Photo by Pla Jira

Search Apartments in Leonardtown

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Compare 19 Apartments in Leonardtown with updated reviews, rates, and availability.

Sail Away
TV

Sail Away

10.0 out of 10, Exceptional, (4)
"Loved the View from inside the condo and on the balcony. Has everything you need and is new and clean. Right on the boardwalk with beach and res"
The price is AED 529
AED 1,168 total
includes taxes & fees
9 Jun - 10 Jun
Sail Away
Two bedroom two bath home on charming Solomons Island
Smart TV

Two bedroom two bath home on charming Solomons Island

10.0 out of 10, Exceptional, (12)
"Within walking distance of great restaurants, small shops & other venues along the water."
Two bedroom two bath home on charming Solomons Island
Waterfront Solomons Apartment
Aerial view

Waterfront Solomons Apartment

10.0 out of 10, Exceptional, (8)
"We enjoyed our stay. liked the view. We had a problem with the door lock Anthony was quick to get it resolved!"
The price is AED 775
AED 1,335 total
includes taxes & fees
11 Jun - 12 Jun
Waterfront Solomons Apartment
Charming 1-bedroom apartment in peaceful Solomons with AC, WiFi
Private kitchen

Charming 1-bedroom apartment in peaceful Solomons with AC, WiFi

10.0 out of 10, Exceptional, (1)
"Amenities were amazing, including farm fresh eggs. Very clean and cozy!"
Charming 1-bedroom apartment in peaceful Solomons with AC, WiFi
Cozy centrally located studio with WiFi and AC in delightful Port Republic, MD
Fridge, microwave, stovetop, coffee/tea maker

Cozy centrally located studio with WiFi and AC in delightful Port Republic, MD

Cozy centrally located studio with WiFi and AC in delightful Port Republic, MD
Sail Away To
Terrace/patio

Sail Away To

9.8 out of 10, Exceptional, (6)
"If i could rate this stay, location with amenities higher than a 5, it would be a 10+. I absolutely loved the stay and do not want leave. I will definitely return! "
The price is AED 779
AED 1,479 total
includes taxes & fees
1 Jul - 2 Jul
Sail Away To
Stunning sunsets Leonardtown apartment
Property grounds

Stunning sunsets Leonardtown apartment

10.0 out of 10, Exceptional, (4)
"Hosts were very accommodating. "
Stunning sunsets Leonardtown apartment
Relax & Recharge in Our Family-Favorite Retreat
Exterior

Relax & Recharge in Our Family-Favorite Retreat

2.0 out of 10, (1)
"Was never able to actually stay here because the owner never provided check-in info. They didn't respond to messages on the app or calling their personal number directly, didn’t respond to Vrbo employees either when they tried to contact the owner. Had to get a hotel last-minute after giving them three hours past the scheduled check-in time to respond. Incredibly frustrating and inconvenient as I was looking for somewhere to stay with my infant daughter after our house was packed up as we're...
Relax & Recharge in Our Family-Favorite Retreat
Studio on the Bay.
Beach nearby, beach towels

Studio on the Bay.

10.0 out of 10, Exceptional, (18)
"The studio was amazing! The location was perfect and exactly what we needed . It also had some nice added amenities ( kayaks, jacuzzi ) we truly enjoyed our stay."
Studio on the Bay.
Waterfront Colonial Beach Studio w/ Boat Dock!
TV

Waterfront Colonial Beach Studio w/ Boat Dock!

10.0 out of 10, Exceptional, (4)
"The property and guest house were beautiful. Stunning view of the water. Perfect location to launch a boat and keep on the dock for a long weekend. Hosts, neighbors, and locals were all so friendly and gave us many suggestions on activities and places to go. Spent most of our time crabbing in the Wicomico river. Wish we could have stayed longer! Hope to stay again soon!"
Waterfront Colonial Beach Studio w/ Boat Dock!
Courtyard Studio at Bancroft Manor. Cozy Retreat!
Exterior

Courtyard Studio at Bancroft Manor. Cozy Retreat!

