Tilghman Island Waterfront Retreat with Brand New Pool – Summer 2026!

If you’re looking to escape the city you found the perfect place. The backyard views are incredible and it’s so peaceful out there. Tons of seating options if you have a bigger crowd. We had a girls trip with the ladies in the family and it was the perfect spot for us. It was too cold to use the pool when we were there but we spent a good portion of our time out in the backyard so we could soak up the views. We went into St Michael’s (about a 20 min drive) for dinners. The Ruse is a favorite of ours - get the burger and a Speedo and you’ll still be thinking about it a year later. Two If By Sea is a diner a couple minutes up the road with great food! If you’re looking for something a bit more secluded and quiet this house is perfect. Wish I could be back there now!

This property was so BEYOND anything we could have imagined! We were in town for a wedding and there was plenty of room for our family. The house was immaculate and all of the appliances were top quality. The beds were incredibly comfortable too. BUT - the best thing (other that the view and waterfront location) was the GORGEOUS swimming pool with a retractable cover. We all decided we can't wait to return - and for longer next time!

Great house. Well equiped kitchen. Wonderful views over the Bay. Beds were very comfy. If you could control the mosquitoes it would be heaven. Everyone had a fantastic stay and would definitely come again. My son fell in love with the couches by the way.

We love the comfort of the home with easy biking and a few breakfast options nearby.

Wonderful well kept property. Fully stocked kitchen. Comfy beds. Quiet street. Magical views of the bay. Enjoyed sitting on the dock and the large deck watching the wildlife. Spacious house for folks to spread out for quiet time or all gather and be together. Highly recommend to friends and family.

Best appointed property I have ever stayed in....... period. There wasn't anything we could think of that wasn't already provided. Amazing views of the bay and sunsets.

Four of us gathered for out annual reunion in this beautiful house. It was comfortable, clean and very well appointed.

Five of us enjoyed this house and location. Great place to recharge and relax. Thinking of returning next year.

Beautiful location. Lots of Osprey, fishing and good weather . House was perfect as well. Everything neat and tidy.

We had a wonderful time. There was plenty of space in the house, beautiful views, and the sunsets were amazing! It was also nice being close to St. Michaels for shopping, restaurants, etc. We really enjoyed our stay.

This property is lovely. It is spacious and sparkling clean, with plenty of room to spread out. For folks spending more time on Tilghman Island, the huge yard is wonderful. The kitchen has everything you need to enjoy your stay. And, for us, the location was perfect for the wedding venue but still easy access to St. Michaels.

Was on Tilghman for my son’s wedding. The house very comfortable, clean and a lot of thought was put in for making sure we had what we needed.