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Search results; Over 1,000 homes in Saint Michaels

Top guest favourite
Cottage in Saint Michaels
The Little Anchor Cottage, St. Michaels, MD
2 bedrooms, 3 beds, 1 private bathroom
15–20 Aug
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4.97 out of 5 average rating, 292 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, 149 reviews
Guest favourite
Home in Wittman
Waterfront cottage in Wittman Maryland
2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
4.93 out of 5 average rating, 14 reviews
Top guest favourite
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
Top guest favourite
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
Guest favourite
Flat in Saint Michaels
Charming Apt. in St. Michaels
1 bedroom, 2 beds, 1.5 bathrooms
26–31 Jul
4.97 out of 5 average rating, 93 reviews
Top guest favourite
Home in Saint Michaels
Shipwrights Cottage in Town!
2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
4.99 out of 5 average rating, 161 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, 223 reviews
Top guest favourite
Cottage in Easton
Cottage on Solitude Creek, Hot Tub, Pool & Firepit
2 bedrooms, 3 beds, 2 bathrooms
13–18 Oct
5.0 out of 5 average rating, 123 reviews
Top guest favourite
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
Top guest favourite
Room in Cambridge
Waterfront Room at Happy Campers
1 queen bed, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 60 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
Top guest favourite
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
Guest favourite
Home in Saint Michaels
Cozy, Family-Friendly Log Cabin-St. Michaels
4 bedrooms, 5 beds, 3 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 14 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
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, 95 reviews
Top guest favourite
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 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, 51 reviews
Guest favourite
Home in Tilghman Island
Tilghman Island Retreat By Knapps Narrows!
2 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
4.94 out of 5 average rating, 17 reviews