Welcome to Wren Retweet in Chestertown, Maryland

Front porch with red door

Wren Retweet — Historic Chestertown

5 Bedrooms · 3.5 Baths · Pet‑Friendly · Walk to Downtown & River

King × 3Queen × 2 Fast Wi‑FiSmart TVsGardens

Home Tour

Guest Reviews

★★★★★ 5.0 Average Rating

“Absolutely magical stay. We’ll be back!”
— S. Parker

“Spotless, stylish, and walkable to everything in Chestertown.”
— A. Nguyen

“Beds were heavenly; the gardens are a dream.”
— M. Rivera

“Perfect for our family weekend — fast Wi‑Fi and a great kitchen.”
— D. Thompson

“Hosts were thoughtful and responsive — five stars.”
— L. Chen

Gallery

Front porch at golden hour

Entryway flowing into the dining area

Great room — bright and open (view 1)

Great room — reading nook (view 2)

Kitchen — main prep area

Kitchen — range & cabinets

Kitchen — continuity to dining and great room

Powder room on the main level

First-floor queen bedroom

First-floor queen ensuite bath

Second bedroom with king bed (access to loft)

Third bedroom with king bed

Hall bathroom upstairs

Laundry with washer & dryer

Loft — cozy queen retreat (semi-private)

Primary second-floor king suite

Primary suite private balcony

Primary ensuite bathroom

Garden footbridge in the back