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Check prices for these dates

Next weekend
5 Sept - 7 Sept
In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct

Featured Cottages in Leonardtown and around

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Smart TV, books

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

9.6 out of 10, Exceptional, (4)
"The house was close to family in the area, so location was great. The house was clean and airy. The door lock was a bit tricky - otherwise all was excellent."
The price is €316
includes taxes & fees
9 Sept - 10 Sept
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
On the beach

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

9.6 out of 10, Exceptional, (4)
"Just the perfect place I needed for a personal retreat. It is quiet, peaceful and serene. I would definitely visit again. "
The price is €258
includes taxes & fees
4 Sept - 5 Sept
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Soul Oasis - home on the Chesapeake Bay
Sun-loungers, beach towels

Soul Oasis - home on the Chesapeake Bay

9.8 out of 10, Exceptional, (31)
"The A-frame cottage was clean and comfortable. I was accompanied by my son and two grandchildren (ages 12 and 14), and we really loved it. We went fishing in bay at the beach area below the cottage, and also did a lot of fossil hunting along the cliffs, which are breathtaking. Our host Teresa was extremely helpful and welcoming. We will definitely be going back!"
The price is €268
includes taxes & fees
9 Sept - 10 Sept
Soul Oasis - home on the Chesapeake Bay
Cottage Located on the Patuxent River!
Sun-loungers

Cottage Located on the Patuxent River!

10.0 out of 10, Exceptional, (41)
"The accommodations were superb and being on the water was amazing!"
Cottage Located on the Patuxent River!
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 Leonardtown Hotel Reviews

Find out more about Leonardtown

Find out more about Leonardtown

Leonardtown Cottages information

Number of reviews
481
Accommodation
135 Cottages
Lowest Price
€258
Highest Price
€268

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Why book your cottage in Leonardtown with Expedia?
Expedia has some terrific cottages in Leonardtown, so get ready for a memorable holiday on nature's doorstep. If you have a budget in mind, click on how much you want to spend and the preferred star rating of your property. Or take advantage of our filters to search for cottages with free WiFi or a pool. We'll help you find the right place whatever your trip looks like.
How can I find cheap cottages in Leonardtown?
A good way to locate cheap cottages in Leonardtown is with Expedia's filter tool. Tailor your search results by star rating, amenities and budget to discover awesome rates in a few clicks.
What is there to do in Leonardtown near my cottage?
The most useful travel accessory is a well-planned itinerary. Port of Leonardtown Winery is an excellent place to kick off your sightseeing in Leonardtown.