St. Mary's County Holiday Rentals from €216: Search Short-Term Rentals

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

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Top Cities in St. Mary's County

A lighthouse and a historic building with a porch, surrounded by a grassy area and trees.

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

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

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

Leonardtown

Christy C.

includes taxes & fees

3 Nov - 4 Nov

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

2. Charming Waterfront 3-bedroom house in Piney Point

Piney Point

Meira

includes taxes & fees

2 Nov - 3 Nov

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

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

Lexington Park

Andrea B.

includes taxes & fees

27 Oct - 28 Oct

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

4. 2 Acre Oasis with Private Beach! Family and dog friendly!

Leonardtown

Carol L.

includes taxes & fees

26 Oct - 27 Oct

5. Just a getaway piece of property

Mechanicsville

David L.

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

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

Point Lookout

sandi c.

includes taxes & fees

26 Oct - 27 Oct

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

7. Coles Point Marina

Hague

John

includes taxes & fees

4 Nov - 5 Nov

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.

includes taxes & fees

2 Nov - 3 Nov

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Cabins

Cottages

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Top St. Mary's County Hotel Reviews

Courtyard Marriott Waldorf

10/10 Excellent

"Great amenities. Home away from home"

River Edge Inn

8/10 Good

"My stay at River Edge Inn was surprisingly pleasant, considering the low cost of the reservation. The exterior is attractive and clean, nothing fancy. The gentleman at the front desk was friendly and check-in was quick and hassle free. My two double room was clean and roomy. The room included a refrigerator and microwave. The bathroom was a little small but functional and clean. The mattresses aren't anything to write home about, but were comfortable enough. I really liked the picnic table outside the room. I could imagine sitting out and listening to the Potomac river, which is yards away. The continental breakfast was average but good enough. This was an arrive late leave early stay, but I will return here for a more relaxing trip with family."

Private Pier, Main+Guest House | Luxe Waterfront Home | Bay Estate by AvantStay

8/10 Good

"The Bay Estate is an absolute gorgeous property. However, host was not good at communicating and CLEANING CREWS NEED TO DO BETTER JOB!We had 11 mo old and 16 mo old babies with us; on day one, crawling and walking on the floors turned their knees/feet brown; the floors need a good mopping. The grill/sink and outdoor area was filthy, sent pictures to host, no remedy.The conservatory waterfall was not operating; asked if it could be turned on, no response. Plants in conservatory in desperate need of water and dead leaves need to be cleaned up. There is a steady drip in pipe in conservatory. Told host, no remedy.We couldn't locate a carafe for drip Cuisinart coffee maker. Host said they would check but we didn't hear back. When we arrived on Monday, 7/20, the 3 trash bins by the gate were full, when departing on Friday 7/24, the 3 bins were still full. We reached out to host asking what we were supposed to do with garbage, they stated garbage pickup is Friday and they would be back in touch on what we needed to do if they weren't empty Friday when we checked out. We did not hear from them so we left bags by bins. There were no kayaks on property as stated in information; if you are not going to provide kayaks, take them off your information.We replaced batteries in 2 of the tv remotes.THE BAY ESTATE IS A BEAUTIFUL PROPERTY (kitchen appliances are high quality, enormous kitchen table is a huge plus for large groups). Issues we had can be easily remedied."

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Holiday Homes in St. Mary's County

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Holiday Rentals in St. Mary's County

Change your mind

Treat yourself

Be picky

Top Cities in St. Mary's County

Piney Point

Scotland

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

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

2. Charming Waterfront 3-bedroom house in Piney Point

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

4. 2 Acre Oasis with Private Beach! Family and dog friendly!

5. Just a getaway piece of property

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

7. Coles Point Marina

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

9. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

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

11. Sail Away To

12. Cozy Virginia Potomac Riverfront Cottage

13. Bright and airy waterfront getaway

14. Waterfront Reset: Views, Games, Boats & Total Calm

15. Waterfront, Hot Tub, Dock+Kayak, Firepit, Game room, Potomac 2hrs to DC, Dogs...

16. 7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away

17. 4-BR Waterfront Turret Home

18. Riverfront Home w/Dock · Fire Pit · Kids Play Area

19. 2 Bedroom Cottage at Coles Point Marina

20. Lakefront Cabin Near Solomons Island w/ Hot Tub

Find holiday rentals that suit your style

Top St. Mary's County Hotel Reviews

Courtyard Marriott Waldorf

Find out more about St. Mary's County

Holiday Homes in St. Mary's County