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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, 138 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, 143 reviews
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Cottage in Saint Michaels
La Casita on Harris Creek, St. Michaels
1 bedroom, 2 beds, 1 bathroom
7–12 Jul
4.97 out of 5 average rating, 191 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, 156 reviews
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Home in Bozman
The Cottage at Broad Creek
1 bedroom, 1 bed, 1.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 39 reviews
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Home in Royal Oak
Ranch at Royal Oak exclusive waterfront pool pier
6 bedrooms, 6 beds, 5.5 bathrooms
23–28 Jul
5.0 out of 5 average rating, 57 reviews
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Home in Saint Michaels
Cozy, Family-Friendly Log Cabin-St. Michaels
4 bedrooms, 5 beds, 3 bathrooms
1–6 Jul
5.0 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
16–21 Aug
4.95 out of 5 average rating, 303 reviews
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Home in Shady Side
Waterfront Sanctuary only 50 Min. From DC/Balt.
5 bedrooms, 12 beds, 4 bathrooms
17–22 Jul
4.97 out of 5 average rating, 106 reviews
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Home in Baltimore
2 Rooftop Decks, Walk to Stadiums, Parking
3 bedrooms, 6 beds, 3.5 bathrooms
26–31 Jul
5.0 out of 5 average rating, 10 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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Home in Saint Michaels
Miles Aweigh
3 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
4.97 out of 5 average rating, 286 reviews
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Home in Easton
Arcadia Shores On The Cove
4 bedrooms, 7 beds, 4 bathrooms
13–18 Sept
5.0 out of 5 average rating, 12 reviews
Home in Easton
Sunset's Edge - Family Retreat Near St. Michaels
3 bedrooms, 5 beds, 3.5 bathrooms
19–26 Jul
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Home in Saint Michaels
Ahoy St. Michaels! - A Historic Retreat
2 bedrooms, 3 beds, 2.5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 49 reviews
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Home in Centreville
The Colonial Farmhouse with Private Boat Rental
5 bedrooms, 6 beds, 3.5 bathrooms
9–14 Aug
4.99 out of 5 average rating, 67 reviews
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Cottage in Leonardtown
Beach Front and 'Perfectly Placed'
2 bedrooms, 3 beds, 1 bathroom
13–18 Jul
4.96 out of 5 average rating, 258 reviews
Guest favourite
Cabin in Saint Michaels
True St. Michaels 6 Acre Waterfront w/heated pool
5 bedrooms, 11 beds, 3 bathrooms
16–21 Jul
4.99 out of 5 average rating, 121 reviews
Top guest favourite
Place to stay in Cambridge
Wye Three Oaks
2 bedrooms, 4 beds, 1 bathroom
12–17 Jul
4.96 out of 5 average rating, 91 reviews