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

St. Leonard Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for St. Leonard vacation rentals

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

3-bedroom house in soothing Saint Leonard with AC for relaxing stays
Saint Leonard
10.0 out of 10, Exceptional, (9 reviews)
"Loved the location and the hosts' kindness and care."
United States
Nancy P.
$281 nightly
The price is $298
Nov 16 - Nov 17
Total with taxes and fees
3-bedroom house in soothing Saint Leonard with AC for relaxing stays
A grassy area with a stone path leading to a seating arrangement under trees, overlooking a body of water.

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

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict
9.0 out of 10, Wonderful, (16 reviews)
"Beautiful view from the house. Extremely clean. Had everything we needed. Can't wait to come back"
United States
ed r.
$239 nightly
The price is $264
Nov 15 - Nov 16
Total with taxes and fees
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
A room with a wooden floor, a gray sofa, a blue armchair, and a table.

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

Lusby 3BD Family Beach House - Steps to the Sand!
Lusby
$422 nightly
The price is $467
Nov 17 - Nov 18
Total with taxes and fees
Lusby 3BD Family Beach House - Steps to the Sand!
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.

Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
Prince Frederick
9.2 out of 10, Wonderful, (12 reviews)
"A great place to crash and explore the area."
United States
Sean B.
$374 nightly
The price is $396
Nov 20 - Nov 21
Total with taxes and fees
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
A triangular cabin with a wooden staircase leading to a door, surrounded by trees.

5. Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (68 reviews)
"Nice, clean, and would absolutely stay here again."
United States
Dusty S.
$264 nightly
The price is $280
Dec 1 - Dec 2
Total with taxes and fees
Soul Oasis - home on the Chesapeake Bay
A marina with boats docked, calm water, and a sunset sky.

6. 1BR Solomons Island Home with Private Deck

1BR Solomons Island Home with Private Deck
Solomons
$277 nightly
The price is $306
Dec 13 - Dec 14
Total with taxes and fees
1BR Solomons Island Home with Private Deck
A covered patio area with a table and chairs, large windows, and a ceiling fan.

7. Covenant Cove - Cove Point Beach

Covenant Cove - Cove Point Beach
Lusby
$408 nightly
The price is $432
Nov 22 - Nov 23
Total with taxes and fees
Covenant Cove - Cove Point Beach
A lakeside view with chairs and a table, a rainbow, and trees.

8. Bright and airy waterfront getaway

Bright and airy waterfront getaway
Benedict
9.8 out of 10, Exceptional, (26 reviews)
"Amazing host and home, great view with the water right there, and short drive to any shopping needs. It was the serene getaway I needed to recharge from city life and corporate burnout."
United States
George
$345 nightly
The price is $366
Nov 15 - Nov 16
Total with taxes and fees
Bright and airy waterfront getaway
Pool

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

Family Beach House: Spacious Deck, Grill & Views
Chesapeak beach
9.2 out of 10, Wonderful, (7 reviews)
"Very clean and nice property"
United States
Ben W.
$354 nightly
The price is $382
Dec 2 - Dec 3
Total with taxes and fees
Family Beach House: Spacious Deck, Grill & Views
A backyard with a wooden bench, two white cushioned chairs, a table, and a tree providing shade.

10. Solomons Spacious 6-BD Family Home with Hot Tub

Solomons Spacious 6-BD Family Home with Hot Tub
Solomons
$740 nightly
The price is $818
Nov 18 - Nov 19
Total with taxes and fees
Solomons Spacious 6-BD Family Home with Hot Tub
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

Beachside Oasis with Beach Passes & King Suite by A Haven Away
North Beach
10.0 out of 10, Exceptional, (25 reviews)
"Cute, family friendly home. Had everything we needed for a comfortable stay."
United States
Johanna S.
$287 nightly
The price is $309
Nov 15 - Nov 16
Total with taxes and fees
Beachside Oasis with Beach Passes & King Suite by A Haven Away
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!

The Cozy Crab- Your Charming Haven in Lovely North Beach!
North Beach
9.6 out of 10, Exceptional, (30 reviews)
"Wonderful place to visit "
United States
James L.
$292 nightly
The price is $310
Nov 15 - Nov 16
Total with taxes and fees
The Cozy Crab- Your Charming Haven in Lovely North Beach!
A single-story house with a front porch, a small deck, and a number '4' on the side.

