A boat docked at a pier during twilight with a city skyline in the background.

Photo by Patricia Knorr

Chester apartments

We found 12 apartments — enter your dates for availability

Explore Chester condo rentals

Image of Cozy Waterfront Apartment Chester, MD

Cozy Waterfront Apartment Chester, MD

Sleeps 2 · 1 bedroom · 1 bathroom

Image of Kent Island Waterfront Cottage

Kent Island Waterfront Cottage

Sleeps 6 · 2 bedrooms · 1 bathroom

Image of Serene Waterfront Apartment on Kent Island

Serene Waterfront Apartment on Kent Island

Sleeps 2 · 1 bedroom · 1 bathroom

Image of Quiet Waterfront Getaway Private Escape 1BR Apt Retreat with Optional Boat Dock

Quiet Waterfront Getaway Private Escape 1BR Apt Retreat with Optional Boat Dock

Sleeps 4 · 1 bedroom · 1 bathroom

Image of Waterfront Oasis of Annapolis Star

Premier Host

Waterfront Oasis of Annapolis Star

Sleeps 4 · 1 bedroom

Image of Beautiful Annapolis 3 Bedroom Basement Apartment, Super Clean, Super Spacious !!

Premier Host

Beautiful Annapolis 3 Bedroom Basement Apartment, Super Clean, Super Spacious !!

Sleeps 5 · 3 bedrooms · 1 bathroom

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