Monthly Rentals in Leonardtown

Discover long-term rentals that feel like home for stays of a month or longer.

Nearby monthly rentals

Top guest favourite
Home in Leonardtown
5 out of 5 average rating, 115 reviews

White Point Cottage -- Quiet Waterfront Getaway

EmmaRating, 5 stars1 week ago
Vic is by far the best hosts I’ve ever had. He was always friendly and you could tell he loves to host! There was a tiny issue during our stay (that was out of his control) and he bought us dinner! Leonardtown was peaceful and we were very impressed with how nice and friendly the people were. Will definitely be booking with Vic and Eric again.
Guest favourite
Home in Leonardtown
4.87 out of 5 average rating, 15 reviews

Garden Getaway

LindsayRating, 5 stars1 month ago
We had the pleasure of staying here during the winter while we looked for a place to live. It was perfect! Quiet and peaceful yet super close to all restaurants and stores. We had some snowfall and the views were stunning! Once it warmed up we even got to see some wild life in the woods behind us. Lovely huge porch! Lots of space in garden escape. Can bring the entire family and more!!! Nice big driveway for easy turned around. Patrick was beyond responsive for all my questions.Whether is was just informing be as something as simple as an Internet outage in the area or we had one situation with an unsure smell. Patrick acted immediately on the problem and it was resolved within 2 hours from start to finish. Cannot recommend this place enough!
Guest favourite
Cottage in Leonardtown
4.96 out of 5 average rating, 182 reviews

Beach Front and 'Perfectly Placed'

BenjaminRating, 5 stars1 week ago
It is the perfect location for a relaxed getaway. Several lovely state parks within a short distance. The space is well equipped and comfortable with magical sunsets over the Potomac. Theresa is super responsive.
Top guest favourite
Townhouse in Leonardtown
4.99 out of 5 average rating, 96 reviews

Charming Duplex in the heart of Leonardtown

JessicaRating, 5 stars4 months ago
The house is located right downtown in Historic Leonardtown, so we could walk to restaurants and coffee shops. Great location! The house is even more comfortable than pictured - the beds were so comfortable, the bathrooms prestige and the full sized kitchen was VERY useful. As were the washer and dryer (which made packing for our trip so much easier). The spacious living room couch with the adorable holiday decorations was a beautiful place to sit with a blanket and cup of coffee in the morning. Highly recommend this home and we are look forward to staying here during our next visit to Leonardtown!

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term vacation rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Travelling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing, and relocation needs.

Stay near Leonardtown's top sights

The Front Porch23 locals recommend
Port of Leonardtown Winery23 locals recommend
Sweetbay Restaurant & Bar15 locals recommend
The Slice House13 locals recommend
Social12 locals recommend
Olde Town Pub11 locals recommend
*Some exclusions may apply in certain geographies and for some properties.