Holiday rentals with a pool in Dorchester County

The location for this house is beautiful! We loved the private dock and spacious backyard. We stayed in late March so it was a bit cold some days but we still had a great time using the provided Kayaks and sitting on the dock and watching the beautiful surroundings. The location was perfect to have some s'mores nights around the firepit. The hosts were VERY responsive. The few times I had questions they replied within minutes and were very accomodating with our requests. They were very proactive with instructions and generously mentioned a foldable crib for the infant in our group - although we had our own that we used. The kitchen had all of the dinnerware and cookware that we needed for the meals that we made. The living areas were open and inviting. It was perfect for our group. One thing to watch for is the very steep driveway. It took a few times to get used to. We would definitely stay there again when we visit our family in the area.

This was a great vacation. This place has it all from the pool to the kayaking, fishing, crabbing and the late night fires were we all just sat around the fire and enjoyed the time together. The house was awesome, plenty of room for all. The family had a great time. Definitely would rent this place again.

If you're looking for a getaway surrounded by a peaceful shoreline and embedded in nature, Cyndi's rustic cottage is it! Her accommodation offered tranquility, self catering and comfort in an area near the Blackwater National Wildlife Refuge. A gem of a place to return to!

Wow. The pictures don't do this place justice -- at all. What an extraordinary layout, especially for larger groups who all enjoy a bit of personal space and quiet. There are nooks and spots for everyone and everything, from the awesome pool area to the endless spots to sit and read a book or enjoy some coffee. And Ann! What a gem. She bent over backwards to answer questions and make us feel at home, even providing us with special coffee and food recommendations. I've been using Airbnb for a while now -- and Ann is the #1 host I've ever come across. I mean...she's a joy. Her place, of course, is amazing and you'd be a fool not to stay! 10 Stars!

We had the best time at this house!! Gorgeous view and the pool was perfect. The house had everything we needed and it was very comfortable for our family. We cannot wait to come back next summer!

Absolutely beautiful home! highly recommend!

“Perfect spot when we needed a bit more space than our family home would fit. Gorgeous spot on the water with lots of space and amenities. House well furnished for big groups and the host was very responsive. Would love to come back in the warmer weather and take advantage of the location!”

I first stayed at this lovely house back in February 2021 during peak pandemic and had such a lovely time. Came back for a short trip to visit some family in the area and was happy to rebook this gorgeous property. We had plenty of space for our large group and the place was well stocked The hosts were wonderful, I had a quick question for them and received a response in literally less than 5 minutes. This is now my go to Airbnb on the eastern shore, looking forward to my next stay with them!

Cozy, quiet, cute and super clean, I loved Homestead Cottage. I became incredibly spoiled by a fresh baked treat being left at my door each morning. I loved walking in the cool shade of the giant, ancient magnolias imagining what it would have been like approaching Clifton, through the brick gates, 200 years ago. I spent quite a bit of time at Racoon's Point, a little bit of local bay beach 1/4 mile away. I think the pool setting is so lovely and many days after a swim, in the golden light of the late afternoon I would walk to a spot just on the water where a group of Adirondacks have thoughtfully been placed and bask (with a glass of wine & little snack) in the magic hours of fading light. Very nice reset. I loved talking with the burros, and saying good mornings with the hens and geese. I loved the comfort of my bed and many thoughtful things. I so appreciate all that must happen, all the work that goes into creating such a soothing to the soul, place and I thank you.