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
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

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, (8 reviews)
"Loved the location and the hosts' kindness and care."
United States
Nancy P.
The price is AED 562
AED 1,051 total
includes taxes & fees
18 Nov - 19 Nov
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.
The price is AED 624
AED 1,008 total
includes taxes & fees
10 Nov - 11 Nov
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
A spacious living room with a grey sectional sofa, a round wooden coffee table, and a patterned rug.

3. 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.
The price is AED 716
AED 1,460 total
includes taxes & fees
20 Nov - 21 Nov
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.

4. Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (66 reviews)
"Nice, clean, and would absolutely stay here again."
United States
Dusty S.
The price is AED 496
AED 1,028 total
includes taxes & fees
1 Dec - 2 Dec
Soul Oasis - home on the Chesapeake Bay
A lakeside view with chairs and a table, a rainbow, and trees.

5. 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
The price is AED 845
AED 1,343 total
includes taxes & fees
10 Nov - 11 Nov
Bright and airy waterfront getaway
Pool

6. 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.
The price is AED 536
AED 1,479 total
includes taxes & fees
1 Dec - 2 Dec
Family Beach House: Spacious Deck, Grill & Views
Three Adirondack chairs facing a beach with a clear view of the ocean.

7. Plum Point Cottage #14

Plum Point Cottage #14
Huntingtown
9.8 out of 10, Exceptional, (9 reviews)
"we had a great stay at this property for an impromptu weekend getaway. "
United States
Yonnick H.
The price is AED 1,256
AED 1,967 total
includes taxes & fees
9 Nov - 10 Nov
Plum Point Cottage #14
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

Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
Lusby
9.6 out of 10, Exceptional, (15 reviews)
"Nice house in a great location. Great for groups."
United States
Anonymous traveler
The price is AED 1,697
AED 2,986 total
includes taxes & fees
5 Nov - 6 Nov
Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
Fire pit (2)

9. Plum Point Cottage #17

Plum Point Cottage #17
Huntingtown
The price is AED 1,047
AED 1,662 total
includes taxes & fees
5 Nov - 6 Nov
Plum Point Cottage #17
Fire pit (2)

10. Plum Point Cottage #15

Plum Point Cottage #15
Maryland
The price is AED 1,252
AED 2,072 total
includes taxes & fees
14 Nov - 15 Nov
Plum Point Cottage #15
A modern kitchen with a central island, stainless steel appliances, and a window with butterfly decals.

11. 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.
The price is AED 533
AED 1,137 total
includes taxes & fees
5 Nov - 6 Nov
The Cozy Crab- Your Charming Haven in Lovely North Beach!
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.

12. 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.
The price is AED 1,590
AED 3,950 total
includes taxes & fees
5 Nov - 6 Nov
Lakefront Cabin Near Solomons Island w/ Hot Tub
A beach with a rocky shoreline, a swimming area, and multi-story buildings in the background.

13. 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.
The price is AED 323
AED 1,137 total
includes taxes & fees
1 Dec - 2 Dec
Beachside Oasis with Beach Passes & King Suite by A Haven Away
A cozy living room with a large sectional sofa, a round woven coffee table, and a ceiling fan.

14. 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.
The price is AED 1,293
AED 3,382 total
includes taxes & fees
5 Nov - 6 Nov
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
Private kitchen

15. Just a getaway piece of property

Just a getaway piece of property
Mechanicsville
10.0 out of 10, Exceptional, (1 review)
"Perfect place. Just what i was looking. Definitely recommend to anyone looking to stay close to the MIR track for any event"
United States
David L.
The price is AED 579
AED 806 total
includes taxes & fees
15 Nov - 16 Nov
Just a getaway piece of property
A spacious living room with a large sofa, a television, and a view of the ocean.

16. 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.
The price is AED 1,102
AED 2,581 total
includes taxes & fees
5 Nov - 6 Nov
4-BR Waterfront Turret Home
A single-story house with a front porch, a small deck, and a number '4' on the side.

17. 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
The price is AED 563
AED 952 total
includes taxes & fees
5 Nov - 6 Nov
Coles Point Marina
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
3.0 star property
Lusby
The price is AED 1,877
AED 4,203 total
includes taxes & fees
5 Nov - 6 Nov
Lakefront Cabin Near Solomons Island w/ Hot Tub
An outdoor dining area with string lights, wooden tables, and chairs, overlooking a marina with boats.

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

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
North Beach
10.0 out of 10, Exceptional, (40 reviews)
"This property and host were excellent. Property was as advertised. Lovely, clean, quiet and comfortable. Owner was super responsive and check in and check out was easy. 100% recommend."
United States
Sarah
The price is AED 630
AED 1,641 total
includes taxes & fees
2 Dec - 3 Dec
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
A lakeside view from a deck with a wooden railing, a sandy area with a boat, and a dock extending into the water.

20. 2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.

2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.
Cambridge
The price is AED 826
AED 954 total
includes taxes & fees
17 Nov - 18 Nov
2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.
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

Island Inn & Suites, an Ascend Collection Hotel

Island Inn & Suites, an Ascend Collection Hotel

10/10 Excellent
"The staff members were attentive and friendly. The nature and the view from the windows are wonderful. The room amenities need some cosmetic touch-ups and minor repairs, such as the blinds or a missing light bulb on the balcony. I would rate the breakfast as 3 out of 5."
Ivan 2-night trip
Posted 3 days ago
Island Inn & Suites, an Ascend Collection Hotel

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.