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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
24–29 Aug
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4.97 out of 5 average rating, 295 reviews
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
Featured hotel
Room in St. Michaels
Standard king room
1 king bed, 1 bathroom
3–8 Aug
New place to stay
Top guest favourite
Guest house in St. Michaels
Secluded water, private sitting room, full bath!
1 bedroom, 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, 165 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, 155 reviews
Top guest favourite
Home in St. Michaels
Dr. Miller house. Best location-in the heart town
2 bedrooms, 3 beds, 1.5 bathrooms
30 Aug – 4 Sept
4.92 out of 5 average rating, 220 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
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
Home in St. Michaels
Historic Berkeley Hall in the heart of town
2 bedrooms, 2 beds, 1.5 bathrooms
6–11 Sept
4.96 out of 5 average rating, 211 reviews
Guest favourite
Home in Easton
Easton / St. Michaels Retreat Riverfront with Pool
5 bedrooms, 6 beds, 3.5 bathrooms
3–8 Aug
4.93 out of 5 average rating, 40 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, 55 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
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
Home in St. Michaels
Margaret Wells House
2 bedrooms, 2 beds, 2 bathrooms
13–18 Sept
4.98 out of 5 average rating, 48 reviews
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
Cottage in Wittman
Perfect St. Michaels Getaway
2 bedrooms, 4 beds, 1.5 bathrooms
4–9 Aug
4.86 out of 5 average rating, 162 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, 64 reviews
Top guest favourite
Home in St. Michaels
Grace Cottage, Saint Michaels Walk to everything!
2 bedrooms, 2 king beds, 2.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 13 reviews