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Chestertown Vacation Rentals
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Vacation Rentals in Chestertown, MD
Professionally managed typically means…
- Dedicated on-site help
- Experienced local staff
- Professional hospitality services
- Secure credit card payment
Verified property owner typically means…
- Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
- Established history of renting online
- Direct & personal contact
- Detailed rental knowledge
- Flexible dates & rates
- More options in smaller towns
Property owner typically means…
- Verification of owner name and address via valid credit card
- Direct & personal contact
- Detailed rental knowledge
- Flexible dates & rates
- More options in smaller towns
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Tip: Refine your search by price, amenities, & more (see left column).
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26 Trusted Chestertown Area Rentals
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Camellia Cottage, Ches... , Chestertown
United States,
Maryland,
Chestertown Vacation Rentals
1 Bedroom, 1 Bathroom, Sleeps 2
from
$199
Per Night
The following rentals are within 25 miles of Chestertown, Maryland.
* 3 Bedroom Rental House... , Rock Hall
United States,
Maryland,
Rock Hall Vacation Rentals
3 Bedrooms, 2 Bathrooms, Sleeps 7
from
$235
Per Night
Spacious 3bdrm near JHU... , Baltimore
United States,
Maryland,
Baltimore Vacation Rentals
3 Bedrooms, 1 Bathroom, Sleeps 5
from
$150
Per Night
Peaceful, Waterfront Home... , Chester
United States,
Maryland,
Chester Vacation Rentals
4 Bedrooms, 2 Bathrooms, Sleeps 8
from
$280
Per Night
Charming Cottage on S... , Kennedyville
United States,
Maryland,
Kennedyville Vacation Rentals
3 Bedrooms, 3 Bathrooms, Sleeps 6
from
$320
Per Night
Welcome to your Mansion... , Baltimore
United States,
Maryland,
Baltimore Vacation Rentals
3 Bedrooms, 2 Bathrooms, Sleeps 6
from
$150
Per Night
Lancaster House , Baltimore
United States,
Maryland,
Baltimore Vacation Rentals
3 Bedrooms, 2 Bathrooms, Sleeps 6
from
$295
Per Night
Stunning Home in the Hea... , Annapolis
United States,
Maryland,
Annapolis Vacation Rentals
3 Bedrooms, 5 Bathrooms, Sleeps 9
from
$750
Per Night
Baltimore - Virgo , Baltimore
United States,
Maryland,
Baltimore Vacation Rentals
2 Bedrooms, 1 Bathroom, Sleeps 4
from
$225
Per Night
Baltimore - Dorado , Baltimore
United States,
Maryland,
Baltimore Vacation Rentals
1 Bedroom, 1 Bathroom, Sleeps 4
from
$125
Per Night
Baltimore - Leo , Baltimore
United States,
Maryland,
Baltimore Vacation Rentals
1 Bedroom, 1 Bathroom, Sleeps 4
from
$125
Per Night
Baltimore - Delphinus , Baltimore
United States,
Maryland,
Baltimore Vacation Rentals
2 Bedrooms, 1 Bathroom, Sleeps 6
from
$200
Per Night
Expansive Georgian Col... , Centreville
United States,
Maryland,
Centreville Vacation Rentals
7 Bedrooms, 4 Bathrooms, Sleeps 18
from
$743
Per Night
Bel Air Ravenswood Es... , Bel Air
NEW
United States,
Maryland,
Bel Air Vacation Rentals
7 Bedrooms, 7 Bathrooms, Sleeps 14
from
$3,495
Per Night
New Low Memorial Day Rat... , Annapolis
United States,
Maryland,
Annapolis Vacation Rentals
3 Bedrooms, 4 Bathrooms, Sleeps 9
from
$300
Per Night
TreeHouse , Annapolis
United States,
Maryland,
Annapolis Vacation Rentals
3 Bedrooms, 2 Bathrooms, Sleeps 6
from
$250
Per Night
Camden Yards,Concention... , Baltimore
United States,
Maryland,
Baltimore Vacation Rentals
3 Bedrooms, 2 Bathrooms, Sleeps 9
from
$325
Per Night
Spacious Waterfront H... , Severna Park
United States,
Maryland,
Severna Park Vacation Rentals
3 Bedrooms, 3 Bathrooms, Sleeps 10
from
$350
Per Night
Waterfront Property clos... , Annapolis
United States,
Maryland,
Annapolis Vacation Rentals
4 Bedrooms, 3 Bathrooms, Sleeps 10
from
$375
Per Night
Elegant Historical House... , Baltimore
United States,
Maryland,
Baltimore Vacation Rentals
5 Bedrooms, 5 Bathrooms, Sleeps 6
from
$200
Per Night
Large apt. in the center... , Annapolis
United States,
Maryland,
Annapolis Vacation Rentals
1 Bedroom, 1 Bathroom, Sleeps 4
from
$175
Per Night
Waterfront Guest House ne... , Pasadena
United States,
Maryland,
Pasadena Vacation Rentals
1 Bedroom, 1 Bathroom, Sleeps 4
from
$80
Per Night
Snug Harbor USNA Cottage... , Annapolis
United States,
Maryland,
Annapolis Vacation Rentals
4 Bedrooms, 2 Bathrooms, Sleeps 8
from
$150
Per Night
Baltimore - Draco , Baltimore
United States,
Maryland,
Baltimore Vacation Rentals
1 Bedroom, 1 Bathroom, Sleeps 5
from
$125
Per Night
Baltimore - Chris Craft , Baltimore
United States,
Maryland,
Baltimore Vacation Rentals
2 Bedrooms, 1 Bathroom, Sleeps 4
from
$225
Per Night
Baltimore - Interlude , Baltimore
United States,
Maryland,
Baltimore Vacation Rentals
2 Bedrooms, 2 Bathrooms, Sleeps 6
from
$225
Per Night
1-26 of 26
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