114 High Street Luxury Vacation Rental

114 High Street Luxury Vacation Rental Welcome to 114 High, a luxury vacation rental nestled in the heart of Chestertown, Maryland's historic district. For booking inquires visit 114high.com.

We look forward to your stay!

05/14/2026

You just can’t miss The Mill of Kingstown 🌺🌻🌺🌸🌱

Located on 213 just over the Chester River Bridge.

05/09/2026

And strawberry shortcake hallelujah 🍓🍓🍓

Maryland strawberry season is back. Pick up fresh local berries at the or one of these local farms:

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03/21/2026

Spring has sprung 🌷💐🥕

And the sun will set at 7:03pm this Sunday in Chestertown ☀️
03/05/2026

And the sun will set at 7:03pm this Sunday in Chestertown ☀️

01/25/2026

Is Chestertown covered in snow and ice today? Yes. Are we thinking about Tea Party Weekend? Absolutely. ☀️🫖

Our luxury Airbnb has availability in both units for Tea Party Weekend! Located on the parade route and right in the middle of the festivities. Link in bio for more info.

Address

Chestertown, MD
21620, 21690

Website

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