Holiday Rentals in St. Leonard

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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 €1,417
includes taxes & fees
23 Jul - 24 Jul
Family Luxury: 5BR, GameRm, MovieRm, Kayaks, PingPong, Fire Pit, Beach

Waterfront Getaway with Dock

10.0 out of 10, Exceptional, (45)
"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 €244
includes taxes & fees
23 Jul - 24 Jul
Waterfront Getaway with Dock

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

9.4 out of 10, Exceptional, (23)
"A nice, quiet location on the water. Exactly as advertised. We would definitely stay again if we were in the area."
The price is €783
includes taxes & fees
21 Jul - 22 Jul
Spacious waterfront home with amazing views, private pier, fishing and crabbing.

Beautiful Waterfront Retreat in Cambridge!

10.0 out of 10, Exceptional, (39)
"The house was so cute and the fact that we were able to do early check in was amazing!"
The price is €429
includes taxes & fees
20 Jul - 21 Jul
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 €528
includes taxes & fees
16 Jul - 17 Jul
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 €406
includes taxes & fees
15 Jul - 16 Jul
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, (4)
"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 €604
includes taxes & fees
15 Jul - 16 Jul
4-BR Waterfront Turret Home

Roomy 6 bedroom home in the heart of Solomons, MD

9.2 out of 10, Wonderful, (5)
"Stayed for business, completed our project and enjoyed some local eating spots. "
The price is €668
includes taxes & fees
11 Aug - 12 Aug
Roomy 6 bedroom home in the heart of Solomons, MD

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

9.4 out of 10, Exceptional, (3)
"We had a short stay after a sporting event in DC, it was a little less than an hour away. Convenient location and a very clean house. Kitchen was well stocked. There was little communication with the owner, which was nice vs a long list of rules, but we would have liked to know any of their local specific favorite spots or more detailed check in/check out. Worked out nicely for our family. "
The price is €473
includes taxes & fees
5 Aug - 6 Aug
Kick back and enjoy the Chesapeake & this 3-bedroom, calm, stylish space.

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 €382
includes taxes & fees
22 Jul - 23 Jul
Beach Front, Bay View, Fishing, chesapeake,Family Getaway

Riverside Dreams -golfcart-views-screened porch-

2.0 star property
10.0 out of 10, Exceptional, (2)
"We found the view and the accommodations quite lovely."
The price is €375
includes taxes & fees
15 Jul - 16 Jul
Riverside Dreams -golfcart-views-screened porch-

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 €580
includes taxes & fees
5 Aug - 6 Aug
Huge Beach Bungalow w/Yard, Beach Passes, 2 King Bds near Boardwalk, Restaurants

Beach Home with King Bed and Beach Passes in a Cute Town

10.0 out of 10, Exceptional, (15)
"We had everything we needed in this townhome in North Beach. Nicely decorated, clean and the beds were comfortable! Perfect spot for our girl's weekend."
The price is €302
includes taxes & fees
16 Jul - 17 Jul
Beach Home with King Bed and Beach Passes in a Cute Town

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 €447
includes taxes & fees
21 Jul - 22 Jul
Cozy Cottage By The Beach-Pet Friendly

Anne & Fred's Leonardtown Home

9.4 out of 10, Exceptional, (3)
"Nice place to stay. Perfect location for our needs. Suggest noting the hot and cold water flip upstairs, and to add a mirror in the hallway by outlet for blow dryer."
The price is €481
includes taxes & fees
15 Jul - 16 Jul
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 €476
includes taxes & fees
16 Jul - 17 Jul
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?

The Cozy Crab- Your Charming Haven in Lovely North Beach!: This holiday home rental outside of St. Leonard offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of books.

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 Flag Ponds Nature Park 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 Patuxent River.

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.