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Search results; Over 1,000 homes in Saint Michaels

Top guest favourite
Home in St. Michaels
Private&Cozy/3br+2ba/1mi to town
3 bedrooms, 3 beds, 2 private bathrooms
25–30 Oct
,
4.94 out of 5 average rating, 88 reviews
Featured hotel
Room in St. Michaels
Standard queen room
1 queen bed
13–18 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in St. Michaels
Blue Crab Lodge
2 bedrooms, 3 beds
13–18 Sept
4.98 out of 5 average rating, 160 reviews
Top guest favourite
Cottage in St. Michaels
The Little Anchor Cottage, St. Michaels, MD
2 bedrooms, 3 beds
4–9 Oct
4.97 out of 5 average rating, 303 reviews
Guest favourite
Home in St. Michaels
Miles Aweigh
3 bedrooms, 4 beds
28 Sept – 3 Oct
4.96 out of 5 average rating, 302 reviews
Top guest favourite
Home in St. Michaels
Ahoy St. Michaels! - A Historic Retreat
2 bedrooms, 3 beds
18–23 Oct
5.0 out of 5 average rating, 63 reviews
Top guest favourite
Cottage in St. Michaels
La Casita on Harris Creek, St. Michaels
1 bedroom, 2 beds
29 Sept – 4 Oct
4.98 out of 5 average rating, 202 reviews
Top guest favourite
Guest house in St. Michaels
Secluded water, private sitting room, full bath!
1 bedroom, 2 single beds
4–9 Nov
5.0 out of 5 average rating, 45 reviews
Top guest favourite
Home in St. Michaels
Historic Berkeley Hall in the heart of town
2 bedrooms, 2 beds
4–9 Oct
4.96 out of 5 average rating, 218 reviews
Guest favourite
Home in Neavitt
Waterfront, Dog friendly, St Michaels home
2 bedrooms, 3 beds
21–26 Sept
4.94 out of 5 average rating, 107 reviews
Top guest favourite
Home in St. Michaels
Shipwrights Cottage in Town!
2 bedrooms, 3 beds
11–16 Oct
4.99 out of 5 average rating, 174 reviews
Cottage in Wittman
Perfect St. Michaels Getaway
2 bedrooms, 4 beds
16–21 Oct
4.86 out of 5 average rating, 163 reviews
Top guest favourite
Home in Oxford
Stunning Chesapeake waterfront home
5 bedrooms, 9 beds
27 Sept – 2 Oct
4.99 out of 5 average rating, 98 reviews
Top guest favourite
Home in Bozman
The Cottage at Broad Creek
1 bedroom, 1 bed
24–29 Sept
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Home in St. Michaels
Margaret Wells House
2 bedrooms, 2 beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 52 reviews
Top guest favourite
Flat in St. Michaels
Charming Studio in the heart of St. Michael's, MD.
2 beds
20–25 Sept
4.92 out of 5 average rating, 232 reviews
Superhost
Home in Stevensville
Private & Peaceful Water Views, Big Deck, Games
3 bedrooms, 5 beds
13–18 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Easton
Arcadia Shores On The Cove
4 bedrooms, 7 beds
13–18 Sept
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Guest suite in Tilghman Island
Black Walnut Cove Retreat, Tilghman Island
1 bedroom, 4 beds
13–18 Sept
4.97 out of 5 average rating, 181 reviews