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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

Our top choices for Leonardtown cottages

Exterior

Cottage in Point Lookout

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
9.4 out of 10, Exceptional, (12 reviews)
"The cottage was clean and welcoming. The location can't be beat. It is right on the water, quiet and nearby point lookout. Great place to visit and walk our dogs. The property owners were responsive and gave us a nice list of things to do around the area. Would definitely stay again!"
United States
Adam P.
The price is €384
includes taxes & fees
7 Apr - 8 Apr
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Exterior

Cottage in Lusby

Soul Oasis - home on the Chesapeake Bay
10.0 out of 10, Exceptional, (42 reviews)
"House was very nice and tidy and exactly as described. The host had a small binder full of helpful info including local restaurants and attractions. There was so much to do and everything was close bye. "
United States
Mindy V.
The price is €245
includes taxes & fees
17 Mar - 18 Mar
Soul Oasis - home on the Chesapeake Bay
House (3 Bedrooms) | Interior

Cottage in Lusby

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
3.0 star property
The price is €633
includes taxes & fees
16 Mar - 17 Mar
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
Exterior

Cottage in Hague

2 Bedroom Cottage at Coles Point Marina
The price is €253
includes taxes & fees
22 Mar - 23 Mar
2 Bedroom Cottage at Coles Point Marina
Exterior

Cottage in Prince Frederick

Cottage Located on the Patuxent River!
10.0 out of 10, Exceptional, (42 reviews)
"The accommodations were superb and being on the water was amazing!"
United States
Daniel P.
The price is €273
includes taxes & fees
20 Mar - 21 Mar
Cottage Located on the Patuxent River!
Property grounds

Cottage in Benedict

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
9.0 out of 10, Wonderful, (8 reviews)
"The location was perfect. It was quiet and clean with a wonderful view of the water, especially the sunrise through the bedroom window in the morning. The host kept in touch to answer any questions we had, and made sure our stay was great. We will absolutely be back!"
United States
Coulter L.
The price is €228
includes taxes & fees
11 Mar - 12 Mar
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Exterior

Cottage in Colonial Beach

Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach
9.8 out of 10, Exceptional, (15 reviews)
"We love going to Colonial Beach. This house offered everything we were looking for in a mini vacation."
United States
Anonymous traveller
The price is €384
includes taxes & fees
11 Mar - 12 Mar
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach
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

avid hotel California - Lexington Park by IHG

avid hotel California - Lexington Park by IHG

10/10 Excellent
"Great staff, good parking, good location. Good variety of restaurants to eat. "
Kareem 18-night trip
Posted 20 hours ago
avid hotel California - Lexington Park by IHG

Find out more about Leonardtown

Leonardtown Cottages information

Number of reviews
119
Accommodation
120 Cottages
Lowest Price
€228
Highest Price
€633

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.