Search Caroline County Cottage Rentals from CA $67

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Our top choices for Caroline County cottages

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

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Newburg
9.8 out of 10, Exceptional, (174 reviews)
"Excellent vacation. We'll be back in the future."
United States
John C.
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

2. Sunnyside Up - Small Dog Friendly Waterfront Cottage

Sunnyside Up - Small Dog Friendly Waterfront Cottage
Colonial Beach
9.8 out of 10, Exceptional, (37 reviews)
"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."
United States
Justin P.
Sunnyside Up - Small Dog Friendly Waterfront Cottage

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

Chic Cottage w/ Private Yard: Steps to Beach!
Colonial Beach
10.0 out of 10, Exceptional, (32 reviews)
"The cottage was perfect for us and our dog. We enjoyed the screened front porch and the screened dining area and fenced yard in the back. The home was very comfortable with cute whale decor and a convenient location."
United States
Suzanne
Chic Cottage w/ Private Yard: Steps to Beach!

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

Cottage on Historic Property w/ Working Farm - Beautiful Pool & Fire Pit
Aylett
10.0 out of 10, Exceptional, (66 reviews)
"We had a wonderfully relaxing stay at the Retreat! The space, the property, and the hosts are gracious, quiet, and behind peaceful. We’ll be back to enjoy another time!"
United States
Alexsandra R.
Cottage on Historic Property w/ Working Farm - Beautiful Pool & Fire Pit

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

'the Blue Crab Cottage' - 3 Blocks From The Beach!
3.0 star property
Colonial Beach
10.0 out of 10, Exceptional, (2 reviews)
"Clean house and beach was close but they’re some jellyfish nothing crazy overall it was a nice stay."
United States
Ingrid
'the Blue Crab Cottage' - 3 Blocks From The Beach!

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

Adorable Cottage: Fire Pit, Walk to Colonial Beach
Colonial Beach
10.0 out of 10, Exceptional, (25 reviews)
"We enjoyed our stay. A lot of room and easy walk to the beach with all kids 8 and under!"
United States
D L.
Adorable Cottage: Fire Pit, Walk to Colonial Beach

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

Blue Heron Cottage is cozy & convenient. Renovated March 2023!
Colonial Beach
10.0 out of 10, Exceptional, (66 reviews)
"We had a nice stay!"
United States
Sarah D.
Blue Heron Cottage is cozy & convenient. Renovated March 2023!

8. Cozy Cape Cod Home!

Cozy Cape Cod Home!
Dumbarton
9.6 out of 10, Exceptional, (63 reviews)
"Comfortable house, enjoyed the firepit"
United States
john W.
Cozy Cape Cod Home!

9. Chesapeake Bay Vacation Rental w/ Boat Dock!

Chesapeake Bay Vacation Rental w/ Boat Dock!
Newburg
8.2 out of 10, Very good, (18 reviews)
"Lovely, cozy home was the perfect place for a family weekend. Kitchen is well appointed. Beds were comfortable. Plenty of towels. Quiet and tranquil location. We are planning our next trip. "
United States
Michelle G.
Chesapeake Bay Vacation Rental w/ Boat Dock!

10. Fall Fun Near Potomac River & Colonial Beach

Fall Fun Near Potomac River & Colonial Beach
Colonial Beach
10.0 out of 10, Exceptional, (11 reviews)
"Property had everything we needed to enjoy our stay. Excellent location to the beach. And the host was very friendly and responsive. I would stay there again!"
United States
Patty M.
Fall Fun Near Potomac River & Colonial Beach
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.

Top reviews in Caroline County

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