Vacation Homes in Leonardtown, MD

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Top Vacation Homes in Leonardtown

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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.

Top hotels in Leonardtown

Find the Best Vacation Homes in Leonardtown

Why book a vacation home in Leonardtown?

Vacation homes in Leonardtown make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.

How much is a vacation home in Leonardtown?

Private Leonardtown rental homes range between $90 - $459 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.

What are the cancellation and flexibility options on Travelocity?

To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.

What amenities should I look out for in a vacation home?

There are some exciting amenities available in Leonardtown vacation home rentals. You might look for Leonardtown rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room. 

Vacation rentals in Leonardtown offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.

When is the best time to rent a vacation home in Leonardtown?

You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.

Why book a vacation home with Travelocity?

Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Leonardtown. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Leonardtown hotels and vacation homes that best suit your stay. We also have deals for flights, and Leonardtown car rentals. You’ll save even more when you bundle your items into a Leonardtown vacation package!

How many vacation homes are available to book in Leonardtown?

There are 266 rental homes in Leonardtown. Enter your travel dates to check availability.

How do I find the best price for a vacation home in Leonardtown?

Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.

Leonardtown Vacation Homes essential information

Accommodation
266 Vacation Homes
Lowest Price
$90
Highest Price
$459
Popular accommodation
Waterfront with spectacular view, close to restaurants and bars, 2 Mi to Lighthouse: Waterfront Home w/ Dock!, Inviting and Serene Home on Monroe Bay Creek, **FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**, Belle of the Chesapeake Bay, WATERFRONT!!! The River's Roost on The Patuxent River, High River Bank with $1M Sunset View, 3 min to College, Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset, 2 Acre Oasis with Private Beach! Family and dog friendly!, Walk to Bay: Home w/ Fenced Yard in Colonial Beach, Peaceful and Cozy Waterfront Home [just renovated], Bay view from Calvert Cliffs, Solomons Island & State Park nearby