St. Leonard Holiday Rentals

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Holiday Rentals in St. Leonard

Family Luxury: 5BR, GameRm, MovieRm, Kayaks, PingPong, Fire Pit, Beach

8.8 out of 10, Excellent, (3)
"Tommy and Julya were amazing cleanliness, a great location, the host's hospitality, beautiful decor and amenities, and family-friendly aspects. They emphasize the comfort of the space, the convenience of the location, the attentiveness of the host, amazing experience, I would definitely go back. , beachoverall positive experience. "
The price is NZ$2,760
includes taxes & fees
13 July - 14 July
Family Luxury: 5BR, GameRm, MovieRm, Kayaks, PingPong, Fire Pit, Beach

Waterfront Getaway with Dock

10.0 out of 10, Exceptional, (42)
"We appreciated the cleanliness of the home and the location was beautiful and convenient to the state/national park, town and Harriet Tubman museum."
The price is NZ$460
includes taxes & fees
10 July - 11 July
Waterfront Getaway with Dock

Spacious waterfront home with amazing views, private pier, fishing and crabbing.

10.0 out of 10, Exceptional, (21)
"A nice, quiet location on the water. Exactly as advertised. We would definitely stay again if we were in the area."
The price is NZ$1,593
includes taxes & fees
21 July - 22 July
Spacious waterfront home with amazing views, private pier, fishing and crabbing.

Beautiful Waterfront Retreat in Cambridge!

10.0 out of 10, Exceptional, (38)
"The house was so cute and the fact that we were able to do early check in was amazing!"
The price is NZ$881
includes taxes & fees
30 June - 1 July
Beautiful Waterfront Retreat in Cambridge!

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

10.0 out of 10, Exceptional, (12)
"very serene, peaceful home on the bay! Amazing getaway! "
The price is NZ$979
includes taxes & fees
9 July - 10 July
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

High River Bank with $1M Sunset View, 3 min to College

10.0 out of 10, Exceptional, (1)
"I recently stayed at this property and had a wonderful experience. Trey was a terrific host. The location is fantastic, offering easy access to St. Mary’s College. The water view and sunsets were amazing. The cleanliness of the property was impeccable and the host did a great job of stocking the house with everything we needed. The full kitchen with labeled drawers made cooking easy. The house was roomy and the beds were extremely comfortable. It is a great set up for families. Overall, I highly...
The price is NZ$803
includes taxes & fees
1 July - 2 July
High River Bank with $1M Sunset View, 3 min to College

4-BR Waterfront Turret Home

2.0 star property
10.0 out of 10, Exceptional, (3)
"Absolutely wonderful home with the best view of the water from nearly every window. It was clean and it had many comfortable bedrooms. Highly recommend this property!!"
The price is NZ$1,444
includes taxes & fees
29 June - 30 June
4-BR Waterfront Turret Home

Roomy 6 bedroom home in the heart of Solomons, MD

9.0 out of 10, Wonderful, (4)
"Stayed for business, completed our project and enjoyed some local eating spots. "
The price is NZ$1,299
includes taxes & fees
28 July - 29 July
Roomy 6 bedroom home in the heart of Solomons, MD

Beach Front, Bay View, Fishing, chesapeake,Family Getaway

9.2 out of 10, Wonderful, (5)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
The price is NZ$744
includes taxes & fees
1 July - 2 July
Beach Front, Bay View, Fishing, chesapeake,Family Getaway

Riverfront Charm–3BR w/Screen Porch, Hammock & BBQ

2.0 star property
10.0 out of 10, Exceptional, (2)
"We found the view and the accommodations quite lovely."
The price is NZ$700
includes taxes & fees
30 June - 1 July
Riverfront Charm–3BR w/Screen Porch, Hammock & BBQ

Huge Beach Bungalow w/Yard, Beach Passes, 2 King Bds near Boardwalk, Restaurants

10.0 out of 10, Exceptional, (26)
"Everything about our stay was wonderful..the hosts were so quick to respond to any questions amd were very patient with me with all of my questions..I would DEFINITELY stay here again!!"
The price is NZ$886
includes taxes & fees
1 July - 2 July
Huge Beach Bungalow w/Yard, Beach Passes, 2 King Bds near Boardwalk, Restaurants

Cozy Cottage By The Beach-Pet Friendly

10.0 out of 10, Exceptional, (1)
"Had a great stay. Very clean. As advertised. "
The price is NZ$842
includes taxes & fees
7 July - 8 July
Cozy Cottage By The Beach-Pet Friendly

Anne & Fred's Leonardtown Home

10.0 out of 10, Exceptional, (2)
"We were working at Pax River Navy Base an it was about 20-25 drive depending on traffic, plenty of places to eat and shop at around town. Overall a great place to stay."
The price is NZ$906
includes taxes & fees
2 July - 3 July
Anne & Fred's Leonardtown Home

Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK

10.0 out of 10, Exceptional, (3)
"They thought of everything. I would definitely come back for another stay."
The price is NZ$1,033
includes taxes & fees
9 July - 10 July
Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK
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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Frequently asked questions

Can I find a holiday rental in St. Leonard?

Yes, there are holiday rentals close to the most popular sights in St. Leonard, or you can select a more secluded option if you're looking for a relaxing 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 are some of the best holiday rentals that St. Leonard has to offer?

New! Cozy River Cottage with great views of the water!: This highly rated holiday home rental in St. Leonard is located on a river, and has a garden, 1 hot tub and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in St. Leonard?

With 14 Expedia holiday rentals, you're guaranteed to find just the right place for your St. Leonard stay.

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

Matoaka Beach and Patuxent River are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Jefferson Patterson Park and Museum and Flag Harbor Marina.

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

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in St. Leonard. Holiday rentals feature extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family trips.