Newly restored apartment in the heart of Chestertown

Name: Newly restored apartment in the heart of Chestertown
Address: Chestertown, Maryland, Chestertown, Maryland, US
Price range: US$335–US$486 per night
Rating: 9.96

From

US$317

/ night

Newly restored apartment in the heart of Chestertown - Image 1

Newly restored apartment in the heart of Chestertown - Image 2

Newly restored apartment in the heart of Chestertown - Image 3

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Select dates to see prices and availability

From

US$317

/ night

About this property

Newly renovated apartment in downtown Chestertown. Directly across the street from Evergrain Bakery. In the center of all Chestertown has to offer. This apartment span the entire front of a recently restored building, built in 1877. Open li...

Refrigerator
Coffee/Tea maker
TV
Microwave
Hair dryer
Desk

Show all

Location

Chestertown, Maryland

More location info

Guest reviews of Newly restored apartment in the heart of Chestertown

10

Exceptional

Based on 142 verified reviews

10

Stephanie L.

28 May 2026

·

Stayed 3 nights

Great property! Enjoyed our stay and would definitely stay again

10

Jaclyn B.

27 Jan 2026

·

Stayed 3 nights

Great stay. Very Clean unit. Perfect for a quick few days in Chestertown in the heart of the downtown. Only thing Was just a little difficult to figure out what unit was ours and there are stairs everytime you have to go to the unit so just for those who may need assistance with stairs this wouldn’t be ideal. Overall great space! Thanks Julie we will be back!

10

Carla D.

9 Sept 2025

·

Stayed 3 nights

Lovely apartment in a very convenient location downtown. It had everything we needed.

10

Maggie D.

20 Jul 2025

·

Stayed 3 nights

Extremely clean, beautifully updated, and very comfortable. Perfect location—easy to walk to shops and restaurants. Would absolutely stay again!"

10

Douglas G.

27 May 2025

·

Stayed 3 nights

We stayed here for Memorial weekend and the location was perfect for watching the Tea Party Parade! The property is directly across the street from Evergrain which is perfect for coffee and baked goods. Shopping was within walking distance which was so convenient. Beds were very comfortable and the place was really clean. We will definitely stay here again!

Property policies

Check-in instructions

Everything you need to know for a smooth check-in.

Check-in

Check-out

Check-in from 16:00

Before 11:00

FAQs about Newly restored apartment in the heart of Chestertown

Is parking available at the property?

Off-street parking is available for one car on a first-come, first-served basis, along with ample street parking.

Does the property allow pets?

Pets are not allowed at the property. Service animals are exempt from this policy.

What are the check-in and check-out times?

Check-in is at 16:00 and check-out is at 11:00. Early or late check-in/check-out availability and costs are not specified.

Where is the property located in relation to key landmarks?

The property is located in downtown Chestertown, directly across from Evergrain Bakery, and is close to local landmarks such as the Historical Society of Kent County Maryland and Chesapeake Bay.

What are the policies for guests staying with children?

Children are allowed at the property, and those aged 0-17 can stay for free.

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Prices for upcoming dates

September 2026

October 2026

Cheaper

Pricier

Average nightly price across deals, with taxes & fees.

Prices in USD for 2 guests, updated daily.

Su	Mo	Tu	We	Th	Fr	Sa
		1	2	3	4	5
6	7	8	9	10	11	12
13	14	15	16	17	18	19
20 $336	21 $353	22 $352	23 $352	24 $335	25	26
27 $353	28 $353	29 $353	30 $383

Su	Mo	Tu	We	Th	Fr	Sa
				1	2	3
4	5 $383	6 $366	7 $385	8 $383	9	10
11 $486	12 $385	13 $385	14 $384	15	16	17
18 $381	19 $362	20 $381	21 $385	22	23	24
25 $362	26 $385	27 $383	28 $362	29 $381	30	31