The Primary House - A Charming 3 Bedroom House in Leonardtown, MD

Leonardtown, Maryland
$253 avg/night
Minimum Stay 3 Nights
Bed 3

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

Night 3 nights

Min Stay

Welcome to your perfect escape in charming Leonardtown, Maryland! This trendy, modern home offers comfort and tranquility, all nestled within one of Maryland’s most vibrant small towns. Located just a few minutes walk from Leonardtown’s picturesque square and waterfront, this cozy home is your gateway to a town rich with culture, history, and community spirit. Whether you’re planning a romantic week away, a family getaway, or a work-from-anywhere retreat, you’ll find everything you need here.

The space

Step inside the home and feel the calm immediately. The layout is open and airy, with modern décor. With plenty of natural light and serene, boho styling, each room invites you to unwind. The spacious living areas offer inviting seating arrangements, large smart TVs, and a cozy atmosphere for movie nights or lazy mornings. The fully stocked kitchen features stainless steel appliances, stone countertops, and everything you need to cook meals at home—or reheat leftovers from one of Leonardtown’s many great restaurants.

The home includes three beautifully appointed bedrooms, each with luxe bedding, ample storage, and a peaceful vibe. The primary suite has a queen bed, while two additional rooms offer a second queen bed, and two twin beds, perfect for another couple or children. All bedrooms have plenty of storage space for an extended stay. An air mattress is available to be setup in the living room for additional guests. On site laundry provides guests with the flexibility of washing and drying clothing. Fast Wi-Fi ensures you can stay connected if needed.

Outside, the private backyard provides the perfect setting for sipping coffee in the morning or enjoying wine in the evening. Surrounded by trees, it’s a quiet oasis that feels a world away from the hustle and bustle. Outdoor games are available to entertain guests, and the adjacent park space offers ample green space for walks and recreation.

Whether you’re here to explore or just slow down, this stylish Leonardtown retreat offers the perfect base for your next adventure. Book your stay today and experience the best of Southern Maryland in comfort and style!

Guest access

Guests have access to the entire property minus the attic and garage.
Other things to note
The home is outfitted with individually controlled air conditioning units, ensuring a comfortable and personalized temperature in each room.

Enjoy the luxury of a gas cooking stove top and oven. With ample storage space for groceries, and a large refrigerator.

The block outbuilding can be used to stage gatherings or complete crafts. Several outdoor games are available for guests to use. Please ensure they are placed back into storage each day to preserve their appearance.

The Local Area

Nestled along the shores of Breton Bay, Leonardtown, Maryland, is a charming waterfront town that perfectly blends small-town hospitality with rich history, scenic beauty, and modern conveniences. Known as the only incorporated town in St. Mary’s County, Leonardtown offers visitors a warm and welcoming atmosphere, making it an ideal destination for family getaways, romantic escapes, or relaxing retreats on the Chesapeake Bay.

Stroll through Leonardtown’s historic downtown, where tree-lined streets are dotted with unique shops, art galleries, cafés, and local restaurants serving fresh seafood and regional specialties. The town green often hosts live music, festivals, and community events, giving guests an authentic taste of Southern Maryland culture. Just a short walk from town, the Leonardtown Wharf provides stunning views of the water, a public pier for boating and kayaking, and a peaceful place to unwind at sunset.

History enthusiasts will appreciate Leonardtown’s deep roots, from its colonial heritage to its role in the War of 1812. The area is home to museums, historic churches, and landmarks that tell the story of Maryland’s oldest county. Wine lovers can explore the nearby wineries on the Patuxent Wine Trail, while outdoor enthusiasts will find endless opportunities for fishing, hiking, paddleboarding, and exploring the surrounding waterways. Families will enjoy the large green space located adjacent to the property, perfect for sports or letting children play on the community playground.

Conveniently located about 30 minutes from NAS Patuxent River, and 60 minutes from Washington, D.C., Leonardtown feels worlds away while remaining easily accessible. The slower pace, friendly community, and breathtaking landscapes create a true escape from the hustle and bustle of city life. Whether you’re sipping coffee on the waterfront, exploring local history, or enjoying fresh oysters and blue crabs, Leonardtown invites you to relax, reconnect, and savor the beauty of Maryland’s Chesapeake region.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • KITCHEN

    Dishwasher Microwave Oven Stovetop
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Garden Patio
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Hair Dryer Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Cycling Nearby Fishing Nearby Fitness Facilities Nearby Kayaking Nearby Marina Nearby Mountain Biking Nearby Power Boating Nearby Sailing Nearby Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    TV
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa Near A Hospital
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    No Elevators Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Availability

Review Review

  • Rachel T.

    Submitted Jun 14, 2026

    Stayed Jun 10, 2026

    This place was perfect for our stay in St Mary’s county. It was super clean and well stocked! The ac was cold even during the hot humid weather! Beautifully decorated! The beds were comfy and the sheets and towels were soft! We could not have asked for anything more! We will be coming back next year!!!!

  • Steven H.

    Submitted Jun 8, 2026

    Stayed May 28, 2026

    It was amazing, there were a few things that could be fix like the bathroom sinks were to far back so we would have to wash our hands hitting the wall of the sink, the water pressure for the shower heads was weak, the hot water took awhile to start. Other than that it was great.

  • William B.

    Submitted May 30, 2026

    Stayed May 3, 2026

    This is a completely remodeled, very spacious home which is perfect for any family. It is located just a short walk to downtown Leonardtown and the popular, active Square with many restaurants.The owner was easy to contact via text, and very prompt with his response. The large kitchen is equipped with anything you may need for a short or lengthy stay, and all the appliances are shiny new.The back yard is very large and private, with plenty of room for games or a picnic. Don't hesitate on this one !

  • Derrick R.

    Submitted Dec 29, 2025

    Stayed Dec 24, 2025

    Great communication from the host! Very cozy home and in a great location.

Your dates are Available!

Total

Includes taxes and fees
$250+
View details