
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
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, 172 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
Pizza Friday
Magnificent 26-acre waterfront property just off the Potomac River. This secluded, quiet waterfront oasis boasts four-bedroom and two-full baths with large picture windows offering panoramic water views from almost every room. The large updated kitchen features stainless appliances, ample cabinetry, granite countertops, and a breakfast nook. There is a large sunny dock, a pizza oven, kayaks and a canoe to enjoy the water. If you're looking for the perfect weekend getaway, this is it!
4.93 out of 5 average rating, 104 reviews
Waterfront Home: Osprey Getaway
Welcome to The Osprey Getaway! This spacious home is the perfect destination for families seeking a relaxing retreat. Our home is not far from Solomon’s Island, Patuxent River Naval Air Station, St. Mary’s College of Maryland, and historic Leonardtown. Here you'll find an open floor plan and plenty of space to unwind and take in your surroundings. Enjoy the peace and quiet of Cuckold Creek and the beauty of our newly renovated home. We can't wait to share our home with you!
4.99 out of 5 average rating, 109 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.
4.86 out of 5 average rating, 170 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
Good Vibe Villa, Tiny houseboat
This tiny houseboat sits permanently on a boat lift, so you will have the unique experience of being over water without the risk of sea sickness! Located in the heart of quaint Solomons Island, this is a great stay if you love being near the water. Unparalleled views from your private porch. Please note, due to extensive pet damage we have changed this property to strictly no animals. You will be asked to leave if you arrive with a pet.
4.98 out of 5 average rating, 204 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, 255 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, 92 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 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
Old World Cottage/Fabulous Sunsets/Polite Pets OK
4.89 out of 5 average rating, 133 reviews
Waterfront home, private dock
4.97 out of 5 average rating, 111 reviews
Waterfront 4-BR home w/ hot tub & charging station
4.99 out of 5 average rating, 142 reviews
Waterfront, 3 Beaches, Dock+Kayak, Potomac, Dog OK
4.98 out of 5 average rating, 161 reviews
Osprey's roost: Spring and summer 2026
4.96 out of 5 average rating, 185 reviews
Osprey Landing - Peaceful Waterfront home and Dock
4.98 out of 5 average rating, 152 reviewsOther waterfront holiday rentals

Hideaway on the Bay: Waterfront Vintage A Frame
4.91 out of 5 average rating, 269 reviews
Breton Breeze
4.92 out of 5 average rating, 159 reviews
Cove Point Lighthouse Keeper's House- Side A
4.9 out of 5 average rating, 119 reviews
Little House by the water
4.94 out of 5 average rating, 188 reviews
Cozy Lakeside Studio Retreat.
4.97 out of 5 average rating, 238 reviews
Peaceful Waterfront Retreat on The Bay
4.89 out of 5 average rating, 323 reviews
Waterfront on St. Leonard Creek at Fort Hill
4.98 out of 5 average rating, 119 reviews
Private Beach Oasis, Arcade & Theater
4.91 out of 5 average rating, 106 reviewsDestinations to explore
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