Vacation rentals in Kent Island Estates

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!

Heather’s place is a little paradise on the water. Peaceful, quiet, and perfect for some real rest and relaxation. The house was exactly as described—spotless, all new, and super comfortable inside, with beautiful outdoor spaces to enjoy. Annapolis is just a short 25-minute drive away if you’re looking for great food and things to do. Communication with Heather was easy and fast. I’d come back anytime I’m in the area again!

My family-5 of us- spent a week at Daniel’s home in North Beach, MD in late March 2025. The home was well appointed and beautiful, close to town and less than a hour from Wash. DC. Daniel was easy to work with and quick to respond with answers to any question we had. Not being from the area it was great to have access to the informative binder he had listing restaurants and sights worth seeing. Daniel’s home was everything we had hoped it would be.

The place is wonderful. We were down for Thanksgiving with my family and were travelling with our 2 dogs, Wally & Dolly. The location was perfect, close to Riviera Beach where our Family Thanksgiving Dinner was, very private, no noise or distractions for the dogs (that was great). The property was surrounded by water on three sides, great views! It is right next to Ft. Smallwood Park where we took the dogs for walks every day, they loved it. As for the house it was perfect for us, just about the size of our home, so that made it very comfortable for us. All one level, which made it great for us older people. It was furnished with very comfortable furniture. Lots of information about the local surroundings, things to do, and restaurants. Keith was wonderful to work with, very easy to communicate with which made the whole process very easy for us. We even had a conversation over the phone once we were in the house to make sure everything was to our liking, and we were happy !

It’s super cute, quaint and has such character. Something for the whole family we will be back.

Cottages were wonderful and host was very responsive. Bride and bridesmaids stayed there and had their hair and makeup done for the wedding. Close to Celebrations at the Bay and a perfect location :-)

We had a great time staying at Betty's wonderful waterfront house. Our family of five plus some friends (another family of five) had plenty of space for everyone in this charming, well-kept home. Beautiful hardwood floors and comfy beds. It had one of the best stocked kitchens we've ever had—ample silverware, cookware, small appliances, TONS of spices and such— which is always important since we always cook lots of meals at home. Though our weather was pretty rainy, the six kids all loved being able to walk along the river and search for rocks and sea glass and everything else. The big backyard was great for football and playing catch. Everyone loved the inside of the home and the selection of games. Just a 15 or 20-min walk to downtown Cambridge for us. This is definitely an "instant bookmark" house for our family and we look forward to coming back at some point with other family or friends—especially in the summertime when we can spend more time outside.

We had a great time at Michael’s place! The beach view was beautiful, and we enjoyed morning coffee on the porch listening to the sound of the waves each morning. The firepit and grill were nice to have, along with everything in the home to make our stay comfortable. We loved all the unique artwork and fun decor as well. This was a relaxing couples weekend, but we’d like to return with our sons as the place was set up for kids to enjoy as well.

Our family and friend group of 11 stayed here for three nights. The house was perfect for us and had everything you would possibly need. We loved it so much that we punted some things we were going to do to hang out there. The fire pit on the deck was a fan favorite at night which all of us sat around, talking and laughing. Some people got up early to fish at the pier that we had access to, and my daughter spent time at the beach there. I can't say enough kind words about Paul as a host. He answered all our questions in a timely manner by texting us which not all hosts do. Today, he gave us a later check out time which was helpful in getting so many people up and out! Paul was there when we arrived and was just so gracious. I would highly recommend this place to anyone and would love to come back someday. Thank you so much, Paul!