Waterfront vacation rentals in Annapolis

It was an extremely lovely apartment overlooking the beautiful Chester River! The apt was spotless, warm, inviting & had lots of amenities. Walter was beyond helpful: he rescued me when my rental car broke down out of town on the highway in the rain. You can’t ask for more than that!! Thank you for a wonderful stay!!

Perfect locarion for walking to everything in Annapolis! The space is small but comfortable and in a very cool historic neighborhood. Host was very communicative. Would definitely stay here again next time I'm in the area.

Amy and her place were lovely for our family of 4. With two littles it worked very well and Amy even had toys for us- we also used her provided pack n play and some baby essentials. King Bed was extremely comfy, moderately firm. Shower was very nice. Cozy, comfy, had everything we needed. Amy was very responsive and helpful. We would gladly come back! Thanks Amy!!

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!

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 a great time! Kathy and wayne was very helpful on suggesting restaurants and things to do. We loved the dock and fishing! They made sure we was right at home when we interacted with. This was a good central place to all we wanted to see, we went to Hersey Pa. Washington dc., The beach(bay) area, Baltimore harbor.

Absolutely amazing! The place had so much to do whether it was outside or in! Swimming in the pool, hot tub, kayaking and/or paddle boarding on the lake, giant yard games. Inside had a pool table, wide variety of board games, and many streaming services. Brenda was extremely friendly and helpful in many way. She had a binder full of local places for food and things to do! She truly showed us the best of Maryland.

Cute and cozy! I felt right at home. Jordan and Danny are very nice folks, the apartment is very well appointed. There is a dock on the property that I should have spent more time on. The bed was a dream to sleep in and I literally overslept my alarm the first day. You will definitely need a car to get around but the apartment is a 3min drive to Safeway, Walgreens, Starbucks, etc. The neighborhood has a homey feel and the apartment has a homey feel which was my jam. My dog had a little accident but I got some carpet cleaner and let Jordan know and she was very understanding. I would definitely stay here again if I am visiting Kent Island.

We were in town for a wedding and this home was as described and was perfect for our family of 8 that stayed here. The neighborhood was quiet and peaceful. I wish we had time to enjoy the views from the lake. John was a great host and communicated with us throughout our stay. I would recommend this home to anyone who is looking to stay in the Riviera Beach or Pasadena area. It was close to everything we needed during our stay including the airport.

Catherine’s house was perfect for our attendance of my nephew’s Naval Academy graduation. The house was stocked with everything you needed and then some. Catherine made a special point to get mosquito spray, candles, etc. but we were so busy and didn’t have an opportunity to relax outside. As mentioned by others - parking is the main downfall. If you don’t have an issue walking, the parking garage wasn’t far away. It was much faster to walk to/from downtown with all the traffic so we left the car parked most of our trip. Catherine was fabulous to work with and I would definitely book this house again should I need to return to Annapolis.

This house was in a beautiful location. Everything was clean and comfortable, thoroughly enjoyed our stay. You cannot beat the views from the main level. Katie was communicative and we were even able to get an early check in!

Our stay here was great. Clean space with awesome views. The sleeping situation was funky but perfect for our friend's wedding weekend. We hope to come back!

We had a wonderful time during our visit. The peaceful environment on the water was just what our group needed. Thank you!

The location was unbeatable. sipping tea by the water in the morning and watching kayakers and boats sail by, the peaceful sound of the waves and view made every moment magical. The home was spotless, beautifully decorated, and well stocked. Our host was responsive and kind. Whether you are looking for romantic getaway, family vacation or place to unplug and recharge, this waterfront home is perfection.

This was a beautiful waterfront home! This home was well equipped with everything you may need! The host was available if we needed anything! Would definitely recommend!

The place was spotless and had all the amenities we needed for a 4 day stay. We enjoyed the water view and had a crab feast on the deck overlooking the water. It was a perfect Memorial Day weekend.

We were in town for Maryland Deathfest. The place was located within walking distance of everything we needed.

Gerald's place was perfect for our 4-day girls' trip. The three of us stayed and had such a great time. Everything went smoothly. The home is beautifully decorated with high end furnishings, comfortable beds, great WiFi, and every comfort of home. It looks just like the pictures. Street parking was very convenient so we never used the dedicated parking lot. The neighborhood was pretty quiet and felt safe enough for us, 3 women to walk around. Our host checked in with us to make sure we had everything we needed but honestly, we didn’t need a thing, they had everything anyone could want for a pleasant and comfortable stay. We are happy we chose this place and would not hesitate to stay here again.

Loved the location of this place peaceful and walkable to many restaurants. Was a little bummed with the pool hours but all and all would stay again.

My family & I booked for three nights. Thought it was a beautiful and private little area, and just a couple steps away from the beach and a pool. Very quiet and away from noise which was a plus. The house itself was lovely and mostly clean. There were board games available and my kids had a fun time playing with them. We enjoyed barbecuing using the grill provided on the balcony which was nice as well. A plenty of towels and anything you need in the kitchen! Other than a full trash bag left over in the kitchen, finding some clothing items from other guests (I’m assuming) in drawers, and the keurig having what looked like mold inside. Pretty small things when looking at the big picture though. Will most likely come again & we enjoyed our stay!

Sean’s unit is an amazing option for those who love a great place to relax with an amazing view. Sean is a great host and very communicative.

Great host.

What a perfect weekend get away. The place was perfect. Extremely comfortable beds, lots of pillows and two deck areas outside. We cooked outside 2 nights - and loved seeing the bay from the deck. We used the nearby tennis and basketball courts, and spent the days visiting wineries and neighboring towns, and driving through the countryside. Groceries and restaurants require some planning and some driving. Loved our stay!

Condo was in a perfect location in North Beach area. Loved walking boardwalk and walked 5+ miles daily. Felt very safe in the area, everyone was so friendly. Mexican restaurant and Baia were fantastic. Very peaceful. Condo definitely worth the money. Host was very responsive and let us check in early and was quick to reply to any text questions. Loved the view!