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Search results; Over 1,000 homes in Saint Michaels

Top guest favourite
Home in Saint Michaels
SM's Premier Rental Heated Pool (opens 4/3)
2 bedrooms, 2 beds, 2 private bathrooms
30 Aug – 4 Sept
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4.98 out of 5 average rating, 112 reviews
Top guest favourite
Flat in Saint Michaels
Blue Crab Lodge
2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
4.97 out of 5 average rating, 145 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, 157 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
Top guest favourite
Home in Cambridge
Relaxing Retreat on the Hudson
5 bedrooms, 5 beds, 2 bathrooms
24–29 Aug
4.96 out of 5 average rating, 70 reviews
Top guest favourite
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
Top guest favourite
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
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
Home in Easton
Sunset's Edge - Family Retreat Near St. Michaels
3 bedrooms, 5 beds, 3.5 bathrooms
19–26 Jul
Top guest favourite
Home in Easton
Arcadia Shores On The Cove
4 bedrooms, 7 beds, 4 bathrooms
13–18 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
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
Guest favourite
Hotel room in Oxford
Sandaway Suites & Beach Waterfront Hotel Oxford MD
1 bedroom, 1 king bed, 1 bathroom
22–27 Jul
4.96 out of 5 average rating, 51 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
Top guest favourite
Home in Leonardtown
Water's Edge Cottage | Luxury Retreat
2 bedrooms, 2 beds, 2 bathrooms
2–7 Oct
4.99 out of 5 average rating, 130 reviews
Top guest favourite
Home in Easton
Painted Sky
5 bedrooms, 5 king beds, 4.5 bathrooms
29 Aug – 5 Sept
5.0 out of 5 average rating, 107 reviews
Top 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, 122 reviews
Superhost
Home in Royal Oak
Waterfront, Hot Tub, Elevator. Waterfowl Special!
4 bedrooms, 6 beds, 4 bathrooms
6–11 Jul
Top guest favourite
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