St. Leonard Holiday Rentals, Maryland: Private House Rentals

A beach at sunset with a wooden fence in the background.

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Our top choices for St. Leonard hotels

A room with a white door, a wooden coat rack with robes, a lamp, and a bottle on a side table.

An outdoor patio area with stone flooring, outdoor seating, and string lights.

A person holding a shark tooth in a room with a staircase, a red chair, and patterned carpet.

A driveway leading to a parked convertible car with an American flag on the side.

1. Historic 1825 Chesapeake Farm Stay

St. Leonard

Theresa

Rp2.401.156

Rp2.665.282 total

includes taxes & fees

19 Oct - 20 Oct

A hotel lobby with a reception desk, a glass-top table with a bowl, potted plants, a vending machine, and a large window.

A lobby with two yellow armchairs, a glass-top coffee table, a lamp, and a decorative bamboo wall.

A hotel lobby with multiple seating areas, including tables and chairs, a television mounted on the wall, and a kitchen area in the background.

A hotel with a brick facade, a covered entrance, and a sign reading "Springhill Suites."

2. Springhill Suites by Marriott Prince Frederick

Prince Frederick

Richard

Rp2.112.758

Rp2.345.161 total

includes taxes & fees

25 Oct - 26 Oct

A kitchen with a coffee station, a toaster, and a painting of a sunset on the wall.

A two-story building with a brick facade, a covered entrance, and a bench outside.

A reception area with a check-in counter, seating area, and a vending machine.

A hotel room with a large bed, two bedside tables with lamps, a window with curtains, and a wall-mounted heater.

3. SureStay by Best Western Prince Frederick

Prince Frederick

Greg

Rp1.412.678

Rp1.568.073 total

includes taxes & fees

5 Oct - 6 Oct

A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.

A staircase with a wooden handrail, a blue wall, and a ceiling light fixture.

A bar area with multiple screens displaying sports content, a high ceiling with geometric patterns, and a view of the outside through large windows.

A modern bar area with a long counter and multiple bar stools.

4. Rod 'N' Reel Resort

Chesapeake Beach

Francine

Rp2.585.469

Rp3.465.341 total

includes taxes & fees

12 Oct - 13 Oct

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

A hotel reception area with a self-service beverage station, snack vending machines, and a minibar.

A hotel lobby with a fireplace, a reception desk, and a seating area.

A spacious hotel lobby with multiple seating areas, large windows offering views of the outdoors, and a modern interior design.

5. Hilton Garden Inn Solomons

Solomons

Aaron

Rp2.184.823

Rp2.425.153 total

includes taxes & fees

25 Oct - 26 Oct

A reception area with a round wooden table, a potted plant, a vase with dried flowers, a clock, and a reception desk.

A breakfast bar with various food items and a coffee station.

A hotel room with a bed, a sofa, a desk, and a TV.

6. Comfort Inn & Suites Lexington Park near Pax River

Lexington Park

Jennifer

Rp2.207.482

Rp2.450.305 total

includes taxes & fees

11 Oct - 12 Oct

A modern hotel with a prominent 'avid' sign, large windows, and a covered outdoor seating area.

A gym with treadmills, dumbbells, a bench, and exercise balls.

A modern cafe with multiple seating areas, including booths and tables, and large windows offering views of the outside.

A modern reception area with a counter, a 'Market' sign, and a refrigerated display case with beverages.

7. avid hotel California - Lexington Park by IHG

California

Eileen

Rp1.742.702

Rp1.934.399 total

includes taxes & fees

12 Oct - 13 Oct

A swimming pool with chairs and a changing room.

A hotel room with a large bed, a desk, a TV, a window with sheer curtains, and a wall with a framed picture.

A modern dining area with multiple tables and chairs, a kitchen counter, and a large window providing natural light.

8. Spark by Hilton California Lexington Park

California

Rocio

Rp2.264.755

Rp2.513.878 total

includes taxes & fees

13 Oct - 14 Oct

A hotel room with a large bed, a separate bathroom with a bathtub, and a mirror above the sink.

A clean, modern kitchen area with a microwave, coffee maker, and a pastry display.

A swimming pool with lounge chairs, a wooden planter, and a white fence.

A hotel reception desk with a flat-screen TV, a printer, and a wall-mounted sign for Quality Inn by Choice Hotels.

9. Quality Inn Solomons - Beacon Marina

Solomons

Tamara

Rp1.818.599

Rp2.018.645 total

includes taxes & fees

18 Oct - 19 Oct

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

A modern living room with a sectional sofa, a wooden coffee table, a framed abstract painting, a window with blue curtains, and a wall-mounted air conditioner.

