Waterfront holiday rentals in Calvert County

Cozy, charming apartment with fully equipped kitchen, comfortable living room and bed. Truly enjoyed Lisa's place. Just minutes from numerous restaurant options downtown lovely Annapolis. Highly recommend.

What a calm and peaceful private retreat! My fiancée and I spent a couple of days enjoying the brisk bay breezes and beautiful sunsets at Vickie’s. Everything was exactly as advertised and Vickie (and Scott) are true treasures—extremely responsive and thoughtful hosts who want you to have everything you need. Plus, their knowledge of the area gave us a great introduction to Leonardtown. So much more to the area than we thought! Whether birdwatching from “the best view on the block” or reflecting on the glider by the bay, we loved every moment of quiet and can’t wait to visit again. Thank you!

Brittany’s waterfront home in Colonial Beach was a beautiful and peaceful retreat for me, my husband, and our 2 year old son. The space is beautiful and clean and offers lovely views of the sparkling water and beach just steps from the front door. We loved having beach days and visiting the pool, and nearby restaurants made it easy to grab lunch and dinner after a busy day in the sun. The in-unit washer and dryer made it easy to clean our swimsuits and stay on top of laundry, and the fully stocked kitchen made cooking a breeze. The porch also provides a nice space to take in the views and the sounds of waves crashing in a private and peaceful retreat. We loved visiting Colonial Beach and would happily stay at Brittany’s home 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.

Our second time here! An absolutely adorable gem of an Airbnb with the nicest hosts and most beautiful garden and dock on the River! Great restaurant recommendations, super comfortable beds, and lovely living room. Perfect for families visiting the beloved St. Mary’s River.

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 had such a wonderful stay at Anthony’s apartment! From the moment we arrived, everything exceeded our expectations. The apartment is super cute and impeccably clean—absolutely no stains or wear on the furniture, pillows, or bedding. Everything felt fresh and brand new. Anthony was incredibly responsive and made sure we had everything we needed. There was a filled Brita pitcher in the fridge, coffee ready to go, and all the essentials were thoughtfully provided. The space was easy to access, had plenty of parking, and is located close to so many great restaurants and spots to explore. The views of the water were beautiful and added such a peaceful touch to our stay. I had seen some older reviews mention a smell, but I can confidently say there was absolutely no odor—everything smelled clean and fresh. We couldn’t have asked for a better experience. Highly recommend this Airbnb and would definitely stay again.

Teresa’s A-frame was incredible! With the screen doors in place, we got a really nice breeze with the sounds of the ocean and birds. The beds were very comfortable and the whole place was clean. The beach is was a short walk away with wildlife and beautiful views. We would love to return our next time we’re in Maryland!

Comfortable property on the water, with new deck. Great views. Maria is very responsive. Would stay here again.

We had the most amazing weekend. All of Kimberly’s recommendations were right on the money, and we were so impressed by the cleanliness, comfort and beauty of the home! Watching the sunrise over the water every morning from the front porch was heavenly!

Dale is an incredibly proactive and helpful host. He checked in with us several times to ensure we had everything we need and went out of his way to meet us on our schedule to check in and show us around. This is a great spot to relax and look at the ocean or an easy commute to Solomon's Island and all its amenities. You also get access to the community's private beach, which is beautiful and a real asset!

We had a great stay here. Beautiful views of the water. Hosts were quick to respond. Good WiFi. Large deck with teak table and weber grill. Easy walk to water access. The waterfront is the best I’ve seen on the Bay. Sandy with shady and sunny spots against the cliffs. From the water access, you can walk in one direction to the limestone cliffs for shark tooth hunting. The other direction goes all the way to the marina. We hope to stay here again.

Great spot! The beautiful home looks just like the photos. My family had a great, relaxing weekend!!

This was a cute little home to stay at over the weekend. Only downside was having to pay for beach access. But the house itself was very nice and had all the kitchen items we needed. Would stay again.

Our stay was great. The house is located in a quiet friendly neighborhood. The views are amazing. The house is very comfortable and so relaxing. Loved that three bedrooms each had a bathroom. The hosts were wonderful and very responsive.

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.

Had an amazing beachfront experience! I was taken aback by the breathtaking views from the balcony. Our host was attentive and made sure everything was in order for our arrival.

So close to the beach. Tranquil. Clean. So responsive. I want to stay here everytime I come. We had a lovely time.

The host went above and beyond to support and welcome us. Some personal attentions and help securing extra umbrellas were much appreciated! The place was perfect for our needs, beautiful view, super practical with equipment and amenities, as well as access to the charming downtown Annapolis. It being Naval Academy Commissioning Week, we didn't have much time to interact with the host over the platform, who wanted us to check-in and out via texts and share additional info, but since everything went smoothly, we didn't really feel the need either. Commissioning Week prices are pretty high: they reflect the high demand for lodging, so it was fair. Just make sure you don't book that week if you don't have to attend a graduation :) We would gladly come 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.