13. Coles Point Marina

Coles Point Marina
2.0 star property
Hague
10.0 out of 10, Exceptional, (1 review)
"If you want a quiet slice of VA/Potomac waterfront, this is the place."
United States
John
$255 nightly
The price is $278
Nov 16 - Nov 17
Total with taxes and fees
Coles Point Marina
Fire pit (2)

14. Plum Point Cottage #17

Plum Point Cottage #17
Huntingtown
Plum Point Cottage #17
A cozy living room with a large sectional sofa, a round woven coffee table, and a ceiling fan.

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

Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
Lusby
10.0 out of 10, Exceptional, (4 reviews)
"Dude. This is what I always hope a rental property will be. Comfy beds, best stocked kitchen, working hot tub, beautiful waterfront area with kayaks and a dock. And our mini golden doodle could come too?! It was absolute perfection."
United States
Dani B.
$925 nightly
The price is $929
Nov 17 - Nov 18
Total with taxes and fees
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
A bedroom with a bed, a ceiling fan, two windows with curtains, a bedside lamp, a potted plant, and a door.

16. 8BD Retreat | Hot Tub, Movie Room, Gym & Pool

8BD Retreat | Hot Tub, Movie Room, Gym & Pool
California
$1,002 nightly
The price is $1,109
Nov 17 - Nov 18
Total with taxes and fees
8BD Retreat | Hot Tub, Movie Room, Gym & Pool
Three Adirondack chairs facing a beach with a clear view of the ocean.

17. Plum Point Cottage #14

Plum Point Cottage #14
Huntingtown
9.8 out of 10, Exceptional, (10 reviews)
"we had a great stay at this property for an impromptu weekend getaway. "
United States
Yonnick H.
$484 nightly
The price is $535
Nov 15 - Nov 16
Total with taxes and fees
Plum Point Cottage #14
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.

18. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
Lusby
10.0 out of 10, Exceptional, (2 reviews)
"Very much enjoyed our stay. The host was very kind and responsive and the property very comfortable. Hot tub and quiet location were great!"
United States
Tanya S.
$1,002 nightly
The price is $1,084
Nov 15 - Nov 16
Total with taxes and fees
Lakefront Cabin Near Solomons Island w/ Hot Tub
A spacious living room with a large sofa, a television, and a view of the ocean.

19. 4-BR Waterfront Turret Home

4-BR Waterfront Turret Home
Solomons
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
$641 nightly
The price is $709
Nov 17 - Nov 18
Total with taxes and fees
4-BR Waterfront Turret Home
Fire pit (2)

20. Plum Point Cottage #15

Plum Point Cottage #15
Maryland
$509 nightly
The price is $563
Nov 15 - Nov 16
Total with taxes and fees
Plum Point Cottage #15
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top St. Leonard Hotel Reviews

Comfort Inn & Suites Lexington Park near Pax River

Comfort Inn & Suites Lexington Park near Pax River

10/10 Excellent
"Breakfast was good. Quiet rooms"
Jorge 2-night trip
Posted 11 hours ago
Comfort Inn & Suites Lexington Park near Pax River

Find out more about St. Leonard

Everything you need to know about St. Leonard vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the St. Leonard vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect St. Leonard vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

St. Leonard vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in St. Leonard. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit St. Leonard in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $264 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on St. Leonard rentals

At Expedia, we put the best St. Leonard vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top St. Leonard rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream St. Leonard vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around St. Leonard. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in St. Leonard?

Yes, we offer vacation rentals close to the most popular points of interest in St. Leonard, or you can choose a more secluded option if you want a relaxing place to stay. St. Leonard is known for its shopping and sporting events. Make sure you have time to check out the restaurants and wineries during your trip.

What's the top vacation rental that St. Leonard has to offer?

Private 2 Acre Waterfront Family Retreat with Pool & Pier: This vacation home rental near St. Leonard is located on the waterfront and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

How many vacation rentals are there in St. Leonard?

With 20 Expedia vacation rentals, you're sure to find just the right place for your St. Leonard stay.

What’s there to see and do in St. Leonard?

Matoaka Beach and Northern Chesapeake Bay are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Patuxent River and Chesapeake Bay.

What’s a vacation rental in St. Leonard like?

Vacation rentals are privately owned properties you can book for a couple of days or more in St. Leonard. Vacation rentals feature extras like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a family trip or a small group gathering.