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Featured Cottages in Chestertown

5 Mi to Downtown Baltimore: Quiet Home w/ Porch
3.0 star property
The price is AU$723
includes taxes & fees
29 Oct - 30 Oct
5 Mi to Downtown Baltimore: Quiet Home w/ Porch
Grandma’s Cottage will wrap around you like a warm hug
The price is AU$650
includes taxes & fees
28 Oct - 29 Oct
Grandma’s Cottage will wrap around you like a warm hug
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
2.0 star property
10.0 out of 10, Exceptional, (6)
"Beautiful home. Very nice and quiet neighborhood on the water. "
United States
shannan t.
The price is AU$1,414
includes taxes & fees
1 Nov - 2 Nov
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
Chesapeake Cottages- 2 Quaint Waterfront Retreats
9.6 out of 10, Exceptional, (22)
"Excellent Property"
United States
Buu T.
The price is AU$1,032
includes taxes & fees
28 Oct - 29 Oct
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Secluded Cozy Cottage in Historic Downtown
9.6 out of 10, Exceptional, (15)
"Very Annapolis! "
United States
Shannon G.
The price is AU$1,255
includes taxes & fees
28 Oct - 29 Oct
Secluded Cozy Cottage in Historic Downtown
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.
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Top Chestertown Hotel Reviews

Find out more about Chestertown

Chestertown Cottages information

Number of reviews
15
Accommodation
58 Cottages
Lowest Price
AU$650
Highest Price
AU$1,414

Frequently asked questions

What is there to do in Chestertown near my cottage?
The ideal travel accessory is a well-planned itinerary. Historical Society of Kent County Maryland is an excellent place to start your exploration of Chestertown.