Top Chalets in Wicomico County in 2026

A tugboat named SCHUYLLKILL at a dock with a calm river and a sunset in the background.

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Our top choices for Wicomico County chalets

A single-story house with a sloped roof, a front porch, and a well-maintained lawn.

1. Coastal Retreat in Angola-by-the-Bay Lewes

Lewes

Cory M.

A deck with a round table and chairs, a wooden bench, and a view of a lake.

2. Idyllic Chalet with Stunning Waterfront Views

Lewes

Richard L.

A single-story house with a front porch, a chimney, and a blue door.

3. 4-bedroom chalet in lovely Ocean Pines with WiFi, AC

Ocean Pines

"Our stay at this roomy home was very comfortable for our family which included 3 adults, 4 teens and one little one not quite two. The beds were comfortable, kitchen had all our needs for cooking any meals we made. The home was very clean. Air conditioning worked great. Kids and adults loved playing the air hockey in the game room. TVs were appreciated in the living room and all the bedrooms. Our host was very quick and responsive to any questions we had. We would definitely stay here again."

Diane B.

A blue house with a deck, large windows, and a porch area.

4. Chalet by the Bay Charming Beach Getaway

Lewes

"Everything was great. The kids loved seeing all the unique items in the house and also enjoyed the plethora of items to play with. We enjoyed the pool, air hockey, ping pong, walking the dog, talking to the neighbors, catching little crabs and even utilizing the neat back yard. It is a very unique property with lots of personality. It left my husband and I guessing what the owners were like… teacher, massage therapist, boho hippy. Our imagination was in full swing. My only complaint has to do...

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Top Wicomico County Hotel Reviews

Holiday Inn & Suites Ocean City by IHG

10/10 Excellent

"The staff was super friendly and greeted as we came to the top of the steps from the counter. The property was beautiful, room was very clean and spacious. Will definitely be staying there for future visits to OCMD."