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Browse Select Highland Beach Cabin Rentals

"This is a wonderful modern small house right on the water near St. Michael's. It's a quick drive or nice bike ride to town and we even paddled to the town kayak dock in less than half an hour. The owners have done a great job updating this cabin. It's beautifully furnished and appointed, inside and out, and so close to the water you might feel like you're on a ship. We have rented dozens of homes in Talbot County over the years, and are vacation homeowners ourselves, so I can say with confidence...

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Top Highland Beach Hotel Reviews

SpringHill Suites by Marriott Annapolis

10/10 Excellent

"It was very clean"

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent

"You all have some of the best staff ever. I liked the property so much that I’m planning my next trip to stay again already. My grandkids love the idea that we can just go downstairs to get breakfast and make your own waffles. Last but not least, the hot tub and swimming pool is on point."

St Michaels Inn

10/10 Excellent

"Wonderful greeting and assistance from front desk. Quiet room and considerate and welcoming staff. Breakfast is provided as a courtesy and was mainly fruit (orange and apples) yogurt, french toast and powdered eggs. Coffee and juice. Just enough to get your day going. We felt safe and comfortable. Good location for St. Michaels. Quick drive into the main street and lots of free parking. This motel is a good, reasonably priced option."