A hotel room with a large bed, a wooden headboard, a wall-mounted abstract painting, a bedside table with a lamp, and a window with curtains.

A modern waiting area with a sofa, two round tables, a decorative wall, and a ceiling light fixture.

10. La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

California

LORRIE JONES

Rp1.656.767

Rp1.839.012 total

includes taxes & fees

25 Oct - 26 Oct

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

A small, clean room with a white table and four chairs, a refrigerator, a coffee maker, and a shelf with various items.

A Sleep Inn & Suites hotel entrance with a covered driveway and a large sign.

A living room with a sofa, two chairs, a staircase, a large window, and a bookshelf.

11. Sleep Inn & Suites California MD

California

Taylor

Rp1.542.560

Rp1.712.241 total

includes taxes & fees

14 Oct - 15 Oct

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

A modern hotel lobby with a reception desk, seating area, and a refrigerator stocked with beverages.

A modern dining area with a wooden table and chairs, a kitchen counter with various appliances, and a colorful mural on the wall.

A gym with treadmills, weight machines, and a rack of dumbbells.

12. Fairfield Inn by Marriott Lexington Park Patuxent River Naval Air Station

Lexington Park

Michael

Rp2.719.852

Rp3.019.035 total

includes taxes & fees

11 Oct - 12 Oct

A modern bathroom with a geometric patterned wall, a white toilet, a wooden vanity with a sink, and a large mirror.

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

A gym with treadmills, a rowing machine, and a bench.

A cozy outdoor seating area with a stone fire pit, wicker ottomans, and a red stool.

13. Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD

Lexington Park

Caroline

Rp2.536.741

Rp2.815.782 total

includes taxes & fees

29 Oct - 30 Oct

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

A narrow hallway leading to a balcony with a view, a kitchenette with dark cabinets, and a patterned carpet.

A modern kitchen with dark wood cabinets, a stainless steel sink, and a built-in microwave.

A room with a sofa set, a coffee table, and a potted plant.

14. Island Inn & Suites, an Ascend Collection Hotel

Piney Point

Anthony

Rp1.512.460

Rp1.678.831 total

includes taxes & fees

1 Nov - 2 Nov

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

A hotel room with a blue sofa, a desk with a chair, a flat-screen TV, a lamp, a coffee maker, and a framed artwork on the wall.

A brick building with large windows and a sign for The Inn at Park Avenue Hotel.

A hotel room with a bed, a blue sofa, a small desk with a lamp, a mirror, and a kitchenette.

15. The Inn at Leonardtown, an Ascend Collection Hotel

Leonardtown

Edward

Rp2.568.749

Rp2.851.311 total

includes taxes & fees

1 Nov - 2 Nov

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

A hotel room with a bed, a desk with a chair, a television, and a wardrobe.

A living room with a stone wall, a fireplace, and framed pictures.

Two refrigerated display cases in a store, one labeled 'cold' and the other 'frozen', containing various beverages and food items.

16. Hampton Inn by Hilton Lexington Park

Lexington Park

Edwin

Rp1.817.261

Rp2.017.160 total

includes taxes & fees

11 Oct - 12 Oct

A marina with boats docked at wooden piers, surrounded by greenery.

A bed with two pillows, one with "HAPPY PLACE" text, and a framed picture above the bed.

A building with a sign reading "The Inn."

A waterfront property with houses, a dock, and a grassy area.

17. Knapps Narrows Marina & Inn

Sherwood

BARBARA

Rp1.788.200

Rp1.967.020 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a living area, dining table, kitchenette, and a TV.

A hotel room with a bed, a sofa, a desk, a chair, a television, and a kitchenette.

A hotel with a brick facade, multiple windows, and a parking lot.

A hotel room with a sofa, armchair, and a bed.

18. TownePlace Suites by Marriott Lexington Park Patuxent River Naval Air Station

Lexington Park

Steffan

Rp3.022.058

Rp3.354.484 total

includes taxes & fees

25 Oct - 26 Oct

An outdoor seating area with tables and chairs, overlooking a body of water and greenery.

A spacious indoor dining area with large windows, tables, and chairs.

A waterfront property with a dock, a sailboat, and a building with a red roof.

A modern lounge area with a fireplace, seating, and a view of the outdoors.

19. The Tilghman Island Inn

Tilghman

William

Rp3.323.710

Rp3.656.081 total

includes taxes & fees

5 Oct - 6 Oct

A hotel room with a bed, desk, chair, TV, and artwork.

A room with two armchairs, a large potted plant, a framed California map, and a large window.

A hotel corridor with a vending machine, a refrigerator, and a fire alarm.

