St. Leonard Vacation Home Rentals from CA $360: Search Top Private Vacation Homes for Rent

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for St. Leonard vacation homes

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

1. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

Saint Leonard

Nancy P.

CA $428 total

includes taxes & fees

Nov 17 - Nov 18

A room with a wooden floor, a gray sofa, a blue armchair, and a table.

2. Lusby 3BD Family Beach House - Steps to the Sand!

Lusby

CA $690 total

includes taxes & fees

Nov 16 - Nov 17

A bedroom with a bed, a ceiling fan, two windows with curtains, a bedside lamp, a potted plant, and a door.

3. 8BD Retreat | Hot Tub, Movie Room, Gym & Pool

California

CA $1,655 total

includes taxes & fees

Nov 17 - Nov 18

A spacious living room with a grey sectional sofa, a round wooden coffee table, and a patterned rug.

4. Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Prince Frederick

Sean B.

CA $564 total

includes taxes & fees

Nov 20 - Nov 21

A covered patio area with a table and chairs, large windows, and a ceiling fan.

5. Covenant Cove - Cove Point Beach

Lusby

CA $620 total

includes taxes & fees

Nov 18 - Nov 19

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

6. Bright and airy waterfront getaway

Benedict

George

CA $519 total

includes taxes & fees

Nov 13 - Nov 14

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

Chesapeak beach

Ben W.

CA $542 total

includes taxes & fees

Dec 2 - Dec 3

A pathway lined with trees and lights leading to a wooden building with a visible window.

8. Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

Lusby

Alexander B.

CA $1,162 total

includes taxes & fees

Nov 13 - Nov 14

A cozy living room with a large sectional sofa, a round woven coffee table, and a ceiling fan.

9. Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

Lusby

Dani B.

CA $1,312 total

includes taxes & fees

Nov 17 - Nov 18

A spacious cabin interior with a wooden ceiling, a kitchen area, a living room with a sofa and a dining table, and a large window providing natural light.

10. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lusby

Tanya S.

CA $1,530 total

includes taxes & fees

Nov 17 - Nov 18

A beach with a rocky shoreline, a swimming area, and multi-story buildings in the background.

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

North Beach

Johanna S.

CA $456 total

includes taxes & fees

Dec 1 - Dec 2

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

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

North Beach

James L.

CA $442 total

includes taxes & fees

Nov 24 - Nov 25

A spacious living room with a large sofa, a television, and a view of the ocean.

13. 4-BR Waterfront Turret Home

Solomons

Thomas S.

CA $1,006 total

includes taxes & fees

Nov 17 - Nov 18

An outdoor dining area with string lights, wooden tables, and chairs, overlooking a marina with boats.

14. Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

North Beach

Sarah

CA $648 total

includes taxes & fees

Nov 16 - Nov 17

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

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

Lexington Park

Andrea B.

CA $523 total

includes taxes & fees

Nov 17 - Nov 18

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

16. 2 Acre Oasis with Private Beach! Family and dog friendly!

Leonardtown

Carol L.

CA $1,190 total

includes taxes & fees

Dec 1 - Dec 2

A spacious living room with a large window, a ceiling fan, and a view of the outdoors.

17. WATERFRONT!! HOT TUB 3 bedroom Oasis on 2+ acres - Sleeps 8

Cambridge

Jill C.

CA $658 total

includes taxes & fees

Nov 16 - Nov 17

A kitchen with white cabinets, a stainless steel refrigerator, a microwave, a stove, and a sink.

18. Waterfront Getaway with Dock

Woolford

Mills Family A.

CA $360 total

includes taxes & fees

Nov 15 - Nov 16

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

19. Charming Waterfront 3-bedroom house in Piney Point

Piney Point

Meira

CA $949 total

includes taxes & fees

Nov 17 - Nov 18

View all properties

Find vacation rentals that suit your style

Private vacation homes

Cabins

Save an average of 15% on thousands of hotels when you're signed in

Top St. Leonard Hotel Reviews

Comfort Inn & Suites Lexington Park near Pax River

10/10 Excellent

"Second time and counting good breakfast clean room great staff"

Rod 'N' Reel Resort

8/10 Good

"Our stay was for several days. The property is very well maintained, and great views of Chesapeake Bay. Booking through Expedia is the best decision because the daily rack rate is far higher. There is onsite uniformed security. There are an abundance of handicapped parking and a parking garage. We ate at the property restaurants for convenience, the food was okay, seemed a bit more expensive than the surrounding area restaurants. It’s to be expected. Our biggest concern was housekeeping. We were not told at check-in that room cleaning is every other day if your stay is multiple days, which we did. You have to request daily cleaning at check-in so a negative. We contacted the front desk to adjust the cleaning to daily but it didn’t happen so we tracked down housekeeping and had our towels changed and and shower gel replaced as it was empty. We were in the old building, we could hear people speaking in adjoining rooms and hallways. We had a a good laugh at some of the conversations. We gave the casino a try it is very well maintained. All in all it is a very nice property just a few misses on execution."

Find out more about St. Leonard

St. Leonard Vacation Homes information

Number of reviews	360
Accommodation	233 Vacation Homes
Lowest Price	CA $360
Highest Price	CA $1,530

Explore a world of travel with Expedia

St. Leonard Vacation Rentals

Things to do in Maryland

Book Vacation Homes in St. Leonard on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for St. Leonard vacation homes

1. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

2. Lusby 3BD Family Beach House - Steps to the Sand!

3. 8BD Retreat | Hot Tub, Movie Room, Gym & Pool