Vacation rentals in Saint Leonard

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!

The house was quaint and comfortable. It would be perfect for a family with younger children. It was easy to find and so nice to wake up so close to the beach.

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!

Most of the time I travel with just my family but sometimes we get to travel with our labor team also. Angel and Ryan offer great accommodations for all of us. Safe relaxing, spacious and great water pressure!!! We needed extra blanket because it was colder for April the night we were there and Ryan went out of his way to make it work for us. Our team was a mix of needs and they had something for all of us. They care for their house a little extra because it has a few live thriving plants what a great way to provide the true home feeling we so appreciate after hard work and long travels. The neighbor is great ! To accommodate all my teams needs I slept on the daybed and it was actually comfortable. All slept well. Thank you much Definitely worth the short drive out of DC.

Cheryl’s stay was so peaceful, comfortable and fun — even before pool season started. We could not believe how large the yard was and how quiet it was. Amazing wildlife. We saw bald eagles, heron, geese and lots of ducks! The house was squeaky clean and had everything we needed. We watched the stars at night and slept soundly. Downtown St. Michael’s is only about 10 minutes away and full of fun things to do. We’re so happy to be acquainted with the area after staying at Cheryl’s!

We came here for a retirement celebration with our kids and grandkids. The house is amazing, very large and offered each of us places to gather for conversation and games, plus places to retreat when we needed some quiet. We visited Stafford Hall for their Christmastide event and for hunting shark teeth on the beach. Much fun for the kids. Highly recommend!

This is a lovely home would definitely recommend only thing that was a little bit odd was the size of the bed upstairs and it wasn’t many pots and pans but we love our stay

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!