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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
6–11 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
16–21 Aug
4.97 out of 5 average rating, 154 reviews
Superhost
Home in St. Michaels
St. Michaels Waterfront Home with Pool
4 bedrooms, 5 beds
1–6 Oct
New place to stay
Top guest favourite
Flat in St. Michaels
Charming Studio in the heart of St. Michael's, MD.
2 beds
9–14 Aug
4.92 out of 5 average rating, 228 reviews
Featured hotel
Room in St. Michaels
Standard double room
2 double beds
2–7 Aug
New place to stay
Top guest favourite
Cottage in St. Michaels
The Little Anchor Cottage, St. Michaels, MD
2 bedrooms, 3 beds
24–29 Aug
4.97 out of 5 average rating, 295 reviews
Top guest favourite
Home in Stevensville
Waterfront | Swim Spa + Sauna + Beach + Game Room
4 bedrooms, 6 beds
30 Sept – 5 Oct
5.0 out of 5 average rating, 19 reviews
Guest favourite
Home in St. Michaels
Private&Cozy/3br+2ba/1mi to town
3 bedrooms, 3 beds
23–28 Aug
4.94 out of 5 average rating, 83 reviews
Featured hotel
Room in St. Michaels
Standard king room
1 king bed
1–6 Aug
New place to stay
Top guest favourite
Home in Tilghman Island
The Getaway
3 bedrooms, 3 beds
8–13 Sept
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Cottage in Wittman
"Wittman Cottage"
3 bedrooms, 3 beds
27 Oct – 1 Nov
4.9 out of 5 average rating, 197 reviews
Guest favourite
Flat in St. Michaels
Charming Apt. in St. Michaels
1 bedroom, 2 beds
9–14 Aug
4.96 out of 5 average rating, 97 reviews
Top guest favourite
Home in Easton
Painted Sky
5 bedrooms, 8 beds
29 Aug – 5 Sept
5.0 out of 5 average rating, 111 reviews
Top guest favourite
Home in Cambridge
Sunset Breezes - quiet waterfront retreat
3 bedrooms, 5 beds
23–28 Aug
4.99 out of 5 average rating, 220 reviews
Top guest favourite
Cottage in Easton
Cottage on Solitude Creek, Hot Tub, Pool & Firepit
2 bedrooms, 3 beds
3–8 Nov
5.0 out of 5 average rating, 125 reviews
Guest favourite
Home in Easton
The Farm House at Hunting Creek - Pets $50 a night
5 bedrooms, 7 beds
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
16–21 Aug
4.99 out of 5 average rating, 163 reviews
Home in Easton
Royal Oak Roadhouse
3 bedrooms, 3 beds
30 Aug – 4 Sept
Guest favourite
Home in Chester
Crab Alley | Waterfront Home + Hot Tub + Game Room
4 bedrooms, 5 beds
10–15 Aug
4.88 out of 5 average rating, 25 reviews