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Vacation rentals in Chester River
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Top-rated vacation rentals in Chester River
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Vacation rentals for every style
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Popular amenities for Chester River vacation rentals
Other great vacation rentals in Chester River
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Guest favorite
Guest suite in Chestertown
4.95 out of 5 average rating, 57 reviewsHistoric Downtown Garden Oasis with Private Patio
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Guest favorite
Home in Greensboro
4.97 out of 5 average rating, 58 reviewsCozy 2 bedroom home on wooded private lane
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Guest favorite
Home in Rock Hall
4.93 out of 5 average rating, 14 reviewsTreehouse
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Guest favorite
Home in Chester
5 out of 5 average rating, 14 reviewsThe Fitz Inn
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Guest favorite
Home in Chestertown
4.99 out of 5 average rating, 80 reviewsRiver front cottage with private dock & water fun
![](https://a0.muscache.com/im/pictures/615d4a50-cda3-4713-8637-e7c57fa9bcd3.jpg?im_w=720)
Guest favorite
Home in Rock Hall
4.97 out of 5 average rating, 38 reviewsEastern Neck Water Paradise w/Brick oven & Beach
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Guest favorite
Cottage in Centreville
4.92 out of 5 average rating, 39 reviewsCaptain’s Quarters - Unique home on Corsica River!
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Guest favorite
Farm stay in Centreville
5 out of 5 average rating, 27 reviewsFarm Stay at Lansdowne Manor
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