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Charming Duplex in the heart of Leonardtown

Photo gallery for Charming Duplex in the heart of Leonardtown

A kitchen with a marble countertop, a dining table with chairs, and a pendant light. - Charming Duplex in the heart of Leonardtown
 (Leonardtown)
A wooden deck with a red patterned rug, two metal chairs, and a small round table. - Charming Duplex in the heart of Leonardtown
 (Leonardtown)
A kitchen with wooden flooring, a central island, and white cabinets. - Charming Duplex in the heart of Leonardtown
 (Leonardtown)
A bedroom with a bed, a ceiling fan, a wall-mounted TV, and a window with curtains. - Charming Duplex in the heart of Leonardtown
 (Leonardtown)
A room with a wooden floor, a television on a stand, a door with a bell, and a Christmas tree. - Charming Duplex in the heart of Leonardtown
 (Leonardtown)
Charming Duplex in the heart of Leonardtown provides laundry facilities and more. Stay connected with free in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

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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.

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About the area

Leonardtown is home to this holiday home. North End Gallery and Old Jail Museum are cultural highlights, and some of the area's attractions include St. Mary's County Arts Council and Saint Mary's Fairground. Travelling with kids? Consider Calvert Marine Museum and Annmarie Sculpture Garden and Arts Center. Visit our Leonardtown travel guide
View more Holiday homes in Leonardtown
Map
Leonardtown, MD

What's nearby

  • North End Gallery
    3 min walk - 0.3 km
  • Leonardtown Park
    5 min walk - 0.4 km
  • Leonardtown Town Hall
    6 min walk - 0.6 km
  • College of Southern Maryland - Leonardtown Campus
    12 min walk - 1.1 km
  • MedStar Saint Mary's Hospital
    15 min walk - 1.3 km

Restaurants

  • McDonald's
    4 min drive
  • Chipotle Mexican Grill
    12 min drive
  • Dunkin'
    5 min walk
  • The Local
    11 min drive
  • Outback Steakhouse
    13 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 453 kg per pet.

How much is parking at Charming Duplex in the heart of Leonardtown ?

On-site 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 ?

Checkout is at 11:00 AM.

Where is Charming Duplex in the heart of Leonardtown located?

This family-friendly Leonardtown holiday home is within a 10-minute walk of North End Gallery, St. Mary's County Arts Council and Leonardtown Park. Old Jail Museum and St. Mary's County Historical Society are also within 10 minutes.

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Reviews

Charming Duplex in the heart of Leonardtown Reviews

10

Exceptional

10

Cleanliness

10

Location
Rating 10 - Excellent. 8 out of 8 reviews
Rating 8 - Good. 0 out of 8 reviews
Rating 6 - Okay. 0 out of 8 reviews
Rating 4 - Poor. 0 out of 8 reviews
Rating 2 - Terrible. 0 out of 8 reviews

Reviews

Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was very helpful and very prompt with responses. House was very clean, fully stocked with essentials, which made it convenient for a short stay. Restaurants and shopping in walking distance. Highly recommend for a visit to Leonardtown and nearby area.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a great experience. The place was so clean and well supplied with what one needs to feel at home.
Stayed 7 nights in Apr 2026
Verified review

10/10 Excellent

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 review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay while visiting family. Location was convenient to restaurants and local shopping. We look forward to staying here again when in town visiting family.
Stayed 4 nights in Apr 2026