10.0 out of 10, Exceptional, (22)
"Needed a place to stay before I move to SC and this place/location was perfect! Great all around and great communication."
Courtyard Studio at Bancroft Manor. Cozy Retreat!
Terrace Suite · Terrace Suite - Private Flat in Historic Manor.
TV

Terrace Suite · Terrace Suite - Private Flat in Historic Manor.

9.8 out of 10, Exceptional, (29)
"Great stay, clean & owner gave great local suggestions!"
Terrace Suite · Terrace Suite - Private Flat in Historic Manor.
Cozy clean apartment in the heart of Leonardtown!
Fridge, microwave, oven, stovetop

Cozy clean apartment in the heart of Leonardtown!

10.0 out of 10, Exceptional, (2)
"Great location, wonderfully stocked and clean. Very inviting and charming. Truly enjoyed our stay and will most definitely stay again!"
Cozy clean apartment in the heart of Leonardtown!
View Peaceful Pond while lounging in this open studio apartment!
Terrace/patio

View Peaceful Pond while lounging in this open studio apartment!

10.0 out of 10, Exceptional, (2)
"Very helpful and easy process. Unexpected departure and very grateful for Arlene helping me out. Would stay here again if back in the area."
View Peaceful Pond while lounging in this open studio apartment!
Peaceful Pond Retreat offers a home away from home!
Property grounds

Peaceful Pond Retreat offers a home away from home!

8.0 out of 10, Very Good, (3)
"Nice place to stay with my dog. The price was good. Arlene was easy to get ahold of."
Peaceful Pond Retreat offers a home away from home!
Come relax yourself a while
Fridge, microwave, oven, stovetop

Come relax yourself a while

The price is AED 909
AED 2,113 total
includes taxes & fees
9 Jun - 10 Jun
Come relax yourself a while
Charming waterfront studio with amazing view, and WiFi in tranquil Piney Point
Smart TV

Charming waterfront studio with amazing view, and WiFi in tranquil Piney Point

Charming waterfront studio with amazing view, and WiFi in tranquil Piney Point
Waterfront Colonial Beach Studio w/ Boat Dock!
Interior

Waterfront Colonial Beach Studio w/ Boat Dock!

3.0 star property
Waterfront Colonial Beach Studio w/ Boat Dock!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

What's it like to stay at an apartment in Leonardtown?
You’ll find plenty of places to stay in Leonardtown with 21 hotels and other lodging accommodations. Though there aren’t many apartments, we can help you locate accommodations that are similar. When you search on Expedia, you can filter by amenities you might find in an apartment like a kitchen. You can also search for similar properties such as condos, vacation homes, or cottages.
Why consider apartments instead of traditional hotels?
An apartment is often more spacious than a traditional hotel room and comes with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for couples looking for something with a more local feel.
What's the top apartment for a stay in Leonardtown?
Stunning sunsets Leonardtown apartment: Includes free WiFi, private patios, and Smart TVs. Onsite laundry facilities and a hot tub are on site. Cozy clean apartment in the heart of Leonardtown!: Free WiFi, fireplaces, and Smart TVs are included. Onsite laundry facilities and a hot tub are on site.
What can I expect from the weather when I travel to Leonardtown?
Though weather is just one factor, it can really affect your travel plans, especially if you’re planning an extended stay in Leonardtown. The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 41°F. Average annual precipitation for Leonardtown is 49 inches.
What should I see and do in Leonardtown?
St. Mary’s River State Park and Leonardtown Park are a couple of lovely local spots to get outside and enjoy nature. Port of Leonardtown Winery and Leonardtown Town Hall are other places to visit while you’re in town.
What's the best way to get to and around Leonardtown?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Ronald Reagan Washington National Airport (DCA), which is located 44.3 mi (71.4 km) from the heart of the city. If you’d like to explore around the area, consider renting a car to take in more sights.