Vacation Rentals in Caroline County
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Our top choices for Caroline County vacation rentals
Turnbridge Manor
Turnbridge ManorDenton
9.8 out of 10, Exceptional, (12 reviews)
"Really nice place and you can walk to everything.Will stay again!"
Glenn S.
The price is ￥57,474
￥97,307 total
includes taxes & fees
Jun 8 - Jun 9
Mini Aruba RV/Glamping Tent
Mini Aruba RV/Glamping TentDover
10.0 out of 10, Exceptional, (5 reviews)
"My husband and I stayed for two nights. The oasis makes you feel like you’re vacationing in the Caribbean. The camper is clean and comfortable for two people. Everything was perfect and cannot wait to return!"
Marleen M.
The price is ￥22,990
￥37,754 total
includes taxes & fees
Jun 16 - Jun 17
First Floor Studio Apartment in Historic Chestertown
First Floor Studio Apartment in Historic ChestertownChestertown
9.6 out of 10, Exceptional, (111 reviews)
"Every thing was great"
lesia k.
The price is ￥15,805
￥25,358 total
includes taxes & fees
Jun 10 - Jun 11
Newly restored apartment in the heart of Chestertown
Newly restored apartment in the heart of ChestertownChestertown
9.8 out of 10, Exceptional, (28 reviews)
"Wonderful spot in the center of historical Chestertown,"
Anonymous traveler
The price is ￥39,913
￥61,496 total
includes taxes & fees
Jun 9 - Jun 10
Guest Suite for up to 2 in a Victorian on the Chester River
Guest Suite for up to 2 in a Victorian on the Chester RiverMillington
9.6 out of 10, Exceptional, (24 reviews)
"The stay was wonderful Just the weekend getaway we needed. Plus a wonderful host being so attentive when needed 10/10 will stay again!"
Riley B.
The price is ￥10,856
￥19,969 total
includes taxes & fees
Jun 11 - Jun 12
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City MarinaCambridge
9.6 out of 10, Exceptional, (21 reviews)
"Very nice place in a great location. We would definitely stay there again "
Traci C.
The price is ￥42,387
￥79,518 total
includes taxes & fees
Jun 8 - Jun 9
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)Cambridge
10.0 out of 10, Exceptional, (16 reviews)
"Well equipped and super clean; great place!"
Steve S.
Right in the center of everywhere in Dover
Right in the center of everywhere in DoverDover
8.8 out of 10, Excellent, (5 reviews)
"Destination wedding location. Family, fun, and fellowship in this comfortable home with all the amenities! We played pool, enjoyed the central location, and used all the beds. Check in was easy and host was supportive. It met our needs and we felt right at home. "
Linda K.
The price is ￥37,214
￥77,524 total
includes taxes & fees
Jun 8 - Jun 9
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 Caroline County Hotel Reviews
Quality Inn & Suites Harrington - Milford
4/10 Poor
Find out more about Caroline County
Vacation Apartments in Caroline County
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