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House vacation rentals in St. Mary's County

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Top-rated house rentals in St. Mary's County

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Home in Montross

4.89 out of 5 average rating, 224 reviews

Lakefront/Dock, Woods, 3 Beaches, Kayaks, Hot tub

Our 3 bed/2 full bath+loft house sits in the woods surrounding a beautiful freshwater lake in a neighborhood on the stunning Potomac River! Come enjoy the nearby attractions or simply do nothing at all! We have kayaks/boats for your use right off the private dock. The community has 3 beaches: a private sandy lake beach with a swimming dock, a river-front sandy beach with 15 million old+ shark teeth, and a fossil cliff beach. Fishing! Seasonal hot tub on patio! Bald eagle sightings! Theater Room!

Home in Hague

4.97 out of 5 average rating, 155 reviews

Osprey's roost: Summer 2023

Hidden treasure! Come join the osprey along the Potomac River in the Northern Neck of Virginia! This 4 bedroom/3 bath custom home is at the end of a quiet lane and sits on a point of land between the Potomac River and Blackbeard’s Pond, making for magnificent river views from sunrise to sunset. Enjoy swimming, canoeing, Bocce on the lawn, barbecue on the deck! Osprey’s Roost is the perfect retreat to rest and recharge, ideal for a romantic week away, a girls’ weekend or a family gathering!

Home in Lusby

4.97 out of 5 average rating, 127 reviews

Coastal Oasis On The Chesapeake, King Bd sleeps 12

Coastal Oasis On The Chesapeake (PARTY & 4•20 FREE zone) is where you come to: RELAX, DECOMPRESS and RE-CHARGE! You'll experience all the tranquility & majestic beauty of PEACEFUL living on the Chesapeake Bay. You'll awaken to breathtaking & alluring sunrises while also being surrounded by nature's wooded bliss of starry nights. Located 4 miles from Solomon's Island. Contact host for pre-approval of pets, pet fee applies. Unregistered: guests/pets & smoking including marijuana will incur fines!

Home in Solomons

4.88 out of 5 average rating, 137 reviews

Perfect spot for a Vacay!

Be an Islander! Incredibly well-positioned home with 6 car parking and views of the Patuxent River and Solomons Island. Enjoy year-round, Life on the water. It is the dream vacation spot with so much to offer. Watch fireworks, fish and crab, enjoy beautiful sun rises & sunsets from your private pier, or while relaxing in the gazebo. Many shops & restaurants/Bar featuring the best seafood in Southern Maryland, a crab cake to die for!! Most within walking distance as well as the local marina.

Home in Montross

4.99 out of 5 average rating, 135 reviews

Beach Please! River cottage w/private beach & dock

Come unwind at "Beach, Please!" Our renovated cottage on the river with a private beach and dock is waiting for you! What's there to do? There's boating, fishing, crabbing, bird watching, tanning, and hammock-napping. Need more? Ok, antique shops, breweries, wineries, live music, crab boils and oyster fests. Still need more? Cornhole, can jam, horseshoes, hiking, and swimming and tennis at the community pool. That's not all, so just trust us - you will LOVE your time in Montross, Virginia!

Home in Leonardtown

5 out of 5 average rating, 102 reviews

White Point Cottage -- Quiet Waterfront Getaway

Welcome to White Point Cottage on the beautiful Potomac — 90 minutes from Washington, DC, but a world away. The renovated 2 bedroom, 1 bath cottage sits on nearly an acre of south-facing waterfront property, affording a sense of privacy along with sunrise and sunset views. We’ve owned in the same neighborhood in St. Mary's County since 2005 and are eager to show guests why we love it here. More on IG @whitepointcottage, and be sure to visit our sister property, Water's Edge Cottage.

Home in Montross

4.94 out of 5 average rating, 184 reviews

The Glebe

This 3br 2ba home with own private beach is nestled off of the Potomac River and boasts serene and expansive views. Sunbathe on the private beach, cool off in the water, go fishing/crabbing from the dock, or just listen to the waves crash. Whatever it is, you’ll find it absolutely relaxing. Be sure to explore local wineries, breweries, shops and enjoy the community pool and tennis court. It's the perfect getaway house for couples/families or anyone looking for a serene weekend.

Home in Tall Timbers

4.89 out of 5 average rating, 110 reviews

St Mary’s Potomac River Cottage with Sunset View

Immaculate cottage with old world detail and massive stone patio. 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 we are 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

Home in Scotland

4.92 out of 5 average rating, 119 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.

