Pet-friendly vacation rentals in Dorchester County

Great stay for 1-2 people. Nice kitchen and bathroom, comfortable bedroom. The temperature adjustment happens remotely (you have to text/call someone for that) so it's good to bring an extra layer if you run cold. I had a short stay and was busy visiting my family so I didn't message the host about anything, but everything felt accessible and there were clear instructions regarding checking in and out. I would book again!

Rustic and charming, the Rusty Anchor was exactly what we hoped for. The screened porch was a favorite hang out spot. The kitchen sink was absolutely adorable. And the host had tons of family friendly amenities available like a baby bath, beach toys, coloring books, and board games. It looks just like the pictures. Her recommendations for the Washington Inn (now Sugar Water), the local beach, and the produce stand were all fantastic. We didn’t want to leave. If you are looking for a low-key, relaxing get-away, this is the perfect place.

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!

Karyn's cottage was lovely! It was just as it appeared in the photos and is located in a beautiful, peaceful end of town near the water. We really enjoyed all the special touches including fresh flowers, wine & cheese (along with other snacks) and a friendly welcome note. The house is very clean and thoughtfully set up. Karyn has clearly put a lot of attention to making this a pleasant place to stay. She was also easy to get in touch with. I highly recommend staying here!

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

GREAT location for the Eagleman! Loved that the event was a short walk away. Also great location for exploring downtown Cambridge (check out the Harriet Tubman mural near the museum and the 2022 statue in front of the courthouse) and the Choptank lighthouse. Also lovely neighborhoods to stroll through along the river. We enjoyed our stay!

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.

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

Catherine’s place was perfect location for Ironman eagleman. We were able to walk everywhere we needed to go. The place was clean, quiet, and comfortable. Being able to cool off in the pool was great. They were very friendly and I would stay again.

I absolutely loved the stay at Cynthia’s riverside cottage. It was off the beaten path, which made it private and peaceful; exactly what I was looking for. It was a bit expensive for just one guest, but given that the Ironman race was happening that weekend, I found the price to be very reasonable. If you have two or more guests, the price is excellent and well worth it for the location. If I ever return to Cambridge, I won’t hesitate to book this stay again!

Such an amazing place! Joanne was super responsive and flexible. The views were unmatched! Perfect Mommy and Daddy getaway and we will certainly be back with the kids!

Kelly was a great host! She responded quickly to all texts and provided information about things to do in the area- we wven asked her about pizza delivery and she got back to us quickly with a suggestion.

Very walkable community and a lot of places to sit and enjoy the water. The neighbors were welcoming and we had no issues with parking. This place is better than the description because of the amenities alone. There was not a single thing we needed while using the kitchen. There's an airfryer, kettle, rice cooker/veggie steamer, blender you name it. There's all the trappings of home so you don't have to pack your entire house when you visit this gem of a location. If travels send me this way again, I'll book here again.

Our stay Rick/Kevin’s place was fantastic. The property and setting exceeded our expectations. Everything was extremely well maintained. We loved staying in the lovely guest house which had everything we could possibly want. There were so many wonderful places to relax, from the screened porch to the pool and the amazing outdoor kitchen in the open air beach house. We loved floating in the pool while watching the big screen TV. The best of both worlds! We highly recommend Rick/Kevin’s place.

great location and very clean!

It really is a private space. My husband and I had a great time, my husband and I enjoyed this stay. It's a wonderful stay. We would really like to return Kelly. She was very kind and attentive in case we needed anything.

I loved it, very comfortable, nice beach and organized, I recommend it

The house are clean, bright with a great view. We had a wonderful time and were lucky to have wonderful weather during our stay! We also had a lot of fun playing Mad Gab and other games in the games chest. We were successful in catching some fish and plenty of crabs. It was a great vacation. We enjoyed it very much.

We recently had a wonderful stay at Travis's place, and we couldn't have felt more at home. The house is not only beautiful but also comfortable, making it the perfect retreat. It’s one of the best-stocked homes I’ve encountered on Airbnb, which made our stay even more enjoyable. Travis was a wonderful host, always responsive and ready to assist with any questions. I truly hope to return in the future. Thank you, Travis, for hosting us in your lovely home!

Cozy house, very comfortable, easy to find, near enough to major roads to be convenient for exploring, but quiet and private. Jefferson was super easy to work with. A real find.

In decades of renting beach houses, hotels, seaside resorts, Air BnBs, etc., I don’t ever think I’ve enjoyed a home or location as much as Water House. The setting brought us such joy - the oaks, the river birches, the fig trees, the magnolia, the loblollies, of course Tanner Creek. And your design aesthetic is so welcoming and elevating. Everything about the interior and exterior of the home is wonderful. Thank you for putting such obvious thoughtfulness and care into your home and its landscape. And what a great location near that wonderful state park. This was our first time in St. Mary’s County and I learned so much about its pre-colonial, colonial, revolutionary, 1812 and of course civil war history. It was a real revelation and Water House was the perfect HQ for those explorations. We also encountered wonderful people in the park and the local restaurants. It was just a perfect stay. Thank you!

We booked this place for a weekend getaway with our little ones. It was absolutely the perfect place for what we were planning! The private beach was PERfECT for young children! the kids loved being able to ride their scooters under the house. We got some fishing in, daughter was a spot master! The hammock was lost in a storm before we arrived, but our superhost made sure we could enjoy a hammock!! upon hearing that it was the top of the list of kids wish list, she took time out of her day and drove all the way and installed a new hammock for us!! Was even so considerate to offer to pick up any needed items. I believe more than the kids, my dog had the time of his life!! They even had doggy bowls ready!! We will definitely be back!! This place is awesome!! Thank you Dana for you gracious hospitality!!

We had a wonderful stay! The location was absolutely beautiful, and my family especially enjoyed having access to the private dock. We used the stand-up paddle boards, kayaks, and canoes every day after giving them a quick clean. The paddle boat didn’t work quite as expected, but we made it work with some oars and still had a great time on the water. The house itself was clean, comfortable, and well-stocked with everything we needed to prepare our own meals. The host also provided excellent local recommendations, which helped us make the most of our trip. Overall, it was a fantastic getaway, and I would definitely recommend this Airbnb to others!

Tricia was incredible and her place is beautiful, clean and fun! She has provided lots of additional, thoughtful and couldn't have been nicer. Highly Recommend for anyone who is looking for a peaceful, beach getaway!