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Top Cottages in Caroline County

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
This cottage features a garden, laundry facilities, and barbecue grills.
Pool
Kitchen

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE
This cottage features a garden, laundry facilities, and concierge services. Barbecue grills are provided for your convenience.
Kitchen
Washer

Grandma's Cottage
This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer

Family and Pet-Friendly, Waterfront with Pier
An outdoor pool is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Pool
Kitchen

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
This cottage features a garden, laundry facilities, and barbecue grills.
Pool
Kitchen

Secluded Waterfront Cottage on 200 acre farm near Queenstown
This cottage featured laundry facilities and barbecue grills.
Kitchen
Washer

"Point of View" Waterfront cottage with panoramic views on Tilghman Island
This cottage features laundry facilities.
Kitchen
Washer

Private waterfront cottage with pool on Church Creek
This cottage features a garden, laundry facilities, and barbecue grills.
Pool
Kitchen

Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
This cottage features a garden, laundry facilities, and barbecue grills.
Pool
Kitchen

Cottage at Goose Neck Point
This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer

Charming Waterfront Cottage Retreat near St. Michaels
This cottage includes a garden and laundry facilities.
Kitchen
Washer
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Caroline County Cottages essential information
Accommodation | 64 Cottages |
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Lowest Price | |
Highest Price | |
Popular accommodation | Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE, Grandma's Cottage, Family and Pet-Friendly, Waterfront with Pier, Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, Secluded Waterfront Cottage on 200 acre farm near Queenstown, "Point of View" Waterfront cottage with panoramic views on Tilghman Island, Private waterfront cottage with pool on Church Creek, Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town, Cottage at Goose Neck Point, Charming Waterfront Cottage Retreat near St. Michaels, Cedar Point 6.5 Acre Waterfront Family Retreat With Pool And Sandy Beach! |