Waterfront vacation rentals in Calvert County

Find and book unique waterfront rentals on Airbnb

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Popular amenities for Calvert County waterfront rentals

Waterfront apartment rentals

Top guest favorite
A serene view of the Severn River is captured, bordered by lush greenery and blooming flowers. The calm water reflects the sky and surrounding landscape, while trees create a natural frame. Sunlight casts gentle shadows over the grassy area, enhancing the tranquil setting.
Apartment in Annapolis
4.98 out of 5 average rating, 114 reviews

One bedroom apartment in Annapolis

TrishRating, 5 stars2 months ago
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.
Top guest favorite
Two adirondack chairs and a small table are positioned on a grassy area overlooking Breton Bay. A vibrant sunset casts warm colors across the sky, reflecting on the calm water. The pier is visible in the distance, enhancing the serene scenery.
Apartment in Leonardtown
4.98 out of 5 average rating, 135 reviews

Stunning Sunsets on Breton Bay, Seaside apartment

KyleRating, 5 stars1 month ago
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!
Guest favorite
A comfortable living area features a sectional sofa and two armchairs, complemented by a coffee table. Large windows allow natural light to fill the space, with a sliding door leading to a private balcony. A television is mounted on the wall opposite the seating.
Apartment in Colonial Beach
5 out of 5 average rating, 30 reviews

Sandy Feet Retreat - Beachfront

ElizabethRating, 5 stars5 days ago
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!
Top guest favorite
An aerial view showcases a large grassy area surrounding a heated pool, with several lounge chairs positioned nearby. A fire pit is set with white adirondack chairs. Two properties are visible, featuring balconies and umbrellas enhancing the outdoor space.
Apartment in Stevensville
5 out of 5 average rating, 48 reviews

Heron Roost

EmilyRating, 5 stars5 days ago
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.
Top guest favorite
The image captures a serene waterfront scene, showcasing a long wooden dock extending into the calm river. Lush greenery lines the riverbank, while a clear blue sky with scattered clouds provides a picturesque backdrop. The tranquil water reflects the surrounding landscape.
Apartment in Lexington Park
4.97 out of 5 average rating, 568 reviews

Historic St. Mary's City, MD

AnnaRating, 5 stars2 days ago
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.
Guest favorite
A well-maintained inground pool can be seen surrounded by a spacious deck featuring lounge chairs and shaded seating areas. Lush greenery and trees create a natural backdrop, enhancing the outdoor space’s tranquility with direct views of the water.
Apartment in Arnold
4.96 out of 5 average rating, 174 reviews

Celebrate Summer by Your Private Pool

JennaRating, 5 stars9 months ago
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.
Top guest favorite
A cozy living area features a brown leather sofa next to a white coffee table. A decorative rug with star patterns lies on the floor. A green potted plant adds a natural touch, complemented by a television on a media unit. Light enters from the window.
Apartment in Chester
4.97 out of 5 average rating, 266 reviews

Cozy Waterfront Apartment Chester, MD

DeidreRating, 5 stars2 weeks ago
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.
Superhost
A large window frames a view of the marina, featuring sailboats and calm waters. A decorative sign with the word 'EAT' is positioned on the windowsill, while a glass dining table reflects the natural light flowing in.
Apartment in Solomons
4.74 out of 5 average rating, 34 reviews

Waterfront Solomons Apartment

JoAnnRating, 5 stars1 week ago
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.

Waterfront house rentals

Guest favorite
A collection of various fossilized shark teeth is displayed on an orange background. The teeth are of different sizes and shapes, showcasing both small and large specimens, with some exhibiting intricate details. The vibrant color of the background contrasts with the dark tones of the teeth.
Home in Lusby
4.94 out of 5 average rating, 94 reviews

Soul Oasis - home on the Chesapeake Bay

LynnRating, 5 stars1 month ago
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!
Guest favorite
Adirondack chairs are arranged on a grassy area facing the water. The sun is setting, casting a warm glow over the bay, with soft reflections visible on the surface. Trees provide shade, enhancing the serene outdoor setting.
Home in North Beach
4.93 out of 5 average rating, 67 reviews

A Little Piece of Paradise - Waterfront Home

LisaRating, 5 stars3 days ago
It was a great stay and a perfect location for our quick family back east. It was very comfortable, clean and a the right size for our family of 4. It was nice to have our own place to stay and not to far from our family. We didn’t spend much time in the town but it looked cute with shops, cafes and restaurants. We had great communication with Maria, she was very quick to respond. Thanks for a great and comfortable stay!!
Top guest favorite
A spacious living area features large windows offering unobstructed views of the water. A comfortable sectional sofa is complemented by decorative cushions. A coffee table is positioned in front, with planters adding greenery. A wall-mounted television is visible, alongside a cozy fireplace.
Home in North Beach
5 out of 5 average rating, 140 reviews

