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Charming Duplex in the heart of Leonardtown

Photo gallery for Charming Duplex in the heart of Leonardtown

Exterior
Terrace/patio
Bathroom
Bathroom
Living area

Reviews

10 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 61384 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Twin Beds

2 bathrooms, 1 half bathroom

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub or shower · Bathtub · Bidet · Toilet · Shampoo · Hair dryer

Bathroom 3

Soap · Towels provided · Toilet

Spaces

Kitchen
Dining area

About this property

Charming Duplex in the heart of Leonardtown

This bright, stylish duplex is the perfect base to explore St Mary’s county. Nestled in downtown Leonardtown , this contemporary living space has everything to make you feel at home – WiFi, Netflix, washer and dryer, queen size beds in 2 of the 3 bedrooms, two twin beds in the 3rd. Kitchen is well equipped with just about everything you might need including basic spices, sugar and cooking oil. Spend your evenings relaxing on the back deck under the soft lighting.

Master and secondary bedroom each has a new (as of 02/2022) queen mattress. Third bedroom has a 2 twin beds. Sectional couch in the living room. Dining table with seating for six plus kitchen island has additional seating for two. Back deck has a bistro table and seating for two. Half bathroom downstairs, two full bathrooms upstairs. Laundry room has newly upgraded front loading washer and dryer. 65” Smart tv downstairs, plus smart tvs in every bedroom. Queen air mattress available upon request. Wifi speeds are over 400 mbps download and 50 mbps upload.

Home is centrally located in Leonardtown within walking distance of several restaurants and shopping. Two off street parking spots are located directly out front along with additional street parking.

Please let me know if you are bringing any pets when booking.
No food allowed upstairs.

While I do find that the area is not noisy there is a fire station appx 2 blocks away and if there is an emergency they will activate the sirens and you will hear them inside the house.
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed: dogs and cats less than 20 lbs per pet (limit 2 pets total)
65 pet fee
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

About the neighborhood

Leonardtown

Leonardtown is home to this vacation home. Patuxent River Naval Air Museum and Calvert Marine Museum are cultural highlights, and some of the area's attractions include Saint Mary's Fairground and Annmarie Sculpture Garden and Arts Center.
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Map
Leonardtown, MD

What's nearby

  • Leonardtown Park - 5 min walk - 0.4 km
  • Leonardtown Town Hall - 6 min walk - 0.6 km
  • College of Southern Maryland - Leonardtown Campus - 9 min walk - 0.8 km
  • MedStar Saint Mary's Hospital - 15 min walk - 1.3 km
  • Port of Leonardtown Winery - 3 min drive - 2.8 km

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪Fitzies Marina Restaurant - ‬13 min drive
  • ‪Dunkin' - ‬5 min walk
  • ‪Outback Steakhouse - ‬13 min drive
  • ‪Noli's - ‬3 min drive

Frequently asked questions

Is Charming Duplex in the heart of Leonardtown pet-friendly?

Yes, this property allows cats and dogs (limit 2 total) with a maximum weight of up to 20 lbs per pet.

How much does it cost to stay at Charming Duplex in the heart of Leonardtown ?

As of Apr 7, 2026, prices found for a 1-night stay for 2 adults at Charming Duplex in the heart of Leonardtown on May 4, 2026 start from $213, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Charming Duplex in the heart of Leonardtown ?

Check-in begins at 4:00 PM.

What time is check-out at Charming Duplex in the heart of Leonardtown ?

Check-out is at 11:00 AM.

Where is Charming Duplex in the heart of Leonardtown located?

This family-friendly Leonardtown vacation home is within a 10-minute walk of Leonardtown Town Hall and Leonardtown Park. The Shoppes at McIntosh and Miedzinski Park are also within 1 mi (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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Rating 10 - Excellent. 4 out of 4 reviews
Rating 8 - Good. 0 out of 4 reviews
Rating 6 - Okay. 0 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Melanie A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great stay here! The home is well appointed, very comfortable, and had plenty of space for our family. Great location downtown, check in and check out were seamless. The host was quick to respond to questions and made sure the parking area and front steps were clear and free of ice after the recent winter storm. We hope to stay here again!
Stayed 4 nights in Jan 2026
Verified

10/10 Excellent

Huy N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming place

Amazing little duplex! Seamless checkin and spotless when arriving. Location is excellent for checking out Leonardtown old town! Host was very respectful and responsive.
Stayed 2 nights in Sep 2024
Verified

10/10 Excellent

Beckey D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Bridal luncheon

Was looking for a place for a bridal luncheon in Leonardtown. Great location and The Front Porch where the luncheon was at, was within walking distance along with a lot of other restaurants and shops. Stayed there with 2 other relatives and we all enjoyed this place. I have stayed at other places when I come up from NC for family events and those are nothing compared to this townhouse. Will definitely see if available everytime we come up from now on.
Stayed 2 nights in Jan 2024
Verified

10/10 Excellent

Amy P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was very attentive to our needs. Very clean and updated. All around great stay forMy family
Stayed 2 nights in Mar 2026

About the host

Hosted by t

Host profile image
I’m originally from the heart of Cajun country Louisiana. Served in the military and moved up here almost ten years ago. My bf and I love to travel and experience new places.

Why they chose this property

I love the walkability of the area along with the quant feel it gets from the local shops/restaurants.

What makes this property unique

The house has a homey, comfortable feel to it.
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