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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, 195 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
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, 228 reviews
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
Boutique hotel in Oxford
Sandaway Suites & Beach Boutique Hotel, Water View
1 bedroom, 1 king bed, 1 bathroom
16–21 Aug
4.97 out of 5 average rating, 168 reviews
Top guest favourite
Room in St. Michaels
Secluded water, private sitting room, full bath!
2 single beds, 1 bathroom
22–27 Aug
5.0 out of 5 average rating, 40 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, 164 reviews
Guest favourite
Home in St. Michaels
Private&Cozy/3br+2ba/1mi to town
3 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
4.94 out of 5 average rating, 83 reviews
Top guest favourite
Home in Easton
Eastern Shore Retreat!
3 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 54 reviews
Top guest favourite
Houseboat in Cambridge
Loveboat, Where Love Meets The Waves.
1 bedroom, 1 bed, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 17 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
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, 308 reviews
Top guest favourite
Home in Oxford
Stunning Chesapeake waterfront home
5 bedrooms, 9 beds, 4.5 bathrooms
2–7 Aug
4.99 out of 5 average rating, 94 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
Room in Cambridge
Waterfront Room at Happy Campers
1 queen bed, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 63 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, 154 reviews
Top guest favourite
Home in Rock Hall
Historic Cottage | 1min DT | Views | W/D | Parking
1 bedroom, 1 queen bed, 1 bathroom
1–6 Aug
4.94 out of 5 average rating, 68 reviews
Top guest favourite
Home in Bozman
The Cottage at Broad Creek
1 bedroom, 1 bed, 1.5 bathrooms
21–26 Aug
5.0 out of 5 average rating, 46 reviews
Guest favourite
Room in St. Michaels
The Snuggery Inn & Suites
1 queen bed, 1 bathroom
9–14 Aug
4.86 out of 5 average rating, 7 reviews