Caroline County Cottages from CA $247

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

Top cities in Caroline County

A sunset over a calm lake with chairs and a dog on the shore.

Find vacation rentals that suit your style

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Our top choices for Caroline County cottages

A covered outdoor area with a grill, wicker furniture, and a view of a lake at dusk.

1. Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

Newburg

John C.

A single-story house with a front porch, a small front yard, and a mailbox.

2. Sunnyside Up - Small Dog Friendly Waterfront Cottage

Colonial Beach

"What a beautiful property! This waterfront oasis hosted my wife and I for a week and we can’t wait to come back. Fishing on the dock, relaxing by the fire pit, cooking steaks on the grill, falling asleep on the front porch… this house was perfect for the two of us. The neighbors were very friendly and the small town charm here has us wanting to come back as soon as possible. 10/10 would recommend for a beautiful getaway."

Justin P.

A porch with a white chair, a green door, and a window with a hanging light fixture.

3. Chic Cottage w/ Private Yard: Steps to Beach!

Colonial Beach

Suzanne

A single-story house with a porch, surrounded by a well-maintained lawn and flowering plants.

4. Cottage on Historic Property w/ Working Farm - Beautiful Pool & Fire Pit

Aylett

Alexsandra R.

A white house with a porch, a small deck, and a garden area with mulch and a blue flag.

5. 'the Blue Crab Cottage' - 3 Blocks From The Beach!

Colonial Beach

Ingrid

6. Adorable Cottage: Fire Pit, Walk to Colonial Beach

Colonial Beach

D L.

A small, single-story house with a porch and a screened-in area, surrounded by a white picket fence and trees.

7. Blue Heron Cottage is cozy & convenient. Renovated March 2023!

Colonial Beach

Sarah D.

A two-story house with a red front door, a mailbox, and a brick pathway leading to the entrance.

8. Cozy Cape Cod Home!

Dumbarton

john W.

A covered deck with a table and chairs, overlooking a body of water.

9. Chesapeake Bay Vacation Rental w/ Boat Dock!

Newburg

Michelle G.

A porch with a wooden chair, a small table, and a decorative wreath.

10. Fall Fun Near Potomac River & Colonial Beach

Colonial Beach

Patty M.

View all properties

Top reviews in Caroline County

A modern hotel building with a prominent 'tru by Hilton' sign, multiple floors, and a well-lit entrance.

Tru By Hilton Thornburg

Woodford

10/10 Excellent

Marc

A hotel with a covered entrance, a parking lot, and a fire lane.

Holiday Inn Express & Suites - Thornburg, S. Fredericksburg by IHG

Woodford

10/10 Excellent

Stopping at this hotel was not planned, we had been driving all day from Orlando and were ready to stop for the night before continuing our drive. We could not have been more pleased with our choice, the room was very spacious, clean and very comfortable. There are several restaurants within the area and some offered a discount if you showed your room key. Barbara checked us in and she was extremely friendly and very helpful. Will definitely stay here again when travelling to Florida.

Canbrfan