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Search results; Over 1,000 homes in Saint Michaels

Top guest favourite
Cottage in St. Michaels
The Little Anchor Cottage, St. Michaels, MD
2 bedrooms, 3 beds, 1 private bathroom
15–20 Aug
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4.97 out of 5 average rating, 293 reviews
Top guest favourite
Flat in St. Michaels
Blue Crab Lodge
4.97 out of 5 average rating, 152 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Superhost
Home in St. Michaels
St. Michaels Waterfront Home with Pool
New place to stay, 4 bedrooms, 5 beds, 4.5 bathrooms
1–6 Oct
Guest favourite
Home in St. Michaels
Private&Cozy/3br+2ba/1mi to town
4.94 out of 5 average rating, 81 reviews, 3 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Home in Cambridge
Relaxing Retreat on the Hudson
4.96 out of 5 average rating, 73 reviews, 5 bedrooms, 5 beds, 2 bathrooms
24–29 Aug
Top guest favourite
Cottage in St. Michaels
La Casita on Harris Creek, St. Michaels
4.97 out of 5 average rating, 193 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Sept
Top guest favourite
Room in St. Michaels
Secluded water - bedroom, sitting room, full bath!
5.0 out of 5 average rating, 39 reviews, 2 single beds, 1 bathroom
10–15 Aug
Guest favourite
Home in Grasonville
Private Waterfront Home W/ Hot Tub, Dock & Kayaks
4.95 out of 5 average rating, 306 reviews, 3 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Flat in St. Michaels
Charming Studio in the heart of St. Michael's, MD.
4.92 out of 5 average rating, 226 reviews, 2 beds, 1 bathroom
9–14 Aug
Guest favourite
Flat in St. Michaels
Charming Apt. in St. Michaels
4.96 out of 5 average rating, 96 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
9–14 Aug
Top guest favourite
Boutique hotel in Oxford
Hotel Special: Sandaway Suite & Beach - Oxford, MD
4.94 out of 5 average rating, 63 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Home in St. Michaels
Shipwrights Cottage in Town!
4.99 out of 5 average rating, 163 reviews, 2 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Home in St. Michaels
Margaret Wells House
4.98 out of 5 average rating, 45 reviews, 2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Home in St. Michaels
Ahoy St. Michaels! - A Historic Retreat
5.0 out of 5 average rating, 51 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
2–7 Aug
Top guest favourite
Cottage in Easton
Cottage on Solitude Creek, Hot Tub, Pool & Firepit
5.0 out of 5 average rating, 124 reviews, 2 bedrooms, 3 beds, 2 bathrooms
25–30 Aug
Guest favourite
Home in Easton
The Farm House at Hunting Creek - Pets $50 a night
4.84 out of 5 average rating, 161 reviews, 5 bedrooms, 7 beds, 2 bathrooms
7–12 Aug
Top guest favourite
Home in Easton
Painted Sky
5.0 out of 5 average rating, 109 reviews, 5 bedrooms, 8 beds, 4.5 bathrooms
29 Aug – 5 Sept
Top guest favourite
Cottage in Wittman
"Wittman Cottage"
4.9 out of 5 average rating, 195 reviews, 3 bedrooms, 3 beds, 2 bathrooms
27 Oct – 1 Nov
Top guest favourite
Home in St. Michaels
Historic Berkeley Hall in the heart of town
4.96 out of 5 average rating, 210 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
30 Aug – 4 Sept