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Circa 1900 Home in the Heart of Historic Downtown Chestertown

Top rated by guests
Front Porch
2nd Floor Full Bathroom
2nd Floor King Bedroom
2nd Floor King Bedroom
2nd Floor King Bedroom
review stars
10Outstanding
(89 Ratings)
"Great property!"
Jane W.
Don't miss out! Price and availability may change
10 / 10
Outstanding(89 Ratings)

House in Chestertown, MD

6 guests · 4 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
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About this house rental

Beautiful 1900 built home that has all of its historic charm while having updated amenities. Enjoy everything historic Chestertown has to offer as the house is walking distance to the shops, restaurants, Chester River Waterfront, and year round Saturday farmers market. Located on a one way street that is flanked with beautiful historic homes and free on street parking. For those with boats, the home is a short walk to the Chestertown Marina which has a boat ramp and transient slips. Our home is only 2.6 miles from Brittland Manor. Please note there is a ring camera by the front door for security purposes.

Amenities at Circa 1900 Home in the Heart of Historic Downtown Chestertown

Non-smoking
No pets allowed
Family friendly

Map of Chestertown, MD

city location on map

Ratings and reviews

10 / 10
Outstanding(89 Ratings)
10 / 10Outstanding·Jul 2026
Great property!
10 / 10Outstanding·Jul 2026
We had a lovely stay at the property which was central to everything, and we had a fun time walking around Chestertown. We were there during the two hottest days in July, and the house stayed a comfortable temperature the whole time. Love the special touch of the candies and snacks. Thank you
10 / 10Outstanding·Jun 2026
Ideally situated. Close to town and restaurants. Spacious rooms. Plentiful towels. Well stocked supplies. Thank you.
10 / 10Outstanding·Jun 2026
Everything was wonderful. Very well stocked, great location. Absolutely perfect. Thank you!
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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Circa 1900 Home in the Heart of Historic Downtown Chestertown. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Circa 1900 Home in the Heart of Historic Downtown Chestertown pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Circa 1900 Home in the Heart of Historic Downtown Chestertown?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.