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Search results; Over 1,000 homes in Saint Michaels

Top guest favourite
Home in St. Michaels
Historic Berkeley Hall in the heart of town
2 bedrooms, 2 beds, 1.5 private bathrooms
30 Aug – 4 Sept
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4.96 out of 5 average rating, 210 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
Blue Crab Lodge
2 bedrooms, 3 beds
16–21 Aug
4.97 out of 5 average rating, 153 reviews
Top guest favourite
Cottage in St. Michaels
The Little Anchor Cottage, St. Michaels, MD
2 bedrooms, 3 beds
15–20 Aug
4.97 out of 5 average rating, 295 reviews
Featured hotel
Hotel in St. Michaels
Standard double room
1 bedroom, 2 double beds
2–7 Aug
New place to stay
Top guest favourite
Cottage in St. Michaels
La Casita on Harris Creek, St. Michaels
1 bedroom, 2 beds
1–6 Sept
4.97 out of 5 average rating, 193 reviews
Top guest favourite
Room in St. Michaels
Secluded water - bedroom, sitting room, full bath!
2 single beds
10–15 Aug
5.0 out of 5 average rating, 39 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, 81 reviews
Top guest favourite
Home in St. Michaels
Margaret Wells House
2 bedrooms, 2 beds
2–7 Aug
4.98 out of 5 average rating, 45 reviews
Guest favourite
Home in Grasonville
Private Waterfront Home W/ Hot Tub, Dock & Kayaks
3 bedrooms, 3 queen beds
16–21 Aug
4.95 out of 5 average rating, 306 reviews
Top guest favourite
Home in Cambridge
Relaxing Retreat on the Hudson
5 bedrooms, 5 beds
24–29 Aug
4.96 out of 5 average rating, 73 reviews
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, 226 reviews
Top guest favourite
Home in Tilghman Island
The Getaway
3 bedrooms, 3 beds
8–13 Sept
5.0 out of 5 average rating, 27 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 St. Michaels
Shipwrights Cottage in Town!
2 bedrooms, 3 beds
16–21 Aug
4.99 out of 5 average rating, 163 reviews
Top guest favourite
Boutique hotel in Oxford
Hotel Special: Sandaway Suite & Beach - Oxford, MD
1 bedroom, 1 king bed
2–7 Aug
4.94 out of 5 average rating, 63 reviews
Top guest favourite
Home in St. Michaels
Ahoy St. Michaels! - A Historic Retreat
2 bedrooms, 3 beds
2–7 Aug
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Home in Easton
Painted Sky
5 bedrooms, 8 beds
29 Aug – 5 Sept
5.0 out of 5 average rating, 110 reviews
Top guest favourite
Cottage in Wittman
"Wittman Cottage"
3 bedrooms, 3 beds
27 Oct – 1 Nov
4.9 out of 5 average rating, 196 reviews