A white building with a red roof and a lighthouse tower, surrounded by tall grass and under a cloudy sky.

Vacation Rentals in St. Mary's County

Where to?

Dates

November 2026

December 2026

Top cities in St. Mary's County

The Golden Gate Bridge spanning the San Francisco Bay with a cityscape in the background.

Check prices for these dates

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Our top choices for St. Mary's County vacation rentals

1. Just a getaway piece of property

Mechanicsville

David L.

$199 nightly

Nov 15 - Nov 16

Total with taxes and fees

A covered patio with a view of a lake, furnished with chairs and a table.

2. Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

Lexington Park

Andrea B.

$367 nightly

Nov 9 - Nov 10

Total with taxes and fees

A modern kitchen with dark cabinets, a dishwasher, and a countertop with a sink.

3. Anne & Fred`s Leonardtown Home W/ Arcade room!

Leonardtown

Christy C.

$524 nightly

Nov 9 - Nov 10

Total with taxes and fees

A two-story house with a balcony, surrounded by trees and a wooden fence.

4. Charming Waterfront 3-bedroom house in Piney Point

Piney Point

Meira

$596 nightly

Nov 9 - Nov 10

Total with taxes and fees

A spacious room with a high ceiling, large windows, a ceiling fan, a dining area with a table and chairs, and a sofa.

5. Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Point Lookout

sandi c.

$374 nightly

Dec 1 - Dec 2

Total with taxes and fees

A modern kitchen with granite countertops, stainless steel appliances, and large windows offering views of the outdoors.

6. 2 Acre Oasis with Private Beach! Family and dog friendly!

Leonardtown

Carol L.

$720 nightly

Dec 1 - Dec 2

Total with taxes and fees

A single-story house with a front porch, a small deck, and a number '4' on the side.

7. Coles Point Marina

Hague

John

$255 nightly

Nov 9 - Nov 10

Total with taxes and fees

A grassy area with a stone path leading to a seating arrangement under trees, overlooking a body of water.

8. Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Benedict

ed r.

$248 nightly

Nov 10 - Nov 11

Total with taxes and fees

A wooden cabin with a sloped roof, surrounded by trees and a hammock.

9. Rest & Recharge, A-frame Cabin on Winery Grounds

Colonial Beach

Amy H.

$230 nightly

Nov 30 - Dec 1

Total with taxes and fees

A backyard with a fire pit surrounded by green Adirondack chairs, a wooden fence, and a house with string lights.

10. 7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away

Colonial Beach

Crystal W.

$275 nightly

Nov 8 - Nov 9

Total with taxes and fees

A bedroom with a bed, bedside tables, a lamp, and a painting on the wall.

11. Newly updated 3 bedroom cottage with Solo Stove fire pit

Reedville

Luis A.

$226 nightly

Nov 8 - Nov 9

Total with taxes and fees

12. Beachside Oasis with Beach Passes & King Suite by A Haven Away

North Beach

Johanna S.

$297 nightly

Dec 1 - Dec 2

Total with taxes and fees

A triangular cabin with a wooden staircase leading to a door, surrounded by trees.

13. Soul Oasis - home on the Chesapeake Bay

Lusby

Dusty S.

$273 nightly

Nov 24 - Nov 25

Total with taxes and fees

A bedroom with a bed, a fireplace, a ceiling fan, and a painting of a beach.

14. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

Saint Leonard

Nancy P.

$269 nightly

Nov 9 - Nov 10

Total with taxes and fees

A balcony with a white railing, outdoor furniture, and a view of the sea.

15. Sail Away

Colonial Beach

Shawn

$289 nightly

Nov 30 - Dec 1

Total with taxes and fees

A lakeside view with chairs and a table, a rainbow, and trees.

16. Bright and airy waterfront getaway

Benedict

George

$345 nightly

Nov 10 - Nov 11

Total with taxes and fees

A modern kitchen with a central island, stainless steel appliances, and a window with butterfly decals.

17. The Cozy Crab- Your Charming Haven in Lovely North Beach!

North Beach

James L.

$294 nightly

Nov 9 - Nov 10

Total with taxes and fees

18. Family Beach House: Spacious Deck, Grill & Views

Chesapeak beach

Ben W.

$369 nightly

Dec 2 - Dec 3

Total with taxes and fees

A room with a large window overlooking a beach with a wooden pier and lounge chairs.

19. Cozy Virginia Potomac Riverfront Cottage

Hague

Carmelita A.

$299 nightly

Nov 7 - Nov 8

Total with taxes and fees

A bedroom with a bed, bedside tables, a window with curtains, a patterned rug, and a ceiling vent.

20. Belle Haven - High Speed internet, walk to town

Kilmarnock

Darren W.

$243 nightly

Nov 9 - Nov 10

Total with taxes and fees

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Find vacation rentals that suit your style

Top St. Mary's County Hotel Reviews

A two-story house with a porch, a sign reading "Bed & Breakfast," and a small garden with shrubs and a lawn.

