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60 places to stay

SUPERHOST
Entire house
Rating 4.91 out of 5163 reviews
Charming Tilghman Island Nautical Cottage
4 guests · 2 bedrooms · 2 beds · 1 bath
Wi-Fi · Kitchen · Free parking
Price:$115 / night
Entire cottage
Rating 4.63 out of 563 reviews
Waterfront Tilghman Island Cottage
6 guests · 2 bedrooms · 4 beds · 1 bath
Wi-Fi · Kitchen · Free parking
Price:$150 / night
SUPERHOST
Entire guesthouse
Rating 5.0 out of 5105 reviews
"Happy Campers" Waterfront Apartment!
3 guests · 1 bedroom · 1 bed · 1 bath
Wi-Fi · Kitchen · Free parking
Price:$100 / night
Entire cottage
Rating 5.0 out of 53 reviews
La Casita on Harris Creek, St. Michaels
3 guests · 1 bedroom · 1 bed · 1 bath
Wi-Fi · Pool · Free parking
Price:$219 / night
SUPERHOST
Entire house
Rating 4.92 out of 539 reviews
Carpenter St. Cottage In Town St. Michaels!
5 guests · 2 bedrooms · 3 beds · 2 baths
Wi-Fi · Kitchen · Free parking
Price:$137 / night
SUPERHOST
Entire house
Rating 5.0 out of 512 reviews
Small Historic House Downtown St Michaels
2 guests · 1 bedroom · 1 bed · 1 bath
Wi-Fi · Free parking
Price:$89 / night
Resort room
St. Michaels Harbour Inn - Waterfront King Room
2 guests · Studio · 1 bed · 1 bath
Wi-Fi · Pool · Free parking
Price:$125 / night
Entire house
Rating 4.75 out of 58 reviews
St. Michaels Area Cottage - Walk to Water & Marina
4 guests · 2 bedrooms · 2 beds · 2 baths
Wi-Fi · Kitchen · Free parking
Price:$166 / night
SUPERHOST
Entire house
Rating 4.86 out of 537 reviews
La Petite Retreat on The Chesapeake Bay
6 guests · 3 bedrooms · 4 beds · 3 baths
Wi-Fi · Kitchen · Free parking
Price:$179 / night
SUPERHOST
Entire cottage
Rating 4.98 out of 5127 reviews
St. Michaels-Historic Dist. Margaret Wells House
4 guests · 2 bedrooms · 2 beds · 2 baths
Wi-Fi · Kitchen · Free parking
Price:$175 / night
Entire cottage
Rating 4.90 out of 560 reviews
Perfect St. Michaels Getaway
4 guests · 2 bedrooms · 4 beds · 1.5 baths
Wi-Fi · Kitchen · Free parking
Price:$175 / night
Entire house
Rating 5.0 out of 56 reviews
Simplicity Cottage
4 guests · 2 bedrooms · 2 beds · 1.5 baths
Wi-Fi · Kitchen · Free parking
Price:$288 / night
SUPERHOST
Entire house
Rating 4.94 out of 517 reviews
Harrison House - in Town and on St Michaels Harbor
9 guests · 6 bedrooms · 8 beds · 3.5 baths
Wi-Fi · Kitchen · Free parking
Price:$239 / night
SUPERHOST
Entire house
Rating 4.91 out of 577 reviews
Waterfront Cottage Near St. Michaels and Easton
6 guests · 3 bedrooms · 5 beds · 3 baths
Wi-Fi · Kitchen · Free parking
Price:$250 / night
Entire house
Rating 3.33 out of 53 reviews
Beautiful, awesome waterfront renovated AirBnB
10 guests · 5 bedrooms · 8 beds · 2 baths
Wi-Fi · Kitchen · Free parking
Price:$333 / night
SUPERHOST
Entire house
Rating 4.98 out of 5131 reviews
Miles Aweigh
6 guests · 3 bedrooms · 4 beds · 2 baths
Wi-Fi · Kitchen · Pool · Free parking
Price:$250 / night
Entire cottage
Rating 4.89 out of 59 reviews
Tilghman Island Cottage Across from Knapps Narrows
6 guests · 3 bedrooms · 4 beds · 2 baths
Wi-Fi · Kitchen · Free parking
Price:$190 / night
SUPERHOST
Entire house
Rating 4.82 out of 545 reviews
St Michaels In Town Cottage with Location Location
5 guests · 2 bedrooms · 3 beds · 1.5 baths
Wi-Fi · Kitchen · Free parking
Price:$135 / night
1 18 of 60 Rentals
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