Chester Apartments

Name: Dean Street's Lower Deck House!
Price range: $430 total

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Check dates for Chester hotels

Apartments in Chester

Downtown St. Michaels | Porch + Pet-Friendly

Saint Michaels MD

A stay at this apartment places you in the heart of St. Michaels, within a 5-minute walk of Higgins Yacht Yard and Marina and Muskrat Park.

Kitchen

Washer

First Floor Studio Apartment in Historic Chestertown

Chestertown MD

$144 nightly

$159 total

Dec 8 - Dec 9

Total with taxes and fees

When you stay at this apartment in Chestertown, you'll be next to a golf course, within a 5-minute drive of Wilmer Park and River Arts Chestertown.

Pool

Hot Tub

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Rock Hall MD

$258 nightly

$285 total

Dec 9 - Dec 10

Total with taxes and fees

With a stay at this apartment in Rock Hall, you'll be a 3-minute walk from The Mainstay and 7 minutes by foot from Rock Hall Harbor.

Kitchen

Washer

Bay View Studio Apartment

Annapolis MD

When you stay at this apartment in Annapolis, you'll be on the waterfront, within a 10-minute walk of Annapolis Sailing School and Annapolis Landing Marina.

Hot Tub

Kitchen

Modern Flat in the Heart of St. Michaels – Walk Everywhere

Saint Michaels MD

A stay at this apartment places you in the heart of St. Michaels, steps from Muskrat Park and Higgins Yacht Yard and Marina.

Kitchen

Washer

Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!

Annapolis MD

With a stay at this apartment, you'll be centrally located in Annapolis, within a 5-minute drive of U.S. Naval Academy and Anne Arundel Medical Center.

Kitchen

Free WiFi

Guest Quarters at the Inn - 102

North Beach MD

When you a stay at this apartment in North Beach, you'll be near the beach, within a 5-minute walk of Chesapeake Bay and Northern Chesapeake Bay.

Free WiFi

Air conditioning

Pristine Downtown 1-Bedroom Steps from State House

Annapolis MD

A stay at this apartment places you in the heart of Annapolis, within a 10-minute walk of U.S. Naval Academy and 97, 99 and 101 East Street.

Kitchen

Washer

Charming Downtown 3rd Floor 1 Bedroom Apt

Annapolis MD

With a stay at this apartment in Annapolis (Historic District), you'll be within a 10-minute walk of U.S. Naval Academy and John Smith House.

Kitchen

Washer

Newly restored apartment in the heart of Chestertown

Chestertown MD

With a stay at this apartment in Chestertown, you'll be just steps from Chestertown Historic District and Garfield Center for the Arts at the Prince Theater.

Kitchen

Washer

Chic Condo w/ Balcony in the Heart of Annapolis!

141 West Street Annapolis MD

With a stay at this apartment in Annapolis (Historic District), you'll be within a 5-minute drive of U.S. Naval Academy and Annapolis Civil Rights Plaque.

Kitchen

Free WiFi

Dean Street's Lower Deck House!

Annapolis MD

$377 nightly

$430 total

Dec 28 - Dec 29

Total with taxes and fees

With a stay at this apartment in Annapolis (Historic District), you'll be within a 15-minute walk of U.S. Naval Academy and Banneker Douglass Museum.

Kitchen

Washer

Don't see what you're looking for?

See all available properties in Chester

View all properties

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.