Entire home

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.
A bedroom with a bed, a ceiling fan, a wall-mounted TV, and a window with curtains.
A room with a wooden floor, a television on a stand, a door with a bell, and a Christmas tree.
A kitchen with wooden flooring, a central island, and white cabinets.
A wooden deck with a red patterned rug, two metal chairs, and a small round table.

Reviews

10 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy a spacious layout that gives everyone more room to relax.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Toys
  • Air-conditioning
  • Pet-friendly
  • Refrigerator
  • Internet
  • Washing machine

Explore the area

View map
Leonardtown, MD
  • Place, North End Gallery
    ‪3 min walk‬
  • Place, Leonardtown Park
    ‪5 min walk‬
  • Place, Leonardtown Town Hall
    ‪6 min walk‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single 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

Add dates for prices

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About the area

Leonardtown

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

As of 29 October 2026, prices found for a 1-night stay for 2 adults at Charming Duplex in the heart of Leonardtown on 16 March 2027 start from NZ$1,147, 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 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.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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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

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

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 is a very clean house with upscale appliances and decor. The property owner makes sure you have everything you need and replied to emails very quickly. Would recommend 100 percent!
Stayed 3 nights in Oct 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

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
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
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