Cottages in Caroline County
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Top Cities in Caroline County
Denton
Our top choices for Caroline County cottages
1. Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Location, Location, Location! - W Melson House - Beautiful - In Town St MichaelsDowntown St. Michaels
9.6 out of 10, Exceptional, (137 reviews)
"Fantastic location, the host was quick to respond to questions. Would book again."
Jim K.
2. "Point of View" Waterfront cottage with panoramic views on Tilghman Island
"Point of View" Waterfront cottage with panoramic views on Tilghman IslandTilghman Island
10.0 out of 10, Exceptional, (26 reviews)
"The views are an amazing. The cottage is well appointed. The hosts were responsive. It was an excellent trip"
Paul H.
3. Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened PorchDowntown St. Michaels
9.8 out of 10, Exceptional, (208 reviews)
"Really nice cottage in the middle of everything. Loved the screened in porch and large den."
greg b.
4. Grandma's Cottage Milford Delaware
Grandma's Cottage Milford DelawareMilford
10.0 out of 10, Exceptional, (131 reviews)
"This place was perfect for my visit while birding nearby! I hope to be back!"
Holly F.
5. Family and Pet-Friendly, Waterfront with Pier
Family and Pet-Friendly, Waterfront with PierCambridge
10.0 out of 10, Exceptional, (274 reviews)
"Rob was such a wonderful and inviting host"
Stacy S.
6. Be persuaded to experience this vintage cottage by the Sassa
Be persuaded to experience this vintage cottage by the SassaGalena
9.4 out of 10, Exceptional, (14 reviews)
"Had a lovely peaceful stay. Great amenities."
Joe S.
7. Grace Creek Cottage, Minutes to St. Michaels, Pool, Dock
Grace Creek Cottage, Minutes to St. Michaels, Pool, DockBozman
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful, private setting, but not far from the town of St. Michaels. House was very clean and beds were comfy. The kitchen was very well equipped for preparing meals. We really enjoyed relaxing in the screened in porch and on the Adirondack chairs overlooking the water. There was so much wildlife to view: bald eagles, herons, tree frogs, crabs…We had a great time! Thank you!"
Melissa B.
8. Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)Cambridge
10.0 out of 10, Exceptional, (18 reviews)
"Well equipped and super clean; great place!"
Steve S.
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
Tru by Hilton Georgetown
10/10 Excellent
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