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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
Cottage in Easton
Cottage on Solitude Creek, Hot Tub, Pool & Firepit
5.0 out of 5 average rating, 123 reviews, 2 bedrooms, 3 beds, 2 bathrooms
13–18 Oct
Top guest favourite
Flat in Saint Michaels
Blue Crab Lodge
4.97 out of 5 average rating, 150 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Top guest favourite
Room in Saint Michaels
Secluded water - bedroom, sitting room, full bath!
5.0 out of 5 average rating, 37 reviews, 2 single beds, 1 bathroom
27 Jul – 1 Aug
Guest favourite
Home in Wittman
Waterfront cottage in Wittman Maryland
4.93 out of 5 average rating, 15 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
Top guest favourite
Cottage in Saint Michaels
La Casita on Harris Creek, St. Michaels
4.97 out of 5 average rating, 191 reviews, 1 bedroom, 2 beds, 1 bathroom
28 Jul – 2 Aug
Guest favourite
Flat in Saint Michaels
Charming Apt. in St. Michaels
4.96 out of 5 average rating, 95 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
26–31 Jul
Top guest favourite
Place to stay in Cambridge
Wye Three Oaks
4.96 out of 5 average rating, 96 reviews, 2 bedrooms, 4 beds, 1 bathroom
24–29 Jul
Top guest favourite
Home in Bozman
The Cottage at Broad Creek
5.0 out of 5 average rating, 41 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
20–25 Jul
Guest favourite
Home in Saint Michaels
Cozy, Family-Friendly Log Cabin-St. Michaels
5.0 out of 5 average rating, 14 reviews, 4 bedrooms, 5 beds, 3 bathrooms
27 Jul – 1 Aug
Home in Easton
Royal Oak Roadhouse
3 bedrooms, 3 beds, 2.5 bathrooms
19–24 Jul
Top guest favourite
Home in Cambridge
Sunset Breezes - quiet waterfront retreat
4.99 out of 5 average rating, 218 reviews, 3 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Home in Saint Michaels
Margaret Wells House
4.98 out of 5 average rating, 43 reviews, 2 bedrooms, 2 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Room in Cambridge
Waterfront Room at Happy Campers
5.0 out of 5 average rating, 60 reviews, 1 queen bed, 1 bathroom
19–24 Jul
Top guest favourite
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
Superhost
Cottage in Saint Michaels
Cottage #6 Oar & Anchor Cottage
4.84 out of 5 average rating, 44 reviews, 1 bedroom, 2 beds, 1 bathroom
27 Jul – 1 Aug
Guest favourite
Home in Easton
St. Michaels Waterfront Home with Private Dock
5.0 out of 5 average rating, 15 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
29 Aug – 3 Sept
Top guest favourite
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
Home in Bozman
Brand-New Pool! Waterfront Bozman Village Home
4.85 out of 5 average rating, 13 reviews, 4 bedrooms, 6 beds, 2.5 bathrooms
4–9 Oct