The Best Airbnb Deals in
Chestertown, Maryland
Save money on your trip by finding the biggest discounts for top-rated Airbnb rentals in Chestertown, Maryland. Enter your travel dates to find the best deals!
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AirDNA Score: 71
$326/night
Historic Chestertown
3 beds
2.5 baths
5 guests
Average Price:
$360
9% Cheaper
than normal
AirDNA Score: 65
$751/night
Piney Grove Farm
5 beds
3 baths
12 guests
Average Price:
$810
7% Cheaper
than normal
AirDNA Score: 59
$632/night
Chestertown Watson Family Farm
5 beds
3 baths
9 guests
Average Price:
$593
7% More
than normal
AirDNA Score: 50
$374/night
Patriot House - Unit Two
3 beds
2 baths
7 guests
Average Price:
$413
9% Cheaper
than normal
AirDNA Score: 41
$350/night
The Patriot House-Chestertown, MD
6 beds
3 baths
13 guests
Average Price:
$519
33% Cheaper
than normal
AirDNA Score: 5
$2722/night
Celebrate Memorial Weekend at a Beautiful Estate
11 beds
8.5 baths
16 guests
Average Price:
$2795
3% Cheaper
than normal