Waterfront, Dog-friendly, Hot Tub, Peleton

AnnaRating, 5 stars2 weeks ago
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!
Superhost
A spacious living area is featured, showcasing a floral-patterned sofa and a glass coffee table. Decorative elements such as potted plants and an ornate display cabinet with collectibles create a homey environment. Natural light fills the space from large windows, enhancing the warm tones of the decor.
Home in Lusby
4.88 out of 5 average rating, 41 reviews

Waterfront home with three bedrooms,3 full baths

BreckRating, 5 stars2 days ago
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!
Guest favorite
A bright and airy living area features a high vaulted ceiling and large windows, providing views of the waterfront. Comfortable leather seating is arranged around a coffee table, with a spacious dining table nearby. Light-colored walls create an open and inviting atmosphere.
Home in Saint Leonard
5 out of 5 average rating, 5 reviews

Waterfront Home, Spectacular View & Private Beach!

MargaretRating, 5 stars2 weeks ago
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.
Top guest favorite
Home in Prince Frederick
5 out of 5 average rating, 15 reviews

Downs By The River

JeffRating, 5 stars1 day ago
We had a very enjoyable stay at this perfect River House. The place was warm and comforting, with some of the most amazing views you can find. We arrived shortly after check in time, and easily let ourselves in with the lock box code & key. Everything inside looked just like the pictures, and we weren't disappointed! If you're looking for some beautiful river views, right on the water, with your own private water access and dock, this is the place for you. We were in town for a wedding a few houses down, and this place couldn't have been any better for us. We were able to walk to & from, which was a huge bonus for after the reception...Cheers :) We enjoyed eating out a couple times in town, and really liked Brick Wood Fired Bistro & Traders Seafood Steak & Ale. We would highly recommend this property for anyone looking for a peaceful river stay, and will surely return someday in the future! Thanks for your hospitality!
Guest favorite
A charming house is situated within a fully fenced yard, featuring a gravel driveway and neatly manicured lawn. The front porch is complemented by steps leading to the entrance, surrounded by vibrant landscaping. Clear skies and clouds provide a serene backdrop.
Home in Chesapeake Beach
4.96 out of 5 average rating, 55 reviews

Bahia Breeze - Beachfront Cottage

KellyRating, 5 stars2 weeks ago
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.
Guest favorite
A serene waterfront view showcases the Chesapeake Bay, stretching towards the horizon under a clear sky. The shoreline features wooden docks and gentle waves, while quaint homes are seen along the sandy beach. Green trees provide shade in the foreground.
Home in Saint Leonard
4.9 out of 5 average rating, 130 reviews

Perfect Bay and Beach Getaway one hour from DC!

cherylRating, 5 stars7 months ago
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.

Waterfront condo rentals

Superhost
The living area features a comfortable blue sectional sofa paired with a light-colored accent chair. A round metallic coffee table rests on a patterned area rug. Two lamps with white shades provide soft lighting, while large windows offer natural light and views of the outdoors.
Condo in Annapolis
4.71 out of 5 average rating, 7 reviews

Waterfront Eastport Condo w Rooftop Pool & Parking

IanRating, 5 stars2 weeks ago
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.
Guest favorite
A covered deck features comfortable seating with blue lounge chairs and a glass-topped table. A view of the surrounding neighborhood reveals green spaces and nearby structures, while the calm riverfront is visible in the distance under a clear sky.
Condo in Colonial Beach
4.9 out of 5 average rating, 10 reviews

Beach Haven - 3BR with River Views

ErnestRating, 5 stars6 months ago
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.
Guest favorite
An aerial view captures the condo building with a red roof, framed by a sandy beach and the Chesapeake Bay. A wooden pier extends into the water, where gentle waves create rippling patterns. The surrounding area includes a path lined with trees and beachgoers enjoying the day.
Condo in North Beach
4.96 out of 5 average rating, 24 reviews

Unbelievable beach views for 6

BriannaRating, 5 stars2 weeks ago
So close to the beach. Tranquil. Clean. So responsive. I want to stay here everytime I come. We had a lovely time.
Top guest favorite
A round swimming pool is centrally located, surrounded by lounge chairs and a wooden deck. Sailboats are visible in the marina beyond, with lush greenery lining the water's edge. An umbrella provides shade over a seating area, adding to the tranquil outdoor setting.
Condo in Annapolis
4.96 out of 5 average rating, 281 reviews

Annapolis Waterfront Condo - Unit #: A-203

AnnaRating, 5 stars2 weeks ago
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!
Top guest favorite
A comfortable living area is displayed, featuring a sectional sofa and a coffee table on a textured rug. A wall-mounted television is visible, alongside a stylish fireplace. The open layout connects to the kitchen area, with warm lighting illuminating the space.
Condo in Annapolis
4.98 out of 5 average rating, 83 reviews

Charming Annapolis Waterfront Condo

AmberRating, 5 stars6 days ago
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.

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