Kid-friendly vacation rentals in Talbot County

We really enjoyed our stay at Steven’s River house on the Choptank River. I appreciated the beautiful, peaceful atmosphere while sitting on the back deck! The home is clean, open and very comfortable. Steven was always quick to answer emails and we would love to stay again should we come back to the area!

beautiful spacious home. great for my family of 6 to meet up with our USNA midshipmen. loved the back yard and living rooms

Relaxing and private home very comfortable. Will definitely rent this house again.

This home is worth it just for the beautiful views of the Chesapeake bay! It was a gorgeous space with plenty of seating for our family vacation. The master bedroom and bathroom were also a highlight for us. The large soaking tub fits two and the shower was amazing. It being winter we couldn’t make use of the kayaks but we loved the hot tub and there is a lovely park walking distance from the house. We drove into Annapolis and also spent a day in Baltimore as the house is in a great spot for driving to either. Can’t wait to check this place out in the summer!

We had a wondferful time with extended family at this beautiful spot where you're surrounded by nature and expansive views from inside and outside the house. The views of the water and sunsets are breathtaking. The house has everything needed to cook family meals and share a comfortable and revitalizing time.

What a gem! My daughters and I loved our week spent here. The home is a true beauty with all the charm of a seaside getaway. All of the amenities truly made it feel like home, and the kitchen is amazing! Everything was streamlined and easy, the host was wonderfully responsive, and the home had such a friendly, warm, relaxing feel to it. It was such a terrific experience through and through, I would highly recommend taking full advantage of this beaut!

Ryan was a spectacular hostess! She truly thought of everything we might need and had it available for us. Her recommendations were great and she was so responsive when we had questions. The house is so beautiful and such a peaceful location. We had a bunch of kids from ages under one to six-years-old and she had toys and spaces set up to keep them all entertained. We will be back for sure!

I recently stayed at Michelle’s property in St. Michael's, Maryland, and had a wonderful experience. The location was perfect, right in the heart of downtown, making it easy to explore the local attractions and restaurants. The property was very clean and well-maintained, with all the amenities I needed for a comfortable stay. Communication with the host was excellent, as they were responsive and helpful throughout my visit. I highly recommend this rental for anyone looking for a convenient and pleasant place to stay in St. Michael's.

Convenient for working on a boat in Oxford. Less expensive than staying in Oxford.

We loved our stay - it was a great location and super walkable. The accommodations were nice and comfortable and we had a great time!

Larry was a fantastic host. He was flexible with our check-in given that we arrived several hours later than planned due to traffic. He went through the entire apartment with us and offered great recommendations for dinner. Larry was responsive to all requests/questions—a definite return location.

We actually ended up staying at another property of Mary’s because of a boiler issue at the original place. Mary got in touch immediately & offered an upgrade for the price of our original stay. She made sure we got everything we needed, sending over supplies & solving an issue with the tv. A super responsive host and we much appreciated that! The place we ended up at was right on the Choptank River with gorgeous views and even ducks to feed!!! (Mary supplied the duck food!) A great, relaxing stay!!

It is in great location right in the center of downtown St. Micheals. Lots of great restaurants and shopping.

What a wonderful place for a peaceful, lakeside getaway. Upon entering the space i immediately wanted to move in! So cozy and spacious with great natural light. I loved watching the sun set beyond the lake. Kevin was a gracious and responsive host. I felt very welcome and cared for. Highly recommend!

There were a lot of thoughtful touches- the bathroom had everything I could have needed. The kitchen was fully stocked and everything I wanted for my morning coffee was all set. The apartment was comfortable and complete. The neighborhood is nice and quaint- I love the cottages and historic buildings of Oxford. Thank you for giving me extra time on Sunday before my performance.

Jill’s home was exactly as pictured, clean and cozy. It was a prime location, walking distance to restaurants,shops and marina. There was construction next door which started early and the fan helped to drown out the noise of the roads, both we’re not deal breakers and did not take away from the charm of the town or the place. We would definitely rent here again!