
Waterfront holiday rentals in St. Mary's County
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Top-rated waterfront rentals 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!
4.94 out of 5 average rating, 100 reviews
The Little House on Back Creek
Get away and relax at this peaceful, very private and centrally-located home in the heart of Solomons Island on Back Creek with beautiful water views overlooking Solomons Harbour. The property is shared with Jacqueline Morgan Day Spa and The Blue Shell Gifts and Décor. Just a quick walk to a enjoy a massage, facial, mani/pedi, salon services and shopping! Enjoy fishing, kayaking, bicycling, walk to so many great restaurants nearby and bring your boat! Docking is available during your stay.
5.0 out of 5 average rating, 143 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.
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.
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
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
5.0 out of 5 average rating, 171 reviews
Stunning Sunsets on Breton Bay, Seaside apartment
Charming efficiency apartment decorated with a coastal theme overlooks Breton Bay. Use of pier for hanging out... or crabbing and fishing. Apartment is in the second floor of detached garage on the premises of a private home. Beautiful serene surroundings 5 min. from downtown Leonardtown with shopping, restaurants and events. Area offers historical sites, wonderful parks, a large Mennonite and Amish community, great restaurants and friendly people! 25 minutes from Solomons Island.
4.98 out of 5 average rating, 151 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.
4.97 out of 5 average rating, 110 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.
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.
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.
4.99 out of 5 average rating, 218 reviews
Water's Edge Cottage | Luxury Retreat
We are thrilled to host guests at the newly renovated Water's Edge Cottage -- a serene oasis offering what may be the best views on the Potomac. The rural charm of St. Mary’s County is among Maryland’s best kept secrets -- 90 minutes but a world away from Washington DC (with no Bay Bridge traffic!). We are near historic Leonardtown, boasting one of Maryland’s few remaining town squares (we affectionately call it “Mayberry”).
4.99 out of 5 average rating, 140 reviewsPopular amenities for waterfront rentals in St. Mary's County
Waterfront apartment rentals

Our Little Piece of Heaven
4.93 out of 5 average rating, 254 reviews
Serenity Suite on Chesapeake Bay
4.96 out of 5 average rating, 253 reviews
Heron Cove
4.98 out of 5 average rating, 63 reviews
Furnished Corporate Apartment Near NAS Pax
4.96 out of 5 average rating, 74 reviews
The Solomons Sunset Suite
4.92 out of 5 average rating, 91 reviews
Heron's Rest
5.0 out of 5 average rating, 73 reviews
1BR Solomons Island Home with Private Deck
4.65 out of 5 average rating, 46 reviews
Island getaway-St George Island
4.88 out of 5 average rating, 8 reviewsWaterfront house rentals

Waterfront 4-BR home w/ hot tub & charging station
4.99 out of 5 average rating, 142 reviews
Waterfront Home: Osprey Getaway
4.99 out of 5 average rating, 108 reviews
Waterfront with sweeping bay view & private beach
4.97 out of 5 average rating, 113 reviews
Peace Point - Waterfront, Secluded, Home w/hot tub
4.99 out of 5 average rating, 142 reviews
Osprey Landing - Peaceful Waterfront home and Dock
4.98 out of 5 average rating, 152 reviews
Osprey's roost: Spring and summer 2026
4.96 out of 5 average rating, 185 reviews
Waterfront Home on the Chesapeake Bay-Pvt Beach
4.95 out of 5 average rating, 189 reviews
*Where Eagles Soar* Peaceful Waterfront Retreat.
4.97 out of 5 average rating, 103 reviewsOther waterfront holiday rentals

Little House by the water
4.94 out of 5 average rating, 187 reviews
Cove Point Lighthouse Keeper's House- Side A
4.9 out of 5 average rating, 119 reviews
Good Vibe Villa, Tiny houseboat
4.98 out of 5 average rating, 204 reviews
Hideaway on the Bay: Waterfront Vintage A Frame
4.91 out of 5 average rating, 269 reviews
Pizza Friday
4.93 out of 5 average rating, 104 reviews
Charming Waterfront Home with Expansive Views
4.92 out of 5 average rating, 119 reviews
Island Shanty
5.0 out of 5 average rating, 146 reviews
Cozy Lakeside Studio Retreat.
4.97 out of 5 average rating, 237 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
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- Pet-friendly rentals St. Mary's County
- Family-friendly rentals St. Mary's County
- Rentals with beach access St. Mary's County
- Rentals with a kayak St. Mary's County
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- Waterfront rentals Maryland
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