Beachfront vacation rentals in Southern Maryland

Find and book unique beachfront homes on Airbnb

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Popular amenities for Southern Maryland beachfront rentals

Pet-friendly beachfront home rentals

Top guest favorite
Guest suite in Dunnsville
5 out of 5 average rating, 265 reviews

The Bird's Nest at Holly Bluff-Riverfront. Beach.

DanielRating, 5 stars3 days ago
It ought to be a collection of Such's and So's. Such a nice place and so quiet. So well decorated with taste and quality materials. Such a relaxing spot so close to the water. So so so good cookies and muffins. And last but not least, so nice people. Very lively and cheerfull Tanya, very calm, quiet and peacefull John (still amazed, 40 years later and apparently, by his wife who may still have more energy than any soldier he faced throughout his carreer . Is there any use to add we enjoyed very much being there and highly recommend the Birds nest ? Daniel
Guest favorite
Tiny home in Solomons
4.96 out of 5 average rating, 626 reviews

“Cabana by the Bay”-tiny home on a pier!

KatelynRating, 5 stars5 days ago
So peaceful! Mad we haven't found this place sooner
Superhost
Apartment in Cambridge
4.91 out of 5 average rating, 124 reviews

Little Slice of Cambridge. Newly listed, 2 bedroom

LesleyRating, 5 stars4 months ago
We had a winter visit and despite it being freezing outside the house was nice and toasty and we appreciated the fast hot water for showering. No fenced yard for our dog but it's a nice area to walk around. Central location, close to restaurants. Would stay again.
Top guest favorite
Apartment in Lexington Park
4.97 out of 5 average rating, 558 reviews

Historic St. Mary's City, MD

MatthewRating, 5 stars2 weeks ago
We had a very enjoyable place in such a unique space -- right on the water with an amazing pier. The hosts made excellent recommendations.
Superhost
Cottage in Lottsburg
4.9 out of 5 average rating, 102 reviews

Charming Waterfront Home with Expansive Views

MichaelRating, 5 stars5 months ago
We loved the house; cozy, nicely decorated, with many pieces of original art that really added character. The kitchen is well stocked for those who like to cook. The location right on the water was wonderful, and Nancy provided kayaks, which we took advantage of. Our dog was beside himself with so much room to run. Nancy’s daughter and family live next door, and we spent quite a few hours enjoying conversation and local knowledge with them. We would go back again.
Guest favorite
Home in Onancock
5 out of 5 average rating, 17 reviews

Leave your paw prints by the bay

RobertRating, 5 stars4 months ago
Excellent home. Was attached to another dwelling but felt very private as no one was next door during our stay. Host was very accommodating, neighbors extremely friendly. Lots of dogs being walked in the surrounding area. Roads very safe to go for an extended walk. Winds coming off the water surprisingly strong at times; was impressed at how secure the house seemed during stormy winds. Best part of the stay was being right on the water of the river/bay.
Superhost
Home in Dunnsville
4.75 out of 5 average rating, 142 reviews

Cozy & Content River Retreat Beach Hot Tub & Games

MichaelRating, 5 stars2 months ago
Incredibly peaceful and comfortable. looking forward to returning in warmer weather and for a longer stay. We were seeking a quiet place for renewal and relaxation and the little yellow cottage met all our needs. We stocked up on local seafood from nearby Warsaw to cook, woke up with the birds for breathtaking sunrises and soaked in the amazing hot tub with an incredible view. As a bird geek in training, I had an amazing assortment to watch and enjoyed the views from the dock and the deck each day. We experienced a heavy downpour for a great deal of our stay,but a trip to town and hunkering down with our books, puzzle and more hot tub were the perfect antidote. We might share the space with friends or family next time, as there was plenty of space. However, our trio of 2 humans and our puppy pal might just escape alone again! Thanks for sharing this letter slice of heaven on the "Rivah." We'll be back!
Guest favorite
Apartment in Annapolis
4.92 out of 5 average rating, 101 reviews

Dazzling day/night water views,1st class amemities

ThomasRating, 5 stars6 months ago
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.

Beachfront home rentals with a pool

Top guest favorite
Home in Montross
4.98 out of 5 average rating, 41 reviews

Game-Themed Waterfront Fun! Dock-Boats-King Suite

NiyaRating, 5 stars3 weeks ago
I stayed here with my three kids for a little getaway, and we had the best time. The place was super clean and spacious, and the modern decor and finishes were clearly chosen with care—it just felt really good to be there. The game rooms were such a fun touch, each with its own theme, and the kids were obsessed! One of our favorite parts was the scavenger hunt—it was such a fun and unexpected surprise, and it gave us a memory we’ll definitely hold onto. The host was incredibly kind, polite, and respectful. Overall, it was just a great experience and a really special trip with my kids.
Top guest favorite
Home in Lusby
5 out of 5 average rating, 15 reviews

Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit

DeniseRating, 5 stars6 months ago
The area and view are beautiful and the home's decor is welcoming. The home was very comfortable for our family group and had a VERY well-stocked kitchen. The master bed was VERY comfortable as were the rest of the beds. My husband and I slept well. We all felt at home. MJ was very responsive when I had questions and communicated about the property in clear, concise language. The host provided many outdoor recreation opportunities, which included paddleboards, kayaks, and life jackets. There was a nice sized pool but we were visiting out of season so we did not use it. The exercise room downstairs has a lot of equipment. We all enjoyed our time together. Our family is asking to come back again next year. Thanks for a great stay!
Guest favorite
Apartment in Colonial Beach
5 out of 5 average rating, 23 reviews

Sandy Feet Retreat - Beachfront

RosemarieRating, 5 stars1 week ago
Sandy Feet Retreat in Colonial Beach was a great place to take my daughter and the grandkids for a 3 day Spring Break holiday. The condo was beautifully furnished and very well located on the boardwalk. My family loved having access to the beach right outside the condo and spent many hours collecting shells and sea glass. Fishing from the pier was a thrill for my grandson. I enjoyed peaceful mornings on the balcony and evening time there listening to the waves each day. Thank you Brittany for everything you do to assure a lovely stay for your guests.
Superhost
Cottage in Heathsville
4.83 out of 5 average rating, 75 reviews

Riverfront Retreat with PRIVATE POOL and BEACH!!

