Book Holiday Homes in St. Leonard

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Featured Holiday Homes in St. Leonard

4BDRM River front house with Private Beach in Hollywood

4BDRM River front house with Private Beach in Hollywood

2 out of 5
Hollywood
Book a stay at this beach vacation home in Hollywood. Enjoy a beach locale, laundry facilities, and an in-room coffeemaker. Popular attractions Myrtle Point ...
Opens in a new window4BDRM River front house with Private Beach in Hollywood
Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

Cobb Island
Stay at this vacation home in Cobb Island. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Colonial Beach and Saint Clements Island-Potomac ...
Opens in a new windowWaterfront Cottage with Pier & Boatlift on the Beautiful Potomac River
Single family home with screened porch.

Single family home with screened porch.

Fishing Creek
Stay at this vacation home in Fishing Creek. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions P. L. Jones Marina and Gunners Island are ...
Opens in a new windowSingle family home with screened porch.
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Secluded Riverfront Retreat on 100+ Acre Farm in Mechanicsville, WiFi, AC, &More

Secluded Riverfront Retreat on 100+ Acre Farm in Mechanicsville, WiFi, AC, &More

Mechanicsville
Stay at this vacation home in Mechanicsville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Long Point and Main Beach are located ...
Opens in a new windowSecluded Riverfront Retreat on 100+ Acre Farm in Mechanicsville, WiFi, AC, &More
Beautiful Waterfront Retreat in Cambridge!

Beautiful Waterfront Retreat in Cambridge!

Cambridge
The price is NZ$682 per night from 9 Oct to 10 Oct
NZ$682
9 Oct - 10 Oct
includes taxes & fees
Book a stay at this family-friendly vacation home in Cambridge. Enjoy free WiFi, laundry facilities, and a pool table. Popular attractions Spocott Windmill and ...
Opens in a new windowBeautiful Waterfront Retreat in Cambridge!
The Cozy Crab- Your Charming Haven in Lovely North Beach!

The Cozy Crab- Your Charming Haven in Lovely North Beach!

North Beach
Stay at this vacation home in Owings. Enjoy a garden, patios, and air conditioning. Popular attractions Bayside History Museum and Chesapeake Beach Water Park ...
Opens in a new windowThe Cozy Crab- Your Charming Haven in Lovely North Beach!
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

Drayden
Book a stay at this beach vacation home in Drayden. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Dennis Point Marina and Saint George Island ...
Opens in a new windowSpacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

Cambridge
Stay at this vacation home in Cambridge. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Ragged Island and Spocott Windmill are located ...
Opens in a new windowWaterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Lusby
Stay at this vacation home in Lusby. Enjoy free WiFi, a water park, and laundry facilities. Popular attractions Seahorse Beach and Drum Point Lake are located ...
Opens in a new windowBay view from Calvert Cliffs, Solomons Island & State Park nearby
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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.

St. Leonard Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our St. Leonard vacation homes are the perfect way for you to wing it.

Holiday houses in St. Leonard let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of St. Leonard in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local St. Leonard adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in St. Leonard with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of St. Leonard vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

St. Leonard Holiday Homes essential information

Accommodation
240 Holiday Homes
Lowest Price
NZ$224
Highest Price
NZ$682
Popular accommodation
4BDRM River front house with Private Beach in Hollywood, Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River, Single family home with screened porch. , Secluded Riverfront Retreat on 100+ Acre Farm in Mechanicsville, WiFi, AC, &More, Beautiful Waterfront Retreat in Cambridge!, The Cozy Crab- Your Charming Haven in Lovely North Beach!, Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp, Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW, Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Top trending hotels in St. Leonard

Summer Getaway ~ Beach Combing & Relaxation

Summer Getaway ~ Beach Combing & Relaxation

St Leonard
Stay at this vacation home in St. Leonard. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Matoaka Beach and Flag Harbor Marina are located ...
Opens in a new windowSummer Getaway ~ Beach Combing & Relaxation
Studio on the Bay.

Studio on the Bay.

Saint Leonard
Stay at this apartment in St. Leonard. Enjoy a garden, an in-room coffeemaker, and air conditioning. Popular attractions Flag Harbor Marina and Long Beach are ...
Opens in a new windowStudio on the Bay.
NEW:  Life on the River!  Luxury estate with jacuzzi and private pier!

NEW: Life on the River! Luxury estate with jacuzzi and private pier!

Saint Leonard
Stay at this vacation home in St. Leonard. Enjoy a garden, laundry facilities, and patios. Popular attractions Cape Saint Marys Marina and Perigeaux Vineyards ...
Opens in a new windowNEW: Life on the River! Luxury estate with jacuzzi and private pier!
Save an average of 15% on thousands of hotels when you're signed in
Solomons Inn Resort & Marina

Solomons Inn Resort & Marina

2.5 out of 5
155 Holiday Dr. P.O. Box 1099, Solomons, MD
Fully refundableReserve now, pay when you stay
The price is NZ$224 per night from 11 Oct to 12 Oct
NZ$224
11 Oct - 12 Oct
includes taxes & fees
Book a stay at this business-friendly hotel in Solomons. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Southern Branch Library and Drum ...
Opens in a new windowSolomons Inn Resort & Marina
Don't see what you're looking for?
See all available properties in St. Leonard
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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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^Subject to availability and chosen travel dates.