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: 80
$185/night
Classic Victorian in Chestertown
4 beds
2.5 baths
9 guests
Average Price:
$266
30% Cheaper
than normal
AirDNA Score: 77
$109/night
Cozy Airstream on a beautiful horse farm
1 bed
1 bath
3 guests
Average Price:
$141
23% Cheaper
than normal
AirDNA Score: 71
$450/night
Duchess of Kent: Walk to downtown & College
5 beds
2.5 baths
12 guests
Average Price:
$501
10% Cheaper
than normal
AirDNA Score: 70
$235/night
Chestertown''s Little Red Cottage, Pet-Friendly
2 beds
1 bath
4 guests
Average Price:
$259
9% Cheaper
than normal
AirDNA Score: 60
$285/night
AirDNA Score: 58
$550/night
Fall in Chestertown !
4 beds
3 baths
8 guests
Average Price:
$609
10% Cheaper
than normal
AirDNA Score: 41
$415/night
The Patriot House-Chestertown, MD
6 beds
3 baths
13 guests
Average Price:
$559
26% Cheaper
than normal
AirDNA Score: 5
$2729/night
Brittland Manor
11 beds
8.5 baths
16 guests
Average Price:
$2628
4% More
than normal