Vacation rentals in Charlestown
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Top-rated vacation rentals in Charlestown
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Charlestown vacation rentals
Other great vacation rentals in Charlestown
Guest favorite
Home in Charlestown
4.97 out of 5 average rating, 29 reviewsCatching Sunsets on the Bay
Guest favorite
Cottage in Charlestown
4.95 out of 5 average rating, 39 reviewsCharlestown Cottage at Cattail Bend
Guest favorite
Rental unit in North East
4.94 out of 5 average rating, 62 reviewsDAY TRIPPIN' in North East, SuperClean just off 95
Guest favorite
Home in North East
5 out of 5 average rating, 98 reviews*SHELTER COVE * 3BR home by 2 marinas * Boat Slip*
Guest favorite
Home in North East
4.93 out of 5 average rating, 97 reviewsHistoric Creekside Home - 2br 2.5ba Downtown
Guest favorite
Cottage in Charlestown
4.98 out of 5 average rating, 89 reviewsBlue on the Bay
Guest favorite
Home in Elkton
4.98 out of 5 average rating, 47 reviewsCami’s Cottage - EV Charger
Guest favorite
Guesthouse in Elk Mills
4.98 out of 5 average rating, 49 reviewsPrivate Country Guesthouse Getaway Minutes from UD
Quick stats about vacation rentals in Charlestown
Total rentals
10 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
10 properties include access to wifi
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
500 reviews
Nightly prices starting at
$110 before taxes and fees
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