Vacation Rentals By Owner In Chestertown, MD
Most popular vacation rentals in Chestertown
$551.62
/ NightlyRiverside at Pear Tree Point Private Waterfront Escape with Hot Tub and Fire Pit
Chestertown, Maryland, United States
3
Bed
2
Bath
10
Sleeps
$404.39
/ NightlyCirca 1900 Home in the Heart of Historic Downtown Chestertown
Chestertown, Maryland, United States
4
Bed
2
Bath
6
Sleeps
$413.40
/ NightlyBlue Heron Farm Waterfront Chalet
Chestertown, Maryland, United States
3
Bed
2
Bath
6
Sleeps
$481.27
/ NightlyWren Retweet- Country Estate in Center of C’Town
Chestertown, Maryland, United States
5
Bed
4
Bath
10
Sleeps
$496.43
/ NightlyChesapeake Eastern Shore, Chestertown MD, waterfront with shared pool and dock.
Chestertown, Maryland, United States
3
Bed
2
Bath
6
Sleeps
$525.36
/ NightlyHarbor View Haven | Waterfront w/ Hot Tub + Dock!
Chestertown, Maryland, United States
3
Bed
2
Bath
10
Sleeps
$535.48
/ NightlyPrivate Waterfront Paradise w/ Pier - Kayak to Historic Chestertown!
Chestertown, Maryland, United States
3
Bed
2
Bath
10
Sleeps
$542.21
/ NightlyWaterfront w/Deepwater Pier Walking Distance to Downtown Chestertown
Chestertown, Maryland, United States
4
Bed
3
Bath
8
Sleeps
$544.84
/ NightlyThe Portside Manor - Queen Street Chestertown - Walking Distance to Downtown
Chestertown, Maryland, United States
3
Bed
3
Bath
8
Sleeps
$1293.66
/ NightlyEagles Point Landing-Private Pool, Dock, Pickleball
Chestertown, Maryland, United States
4
Bed
4
Bath
8
Sleeps
Most Popular Cities in Maryland
- Ocean City
- Mc Henry
- Oakland
- Berlin
- Swanton
- Oxon Hill
- Bethesda
- Frederick
- Saint Michaels
- North Beach
- Hagerstown
- Rockville
- Lanham
- Edgewater
- Pasadena
- Elkton
- Saint Leonard
- Cumberland
- Germantown
- Columbia
- Laurel
- Chevy Chase
- Takoma Park
- Reisterstown
- Tilghman
- Bozman
- Fishing Creek
- Gwynn Oak
- Owings Mills
- Accident
- Severn
- Potomac
- Scotland
- Boonsboro
- Solomons
- Flintstone
- Deal Island
- Temple Hills
- Port Republic
- Chesapeake City
- Centreville
- Ridge
- Churchton
- Middletown
- Ellicott City
- Hanover
- Linthicum Heights
- Sharpsburg
- Charlestown
- Shady Side
- Bel Air
- Huntingtown
- Lutherville Timonium
- Towson
- Riva
- Trappe
- Queenstown
- Prince Frederick
- Westminster
- Port Deposit
