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Search results; Over 1,000 homes in Saint Michaels

Guest favourite
Home in Saint Michaels
Premier St Michaels Cottage- In Town Location
2 bedrooms, 4 beds, 1.5 bathrooms
7–12 Aug
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4.87 out of 5 average rating, 140 reviews
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Flat in Saint Michaels
Blue Crab Lodge
2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
4.97 out of 5 average rating, 148 reviews
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Cottage in Saint Michaels
La Casita on Harris Creek, St. Michaels
1 bedroom, 2 beds, 1 bathroom
28 Jul – 2 Aug
4.97 out of 5 average rating, 191 reviews
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Home in Bozman
The Cottage at Broad Creek
1 bedroom, 1 bed, 1.5 bathrooms
20–25 Jul
5.0 out of 5 average rating, 40 reviews
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Home in Stevensville
Waterfront | Swim Spa + Sauna + Beach + Game Room
4 bedrooms, 6 beds, 3 bathrooms
12–17 Sept
5.0 out of 5 average rating, 13 reviews
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Home in Saint Michaels
Shipwrights Cottage in Town!
2 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
4.99 out of 5 average rating, 160 reviews
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Boutique hotel in Oxford
Sandaway Suites & Beach Boutique Hotel, Water View
1 bedroom, 1 king bed, 1 bathroom
7–12 Jul
4.97 out of 5 average rating, 166 reviews
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Home in Cambridge
Relaxing Retreat on the Hudson
5 bedrooms, 5 beds, 2 bathrooms
24–29 Aug
4.96 out of 5 average rating, 71 reviews
Guest favourite
Home in Saint Michaels
Private&Cozy/3br+2ba/1mi to town
3 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
4.94 out of 5 average rating, 79 reviews
Top guest favourite
Flat in Saint Michaels
Charming Studio in the heart of St. Michael's, MD.
2 beds, 1 bathroom
12–17 Jul
4.92 out of 5 average rating, 222 reviews
Top guest favourite
Home in Tilghman Island
The Getaway
3 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 26 reviews
Home in Bozman
Brand-New Pool! Waterfront Bozman Village Home
4 bedrooms, 6 beds, 2.5 bathrooms
4–9 Oct
4.85 out of 5 average rating, 13 reviews
Guest favourite
Home in Grasonville
Private Waterfront Home W/ Hot Tub, Dock & Kayaks
3 bedrooms, 3 queen beds, 2 bathrooms
12–17 Jul
4.95 out of 5 average rating, 304 reviews
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Houseboat in Cambridge
Loveboat, Where Love Meets The Waves.
1 bedroom, 1 bed, 1 bathroom
20–25 Jul
5.0 out of 5 average rating, 7 reviews
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Home in Saint Michaels
Margaret Wells House
2 bedrooms, 2 beds, 2 bathrooms
19–24 Jul
4.98 out of 5 average rating, 42 reviews
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Room in Saint Michaels
Secluded water - bedroom, sitting room, full bath!
2 single beds, 1 bathroom
21–26 Jul
5.0 out of 5 average rating, 36 reviews
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Home in Saint Michaels
Miles Aweigh
3 bedrooms, 4 beds, 2 bathrooms
28 Sept – 3 Oct
4.97 out of 5 average rating, 289 reviews
Top guest favourite
Home in Cambridge
Sunset Breezes - quiet waterfront retreat
3 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
4.99 out of 5 average rating, 218 reviews
Home in Saint Michaels
Crew's Quarters | an ESVR property
3 bedrooms, 4 beds, 3.5 bathrooms
20–25 Nov
4.89 out of 5 average rating, 9 reviews