Beachfront holiday rental in St. Mary's County

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Popular amenities for St. Mary's County beachfront rentals

Pet-friendly beachfront home rentals

Top Guest favourite
Apartment in Broomes Island
5 out of 5 average rating, 42 reviews

Beautiful waterfront apartment in Broomes Island

LisaRating, 5 stars3 weeks ago
We loved our stay! Len and Shannon are incredible hosts! Every sunset from the deck was perfect! Having the convenience store below was also nice for grabbing a snack. We wish we could have stayed longer! I would highly recommend the stay! A++++++++++++++
Guest favourite
Home in Lottsburg
4.96 out of 5 average rating, 47 reviews

Waterfront Escape!

ThomasRating, 5 stars5 days ago
We had an amazing stay at Ryan’s place for our Father’s Day weekend fishing trip! Ryuan was a fantastic host—very accommodating, responsive, and made sure we had everything we needed. The home was just what we hoped for and helped us create some wonderful memories. Thank you for making our trip extra special, Ryan! Would absolutely stay again.
Guest favourite
Home in Drayden
4.87 out of 5 average rating, 55 reviews

Spacious and peaceful w/ private beach & boat ramp

JulissaRating, 5 stars2 months ago
Loved it so much great view and everything!
Guest favourite
Home in Montross
5 out of 5 average rating, 23 reviews

Cozy cottage with water access

ToddRating, 5 stars3 weeks ago
Great for a group/family weekend getaway. Erin and Aryn are very hospitable hosts and provided all the essentials. Everything in the kitchen and all the light switches are clearly labeled, making it easy to navigate.
Guest favourite
Home in Leonardtown
4.96 out of 5 average rating, 68 reviews

The River House: A private waterfront oasis…

ChrisRating, 5 stars6 days ago
What can we say? John's property was everything we hoped it would be. The back yard is full of fun yet also serene and peaceful. The water is perfect for floating in a tube, kayaking, or just wading in and cooling off. The house has everything anyone could want. As an added bonus, you'll enjoy watching an Osprey family, Herons, Ducks, Mockingbirds, Blue Jays, Cardinals, and even some Minks and a Groundhog. The firepit is perfectly placed by the water for a morning fire as the mist rises, and especially in the evening for spectacular sunsets over the bay. Even getting there is a joy, as you go down a quiet country road lined with beautiful farms, quaint churches, and plenty of deer and wildlife. If your looking for a tourest trap vacation, then Leonardtown is not for you. But if you want a quiet getaway with all the amenities, then this is your place!
Superhost
Cottage in Port Republic
4.8 out of 5 average rating, 186 reviews

Shewell’s Cottage by the Shore

ChristopherRating, 5 stars2 weeks ago
We had a great stay, it was exactly the relaxing family vacation we were looking for! Hyrum and Lisa were excellent hosts and made sure we had all the information we needed and everything was going well throughout the stay. Thank you Hyrum and Lisa!
Top Guest favourite
Cottage in Lusby
4.98 out of 5 average rating, 278 reviews

Gettin to the point. ( Cove Point Beach)

BarbRating, 5 stars6 days ago
Have now stayed here twice and love it so much we just booked our next visit. It's a lovely and comfortable home!
Guest favourite
Home in Saint Leonard
4.9 out of 5 average rating, 130 reviews

Perfect Bay and Beach Getaway one hour from DC!

cherylRating, 5 stars8 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.

Beachfront home rentals with a pool

Top Guest favourite
Home in Montross
4.98 out of 5 average rating, 45 reviews

Game Themed Water Fun! Boats+Pool+Beach+King Bed

AlishaRating, 5 stars5 days ago
Absolutely beautiful stay! The cabin has the cutest theme and the proximity to the water was great and a gorgeous view. Abby and family was so kind, responsive, and great hosts. Would highly recommend this getaway!
Top Guest favourite
Home in Lusby
5 out of 5 average rating, 16 reviews

Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit

DeniseRating, 5 stars7 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!
Top Guest favourite
Home in Montross
5 out of 5 average rating, 11 reviews

The Sandcastle. Elevator, house holds 24 guests

KaitlynRating, 5 stars1 week ago
This was truly amazing and worked out so well for our group. We had a number of young children in attendance and the beach / yard / home felt very kid-safe with natural boundaries. Frank was a fantastic host, great communication and worked through any questions quickly. We all kept saying through-out the weekend how lucky we were to find such an amazing spot to enjoy our friendship. Thank you Frank!
Home in Piney Point
5 out of 5 average rating, 5 reviews

Luxury Waterfront Beach House on the Potomac Rvr

MadelineRating, 5 stars3 weeks ago
The house is beautiful and very large. Three families with kids had plenty of room to spread out. The views are just as pictured and the finishes were all high end. As we knew from the listing, the pool was right on the deck with no fence, and this was stressful with our younger kids (as were the stairs). This wasn't a surprise but something to keep in mind if you're traveling with small kids. As another review pointed out the house feels out of place in the neighborhood. Melanie was very responsive and helpful and we had a great trip.
Superhost
Home in Montross
5 out of 5 average rating, 3 reviews

