Villas in Caroline County

Compare and save

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Caroline County villas

Exterior

Breathtaking Waterfront Estate

Breathtaking Waterfront Estate
Neavitt
10.0 out of 10, Exceptional, (72 reviews)
"The house needed to be updated especially the kitchen, bathrooms and floor. only one TV in the room off of the kitchen area and you could not watch movies without commercials interfering the movies. No power room. If you had to use a bathroom you had to go into one of the bedroom bathrooms. The outside of the house was amazing. The view was spectacular. The pool area was delightful. One of the best pool we have ever experience. All in all our family had an enjoyable vacation. "
United States
John R.
Breathtaking Waterfront Estate
Exterior

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
9.8 out of 10, Exceptional, (40 reviews)
"Ashleigh was amazing as a host, got right back to us on all questions and needs. "
United States
Tim B.
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Exterior

Blake House Historic Estate with Private Inn

Blake House Historic Estate with Private Inn
Centreville
10.0 out of 10, Exceptional, (22 reviews)
"Excellent estate - very pleasant environment "
United States
Adam H.
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.
View all properties

Eid al-Fitr Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Caroline County Hotel Reviews

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

10/10 Excellent
"Clean room, hot water, huge breakfast, indoor pool, definitely an inexpensive nice place to stay just over the Bay on Na Shore, walking distance to Kent Narrows Airport "
Tasha 2-night trip
Posted 2 days ago
Best Western Kent Narrows Inn