Vacation rentals in Caroline County
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Top-rated vacation rentals in Caroline County
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Popular amenities for Caroline County vacation rentals
Other great vacation rentals in Caroline County
Guest favorite
Barn in Queenstown
4.98 out of 5 average rating, 57 reviewsWaterfront Modern Guest Barn
Guest favorite
Home in Grasonville
5 out of 5 average rating, 43 reviewsBay Breeze-Chester River Retreat
Guest favorite
Guest suite in Chestertown
4.99 out of 5 average rating, 73 reviewsHouse On The Hill - Historic Private Second Floor
Guest favorite
Home in Denton
4.9 out of 5 average rating, 86 reviewsHistoric 19th Century Eastern Shore Farmhouse
Guest favorite
Guesthouse in Cambridge
4.97 out of 5 average rating, 39 reviewsCamelot Cottage
Guest favorite
Farm stay in Centreville
5 out of 5 average rating, 33 reviewsNo Fees~Historic Lansdowne Manor
Guest favorite
Cottage in East New Market
4.95 out of 5 average rating, 58 reviewsCottage on Cabin Creek
Guest favorite
Home in Clayton
5 out of 5 average rating, 20 reviewsThe Hidden Gem•Heated pool•Pickleball Court
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