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Chestertown Holiday Rentals

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Check prices for these dates

Tonight
17 Feb - 18 Feb
Tomorrow
18 Feb - 19 Feb
This weekend
21 Feb - 23 Feb
Next weekend
28 Feb - 2 Mar

Holiday Rentals in Chestertown

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Other types of properties in Chestertown you may be interested in

Comfort Inn & Suites Chestertown
Lobby

Comfort Inn & Suites Chestertown

2.5 star property
8.6 out of 10, Excellent, (745)
"Staff was courteous and friendly. Room was clean and in good order. Check out was quick and very easy."
The price is S$156
includes taxes & fees
23 Feb - 24 Feb
Comfort Inn & Suites Chestertown
Sagamore Pendry Baltimore
Lobby

Sagamore Pendry Baltimore

5.0 star property
9.4 out of 10, Exceptional, (998)
"Beautiful hotel in great neighborhood with very well-designed and furnished rooms. Unfortunately, the pool area was locked so we didn't get to take in the water views. I thought $70, after tax and mandatory tip, for a half bottle of poor-quality red wine from the hospitality bar was a bit much, even by hotel standards. "
The price is S$565
includes taxes & fees
12 Mar - 13 Mar
Sagamore Pendry Baltimore
Quality Inn & Suites Bel Air I-95 Exit 77A
Desk, free WiFi, bed sheets, alarm clocks

Quality Inn & Suites Bel Air I-95 Exit 77A

2.5 star property
7.2 out of 10, Good, (1005)
"Safe, clean, affordable. Thank you!"
The price is S$79
includes taxes & fees
18 Feb - 19 Feb
Quality Inn & Suites Bel Air I-95 Exit 77A
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Are there holiday rentals in Chestertown?

Yes, there are holiday rentals in Chestertown close to Crumpton Auction, or you can select a more secluded option if you're looking for a relaxing stay. Chestertown is known for its sporting events and university setting. Make sure you have time to check out the festivals and art during your trip.

How many holiday rentals are there in Chestertown?

Expedia has 27 holiday rentals for your stay in Chestertown.

What can I see and do in Chestertown?

Enjoy the outdoors at Wilmer Park and Kings Town Park, or simply take in cultural attractions like Historical Society of Kent County Maryland and Garfield Center for the Arts at the Prince Theater. Rolphs Wharf Marina and Roundtop Park are other places to visit while you're in town.

What are holiday rentals like in Chestertown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chestertown. Holiday rentals offer extras like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a small group gathering.