
Vacation Homes in Caroline County
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Top Cities in Caroline County

Preston
Our top choices for Caroline County holiday homes

Charming 3-bedroom Ranch in delightful Dover with AC
Charming 3-bedroom Ranch in delightful Dover with ACDover
10.0 out of 10, Exceptional, (1 review)

Cozy cottage on the Miller farm.
Cozy cottage on the Miller farm.Milford
10.0 out of 10, Exceptional, (242 reviews)

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, (20 reviews)
The price is HK$1,172
HK$2,817 total
includes taxes & fees
2 Mar - 3 Mar

Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf
Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE TurfGreenwood
9.8 out of 10, Exceptional, (37 reviews)

NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock
NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dockCambridge
9.8 out of 10, Exceptional, (8 reviews)

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaksWoolford
9.4 out of 10, Exceptional, (25 reviews)

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Downtown St. Michaels | Walk to Shops, Restaurants and NightlifeDowntown St. Michaels
9.8 out of 10, Exceptional, (48 reviews)

Wind Song Getaway on the Beach
Wind Song Getaway on the BeachFrederica
9.8 out of 10, Exceptional, (34 reviews)
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

Hyatt Regency Chesapeake Bay
10/10 Excellent
Find out more about Caroline County
Caroline County Vacation Homes information
Number of reviews | 642 |
|---|---|
Accommodation | 311 Vacation Homes |
Lowest Price | HK$2,817 |
Highest Price | HK$4,139 |















































































