Vacation rentals in Coles Point

A spacious home by the water. We celebrated Thanksgiving at this location and it was very special. The views are beautiful, had a fire right by the water and relaxed by the beach. A perfect getaway with family and friends. It has everything you need, the living room is super comfortable and great to relax with the family. The kitchen was spacious making it easy to cook and entertain the family. We loved the hot tub, playing pool and having family dinner. Overall a fabulous experience!! Great host- great communication. Highly recommend

This cabin was everything we wanted and more! It’s in the perfect location, just a short drive to so many activities but also tucked away offering privacy. The house was so cozy it put us at ease as soon as we walked in. The owner was proactive and very quick to respond, including sending a great packing and local activity list a couple days in advance of our trip which came in very handy. Activities: This rental comes with guest passes to the private Shark Tooth Beach where our kids had so much fun finding real shark and manta ray teeth in the sand! Westmorland State Park and George Washington’s Birthplace both had great hiking and beaches for the kids. We visited Garners Produce twice where the kids fed animals and pedaled toy tractor’s while we picked up farm fresh milk and eggs. We spent our afternoons kayaking on the quiet lake soaking up the sunshine. We will definitely book another vacation at this cabin. You will not be disappointed with your stay at this little gem!

Perfect weekend away! The home backed up to the Chesapeake Bay. The home was very relaxing. Would definitely stay again!

I’ve stayed at a lot of Airbnb’s and this was easily one of the best. Everything was exactly as described, and maybe even better than described. It had tons of amenities and a well stocked kitchen perfect for our large family. Spotless and beautiful. I highly recommend this home and would gladly stay there again.

We had the pleasure of staying here during the winter while we looked for a place to live. It was perfect! Quiet and peaceful yet super close to all restaurants and stores. We had some snowfall and the views were stunning! Once it warmed up we even got to see some wild life in the woods behind us. Lovely huge porch! Lots of space in garden escape. Can bring the entire family and more!!! Nice big driveway for easy turned around. Patrick was beyond responsive for all my questions.Whether is was just informing be as something as simple as an Internet outage in the area or we had one situation with an unsure smell. Patrick acted immediately on the problem and it was resolved within 2 hours from start to finish. Cannot recommend this place enough!

We had such a wonderful stay at Breton Breeze cottage. From the moment we arrived, we felt welcomed and at ease. Jan and Tom were truly great hosts—warm, responsive, and respectful of our privacy. The cottage itself was cozy, clean, and beautifully maintained. It had everything we needed and more, making it feel like a true home away from home. What really made this place special was the peaceful setting. If you're looking to escape the hustle and bustle of the city, this is the perfect spot. Surrounded by nature, it offered us the chance to slow down, breathe, and reconnect—not just with the outdoors, but with ourselves. Even though it feels like a secluded retreat, it’s just a short drive from Leonardtown, so you’re not far from restaurants, shops, and things to do. My husband and I genuinely enjoyed every moment of our stay, and we left feeling refreshed and grateful. We would absolutely stay here again and highly recommend it to anyone looking for a quiet, restorative getaway.

Wow what a view. Family had a wonderful stay. House is big and well equipped. Internet is strong and plenty of hot water for all. House has access to a private beach that the small grandkids enjoyed. Definitely would stay again.

My family and I had a wonderful stay at Erika’s place! She was incredibly accommodating and flexible with our check-in time, making the whole process smooth. The house itself was beautiful, spacious, and perfect for spreading out. It’s also very kid-friendly—Erika thoughtfully provided plenty of toys and coloring books, which made the stay even more enjoyable for the little ones.