The River House

LauraRating, 5 stars3 weeks ago
We spent some wonderful days in this house, it's spacious, beautiful and clean. We enjoyed the kayaks, paddle boards, jacuzzi, and the spectacular views of the river. Frank is an excellent host, very responsive. We definitely recommend this house for a relaxing and fun stay.
Private room in Port Republic
5 out of 5 average rating, 7 reviews

Scientists Cliffs Beach Queen Bedroom 1 hr from DC

AlejoRating, 5 stars66 months ago
Terry’s place was just what I was looking for. This quiet neighborhood is located on the beautiful cliffs along the Chesapeake. The beach was truly magical. It was so peaceful and I enjoyed walking along and collecting fossils and shells. Terry was such a friendly and gracious host making sure we had everything we needed. The room was clean and the bed was very comfortable. She let us use her space and guided us to many activities and attractions nearby. We really enjoyed hiking the nearby wooded trails as well. She even took us sailing! We look forward to visiting Terry’s place again!
Superhost
Cottage in Heathsville
4.84 out of 5 average rating, 80 reviews

Riverfront Retreat with PRIVATE POOL and BEACH!!

YVisRating, 5 stars3 weeks ago
Awesome place with my t, we had everything we needed and more. Great location to disconnect and connect with one another. Plenty of space, locals, location and great amenities.
Guest favourite
Villa in Hague
4.98 out of 5 average rating, 56 reviews

Sea Glass Paradise

TaylorRating, 5 stars6 days ago
A great time with our family here! The dock, the paddle boards and kayak were a plus. We really enjoyed our stay!

Private beachfront home rentals

Guest favourite
Cottage in Lottsburg
4.98 out of 5 average rating, 88 reviews

Enchanting Edge of the World Cottage

StacyRating, 5 stars1 week ago
We had a wonderful stay at this beautiful home. The location has breathtaking waterfront views and spectacular sunsets. Very quiet and peaceful neighborhood. The inside was immaculate and equipped with everything we needed. We really appreciated all the extras provided. Charming coastal decor throughout. We had a hiccup checking in but the situation was remedied quickly.
Superhost
Home in Piney Point
4.88 out of 5 average rating, 8 reviews

Serene and Peaceful Getaway

MaryRoseRating, 5 stars3 weeks ago
Nice little getaway on St. George’s island. Very affordable.
Top Guest favourite
Home in Reedville
5 out of 5 average rating, 91 reviews

The View at Jerk Cove - River Escape

KarenRating, 5 stars2 weeks ago
This was our fourth time staying at this amazing place, and it never disappoints! The pictures really don’t do it justice the home is even more beautiful in person. The backyard is so peaceful and well kept, perfect for relaxing while the kids play. What really makes this place special is the stunning lake view, which you can enjoy right from the living room, kitchen, and bedrooms. It’s the perfect weekend getaway for our family cozy and incredibly relaxing. We always feel right at home here and can’t wait to come back again. Highly recommend!
Top Guest favourite
Cottage in Leonardtown
4.96 out of 5 average rating, 95 reviews

Waterfront Cottage ❤️ Private Beach, Dock & Kayaks

WendyRating, 5 stars1 day ago
I think this is my 5th time staying there. Always thinking of my return visit before even leaving!
Top Guest favourite
Cottage in Kinsale
5 out of 5 average rating, 32 reviews

River + Beach Front Cottage 4 BR ADA Northern Neck

EmilyRating, 5 stars8 months ago
We had a wonderful long weekend here! The house is well-equipped and David was even able to secure fishing and crabbing gear so our two kids could try to catch dinner. It is a quiet street of cottages with friendly neighbors in a gorgeous location - the view is so calming. We enjoyed exploring the local area (love the coffee shop and brewery in Montross), kayaking, swimming, and relaxing on the big screened porch. A feature here that you don’t always have at the shore is a great sandy beach! Can’t wait to come back for another getaway.
Top Guest favourite
Campsite in Benedict
4.97 out of 5 average rating, 61 reviews

Beachfront camping under the stars

SarahRating, 5 stars1 month ago
Super fun place really peaceful The house was super nice. I loved waking up in the morning and seeing the sunrise.😁🫶🏻
Top Guest favourite
Home in Montross
4.98 out of 5 average rating, 66 reviews

Welcome to The Gull’s Nest Potomac Riverfront home

DeniseRating, 5 stars1 week ago
The views are amazing!! Water view from main bedroom, living room, dining area AND kitchen. Plenty of space for every one. The bedrooms are very roomy. Host was very responsive and flexible with check in/check out. I highly recommend!
Guest favourite
Holiday home in Heathsville
4.99 out of 5 average rating, 78 reviews

Tranquil Beachfront Getaway on the Chesapeake Bay!

LaurenRating, 5 stars3 weeks ago
Kassandra was very responsive and communicated well. The house is beautiful with the best view. Very nice with small children as far as being able to go back and forth from the beach. My husband also enjoyed some fishing. Everything is well stocked, and what stood out most is the shed with sand toys, beach chairs, and more that are accessible so we didn’t need to pack our own. Also the amount of beach towels and regular bath towels available were great. We will definitely be staying here again.

Destinations to explore