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Explore Tilghman, Tilghman Island

Where to stay

Entire cottage · 4 beds
Rating 4.63 out of 5
Waterfront Tilghman Island Cottage
SUPERHOST
Entire house · 2 beds
Rating 4.91 out of 5
Charming Tilghman Island Nautical Cottage
SUPERHOST
Entire house · 4 beds
Rating 4.86 out of 5
La Petite Retreat on The Chesapeake Bay
SUPERHOST
Entire guesthouse · 1 bed
Rating 5.0 out of 5
"Happy Campers" Waterfront Apartment!
Entire house · 2 beds
Rating 5.0 out of 5
Simplicity Cottage
Resort room · 2 beds
St. Michaels Harbour Inn - 2 Queen WF Suite
Entire cottage · 1 bed
Rating 5.0 out of 5
La Casita on Harris Creek, St. Michaels
Entire guest suite · 4 beds
Rating 4.75 out of 5
Gorgeous Cottage: Easy Walk into St Michaels Town!
SUPERHOST
Entire house · 3 beds
Rating 4.92 out of 5
Carpenter St. Cottage In Town St. Michaels!
SUPERHOST
Entire flat · 1 bed
Rating 5.0 out of 5
Boutique by the Bay

Stay with a Superhost

Make yourself at home with these experienced hosts
SUPERHOST
Entire house · 2 beds
Rating 4.91 out of 5
Charming Tilghman Island Nautical Cottage
SUPERHOST
Entire house · 4 beds
Rating 4.86 out of 5
La Petite Retreat on The Chesapeake Bay
SUPERHOST
Entire guesthouse · 1 bed
Rating 5.0 out of 5
"Happy Campers" Waterfront Apartment!
SUPERHOST
Entire house · 3 beds
Rating 4.92 out of 5
Carpenter St. Cottage In Town St. Michaels!
SUPERHOST
Entire flat · 1 bed
Rating 5.0 out of 5
Boutique by the Bay
SUPERHOST
Entire cottage · 2 beds
Rating 4.98 out of 5
St. Michaels-Historic Dist. Margaret Wells House
SUPERHOST
Entire house · 1 bed
Rating 5.0 out of 5
Small Historic House Downtown St Michaels
SUPERHOST
Entire house · 3 beds
Rating 4.93 out of 5
Premier St Michaels Cottage- In Town Location
SUPERHOST
Entire house · 4 beds
Rating 4.92 out of 5
The Kent Island House
SUPERHOST
Private room · 2 beds
Rating 5.0 out of 5
Madison Nature Getaway

Places to stay with a pool

23% of guests who visited Chesapeake Bay last year searched for a place to stay with a pool
Resort room · 2 beds
St. Michaels Harbour Inn - 2 Queen WF Suite
Entire cottage · 1 bed
Rating 5.0 out of 5
La Casita on Harris Creek, St. Michaels
SUPERHOST
Entire flat · 1 bed
Rating 5.0 out of 5
Boutique by the Bay