Colonial Beach Plaza Bed & Breakfast

Colonial Beach

10/10 Excellent

Jeremy

A wooden double door with glass panels, a porch with a railing, and a view of the outdoors.

Swanendele Inn at St. Mary's Maryland

Ridge

10/10 Excellent

dina

My Place Hotel - Dahlgren/King George, VA

King George

10/10 Excellent

Dianne

A spacious lobby with a reception desk, seating area, and large windows.

The Inn at Leonardtown, an Ascend Collection Hotel

Leonardtown

10/10 Excellent

Edward

A Holiday Inn Express & Suites building with a covered entrance and multiple parking spaces.

Holiday Inn Express and Suites King George- Dahlgren by IHG

King George

10/10 Excellent

The Hotel is realitively new and everything is clean and in great working order. The shower had three cannisters mounted on the wall for dispersing shampoo, conditioner and body soap. The bed was comfortable with an ample number of pillows. There are plenty of lights spread throughout the room. The breakfast was good with a decent selection of hot food (eggs, great bacon, pancakes, cereals and toast) along with a broad selection of drinks. Hotel is in a good location in the Dahlgren, Va. area,...

Anonymous traveler

An outdoor seating area with a fire pit, cushioned benches, and a modern design.

Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD

Lexington Park

10/10 Excellent

A modern hotel lobby with a sofa, chairs, a fireplace, and a large window.

Comfort Inn & Suites Lexington Park near Pax River

Lexington Park

10/10 Excellent

I just joined a colleague at this hotel after his selection, but it was a great experience, and this was a first-time, three night stay. First, for a budget hotel, they have an acceptable gym with one ea. tread, elliptical, bike plus a multi-station; they also advertise (though I didn't get to it) an agreement with a local regular gym should you be interested. Well located for fast foods, and perfect for quick access to NAS Pax Gate 2. Rooms were large, internet worked, breakfast was pretty huge...

Anonymous traveler

A Fairfield by Marriott Inn & Suites building with a covered entrance, multiple windows, and a parking lot.

Fairfield Inn by Marriott Lexington Park Patuxent River Naval Air Station

Lexington Park

10/10 Excellent

Kathleen

A wooden chair on a balcony overlooking a sunset over a body of water.

Island Inn & Suites, an Ascend Collection Hotel

Piney Point

10/10 Excellent

I usually stay in Solomons but when I found this hotel I will never go back to Solomons. What a beautiful location. All the rooms are water front and super clean. The restaurant bar next door offers a good variety of choices that are reasonably priced. I had the crab cake, it was the best I have ever had. I was worried about the distance but it actually took me less time to get to the hotel than it usually does Solomons. I understand why the call it Maryland's best kept secret. Service was...

OnTheRoadAgain2much

A hotel room with a large bed, a nightstand with a lamp, a brown sofa, and artwork on the wall.

Sleep Inn & Suites California MD

California

10/10 Excellent

Cynthia

A hotel lobby with a dining area, seating, a fireplace, and a view of the outside through large windows.

Hampton Inn by Hilton Lexington Park

Lexington Park

10/10 Excellent

Jen

A modern hotel lobby with seating areas, a reception desk, and a staircase.

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

California

10/10 Excellent

Octavia

A Holiday Inn Express hotel with a modern facade, a prominent sign, and a well-lit entrance.

Holiday Inn Express Prince Frederick by IHG

Prince Frederick

10/10 Excellent

Troy

A covered outdoor seating area with wicker furniture and large windows.

Hilton Garden Inn Solomons

Solomons

10/10 Excellent

Anonymous traveler

Frequently Asked Questions

How many vacation rentals are available in St. Mary's County?

Expedia has plenty of vacation rentals to choose from in and around St. Mary's County, so you’re guaranteed to find the right one for you.

How much is a vacation rental in St. Mary's County?

The selection of St. Mary's County vacation rentals we have selected for you start as low as $219 per night. Entering your travel dates in the search wizard you might find even better deals!

What type of vacation rental can I get in St. Mary's County?

Vacation rentals in St. Mary's County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of St. Mary's County vacation rentals to suit everyone.

Why should I choose a vacation rental in St. Mary's County?

Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A St. Mary's County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.

How do I find the best deal on a vacation rental in St. Mary's County?

Find vacation rentals in St. Mary's County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in St. Mary's County.

What amenities are available in a vacation rental in St. Mary's County?

The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in St. Mary's County vacation rentals designed to suit every budget and trip type.

When is the best time to stay in a vacation rental in St. Mary's County?

Everytime is a great time to head to St. Mary's County! Staying in a St. Mary's County vacation rentals you will always find lots going on to keep you entertained.

Why book a vacation rental with Expedia?

Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in St. Mary's County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect St. Mary's County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in St. Mary's County, you can save even more.

Can I cancel my vacation rental through Expedia?

Yes, you can cancel or change your St. Mary's County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.