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Chestertown Holiday Rentals

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Holiday Rentals in Chestertown

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, 677 reviews
"Breakfast area and food was below expectations"
The price is S$195
per night
2 Jul - 3 Jul
Comfort Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
Desk, laptop workspace, blackout curtains, iron/ironing board
Red Roof Inn & Suites Chestertown
2.0 star property
7.4 out of 10, Good, 273 reviews
"nice hotel. helpful staff. stores and dining are walkable distances."
The price is S$160
per night
9 Jun - 10 Jun
Red Roof Inn & Suites Chestertown
Historic Inns of Annapolis
Exterior
Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, 1,618 reviews
"Absolutely love these properties and the so-rounding area! Great places to eat and shop all within walking distance. "
The price is S$242
per night
1 Jul - 2 Jul
Historic Inns of Annapolis
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 30 holiday rentals for your stay in Chestertown.

What can I see and do in Chestertown?

Cultural attractions include Historical Society of Kent County Maryland and Garfield Center for the Arts at the Prince Theater, whereas Wilmer Park is one spot to enjoy nature. Rolphs Wharf Marina and Crumpton Auction 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.

Recent reviews of Chestertown properties
Expedia verified reviews

Holiday Inn Express White Marsh, An IHG Hotel

Holiday Inn Express White Marsh, An IHG Hotel

5/5 Excellent
"Friendly staff - clean rooms - great breakfast"
A verified traveller stayed at Holiday Inn Express White Marsh, An IHG Hotel
Posted 23 hours ago
Holiday Inn Express White Marsh, An IHG Hotel