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Holiday Rentals in Chestertown, MD

Search and compare Chestertown, MD vacation rentals from hundreds of travel sites and save.

Chestertown, MD, United States
28 May — 29 May2
Chestertown, MD, United States
Tue 28/5
Wed 29/5
...and more

Tips for booking holiday 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 21 May 2024.
Cheapest month:February
Most expensive month:May
Average price in Chestertown:$287/night
Cheapest price found:$128/night
Cheapest day:Monday
Most expensive day:Saturday
$129 - $493
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.
$150 - $404
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.

Other accommodations in Chestertown, MD

Find the perfect holiday rental for your stay in Chestertown, MD. There are 42 hotels in Chestertown, MD and price data was last updated on 21 May 2024. The average price for a hotel in Chestertown, MD is $287/night.
Show all 42 stays
Driftwood Inn
Driftwood Inn
Driftwood Inn
609 Washington Avenue, Chestertown, MD, United States
1.5 km from city centre
Free Wi-Fi
Parking
$69
Avg. per night
View Deal
Brampton Bed and Breakfast Inn
Brampton Bed and Breakfast Inn
Brampton Bed and Breakfast Inn
25227 Chestertown Road, Chestertown, MD, United States
2.5 km from city centre
Free Wi-Fi
Air conditioning
$338
Avg. per night
View Deal

Where to stay in Chestertown, MD

Explore different neighbourhoods and areas within Chestertown to find the perfect location for your stay. Map data was last updated on 21 May 2024.
Navigate to the areas in Chestertown you plan to visit to find vacation rentals that are close by. As an added benefit, users can click a vacation rental they're interesting in to find helpful information and deals for that vacation rental.

Facts about staying in Chestertown, MD

Find useful tips and insights about staying in Chestertown to help you make the most of your experience. FAQs were last updated on 21 May 2024.

  • How much does a holiday rental in Chestertown cost?

    The average cost for a holiday rental in Chestertown is $287/night. A good holiday rental deal in Chestertown would be for $287/night or less. The cheapest rental deal found recently by our users was $129/night. If you’re flexible with your travel dates, then try to avoid booking May, the most expensive month of the year. Booking February is the cheapest month to book a holiday rental in Chestertown.

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