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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
1–6 Sept
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4.97 out of 5 average rating, 194 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, 153 reviews
Superhost
Home in St. Michaels
St. Michaels Waterfront Home with Pool
4 bedrooms, 5 beds, 4.5 bathrooms
1–6 Oct
New place to stay
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
Flat in St. Michaels
Charming Studio in the heart of St. Michael's, MD.
2 beds, 1 bathroom
9–14 Aug
4.92 out of 5 average rating, 227 reviews
Guest favourite
Home in Grasonville
Private Waterfront Home W/ Hot Tub, Dock & Kayaks
3 bedrooms, 3 queen beds, 2 bathrooms
16–21 Aug
4.95 out of 5 average rating, 306 reviews
Featured hotel
Room in St. Michaels
Standard double room
2 double beds, 1 bathroom
2–7 Aug
New place to stay
Top guest favourite
Home in Cambridge
Relaxing Retreat on the Hudson
5 bedrooms, 5 beds, 2 bathrooms
24–29 Aug
4.96 out of 5 average rating, 74 reviews
Guest favourite
Home in St. Michaels
Private&Cozy/3br+2ba/1mi to town
3 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
4.94 out of 5 average rating, 81 reviews
Top guest favourite
Home in St. Michaels
Margaret Wells House
2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
4.98 out of 5 average rating, 45 reviews
Featured hotel
Room in St. Michaels
Standard king room
1 king bed, 1 bathroom
1–6 Aug
New place to stay
Top guest favourite
Room in St. Michaels
Secluded water, private sitting room, full bath!
2 single beds, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 40 reviews
Guest favourite
Flat in St. Michaels
Charming Apt. in St. Michaels
1 bedroom, 2 beds, 1.5 bathrooms
9–14 Aug
4.96 out of 5 average rating, 97 reviews
Top guest favourite
Home in St. Michaels
Ahoy St. Michaels! - A Historic Retreat
2 bedrooms, 3 beds, 2.5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Cottage in Easton
Cottage on Solitude Creek, Hot Tub, Pool & Firepit
2 bedrooms, 3 beds, 2 bathrooms
3–8 Nov
5.0 out of 5 average rating, 125 reviews
Top guest favourite
Home in Tilghman Island
The Getaway
3 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Home in Easton
Painted Sky
5 bedrooms, 8 beds, 4.5 bathrooms
29 Aug – 5 Sept
5.0 out of 5 average rating, 110 reviews
Guest favourite
Home in Easton
The Farm House at Hunting Creek - Pets $50 a night
5 bedrooms, 7 beds, 2 bathrooms
7–12 Aug
4.85 out of 5 average rating, 162 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, 163 reviews