AllyRating, 5 stars8 months ago
This was a wonderful getaway for my family and friends. We had two toddlers that loved the river beach and pool. There were plenty of toys to keep the kids and adults busy!
Top guest favorite
Home in Kent Narrows
5 out of 5 average rating, 298 reviews

Chester Riverfront At Kent Narrows

MichaelRating, 5 stars4 days ago
Beautiful location on the water with all the amenities one could ask for. Thanks for having games and jigsaw puzzles (with all the pieces!). Gracious and responsive hosts who made sure we felt welcome and at home. We’ll be back!
Guest favorite
Vacation home in Queenstown
4.98 out of 5 average rating, 53 reviews

Heart of the Chesapeake

BrendaRating, 5 stars4 months ago
Beautiful property with stunning views! plenty of room for everyone! It is a perfect place for kids. I was shocked at how clean and well stocked the kitchen was. We cooked breakfast every morning for 11 and Thanksgiving dinner for 25 with ease. I would definitely stay here again

Private beachfront home rentals

Guest favorite
Home in Colonial Beach
4.83 out of 5 average rating, 18 reviews

Doug's Paradise

MatthewRating, 5 stars4 months ago
Stayed here to see a few friends who live in the Ebb Tide area. The house was clean, spacious and well equipped. We were only two people but with the sun room it was clear to see there are a few options for people to spread out and not feel on top of each other. This is a nice peaceful area about 15 minutes away from downtown colonial beach and a great location for a getaway. I would stay here away without hesitation.
Guest favorite
Home in North Beach
4.92 out of 5 average rating, 64 reviews

A Little Piece of Paradise - Waterfront Home

MandyRating, 5 stars3 months ago
A great find, and just what we needed! It was perfect for my husband, myself and our teenage son. We took the upstairs bedroom and he had the downstairs bedroom. We loved the fire pit outside and having a front row seat to the bay. The house was quaint and just perfect for the three of us. We enjoyed walking around North Beach, and also enjoyed a couple of their great restaurants, even in the off season!
Top guest favorite
Home in Colonial Beach
4.97 out of 5 average rating, 113 reviews

Sunrise Waterfront Potomac Beach Haus

CarmenRating, 5 stars2 weeks ago
Heather was an amazing host, and the home was absolutely beautiful. Waking up to the waterfront views and the peaceful early morning walks are only some of the reasons why I would stay again. If you are looking for a peaceful getaway, look no further.
Superhost
Cabin in Lusby
4.84 out of 5 average rating, 171 reviews

2-bedroom lake-house with a magnificent view

MohamedRating, 5 stars1 week ago
Beautiful house and beautiful view. Outdoor jacuzzi with the view is not to be missed! Gorgeous and clean home. The private site made it an amazing getaway from busy life. Thank you, we will be back soon!!!
Guest favorite
Home in Colonial Beach
4.98 out of 5 average rating, 60 reviews

Waterfront Paradise with own Beach, Kayak, & Grill

SonjaRating, 5 stars4 months ago
We loved this snug, little spot on the water. Watching the sunrise over the water made for enjoyable mornings. It had a full kitchen that made cooking our meals very easy. Two seating areas in the living area gave us room to spread out. Fast wifi....I even stayed online while I was down by the water. I wasn't a huge fan of the overly curious swans, but I did find some really nice pieces of sea glass down by the water. The heat in this house was great.
Guest favorite
Home in Reedville
4.94 out of 5 average rating, 35 reviews

Summer Breeze waterfront new home-Private Beach

JamesRating, 5 stars2 days ago
This is a great place for a relaxing family getaway. The property is right on the water with a nice dock you can walk out on every morning. They even have chairs already out there so you can sit and drink your coffee, read, etc. The house itself was very clean with tons of supplies provided. There are grocery stores and restaurants not too far away. Would highly recommend.
Guest favorite
Home in Cobb Island
4.98 out of 5 average rating, 45 reviews

River Front 3 bedroom home with pier and beach.

JenniferRating, 5 stars5 months ago
Our family traveled from South Carolina for a funeral in LaPlata MD (a short drive away from this home). Jane's property was just what we needed to accommodate our family of 6. The house was clean, comfortable and well equip with everything that was needed. The ping pong table in the garage provided much needed entertainment when we had down time. The views were absolutely beautiful and we can not wait to come back. While there we enjoyed crabs at Captain John's crab house a couple of miles away. I would totally recommend this home to anyone that is traveling for business, leisure or just a peaceful, quiet getaway. Thanks Jane for your hospitality and sharing your beautiful home with us.
Guest favorite
Home in Stevensville
4.96 out of 5 average rating, 89 reviews

25-50% Off~Private Beach~Hot Tub~Fire Table~

KeelanRating, 5 stars2 weeks ago
Beautiful house in a picturesque location. My daughters enjoyed wading into the Chesapeake Bay from the (small) private beach on the property and drawing pictures in the sand. We also enjoyed watching a heron that was hanging out for a while on the neighbor's pier (the binoculars provided that Nancy and Tom provided were a nice addition).

Destinations to explore