A hotel laundry room with two Whirlpool washers and dryers, a soap and bleach dispenser, and a sign indicating the first floor and guest laundry area.

20. Super 8 by Wyndham Lexington Park/California Area

California

JESSICA

Rp1.504.770

Rp1.670.295 total

includes taxes & fees

18 Oct - 19 Oct

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Stay near popular St. Leonard attractions

Matoaka Beach

Why not spend a lazy afternoon at Matoaka Beach during your trip to St. Leonard? Amble around the area's parks or visit its shops.

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Jefferson Patterson Park and Museum

You can spend time exploring the galleries in Jefferson Patterson Park and Museum during your travels in St. Leonard. Amble around this family-friendly area's riverfront or attend a sporting event.

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Long Beach

Why not spend a lazy afternoon at Long Beach during your trip to Calvert Beach-Long Beach?

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Perigeaux Vineyards and Winery

4.0/10 (2 reviews)

You can enjoy a tasting or tour at Perigeaux Vineyards and Winery during your travels to St. Leonard. Amble around this family-friendly area's riverfront or attend a sporting event.

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Flag Harbor Marina

Explore the waterfront in Calvert Beach-Long Beach with a trip to Flag Harbor Marina.

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Learn more about St. Leonard

Explore the Calvert Marine Museum's river otters and fossil exhibits, then enjoy fresh seafood at waterfront restaurants along Patuxent River. Nearby Flag Ponds Nature Park offers peaceful beaches where you can hunt for prehistoric shark teeth during low tide.

See all hotels in St. Leonard

Top St. Leonard Hotel Reviews

avid hotel California - Lexington Park by IHG

10/10 Excellent

"Friendly and helpful staff. Easy parking and clean room. Breakfast bar well maintained."

Island Inn & Suites, an Ascend Collection Hotel

10/10 Excellent

"The Place is a great place to go for a quick getaway or longer.I go there for the peace.If you don't mind a slower place it's perfect.Its always clean n the staff is there all night to help.I go at least once a year n keep going back."

Comfort Inn & Suites Lexington Park near Pax River

8/10 Good

"A little on the pricey side, but it was near where we wanted to be and it was clean and safe. Breakfast was your typical continental style, during the week they don't restock as well as they do on the weekends. AC could have been turned down more, very humid on second and third floors. Only 1 ice maker was working at the time."

The Inn at Leonardtown, an Ascend Collection Hotel

10/10 Excellent

"A clean, pleasant hotel with lots of light and friendly staff in the middle of little Leonardtown. I actually asked the front desk if they were new because of how clean everything was and they said they did a major renovation about 5 years ago. Easy (and FREE) parking across the street. Our room (a king bed) was clean and quiet. If we're ever in the area again, this is where we'd stay."

The Tilghman Island Inn

10/10 Excellent

"I thoroughly enjoyed our stay at The Tilghman Island Inn. It is exceptionally clean and well maintained. The staff was friendly and helpful. Our room was on the waterfront side and the view was beautiful."

Spark by Hilton California Lexington Park

8/10 Good

"Everything was great. Only complaint was in the morning we could hear everything through the walls, from a loud conversation, to a dog barking and someone putting something heavy in the dryer. We were up by then so it was fine but just a heads up for traveling with pets or children."

Sleep Inn & Suites California MD

10/10 Excellent

"Our accessible room was extremely clean and very useful for our needs."

Historic 1825 Chesapeake Farm Stay

10/10 Excellent

"Holly and Jay were friendly hosts. The farmhouse was clean and comfortable. The breakfast was very yummy. We only stayed one night, but next time we will definitely spend more time there. If you are down near calvert cliffs/flag ponds, the farmhouse was only about 10 minutes to flag ponds."

Hilton Garden Inn Solomons

8/10 Good

"No Continental Breakfast ! No 24/7 Coffee Bar ! And Pay for Parking is No Way to greet your customers !!"

More cheap stays in St. Leonard

SureStay by Best Western Prince Frederick

75 Main St Prince Frederick MD

Rp1.412.678

Rp1.568.073 total

5 Oct - 6 Oct

includes taxes & fees

Super 8 by Wyndham Lexington Park/California Area

22801 Three Notch Rd California MD

Rp1.504.770

Rp1.670.295 total

18 Oct - 19 Oct

includes taxes & fees

Quality Inn Solomons - Beacon Marina

255 Lore Rd Solomons MD

Rp1.818.599

Rp2.018.645 total

18 Oct - 19 Oct

includes taxes & fees

7.6/10 Good! (937 reviews)

Comfort Inn & Suites Lexington Park near Pax River

21885 Three Notch Rd Lexington Park MD

Rp2.207.482

Rp2.450.305 total

11 Oct - 12 Oct

includes taxes & fees

8.6/10 Excellent! (747 reviews)

Holiday Inn Express Prince Frederick by IHG

355 Merrimac Ct Prince Frederick MD

Rp2.281.682

Rp2.732.089 total

14 Oct - 15 Oct

includes taxes & fees

Wylder Tilghman Island

21551 Chesapeake Access Drive Tilghman MD

Rp3.929.164

Rp5.220.381 total

18 Oct - 19 Oct

includes taxes & fees

Frequently asked questions

Where is the best place to stay in St. Leonard?

