
Holiday rentals with beach access in St. Mary's County
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Top-rated rentals with beach access in St. Mary's County
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The River House: A private waterfront oasis…
Cozy up by a roaring fire with your partner and relish the winter chill! This private waterfront retreat offers panoramic water views of the Potomac River and sits at the mouth of Breton Bay. At the end of the road and occupying two acres, the property is a private oasis of year-round natural beauty. You’ll have 650’ of waterfront to yourself to lounge at the waterside tiki-bar deck, on the screened-in porch, on the house deck, in the yard or on the hammock. Kayak, canoe, chill however you like!
ViewBeachIndoor spaces
4.94 out of 5 average rating, 100 reviews
The River House, a Wicomico Beach Retreat
Located right on the water of the Wicomico River with a private sandy beach, The River House will become your favorite retreat! This 5 bdrm, 3 bath fully stocked home has all the convenience of modern construction (including wifi) but maintains the vintage charm of the original property. The acre+ plot is very private with spectacular forest & water views. Fun can be found in every direction and for all ages! It has two bottom floor bed/bath combos, plus a fabulous sleeping loft for the kids!
WalkabilityBeachCondition
4.91 out of 5 average rating, 129 reviews
Beach Front and 'Perfectly Placed'
Escape to our charming Potomac River waterfront cottage, complete with 2 cozy bedrooms, 1 tastefully appointed bathroom, and stunning river views. Enjoy a comfortable living area with large windows, a fully equipped kitchen, and an outdoor picnic table. Perfect for small families or friends seeking a peaceful retreat, our cottage is conveniently located just a short drive from local restaurants and shopping. Come relax, unwind, and make unforgettable memories on the beautiful Potomac River.
ViewWalkabilityCheck-in
4.96 out of 5 average rating, 276 reviews
Historic St. Mary's City, MD
1,000 square foot two-bedroom, one bath waterfront apartment features separate entrance and a screened-in porch overlooking the St. Mary’s River. Property has a large dock and a small private beach. Jellyfish, crabs, and oysters make swimming challenging, although many swim off the dock in the deeper water. No Diving! Dogs are welcome. We just ask that they be on a leash. The apartment is attached to part of the house where we reside, although it is sealed off and nothing is shared.
ViewWalkabilitySleep quality
4.97 out of 5 average rating, 625 reviews
Old World Cottage/Fabulous Sunsets/Polite Pets OK
Immaculate cottage with old world detail and large stone patio. Easement to water to enjoy the fantastic Southern Maryland sunsets dipping beyond the Potomac River. Situated in St Mary’s County near Piney Point and St George’s Island. A short walk to Tall Timbers Marina. Boats and polite pets are welcome with prior approval. Central heat & air conditioning, Front-yard fire-pit, Fast Internet, Smart TVs, Cable 2 Plastic Kayaks Fully stocked Kitchen, and bedding Crab net Fish Table
BeachViewPool
4.89 out of 5 average rating, 133 reviews
Living on Island Time
Relax with the whole family and spend life on Island Time. Full bar set up with ice maker and wine refrigerator. Private pier, paddle boards and firepit. Unwind on St Goerge Island or head out to one of the local eateries for some southern Maryland faire. Inside you have 2 spacious rooms, 2 bathrooms. A massive island for cooking, card playing or just great conversations with endless views. Crabbing, fishing. The Neighbors have 2 Great Danes and a cat that you may see occasionally
BeachViewComfort
5.0 out of 5 average rating, 171 reviews
Its always a good day by the water!
Enjoy our private Loft apartment with exclusive beach access, fast WiFi, Smart TV, and cozy touches that make you feel at home. You have a private entrance, so come and go as you please! Note: We are a peanut-free and smoke free property. RELAX in our chic, private loft just minutes from Chesapeake beaches and 10 minutes from Solomons Island & Calvert Cliffs. You will have private access to our amazing beach-- just a 5 minute drive away. Please let us know if you plan to use it!
ViewBeachLocation
5.0 out of 5 average rating, 427 reviews
Waterfront home, private dock
Relax right next to the water in this tranquil Montross getaway. Fish, crab, kayak, paddleboard, or just sit on the swing and watch dolphins, eagles, herons, and stingrays from your private dock. Dine outdoors on the spacious deck, spend some some quality family time with an in-ground trampoline, tree swing, cornhole, bocce ball, spikeball, and a unique custom-built treehouse. Or just stay inside, relax, and enjoy the views, with an indoor electric fireplace and jacuzzi bathtub.
ViewBeachPets
4.97 out of 5 average rating, 111 reviews
Private beach retreat in historic St. Mary's City
Nestled next to historic St Mary's City and a lovely state park, your newly renovated Lucas Cove Beach home awaits you with your own private sandy beach and pier with vast views of the water, new salt water hot tub steps away from the beach, four beautifully furnished bedrooms with Casper mattresses, an upstairs deck with Adirondack chairs to take in the water views and amazing sunrises while sipping a beverage or just relaxing, high speed Wi-Fi. Kayaks available for rent.
BeachViewCondition
4.96 out of 5 average rating, 190 reviews
Spacious Gorgeous Waterfront Home with Sunset View
Dreamy weekends on the water, the perfect getaway for the entire family and friends in the southern tip of St Mary’s peninsula. This gorgeous newly remodeled house with 5 Bedroom 3.5 Bath sleeps 10 very comfortably. Wake up with amazing water views and access to the water with your own private pier. Spend your day crabbing, fishing, kayaking, or paddle boarding. Amazing beaches at Point Lookout State Park, just a few minutes away. High speed internet, WiFi, and cable.
BeachViewLocation
4.87 out of 5 average rating, 169 reviews
Waterfront Cottage on the Potomac River
Escape to our serene waterfront cottage on the Potomac River, just 2 hours from Washington D. C. and the Richmond area. This retreat comfortably sleeps 5 and features a private pier for fishing, a sandy beach for relaxing, cozy sun room for reading, and breathtaking water views. Enjoy a fully stocked kitchen, fast WiFi, and a spacious deck. The perfect spot for a romantic weekend, a special celebration or a simple peaceful retreat.
BeachViewCondition
4.99 out of 5 average rating, 218 reviews
Historic Rousby Hall, Waterfront, Pool, Beach
Rousby Hall is a stunning waterfront estate on the Patuxent River, just outside Solomons Island, with sweeping views of where the river meets the Chesapeake Bay. The private 16-acre property is bordered by a conservation area and a 300-foot private beach. Year-round amenities include a pier and an in-ground pool with amazing river views. The estate also hosts weddings and events for up to 100 guests (event fee is additional).
ViewBeachLocation
4.99 out of 5 average rating, 178 reviewsPopular amenities for rentals with beach access in St. Mary's County
Apartment rentals with beach access

