Vacation rentals in Chestertown, MD
Search and compare Chestertown, MD vacation rentals from hundreds of travel sites and save.
Chestertown, United States
Feb 10 — Feb 112
...and more
Learn why travelers love HotelsCombined
Tips for booking vacation rentals in Chestertown, MD
Gain useful insights and advice for booking the perfect stay in Chestertown, MD. Price data is based on averages over the past 12 months and was last updated on February 3, 2025.
| Cheapest month: | March |
|---|---|
| Most expensive month: | January |
| Average price in Chestertown: | $317/night |
| Cheapest price found: | $123/night |
| Cheapest day: | Tuesday |
| Most expensive day: | Monday |
$145 - $754
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.$137 - $470
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.Other accommodations in Chestertown, MD
Find the perfect vacation rental for your stay in Chestertown, MD. There are 42 hotels in Chestertown, MD and price data was last updated on February 3, 2025. The average price for a hotel in Chestertown, MD is $317/night.
Show all 42 stays
25227 Chestertown Road, Chestertown, MD, United States
1.5 mi from city centre
Free Wi-Fi
Air Conditioning
$258
Avg. per night
609 Washington Avenue, Chestertown, MD, United States
1.0 mi from city centre
Free Wi-Fi
Parking
$69
Avg. per night