A river with a green embankment and a boat.

Villas in Caroline County

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Check prices for these dates

In two weeks
25 Sep - 27 Sep
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Caroline County villas

Exterior

1. Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna

Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Rock Hall
10.0 out of 10, Exceptional, (48 reviews)
"Was a great vacation hope to come back next year!"
United States
Adam H.
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Exterior

2. Breathtaking Waterfront Estate

Breathtaking Waterfront Estate
Neavitt
10.0 out of 10, Exceptional, (76 reviews)
"The water views are absolutely beautiful as well as the huge manicured lawn.Kitchen fully stocked with all the necessities.Hosts were very responsive & great to deal with.One recommendation would be to have furniture in the sunroom area cleaned, otherwise a wonderful time was had by all."
United States
suzanne S.
Breathtaking Waterfront Estate
Exterior

3. Blake House Historic Estate with Private Inn

Blake House Historic Estate with Private Inn
Centreville
10.0 out of 10, Exceptional, (25 reviews)
"We loved our stay at the house and are still talking about how lovely the house was. The hosts have the home stocked with everything you could need. We had a memorable holiday and the house was magnificent. Great hosts, we can’t thank them enough. The game room was an added bonus for everyone too. Lastly, the dinner prepared and presented by Chef Erica was incredible!!!"
United States
Jeannie M.
Blake House Historic Estate with Private Inn
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

Hampton Inn Milford

Hampton Inn Milford

10/10 Excellent
"My weekend stay was perfect. The room was super clean and we appreciated the morning breakfast and 24/7 coffee! The staff were also very friendly especially Ms. Brenda. She went out of her way to ensure we had what we needed or to answer our questions. Would def stay here again when visiting the area."
Duane 2-night trip
Posted 4 hours ago
Hampton Inn Milford

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