
Waterfront vacation rentals in Hollywood, St. Mary's County
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Top-rated waterfront accommodations in Hollywood, St. Mary's County
Guests agree: these waterfront accommodations are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Hollywood, St. Mary's County waterfront rentals
Waterfront apartment rentals

Our Little Piece of Heaven
Clean, private space in a quiet and peaceful neighborhood. Extremely kind and responsive hosts. Really appreciated their hospitality and kindness, it was a relief and a huge help to me since I was unfamiliar with the area.

Heron's Rest
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.

Spacious Next Gen Suite.
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!

Escape to Pax River!
My husband and I stayed at Holly’s place for a couple of months and we can’t speak highly enough about it. The place was spotless and everything was top quality. We loved absolutely everything about Holly’s place!!!

Blue Heron on Little Kingston Creek
Dave was a very accommodating host and made sure that were satisfied and communicated quickly and proactively. We are a defense contractor working at the local base and Dave’s place fit our needs perfectly.

Stunning Sunsets on Breton Bay, Seaside apartment
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.

Serenity Suite on Chesapeake Bay
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!

Sandy Feet Retreat - Beachfront
Simply beautiful place, from the spotless interior to the breathtaking view. Brittany was the best host I’ve had! She was incredibly friendly and accommodating with check-in, and communicated regularly to make sure all my needs were met—even left a handwritten card! Even through cold and rainy weather it was a beautiful, relaxing retreat with everything I needed and more, including great restaurants right below. Would love to visit again!
Waterfront house rentals

Sunrise Waterfront Potomac Beach Haus
We had a great stay here. The location is great and less than 2 hours from DC. The house was large and cozy, with everything we needed to enjoy our quiet weekend. The restaurants and breweries in town were also a lot of fun. We fully intend to come back and visit soon!

Waterfront. Spacious. HotTub. Kayaks. DogFriendly.
Jess' home was wonderful. It sits on a beautiful piece of property overlooking the water. The house is spacious - great for families. The ping pong table and reclining couch in the basement were nice! The kitchen was great for all the Thanksgiving cooking we did during our stay. The front yard is fenced, which is great for those with dogs. The hot tub was a delight. We thoroughly enjoyed everything about our stay and would highly recommend it.

Starboard on McKeil Point, w/heated pool & hot tub
Kristin's home was the perfect setting for a peaceful family Christmas! It was a great size for my family (11 adults and 2 kids) to stay comfortably. The kitchen is set up nicely for large groups with 2 ovens, 2 dishwashers and 2 fridges. We spent most of our time relaxing in the large dining and sitting areas as well as enjoying bird watching from the backyard (bald eagles!). Kristin is extremely responsive -- even immediately responding to and helping to fix a plumbing issue (on Christmas Eve!). Would highly recommend this place for your next summer or winter getaway!

Riverhurst on the Potomac
We had such a wonderful stay for our Mother-Daughter weekend! The home was spacious, worked beautifully for the six of us! Sitting on the beautiful front porch watching the sun come up over the river was amazing! Great place for a family stay!! ❤️❤️❤️

Beautiful, serene waterfront property
Very nice stay! Tastefully decorated, beautiful location, well stocked kitchen supplies. It was a nice escape! Highly recommend coffee on the porch for sunrise! We had some members of our party who were acclimated to warmer weather, so an extra comforter or heavy blanket at night would be helpful. That being said, there were lots of throws available in the living room!

Lakefront/Dock, Woods, 3 Beaches, Kayaks, Hot tub
This is a nice home and my group had a nice time there. The house was cozy and the hot tub was a big plus. It was a unique experience to visit in the winter! May seem obvious - but remember the lake may not be usable because of ice!

Beach Please! River cottage w/private beach & dock
This place was perfect. We wanted a relaxing weekend away and Beach, Please delivered! This place has everything you would ever need and everything you didn't know you needed for a fun and relaxing getaway. We hope to come back in warmer weather to take advantage of all the outdoor amenities!!

Waterfront home, private dock
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!
Quick stats about waterfront rentals in Hollywood, St. Mary's County
Total rentals
20 properties
Nightly prices starting at
$115 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
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- Waterfront rentals United States
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- Waterfront rentals St. Mary's County
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