Vacation rentals in Leonardtown

Such a beautiful location with a wonderful view, I came for a staycation just for the night and it was absolutely worth it and exactly what I was looking for. I can’t wait to come back in the warmer months!

Perfect Stay in Deale, MD I had a fantastic stay at this beautiful waterfront home on Carr’s Creek. The hosts were incredibly attentive and made sure I was comfortable the entire time. We had snow during my stay, and they had the driveway and sidewalks cleared almost immediately after it stopped—such a thoughtful touch! The views here are stunning—pictures don’t do this place justice. It’s peaceful, quiet, and in a friendly neighborhood where I felt completely safe. It’s also super convenient, close to great food and anything else you might need. The house felt like home—spacious, welcoming, and fully stocked, especially the fantastic kitchen. Whether cooking, bird watching, soaking in the hot tub, or taking in the view, it was the perfect getaway. If you’re looking for a peaceful escape with family or loved ones, I can’t recommend this place enough!

My family-5 of us- spent a week at Daniel’s home in North Beach, MD in late March 2025. The home was well appointed and beautiful, close to town and less than a hour from Wash. DC. Daniel was easy to work with and quick to respond with answers to any question we had. Not being from the area it was great to have access to the informative binder he had listing restaurants and sights worth seeing. Daniel’s home was everything we had hoped it would be.

It’s super cute, quaint and has such character. Something for the whole family we will be back.

This was a wonderful getaway for my family and friends. We had two toddlers that loved the river beach and pool. There were plenty of toys to keep the kids and adults busy!

I had such a great stay at this property and Doug was a great host! The location is fantastic—it's in a friendly, welcoming community that's just a short walk to great restaurants and coffee shops, which was super convenient. The space itself was clean, comfortable, and had a cozy, inviting vibe that made me feel right at home. If you're visiting Cambridge, Maryland, I definitely recommend staying here—it’s the perfect spot for a relaxing getaway. Would stay again in a heartbeat!

We had a great time staying at Betty's wonderful waterfront house. Our family of five plus some friends (another family of five) had plenty of space for everyone in this charming, well-kept home. Beautiful hardwood floors and comfy beds. It had one of the best stocked kitchens we've ever had—ample silverware, cookware, small appliances, TONS of spices and such— which is always important since we always cook lots of meals at home. Though our weather was pretty rainy, the six kids all loved being able to walk along the river and search for rocks and sea glass and everything else. The big backyard was great for football and playing catch. Everyone loved the inside of the home and the selection of games. Just a 15 or 20-min walk to downtown Cambridge for us. This is definitely an "instant bookmark" house for our family and we look forward to coming back at some point with other family or friends—especially in the summertime when we can spend more time outside.

The house was cozy, accommodating and clean. The beds were very comfortable and linens were clean. It was quiet and the beach was just a short walk/golf cart ride away. If I had to make any slightly negative comment, it would be to provide more wash cloths and towels. But that was a very small detail and we just washed and reused what we had, no big deal. The owner was responsive to all our questions and accommodated a last-minute booking for us. We would definitely book this property with this owner again!

We had a great time at Michael’s place! The beach view was beautiful, and we enjoyed morning coffee on the porch listening to the sound of the waves each morning. The firepit and grill were nice to have, along with everything in the home to make our stay comfortable. We loved all the unique artwork and fun decor as well. This was a relaxing couples weekend, but we’d like to return with our sons as the place was set up for kids to enjoy as well.