St. Leonard Holiday Rentals

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Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Holiday Rentals in St. Leonard

Outdoor dining
Discover tranquility near Calvert Cliffs

Holiday Home in Saint Leonard

9.8 out of 10, Exceptional, (18)
"Comfortable beds, large house with awesome views…had a great experience"
United States
Deborah R.
Discover tranquility near Calvert Cliffs
Beach nearby, sun-loungers, beach towels
Summer Getaway ~ Beach Combing & Relaxation

Holiday Home in St Leonard

9.6 out of 10, Exceptional, (24)
"Great location, so quiet, the host was so nice. They made sure everything was set before arriving. Definitely worth it, if you have time the beach isn't that far away. All amenities listed are here, and the amenities also work. "
United States
Astrid S.
Summer Getaway ~ Beach Combing & Relaxation
Fridge, microwave, oven, stovetop
WATERFRONT!!! The River's Roost on The Patuxent River

Holiday Home in Saint Leonard

10.0 out of 10, Exceptional, (32)
"Such a beautiful place ! The views were amazing too! We would definitely go again!"
United States
Anonymous traveller
WATERFRONT!!! The River's Roost on The Patuxent River
Terrace/patio
Tiny, Funky, and Full of Love - Welcome to the Love Shack

Apartment in Piney Point

10.0 out of 10, Exceptional, (13)
"The place had everything we needed and the yard was great for the dogs. Would definitely stay here again."
United States
Dawn B.
Tiny, Funky, and Full of Love - Welcome to the Love Shack
Microwave, oven, stovetop, dishwasher
Spacious 6-Bedroom Solomons Island Retreat • Walk to Waterfront & Shops

Holiday Home in Solomons

9.6 out of 10, Exceptional, (7)
"Stayed for business, completed our project and enjoyed some local eating spots. "
United States
Justin J.
Spacious 6-Bedroom Solomons Island Retreat • Walk to Waterfront & Shops
Exterior detail
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Cottage in Cambridge

10.0 out of 10, Exceptional, (15)
"Well equipped and super clean; great place!"
United States
Steve S.
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
Terrace/patio
Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28

Holiday Home in Cambridge

10.0 out of 10, Exceptional, (80)
"Great for 10 adults and 4 grandchildren!"
United States
Phil S.
Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28
Exterior
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

Holiday Home in Drayden

9.8 out of 10, Exceptional, (77)
"Host was gracious. house is well prepared and clean. "
United States
Mark A.
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Sun-loungers, beach towels
Soul Oasis - home on the Chesapeake Bay

Cottage in Lusby

9.8 out of 10, Exceptional, (37)
"Great stay. Teresa was very helpful, the house is fun, and the location is great - nice place to visit."
United States
Samuel W.
The price is HK$972
HK$2,184 total
includes taxes & fees
4 Dec - 5 Dec
Soul Oasis - home on the Chesapeake Bay
Outdoor dining
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Holiday Home in Tracys Landing

9.8 out of 10, Exceptional, (50)
"Our week at Jacob's property was excellent. It was the perfect location for a family getaway, and Jacob was helpful and responsive."
United States
Brett F.
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Smart TV, fireplace
Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Holiday Home in Lusby

10.0 out of 10, Exceptional, (63)
"Such a beautiful place to stay. Had absolutely everything you could need. Comfy beds and tons of space. Definitely recommend staying here!"
United States
Whitney H.
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Interior
Peaceful Waterfront Apartment in the Heart of Solomons Island

Apartment in Solomons

9.0 out of 10, Wonderful, (14)
"Nice little place to stay"
United States
Eric S.
Peaceful Waterfront Apartment in the Heart of Solomons Island
Smart TV, fireplace, books, offices
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

Holiday Home in Port Republic

10.0 out of 10, Exceptional, (124)
"Well, what a great time we had at this house the house is exactly as advertised, tidy, clean, comfortable, everything close. The view was beautiful, our vacation was amazing. Alicia was very responsive to any question that we had. We definitely would rent again!"
United States
Misael A A.
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
Dining
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

Cabin in Port Republic

10.0 out of 10, Exceptional, (181)
"Everything about this cabin was just what we were looking for! From the initial booking until we left we were taken care of by Brett. The pictures on-line were spot on but seeing the bay view in person from the windows and deck took my breath. There was a lot to do and we took advantage of close by activities (hiking, paddle-boarding, kayaking, jet skiing) but the cabin is a destination in itself with it's peaceful and calm surroundings. We were blessed with beautiful sunrises, hummingbirds and...
United States
Vicki K.
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
Property grounds
Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!

Holiday Home in Hague

9.8 out of 10, Exceptional, (28)
"Great stay, easy check-in/check-out, highly recommend"
United States
kevin l.
Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!
Beach nearby, sun-loungers, beach towels
The Blue Crab Beach House - Free beach passes

Holiday Home in North Beach

10.0 out of 10, Exceptional, (76)
"Excellent communication and place "
United States
Desiree
The Blue Crab Beach House - Free beach passes
3 bedrooms, iron/ironing board, travel cot, free WiFi
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Holiday Home in Prince Frederick

9.6 out of 10, Exceptional, (4)
"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. "
United States
Carrie K.
The price is HK$1,400
HK$2,835 total
includes taxes & fees
1 Dec - 2 Dec
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
Terrace/patio
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

Holiday Home in Cambridge

9.8 out of 10, Exceptional, (133)
"This was our second time staying here. Love the location and size of the property. Plenty of space for the kids to play catch, ride bikes, and lots of crabbing and fishing. "
United States
Joe B.
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
Terrace/patio
Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset

Cottage in Tall Timbers

9.8 out of 10, Exceptional, (59)
"We enjoyed our stay! Our Grandkids (2) joined us too. Unfortunately we had to leave early to attend a funeral. We would absolutely consider this property for any future stays in the area. "
United States
Bernadette D.
Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset
Dining
Cozy Virginia Potomac Riverfront Cottage

Cottage in Hague

9.6 out of 10, Exceptional, (46)
"Wonderful views, clean home and quaint ! We highly recommend!"
United States
Tim R.
Cozy Virginia Potomac Riverfront Cottage
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

Springhill Suites by Marriott Prince Frederick

Springhill Suites by Marriott Prince Frederick

10/10 Excellent
"Our room was excellent and the staff was very friendly and courteous."
Daniel 2-night trip
Posted 4 days ago
Springhill Suites by Marriott Prince Frederick

Find out more about St. Leonard

Search for holiday rentals in St. Leonard on Expedia! You can easily find your home rentals, villas, holiday apartments in St. Leonard using one of the methods below:

  • View our selection of featured holiday rentals in St. Leonard
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Look no further and take a look at our great range of rental properties in St. Leonard!

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?

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub: This holiday home rental outside of St. Leonard is located on the waterfront, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in St. Leonard?

With 15 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 Northern Chesapeake Bay 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.