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Our top choices for Leonardtown cottages

Exterior
Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
9.8 out of 10, Exceptional, (39)
"Great stay. Teresa was very helpful, the house is fun, and the location is great - nice place to visit."
United States
Samuel W.
$254 nightly
The price is $269
Jan 4 - Jan 5, 2026
Total with taxes and fees
Soul Oasis - home on the Chesapeake Bay
Exterior
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

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

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Point Lookout
9.4 out of 10, Exceptional, (8)
"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.
$287 nightly
The price is $317
Jan 5 - Jan 6, 2026
Total with taxes and fees
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Exterior
Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!
Prince Frederick
10.0 out of 10, Exceptional, (42)
"This place was very lovely. Beautiful atmosphere and very spacious cottage. Didn’t get to see the owners but really enjoyed their property. Loved having the coffee maker, comfy bed and awesome tub! I will definitely be back. "
United States
RACHEL S.
$300 nightly
The price is $317
Dec 25 - Dec 26
Total with taxes and fees
Cottage Located on the Patuxent River!
Property grounds
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

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

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict
9.0 out of 10, Wonderful, (8)
"The owner was very nice "
United States
karen
$271 nightly
The price is $299
Dec 25 - Dec 26
Total with taxes and fees
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
House (3 Bedrooms) | Interior
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
3.0 star property
Lusby
$815 nightly
The price is $905
Dec 30 - Dec 31
Total with taxes and fees
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
Exterior
Call to reserve last minute stay! Hideaway in Hays Beach: 1 Minute Walk to Sand

Call to reserve last minute stay! Hideaway in Hays Beach: 1 Minute Walk to Sand

Call to reserve last minute stay! Hideaway in Hays Beach: 1 Minute Walk to Sand
Point Lookout
10.0 out of 10, Exceptional, (125)
"My family loved the fishing and crabbing. There were so many tools and toys available. Would love to make this a birthday and family tradition! "
United States
Hannah A.
$559 nightly
The price is $617
Dec 25 - Dec 26
Total with taxes and fees
Call to reserve last minute stay! Hideaway in Hays Beach: 1 Minute Walk to Sand
Exterior
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach

Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach

Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach
Colonial Beach
9.8 out of 10, Exceptional, (15)
"We love going to Colonial Beach. This house offered everything we were looking for in a mini vacation."
United States
Anonymous traveler
$406 nightly
The price is $452
Jan 4 - Jan 5, 2026
Total with taxes and fees
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

My Place Hotel - Dahlgren/King George, VA

My Place Hotel - Dahlgren/King George, VA

10/10 Excellent
"Last minute overnight stay "
Dystany 1-night trip
Posted 2 days ago
My Place Hotel - Dahlgren/King George, VA

Find out more about Leonardtown

Leonardtown Cottages information

Number of reviews
235
Accommodation
125 Cottages
Lowest Price
$269
Highest Price
$905

Frequently asked questions

Why book your cottage in Leonardtown with Expedia?
Expedia has some terrific cottages in Leonardtown, so get ready for a memorable vacation 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.

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