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Search results; Over 1,000 homes in Saint Michaels

Top guest favourite
Cottage in St. Michaels
La Casita on Harris Creek, St. Michaels
1 bedroom, 2 beds, 1 private bathroom
13–18 Sept
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4.97 out of 5 average rating, 195 reviews
Top guest favourite
Flat in St. Michaels
Blue Crab Lodge
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.97 out of 5 average rating, 156 reviews
Top guest favourite
Flat in St. Michaels
Charming Studio in the heart of St. Michael's, MD.
2 beds, 1 bathroom
16–21 Aug
4.92 out of 5 average rating, 229 reviews
Featured hotel
Room in St. Michaels
Standard queen room
1 queen bed, 1 bathroom
16–21 Aug
New place to stay
Top guest favourite
Guest house in Stevensville
Waterfront-View of Bay from your Bed
1 queen bed, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 359 reviews
Top guest favourite
Home in St. Michaels
Shipwrights Cottage in Town!
2 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
4.99 out of 5 average rating, 169 reviews
Top guest favourite
Cottage in St. Michaels
The Little Anchor Cottage, St. Michaels, MD
2 bedrooms, 3 beds, 1 bathroom
24–29 Aug
4.97 out of 5 average rating, 295 reviews
Top guest favourite
Home in St. Michaels
Dr. Miller house. Best location-in the heart town
2 bedrooms, 3 beds, 1.5 bathrooms
30 Aug – 4 Sept
4.92 out of 5 average rating, 222 reviews
Guest favourite
Flat in St. Michaels
Charming Apt. in St. Michaels
1 bedroom, 2 beds, 1.5 bathrooms
16–21 Aug
4.96 out of 5 average rating, 98 reviews
Guest favourite
Home in Cambridge
High St. Art Gallery Suite
1 bedroom, 1 king bed, 1 bathroom
10–15 Aug
4.88 out of 5 average rating, 112 reviews
Top guest favourite
Home in Bozman
The Cottage at Broad Creek
1 bedroom, 1 bed, 1.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 47 reviews
Featured hotel
Room in St. Michaels
Standard double room
2 double beds, 1 bathroom
16–21 Aug
New place to stay
Top guest favourite
Home in St. Michaels
Historic Berkeley Hall in the heart of town
2 bedrooms, 2 beds, 1.5 bathrooms
23–28 Aug
4.96 out of 5 average rating, 212 reviews
Superhost
Home in St. Michaels
St. Michaels Waterfront Home with Pool
4 bedrooms, 5 beds, 4.5 bathrooms
1–6 Oct
Guest favourite
Cottage in Easton
Loon Cottage on Leeds Creek
3 bedrooms, 4 beds, 1 bathroom
24–29 Aug
4.83 out of 5 average rating, 65 reviews
Top guest favourite
Home in Easton
Eastern Shore Retreat!
3 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 55 reviews
Top guest favourite
Home in St. Michaels
Miles Aweigh
3 bedrooms, 4 beds, 2 bathrooms
28 Sept – 3 Oct
4.97 out of 5 average rating, 297 reviews
Guest favourite
Home in Tilghman Island
Tilghman Island Retreat By Knapps Narrows!
2 bedrooms, 3 beds, 2 bathrooms
26–31 Aug
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Home in St. Michaels
Ahoy St. Michaels! - A Historic Retreat
2 bedrooms, 3 beds, 2.5 bathrooms
3–8 Sept
5.0 out of 5 average rating, 54 reviews