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Hotels with free parking in Chestertown
Comfort Inn & Suites Chestertown
Very good
Enjoy a seasonal outdoor pool and complimentary breakfast in the historical district of Chestertown.
Top rated
Pool
Free Parking
Non-Smoking Rooms
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Brampton 1860
Exceptional
Top rated
5-star
Free Parking
Non-Smoking Rooms
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House On The Hill - Historic Private Second Floor
Exceptional
Top rated
Air Conditioned
Free Parking
TV
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Charming Haven on High
Exceptional
Top rated
Air Conditioned
Free Parking
TV
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Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
Free Parking
TV
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Cozy 3-bedroom home w/ Hot tub & firepit
Exceptional
Top rated
Air Conditioned
Free Parking
TV
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Waterfront historic district 1BR Apartment
Exceptional
Top rated
Air Conditioned
Free Parking
TV
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River front cottage with private dock & water fun
Exceptional
Top rated
Pet Friendly
Air Conditioned
Free Parking
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Harbor View Haven | Waterfront w/ Hot Tub + Dock!
Exceptional
Top rated
Air Conditioned
Free Parking
TV
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Historic Downtown Garden Oasis with Private Patio
Exceptional
Top rated
Air Conditioned
Free Parking
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NEW Chestertown Retreat
Exceptional
Top rated
Pet Friendly
Air Conditioned
Free Parking
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In Town Chestertown Rancher (1 Block to College)
Exceptional
Top rated
Air Conditioned
Free Parking
TV
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Quiet, Shabby-chic home in downtown Chestertown
Exceptional
Top rated
Pet Friendly
Air Conditioned
Free Parking
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Pet-friendly Home on Chester River w/ Dock!
Superb
Top rated
Free Parking
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3 Mi to Washington College! Updated Home w/ Patio
Pet Friendly
Free Parking
TV
Fireplace
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Waterfront Retreat with Private Dock and Beach
Exceptional
Top rated
Air Conditioned
Free Parking
TV
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Entire River Front Home - 4 Bedrooms 4.5 Baths
Exceptional
Top rated
Pet Friendly
Air Conditioned
Free Parking
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River Cottage, Chestertown
Exceptional
Top rated
Air Conditioned
Free Parking
TV
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Haven Point Inn and Gallery
Exceptional
Top rated
Airport shuttle
Free Parking
Non-Smoking Rooms
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Inn at Osprey Point
Superb
Top rated
Pool
Restaurant
Airport shuttle
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