Based on our traveller data, Historic 1825 Chesapeake Farm Stay is one of the top choices for your stay. This B&B offers free breakfast and free parking. Other good options for your trip to the area are Rod 'N' Reel Resort and avid hotel California - Lexington Park by IHG. See all available top hotels, or vacation rentals in St. Leonard.

If I need to cancel my hotel reservation in St. Leonard, will I receive a refund?

Yes, the majority of hotel reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in St. Leonard.

What's the best family accommodation in St. Leonard?

Historic 1825 Chesapeake Farm Stay is a B&B with free parking and free breakfast, and it's a top choice on Expedia for families. Also, attractions in the area such as Chesapeake Beach Railway Museum and Chesapeake Beach Water Park are fun for children of all ages. Find more child-friendly accommodations in St. Leonard.

What are some hotels with pools in St. Leonard?

Rod 'N' Reel Resort: Hotel, 1-minute walk from Chesapeake Bay. Features a seasonal outdoor pool, an indoor pool and 2 restaurants. Another choice that offers an on-site pool is La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent. View all hotels with pools in St. Leonard.

What is staying in St. Leonard like?

Visitors can enjoy all that St. Leonard has to offer, including the shopping, sporting events and restaurants. Tourists can also enjoy the city's wineries, parks and museums. In St. Leonard, there are 27 hotels and other accommodation options to choose from. Find out more about St. Leonard.

What is there to see in St. Leonard?

Natural beauty is on display at Matoaka Beach, Northern Chesapeake Bay and Patuxent River. A couple of additional sights to add to your itinerary are Chesapeake Bay and Long Beach. Take a look at what more there is to see and do in Expedia's St. Leonard guide.

What's the weather like in St. Leonard?

The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for St. Leonard is 1351 mm.

Explore a world of travel with Expedia

Book Hotels in St. Leonard on Expedia.com

Find hotels in St. Leonard, MD from Rp1.568.073

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in St. Leonard

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for St. Leonard hotels

1. Historic 1825 Chesapeake Farm Stay

2. Springhill Suites by Marriott Prince Frederick

3. SureStay by Best Western Prince Frederick

4. Rod 'N' Reel Resort

5. Hilton Garden Inn Solomons

6. Comfort Inn & Suites Lexington Park near Pax River

7. avid hotel California - Lexington Park by IHG

8. Spark by Hilton California Lexington Park

9. Quality Inn Solomons - Beacon Marina

10. La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

11. Sleep Inn & Suites California MD

12. Fairfield Inn by Marriott Lexington Park Patuxent River Naval Air Station

13. Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD

14. Island Inn & Suites, an Ascend Collection Hotel

15. The Inn at Leonardtown, an Ascend Collection Hotel

16. Hampton Inn by Hilton Lexington Park

17. Knapps Narrows Marina & Inn

18. TownePlace Suites by Marriott Lexington Park Patuxent River Naval Air Station

19. The Tilghman Island Inn

20. Super 8 by Wyndham Lexington Park/California Area

Stay near popular St. Leonard attractions

Matoaka Beach

Jefferson Patterson Park and Museum

Long Beach

Perigeaux Vineyards and Winery

Flag Harbor Marina

Learn more about St. Leonard

Top St. Leonard Hotel Reviews

avid hotel California - Lexington Park by IHG

Island Inn & Suites, an Ascend Collection Hotel

Comfort Inn & Suites Lexington Park near Pax River

The Inn at Leonardtown, an Ascend Collection Hotel

The Tilghman Island Inn

Spark by Hilton California Lexington Park

Sleep Inn & Suites California MD

Historic 1825 Chesapeake Farm Stay

Hilton Garden Inn Solomons

More cheap stays in St. Leonard

SureStay by Best Western Prince Frederick

Super 8 by Wyndham Lexington Park/California Area

Quality Inn Solomons - Beacon Marina

Comfort Inn & Suites Lexington Park near Pax River

Holiday Inn Express Prince Frederick by IHG

Wylder Tilghman Island

Frequently asked questions

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