Waterfront vacation rentals in Hollywood, St. Mary's County

Find and book unique waterfront accommodations on Airbnb

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Popular amenities for Hollywood, St. Mary's County waterfront rentals

Waterfront apartment rentals

Top guest favourite
Apartment in California
4.92 out of 5 average rating, 209 reviews

Our Little Piece of Heaven

AmeliaRating, 5 stars1 month ago
Tom & Michele have a lovely apartment with fun snacks and drinks. The bed was comfortable and the place was very clean. The hosts were very responsive as well. I would definitely recommend staying here.
Apartment in Avenue
5 out of 5 average rating, 66 reviews

Heron's Rest

CarinRating, 5 stars29 months ago
So very peaceful. Loved watching the birds fly off an on to the neighboring pier. Fit our needs perfectly and with the well stocked kitchen we were able to prepare our Thanksgiving meal.
Guest favourite
Apartment in White Plains
5 out of 5 average rating, 6 reviews

Spacious Next Gen Suite.

ArLishaRating, 5 stars2 months ago
This was my fourth stay with Theo and every time, it seems like he includes something to make the stay more enjoyable. Very responsive to any questions or issues that arise. Always flexible! I love it there and it is definitely my home away from home! I look forward to my next stay!
Top guest favourite
Apartment in Solomons
5 out of 5 average rating, 28 reviews

Escape to Pax River!

DetraRating, 5 stars1 month ago
Holly’s place was perfect for my long term stay. She was an excellent host, very responsive and thought of the small details. Location is superb! Great restaurants nearby and beautiful water view.
Top guest favourite
Apartment in California
4.98 out of 5 average rating, 85 reviews

Blue Heron on Little Kingston Creek

ScottRating, 5 stars1 week ago
Dave and Karen are wonderful. Everything about our stay was excellent. I would highly recommend this to everyone.
Top guest favourite
Apartment in Leonardtown
4.98 out of 5 average rating, 133 reviews

Stunning Sunsets on Breton Bay, Seaside apartment

LaurieRating, 5 stars3 months ago
This was our second stay! A most serene and beautiful spot. We love the little apartment, it has everything we need. Vickie and Scott are wonderful hosts! They even had a tiny Christmas tree in the apartment for us! We will be back for a longer stay in the summer.
Top guest favourite
Apartment in Port Republic
4.97 out of 5 average rating, 201 reviews

Serenity Suite on Chesapeake Bay

shelleyRating, 5 stars2 months ago
We love staying at Lori's! This is our 3rd stay with her. she's a wonderful host. Everything is exactly as described. We love watching the eagles and the deer right from the back yard. Highly recommend this bnb!
Guest favourite
Apartment in Colonial Beach
5 out of 5 average rating, 22 reviews

Sandy Feet Retreat - Beachfront

AnthonyRating, 5 stars2 days ago
I had a great experience staying at this Airbnb! The host was incredibly welcoming, responsive, and thoughtful throughout the entire stay. Check-in was smooth, and the space was very clean, and exactly as described. The location was perfect—right on the river and was very peaceful listening to the water. I’d absolutely stay here again and highly recommend it to anyone visiting the area. Thank you for a wonderful stay!

Waterfront house rentals

Top guest favourite
Home in Colonial Beach
4.98 out of 5 average rating, 112 reviews

Sunrise Waterfront Potomac Beach Haus

CarmenRating, 5 stars1 week 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.
Top guest favourite
Home in Mechanicsville
5 out of 5 average rating, 70 reviews

Waterfront. Spacious. HotTub. Kayaks. DogFriendly.

ShawnRating, 5 starstoday
This home was absolutely amazing. I highly very highly recommend for anybody looking at this on Airbnb and wondering if they should book this home. The host is awesome. Her instructions were extremely clear and it was just a great unforgettable time. Thanks to our host.
Guest favourite
Home in Colonial Beach
4.78 out of 5 average rating, 165 reviews

Riverhurst on the Potomac

CassandraRating, 5 stars1 week ago
We had a great time in Colonial Beach. The home was lovely and Craig was an excellent host!
Guest favourite
Home in Newburg
4.96 out of 5 average rating, 67 reviews

Beautiful, serene waterfront property

LindaRating, 5 stars4 months ago
The place was beautiful and very clean. My only concern was no blinds downstairs for privacy and the oven needs cleaning. I will rent again.
Superhost
Home in Montross
4.88 out of 5 average rating, 230 reviews

Lakefront/Dock, Woods, 3 Beaches, Kayaks, Hot tub

JulieRating, 5 stars1 month ago
Our children (ages 15-24) loved this place! They spent hours on the lake paddle boarding and kayaking and the hot tub was perfect after a chilly morning on the water. We even found some shark teeth at Shark Tooth Beach! The home was clean and sweet and had lots of treasures from many adventures in the woods and at the beach. ❤️
Superhost
Home in Saint Leonard
5 out of 5 average rating, 3 reviews

Waterfront Home, Spectacular View & Private Beach!

AmberRating, 5 stars1 month ago
I had a wonderful stay at this beautiful house over looking the bay! The views all around the property were absolutely stunning, creating such a peaceful and relaxing atmosphere. I was on a work trip with several coworkers, and the house was incredibly comfortable and spacious —it truly felt like home. The space was clean, safe, and well-maintained, making it the perfect retreat after long workdays. The kitchen was fully stocked with everything needed to prepare a large family meal, which was a huge plus. Most importantly, our host was amazing—she was incredibly kind, attentive, and thoughtful, anticipating our needs before we even had to ask. I would absolutely stay here again and highly recommend this property to anyone looking for a serene and welcoming getaway. Thank you, for such a great experience!
Guest favourite
Home in Montross
4.96 out of 5 average rating, 69 reviews

Waterfront home, private dock

KellyRating, 5 stars4 months ago
Landon was a fantastic host-very responsive and the home was accurate to the description. Our kids absolutely loved the amenities-the trampoline, treehouse, swing, crab pots, and fire pit all got a ton of use! There were also tons of games and books for the kids, and the home was very cozy, with gorgeous views for the adults. We will definitely be back!
Guest favourite
Home in Cobb Island
4.98 out of 5 average rating, 45 reviews

River Front 3 bedroom home with pier and beach.

JenniferRating, 5 stars4 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.

Quick stats about waterfront rentals in Hollywood, St. Mary's County

  • Total rentals

    20 properties

  • Nightly prices starting at

    $112 CAD before taxes and fees

  • Total number of reviews

    1.4K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore