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Vacation rentals in Leonardtown

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Top-rated vacation rentals in Leonardtown

Guests agree: these stays are highly rated for location, cleanliness, and more.

Apartment in Leonardtown
Retreat at Fenwick
This cozy one bedroom apartment is the perfect place to unwind & relax. Located in the heart of downtown Leonardtown, the Retreat at Fenwick is steps away from many delicious dining opportunities, unique and fun shopping at local boutiques, and fun entertainment experiences. It includes free wifi, a full kitchen & complimentary coffee bar, a charming eat-in dining space, full size pull out sofa bed, a cozy electric fireplace, a sleek workspace, and whimsical bunkbeds that are great for kids!
$109 per night
Apartment in Leonardtown
Stunning Sunsets on Breton Bay, Seaside apartment
Charming efficiency apartment decorated with a coastal theme overlooks Breton Bay. Use of pier for hanging out... or crabbing and fishing. Apartment is in the second floor of detached garage on the premises of a private home. Beautiful serene surroundings 5 min. from downtown Leonardtown with shopping, restaurants and events. Area offers historical sites, wonderful parks, a large Mennonite and Amish community, great restaurants and friendly people! 25 minutes from Solomons Island.
$125 per night
Guest suite in Leonardtown
Happy Guesthouse! Located waterfront
Quaint 1000 sq foot 1 bedroom apartment with awesome water view and waterfront accessibility. Walk to downtown and wharf in Leonardtown, MD. close to restaurants and historic sites. Use of dock and garden. Dock your boat at the premises! Small Pet friendly with additional cleaning fee Beautifully decorated and private. Kitchen not equipped with stove, but has hot plate, microwave and toaster oven. Self check-in. Pet and children friendly, owners on site but very private.
$100 per night

Stay near Leonardtown's top sights

Leonardtown Wharf Park14 locals recommend
The Front Porch23 locals recommend
Salsas Mexican Cafe3 locals recommend
Olde Town Pub11 locals recommend
Port of Leonardtown Winery23 locals recommend
Social12 locals recommend

Other great vacation rentals in Leonardtown

Cottage in Leonardtown
Beach Front and 'Perfectly Placed'
$176 per night
Apartment in Solomons
Island Breeze Solomons
$147 per night
Cottage in Leonardtown
Potomac Vista Cottage at Little Pond
$148 per night
Apartment in Lexington Park
Adorable Waterfront Apartment Weekend Getaway
$90 per night
Apartment in California
Our Little Piece of Heaven
$128 per night
Home in Leonardtown
Waterfront✦Private Dock✦Incredible Views &Sunsets✦
$283 per night
Apartment in Leonardtown
Beech Creek Farm Apt
$130 per night
Home in Leonardtown
Guest Suite Historic Leonardtown
$105 per night
Private room in Lexington Park
Elegant Modern Guest Suite
$55 per night
Cottage in California
Cozy Little Cottage
$80 per night
Guesthouse in Leonardtown
Breton Bay Guesthouse ~ ~ No cleaning fee
$115 per night
Home in Leonardtown
White Point Cottage -- Quiet Waterfront Getaway
$245 per night

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