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, 111 reviews

White Point Cottage -- Quiet Waterfront Getaway

KendallRating, 5 starstoday
Truly one of the best Airbnb experiences ever. The house was extremely clean, had all the essentials & truly made you feel at home. There was not a single thing that didn’t have extreme detail and thought. Not only did the amazing water view feel relaxing but inside the home was a true sanctuary. The beds, the couch, the chairs everything was so comfortable. The interior design inside the home is even better in person. I 100% recommend this home! Thank you to Victor + Eric for such an amazing weekend.
Guest favourite
Cottage in Leonardtown
4.97 out of 5 average rating, 178 reviews

Beach Front and 'Perfectly Placed'

KathrynRating, 5 stars2 weeks ago
Cute, clean, comfortable and a beautiful view. We will definitely be back again for our swim meets! We have stayed in many places over the years and finally found Teresa’s house which was perfect for our stay.
Top guest favourite
Townhouse in Leonardtown
4.99 out of 5 average rating, 96 reviews

Charming Duplex in the heart of Leonardtown

JessicaRating, 5 stars2 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!
Guest favourite
Apartment in Leonardtown
4.97 out of 5 average rating, 65 reviews

Retreat at Fenwick

KathyRating, 5 stars2 weeks ago
This was one of our favorite stays. Clean, bright and well equipped. Quiet location yet near restaurants, cute little shops ice cream and a coffee shops etc. Evening entertainment is sometimes available, a small play ground, and a nice area for an evening walk. The eat in Kitchen complete and clean. Hailey was available for questions and very responsive.. We will stay there again

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
Leonardtown Wharf Park14 locals recommend
The Slice House13 locals recommend
Social12 locals recommend
*Some exclusions may apply in certain geographies and for some properties.