Home in Montross

4.95 out of 5 average rating, 236 reviews

Stunning Lake House Retreat on the Potomac River

This beautiful lakeside home offers the perfect sanctuary for your next retreat, nestled along the Potomac River just two hours from the D.C. metro area. It is spacious enough for any large family gatherings or groups of friends. Lounge with a gorgeous view or start a ping pong/pool game. Whether embarking on your next fishing adventure, kayaking, biking, playing yard games or simply relaxing in our luxurious jacuzzi, your visit will surely be one to remember.

Home in Heathsville

4.94 out of 5 average rating, 141 reviews

Water ft Chesapeake Bay DREaM Vacation Dock Kayaks

PLEASE READ ENTIRE LISTING You’ll have the option of booking: The main house ONLY with 2 bedrooms & 2 baths &/OR add the guest house providing an additional bedroom and one and 1/2 full bath. THE PRICE QUOTED IS FOR THE MAIN HOUSE ONLY. The guest house is $120 a night or $700 per week. Please scroll down to "message host" before requesting to book a reservation if you want to reserve both houses, if not, the guest house will need to be paid separately.

Home in Lexington Park

4.95 out of 5 average rating, 152 reviews

Private beach retreat in historic St. Mary's City

Nestled next to historic St Mary's City and a lovely state park, your 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 avail for rent.

Vacation rentals for every style

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Cottages

Quaint homes, peaceful surroundings

Apartments

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Popular amenities for St. Mary's County house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Home in Montross

5 out of 5 average rating, 71 reviews

Waterfront Escape: Kayak, Pool, Gameroom & Firepit

Home in Hollywood

4.89 out of 5 average rating, 36 reviews

The Riverhouse

Home in Lexington Park

4.92 out of 5 average rating, 74 reviews

Serenity Bay-Relaxing, Spacious House-Private Pool

Home in Montross

4.95 out of 5 average rating, 20 reviews

Retro Retreat w/ Beaches, Pool + Tennis + Firepit

Home in Lusby

4.92 out of 5 average rating, 74 reviews

Spacious and private waterfront, sleeps 10

Home in Port Republic

4.93 out of 5 average rating, 14 reviews

Family Friendly: Hot Tub, Grill, Pool & More!

Home in Saint Marys City

4.93 out of 5 average rating, 54 reviews

Historic Rosecroft

Home in Montross

5 out of 5 average rating, 10 reviews

Water View Cozy Getaway- beach/Kayak/fishing/pool

Weekly house rentals

Home in Hollywood

4.98 out of 5 average rating, 57 reviews

Waterfront Home: Osprey Getaway

Home in Solomons

4.95 out of 5 average rating, 19 reviews

Solomons Yellow House - Waterfront

Home in Leonardtown

4.95 out of 5 average rating, 57 reviews

The River House: A private waterfront oasis…

Home in Dunnsville

5 out of 5 average rating, 15 reviews

Luxury house with private beach

Home in Scotland

5 out of 5 average rating, 17 reviews

25% off at Upgraded Bay Oasis for Sept!

Home in Ridge

4.93 out of 5 average rating, 46 reviews

18-Acre Waterfront Sanctuary: Peace & Privacy

Home in Solomons

4.98 out of 5 average rating, 46 reviews

Blue Heron Retreat - on the Water

Home in Fishing Creek

5 out of 5 average rating, 14 reviews

Waterfront Farmhouse, Hoopers Island, MD.

Private house rentals

Home in Scotland

5 out of 5 average rating, 27 reviews

Bay Front Beach House

Home in Solomons

5 out of 5 average rating, 62 reviews

Solomons home with harbor view!

Home in Fishing Creek

5 out of 5 average rating, 34 reviews

Fishing Creek waterfront cottage

Home in Lottsburg

4.97 out of 5 average rating, 76 reviews

Osprey Landing - Peaceful Waterfront home and Dock

Home in Leonardtown

4.91 out of 5 average rating, 11 reviews

Potomac Fishing & Crab Paradise at Toney's Landing

Home in Heathsville

4.95 out of 5 average rating, 81 reviews

Million dollar view on the Chesapeake Bay w/dock!

Home in Scotland

4.85 out of 5 average rating, 13 reviews

Secluded River Front Cottage

Home in Solomons

4.95 out of 5 average rating, 81 reviews

Roomy 6 bedroom home in the heart of Solomons, MD

Destinations to explore