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Search results; Over 1,000 homes in Saint Michaels

Room in Saint Michaels
George Brooks House #3 King Jacuzzi
1 bedroom, 1 bed, 1 private bathroom
26–31 Jul
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4.67 out of 5 average rating, 15 reviews
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Flat in Saint Michaels
Blue Crab Lodge
4.97 out of 5 average rating, 151 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
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Home in Saint Michaels
Shipwrights Cottage in Town!
4.99 out of 5 average rating, 162 reviews, 2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
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Cottage in Saint Michaels
The Little Anchor Cottage, St. Michaels, MD
4.97 out of 5 average rating, 292 reviews, 2 bedrooms, 3 beds, 1 bathroom
15–20 Aug
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Home in Saint Michaels
Private&Cozy/3br+2ba/1mi to town
4.94 out of 5 average rating, 80 reviews, 3 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
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Home in Saint Michaels
Miles Aweigh
4.97 out of 5 average rating, 290 reviews, 3 bedrooms, 4 beds, 2 bathrooms
28 Sept – 3 Oct
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Home in Saint 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
Guest favourite
Flat in Saint Michaels
Downtown St. Michaels | Porch + Pet-Friendly
4.94 out of 5 average rating, 18 reviews, 3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
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Cottage in Wittman
"Wittman Cottage"
4.9 out of 5 average rating, 194 reviews, 3 bedrooms, 3 beds, 2 bathrooms
27 Oct – 1 Nov
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Home in Saint Michaels
Margaret Wells House
4.98 out of 5 average rating, 43 reviews, 2 bedrooms, 2 beds, 2 bathrooms
26–31 Jul
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Home in Cambridge
Relaxing Retreat on the Hudson
4.96 out of 5 average rating, 72 reviews, 5 bedrooms, 5 beds, 2 bathrooms
24–29 Aug
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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
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
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Home in Tilghman Island
Panoramic water views
4.95 out of 5 average rating, 42 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 Jul
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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
13–18 Oct
Home in Easton
Royal Oak Roadhouse
3 bedrooms, 3 beds, 2.5 bathrooms
19–24 Jul
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Home in Tilghman Island
The Getaway
5.0 out of 5 average rating, 26 reviews, 3 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
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Cottage in Saint Michaels
La Casita on Harris Creek, St. Michaels
4.97 out of 5 average rating, 192 reviews, 1 bedroom, 2 beds, 1 bathroom
28 Jul – 2 Aug
Guest favourite
Cabin in Saint Michaels
True St. Michaels 6 Acre Waterfront w/heated pool
4.99 out of 5 average rating, 123 reviews, 5 bedrooms, 11 beds, 3 bathrooms
16–21 Jul