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Compare 97 Cottages in St. Michaels with updated reviews, rates, and availability.

Relaxing Waterfront Cottage Near St Michaels, Maryland
Relaxing Waterfront Cottage Near St Michaels, Maryland
9.8 out of 10, Exceptional, (220)

Family and Pet-Friendly, Waterfront with Pier
Family and Pet-Friendly, Waterfront with Pier
10.0 out of 10, Exceptional, (244)

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 Porch
9.8 out of 10, Exceptional, (175)

Eastern Shore Waterside Cottage Near St. Michaels
Eastern Shore Waterside Cottage Near St. Michaels
10.0 out of 10, Exceptional, (19)

Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
10.0 out of 10, Exceptional, (207)

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
9.6 out of 10, Exceptional, (117)

Waterfront dog-friendly home with beach just mins to Downtown Annapolis
Waterfront dog-friendly home with beach just mins to Downtown Annapolis
9.8 out of 10, Exceptional, (29)

Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
9.6 out of 10, Exceptional, (136)
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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Other property types in St. Michaels

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
9.8 out of 10, Exceptional, (34)

Dollhouse in Central Historic St Michaels
Dollhouse in Central Historic St Michaels
9.6 out of 10, Exceptional, (47)

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 Porch
9.8 out of 10, Exceptional, (175)
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.
Recent reviews of St. Michaels hotels
Recent reviews of St. Michaels hotels

Inn at Perry Cabin
5/5 Excellent
"From the welcoming to departure, everything was perfect. The staff was responsive, friendly and knowledgeable. The property was first rate and convenient to local shops. Plan on returning. "
A verified traveler stayed at Inn at Perry Cabin
Posted 2 days ago