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Search results; Over 1,000 homes in Saint Michaels

Top guest favourite
Flat in St. Michaels
Charming Studio in the heart of St. Michael's, MD.
Studio, 2 beds, 1 private bathroom
26–31 Jul
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4.92 out of 5 average rating, 226 reviews
Top guest favourite
Cottage in St. Michaels
The Little Anchor Cottage, St. Michaels, MD
4.97 out of 5 average rating, 293 reviews, 2 bedrooms, 3 beds, 1 bathroom
15–20 Aug
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
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
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
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
26–31 Jul
Guest favourite
Room in St. Michaels
The Snuggery Inn & Suites
4.86 out of 5 average rating, 7 reviews, 1 queen bed, 1 bathroom
9–14 Aug
Top guest favourite
Home in Bozman
The Cottage at Broad Creek
5.0 out of 5 average rating, 44 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
21–26 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
Home in St. Michaels
Margaret Wells House
4.98 out of 5 average rating, 45 reviews, 2 bedrooms, 2 beds, 2 bathrooms
26–31 Jul
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
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
Guest house in Stevensville
Waterfront-View of Bay from your Bed
4.99 out of 5 average rating, 353 reviews, 1 bed, 1 bathroom
12–17 Sept
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
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
Top guest favourite
Home in St. Michaels
Grace Cottage, Saint Michaels Walk to everything!
5.0 out of 5 average rating, 11 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
2–7 Aug
Top guest favourite
Home in Easton
Eastern Shore Retreat!
5.0 out of 5 average rating, 53 reviews, 3 bedrooms, 3 beds, 2 bathrooms
9–14 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
Top guest favourite
Home in St. Michaels
Miles Aweigh
4.97 out of 5 average rating, 292 reviews, 3 bedrooms, 4 beds, 2 bathrooms
28 Sept – 3 Oct