Kid-friendly holiday rentals in Dorchester County

We had a wonderful stay. My family fished, kayaked, paddle boarded, and ate at great restaurants recommended by the host. The house is SUPER CLEAN! Sheets smelled good. Beautiful surroundings and private. Host is very responsive and friendly.

The house location is very private and secluded. We had an issue with the WiFi on the first night and Eric came out and reset it for us and it worked perfectly the rest of the time. The view is amazing and watching the Bald Eagle fly overhead and deer come through the yard were some of our favorites. The turtles on the log right down the road were a daily favorite as well.

Clare was super responsive, and got right back to me with recommendations for restaurants and answering any questions. The home was great for our party and we were able to walk downtown to restaurants and shops. Beds and pillows were very comfortable. Overall a great stay!

Great place for a pet friendly quiet family getaway. The back porch overlooking the water provided a peaceful and relaxing place to enjoy the views. Our family enjoyed the updated kitchen and the welcoming living spaces provided a wonderful place to hangout and spend time together. We enjoyed sitting out on the back porch/sunroom with our dog and taking in the views of the water. The large table on the porch made a great place for family game night and the perfect spot to enjoy some local steamed crabs we picked up. The host was very responsive and made us feel welcomed and at home. Thanks for a great stay!

Once again, our family had an awesome stay in this beautiful home. Definitely will be back..

Took the family here (grand parents, 2 babies). We had a great time. Mike's place was clean and modern and well designed. It was well equipped for getting some work done remotely. The family enjoyed catching a bunch of crabs and harvesting some oysters right off the dock in his backyard. Mike was also very responsive to any questions we had. Would def come back at some point in the future.

The house was cute, super clean and had everything we needed. The hosts were very responsive and helpful. All around, it was comfortable place to stay and we felt very much at home.

A lot better than I expected. Very clean, roomy and excellent hospitality. It was the best choice ever with airbnb.

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

Always responded to my needs. Had a washer and dryer in unit. Continuing to update property. It was very vkean and livable fir the 3 weeks i stayed there.

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!!

Jennifer was a great host and the location was beautiful, the street was very quite and wooded, the place had many amenities beds and sofa were very comfortable. They were very friendly and helpful with local tips, information and things to see. Really appreciated it

We had an amazing stay at this Airbnb during the GFNY cycling event in Cambridge, MD. The property was spotless and located just about a mile from the event site, which made getting to and from the race incredibly easy. The quiet neighborhood and proximity to the water provided a peaceful and relaxing atmosphere—perfect for unwinding before and after the event. The two-bedroom unit was fully stocked with everything we needed, and the beds were extremely comfortable. Jason was incredibly accommodating, even allowing us a late check-out to fit our event schedule, which was a huge help. I would highly recommend this place to anyone visiting the area, whether for an event or just to enjoy a quiet getaway. We’ll definitely stay here again!

Perfect location for visit to st Mary’s As described and very well equipped. Thanks to the hosts for quick responses when we had questions!

Our second time here! An absolutely adorable gem of an Airbnb with the nicest hosts and most beautiful garden and dock on the River! Great restaurant recommendations, super comfortable beds, and lovely living room. Perfect for families visiting the beloved St. Mary’s River.

We rented A Little Slice of Cambridge because of the Iron Man competition held that weekend. It was convenient to the venue...and allowed to walk to the competition and nearby restaurants. Pamela was a wonderful host...communicating easily. The rental was well stocked with toiletries, dishes, pots and pans and extras. The house was comfy and the beds comfortable. An enjoyable stay...unfortunately, we weren't able to stay for more sightseeing...although I did walk down to the Lighthouse and beautiful wharf.

The photos are mirror images of the condo. The kitchen and bath are amply supplied with all the items needed, even to prepare meals if you choose. Accessibility features are a bonus when traveling with an individual with mobility issues. Locally, Portside Seafood was a welcome surprise with a delicious menu. It was the perfect place for my sister and me to have some downtime and recharge. Thank you for sharing your beautiful home.

I had an amazing stay at Jen’s apartment! The space was exactly as described—clean, stylish, and super comfortable. The bed was cozy, the kitchen had everything we needed, and the little touches (like the kid’s Conner and lots of board games ) really made a difference. The location was perfect—close to everything but still peaceful at night. Communication with the host was smooth and fast, and they were incredibly helpful with local tips. I’d absolutely stay here again and highly recommend it to anyone visiting beautiful Cambridge!

We had a great stay at Jen's place! It was very spacious and comfortable, and walkable to downtown Cambridge which had plenty of restaurants and bars to explore. The beds were comfortable and the amenities were as described. Jen was a very responsive host and helped out with all our questions. She also offered lots of local recommendations in Cambridge and the surrounding area. I'd definitely recommend Jen's place if you find yourself in Cambridge, MD :)

The perfect place to stay in downtown Cambridge! You step right out the front door to all the shops and restaurants. Beautiful space with all the amenities you could need. Jennifer has thought of everything! Wonderful and responsive host. We will definitely be back for another stay!

Chris was a great host making check in and out so easy and flexible! The location of the place was perfect for walking to the market and to get coffee! The space was exactly like the pictures and perfect for a quick getaway with my fiance! Recommend this place!