only have positive things to say about my extended stay at Steven’s property. The check in was super easy and the space was clean and well organized to maximize the space available. Would highly recommend!

We had a lovely weekend in Annapolis. The stay is a large wing of a main house, completely private and lovely. It’s in a lovely neighborhood, quiet and wooded and an easy, short drive to downtown Annapolis with easy access to the road to Baltimore. Helen is an attentive and communicative host who respected our privacy.

Patrick made sure we were fully informed about entry, parking for unloading plus short and long stay parking options. Living area was very nice with a good nautical theme, some interesting displays on the walls and we loved the porthole side table. This was our second stay in Annapolis, but his recommendations were very helpful.

Linda's place was great! Easy to find, great location, very clean! A little bit away from downtown Annapolis but easy to get to. Would stay again!

This was unanimously our family's favorite AirBnB! Dana and Mike are the dream hosts! Our accommodations prior to our scheduled arrival were cancelled last minute and they immediately jumped in to help. They were extremely considerate of our privacy whilst being right next door but also quick to respond when we reached out to them. We could not of asked for a better mini-vacay in the middle of our travels. The beautiful surroundings, welcoming accommodations and hosts, attention to detail throughout amenities and decor, and impeccable cleanliness were top-notch. We really enjoyed the heated pool too. The kitchen and grill were easy to navigate and stocked with all essential items needed to prepare meals. The Monocle Meat Company and Lovepoint Deli & Wine are great local shopping options. If cooking is not in your plans, Avanti has amazing pizza. Thank you Dana and Mike for going above and beyond to make us feel at home! Heron Roost is now our must stay place when visiting MD.

Had the absolute best experience at this Airbnb! Galen was an absolute wonderful host, very welcoming, & showed us such wonderful hospitality. The house was easy to find, a breeze to check-in, & in a great neighborhood. Not only did we feel safe, but it was not far from some shopping centers & restaurants we visited frequently. We loved how clean the house was, it was very spacious, organized, had great amenities. My dad was hesitant to stay in someone's house, as hes used to staying in hotels, but he raved about how great of a stay it was, & my parents loved that there was a full kitchen, laundry room, & that the house was sooo clean & taken care of! Unfortunately while we were visiting MD my parents were involved in a hit & run car accident. When they returned back to the Airbnb Galen could not have been nicer, though not the duties of a host, he still helped my parents, offered to call for a rental, & helped find an auto parts store. Such an amazing host. Definitely recommend 10/10!

We had a great stay at Kathleen's listing. The apartment is in a great location, only 15 minute drive max to all of the nearby attractions. We enjoyed having some tranquility being away from downtown after a long day and the free parking! Kathleen stocked the place with all necessities and more - including snacks and recommendations. The neighborhood is beautiful to walk around, with views of the water everywhere! Definitely would recommend staying here!

Michaels place was amazing enjoy every minute of it wish I could had stayed longer but I know for a fact when I come back I will be staying here.

Great stay in a wonderful studio apartment. Very clean, super friendly and communicative host. Great neighborhood and I definitely will book again!

We loved staying at Hidden Gardens. It was very clean and Noris made it extra special with all her personal touches to make us feel very special. The garden out back is very relaxing and just beautiful. We loved sitting out there and enjoying all the beautiful flowers and greenery. Noris is an excellent host and amazing person. She made us feel special and we felt right at home. I can’t wait to go back. Noris is a “super-host”.

We stayed one month at Saber's place. The place had all the basic things we needed. The location was great for using the metro and buses to DC. We walked to Georgetown and National Mall. There were plenty of good restaurants around and Safeway and Target nearby. We were two females, but felt safe walking around the area and even at night. Saber was proactive in communicating and responded quickly to questions.

Arshams listing is wonderful! Everything was so clean and fit all 5 of us so comfortably! We loved the tea options 😍. It was in perfect walking distances from great food, coffee places (and fun little bevs) as well as an easy walk to the metro! We will definitely stay here again if we are in the area!

Place was just as described and worked out great for a place to stay down the street from the Gaylord.

Although parking was on the street, it was very safe and it was easy to find a parking spot. We were so happy with the location and very close to the capital. Neighbors were very friendly and a charming neighborhood.

It exactly as advertised. Nice and quiet, close to downtown, was very clean and private. Would definitely recommend to anyone!

The hosts were very friendly and welcoming. I will definitely recommend to others! Great place! Better than the pictures!