Serenity Suite on Chesapeake Bay
BeachViewValue
4.96 out of 5 average rating, 253 reviews
Heron Cove
ViewCheck-inRiver
4.98 out of 5 average rating, 63 reviews
Coastal Hideaway near CalvertCliffs • Beach Access
BeachHikingSleep quality
4.93 out of 5 average rating, 15 reviews
The Loft at Flag Harbor
WalkabilityViewTV
4.89 out of 5 average rating, 19 reviews
Unique waterviews on St. George Island
View
New place to stay
Carriage House Studio | Vickers House Retreat
New place to stayHouse rentals with beach access

Cove Point Cottage with Chesapeake Bay views
WalkabilityViewCheck-in
4.98 out of 5 average rating, 260 reviews
Waterfront with sweeping bay view & private beach
BeachWalkabilityLocation
4.97 out of 5 average rating, 113 reviews
Waterfront 4-BR home w/ hot tub & charging station
BeachViewLocation
4.99 out of 5 average rating, 142 reviews
Waterfront Home on the Chesapeake Bay-Pvt Beach
BeachViewGetting around
4.95 out of 5 average rating, 189 reviews
Osprey's roost: Spring and summer 2026
WalkabilityViewLocation
4.96 out of 5 average rating, 185 reviews
Spacious Lake House at the Chesapeake Bay
WalkabilityBeachRiver
4.92 out of 5 average rating, 107 reviews
Coastal Waterfront Escape Fire Pit, Dock & Kayaks
WalkabilityBeachCheck-in
4.96 out of 5 average rating, 106 reviews
Riverfront Home w/Dock · Fire Pit · Kids Play Area
BeachViewSleep quality
4.92 out of 5 average rating, 105 reviewsOther holiday rentals with beach access

Hideaway on the Bay: Waterfront Vintage A Frame
BeachViewNearby
4.91 out of 5 average rating, 269 reviews
“Cabana by the Bay”-tiny home on a pier!
BeachViewHeating
4.96 out of 5 average rating, 742 reviews
Hot Tub Hideaway by Shark Tooth Shores
WalkabilityBeachKitchen
4.85 out of 5 average rating, 101 reviews
Waterfront on St. Leonard Creek at Fort Hill
ViewBeachNearby
4.98 out of 5 average rating, 119 reviews
Charming Waterfront Home with Expansive Views
WalkabilityBeachParks
4.92 out of 5 average rating, 119 reviews
Cozy Lakeside Studio Retreat.
WalkabilityViewGrill
4.97 out of 5 average rating, 237 reviews
Waterfront Solomons Island art cottage
ViewBeachQuiet
4.86 out of 5 average rating, 287 reviews
Bayfront Walk-Out Beach Home | Sunrise & Fire Pit
ViewBeachGetting around
4.99 out of 5 average rating, 113 reviewsDestinations to explore
- Beachfront rentals St. Mary's County
- Flat rentals St. Mary's County
- Rentals with a hot tub St. Mary's County
- Rentals with lake access St. Mary's County
- Cottage rentals St. Mary's County
- Guest house rentals St. Mary's County
- Pet-friendly rentals St. Mary's County
- Family-friendly rentals St. Mary's County
- Rentals with a kayak St. Mary's County
- Waterfront rentals St. Mary's County
- House rentals St. Mary's County
- Rentals with pools St. Mary's County
- Rentals with beach access Maryland
- Rentals with beach access United States





