Book Holiday Homes in St. Leonard

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Featured Holiday Homes in St. Leonard

The Blue Crab Beach House - Free beach passes

The Blue Crab Beach House - Free beach passes

North Beach
Stay at this vacation home in North Beach. Enjoy free WiFi, a water park, and a garden. Popular attractions Bayside History Museum and Chesapeake Beach Water ...
The Blue Crab Beach House - Free beach passes
Waterfront Wildlife Retreat on the Patuxent River

Waterfront Wildlife Retreat on the Patuxent River

Lusby
Stay at this vacation home in Lusby. Enjoy free WiFi, patios, and cable/satellite TV service. Our guests praise the helpful staff in our reviews. Popular attractions ...
Waterfront Wildlife Retreat on the Patuxent River
Modern Waterfront House with Amazing views!

Modern Waterfront House with Amazing views!

North Beach
Stay at this vacation home in North Beach. Enjoy a water park, a garden, and patios. Popular attractions Bayside History Museum and Chesapeake Beach Water Park ...
Modern Waterfront House with Amazing views!
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The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.

The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.

Montross
Stay at this vacation home in Montross. Enjoy free WiFi, a garden, and tennis courts. Popular attractions Trent Island and Coles Point Marina are located ...
The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.
Sweet Bamboo Beach Cottage

Sweet Bamboo Beach Cottage

north beach
Stay at this vacation home in North Beach. Enjoy a beach locale, a water park, and a garden. Popular attractions Bayside History Museum and Chesapeake Beach ...
Sweet Bamboo Beach Cottage
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
Stay at this vacation home in Drayden. Enjoy free WiFi, a garden, and patios. Popular attractions Dennis Point Marina and Saint George Island Beach are located ...
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
House Right on the Potomac River - Great Sunrises & Sunsets

House Right on the Potomac River - Great Sunrises & Sunsets

Hague
Book a stay at this beach vacation home in Hague. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Coles Point Marina and Trent Island ...
House Right on the Potomac River - Great Sunrises & Sunsets
Stunning  Chesapeake view from almost ever room, private  15 home community beach, fossils, 450 pier

Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

Port Republic
Book a stay at this beach vacation home in Port Republic. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Matoaka Beach and Long Beach are ...
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
Screened Patio, Deck & Grill: Saint Inigoes Home!

Screened Patio, Deck & Grill: Saint Inigoes Home!

St Inigoes
Stay at this vacation home in Saint Inigoes. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Historic St. Mary's City and Saint Inigoes ...
Screened Patio, Deck & Grill: Saint Inigoes Home!
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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
225 Holiday Homes
Lowest Price
NZ$240
Highest Price
NZ$240
Popular accommodation
The Blue Crab Beach House - Free beach passes , Waterfront Wildlife Retreat on the Patuxent River , Modern Waterfront House with Amazing views!, The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach., Sweet Bamboo Beach Cottage, Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp, House Right on the Potomac River - Great Sunrises & Sunsets, Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier, Screened Patio, Deck & Grill: Saint Inigoes Home!

Top trending hotels in St. Leonard

WATERFRONT!!! The River's Roost on The Patuxent River

WATERFRONT!!! The River's Roost on The Patuxent River

Saint Leonard
Stay at this vacation home in St. Leonard. Enjoy free WiFi, a garden, and patios. Popular attractions Cape Saint Marys Marina and Perigeaux Vineyards and Winery ...
WATERFRONT!!! The River's Roost on The Patuxent River
New! Cozy River Cottage with great views of the water!

New! Cozy River Cottage with great views of the water!

Saint Leonard
Stay at this vacation home in St. Leonard. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Perigeaux Vineyards and Winery and Jefferson ...
New! Cozy River Cottage with great views of the water!
5 bedroom, 8 bed, 3 story house a block from beach

5 bedroom, 8 bed, 3 story house a block from beach

Saint Leonard
Book a stay at this family-friendly vacation home in St. Leonard. Enjoy free WiFi, a water park, and a pool table. Popular attractions Flag Harbor Marina and ...
5 bedroom, 8 bed, 3 story house a block from beach
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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$240 per night from 4 May to 5 May
NZ$240
includes taxes & fees
4 May - 5 May
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 ...
Solomons Inn Resort & Marina
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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.