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Search results; Over 1,000 homes in St. Michaels

Top guest favourite
Home in St. Michaels
Miles Aweigh
4 beds
28 Sept – 3 Oct
4.97 out of 5 average rating, 299 reviews
Top guest favourite
Flat in St. Michaels
Blue Crab Lodge
3 beds
13–18 Sept
4.98 out of 5 average rating, 160 reviews
Top guest favourite
Home in St. Michaels
Ahoy St. Michaels! - A Historic Retreat
3 beds
4–9 Oct
5.0 out of 5 average rating, 61 reviews
Top guest favourite
Home in St. Michaels
Shipwrights Cottage in Town!
3 beds
11–16 Oct
4.99 out of 5 average rating, 173 reviews
Top guest favourite
Home in Easton
4 bdrm, 3 bath, 2,700 sqft whole house on 1 acre
4 beds
8–13 Sept
4.97 out of 5 average rating, 100 reviews
Guest favourite
Flat in St. Michaels
Downtown St. Michaels | Porch + Pet-Friendly
4 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Home in St. Michaels
Private&Cozy/3br+2ba/1mi to town
3 beds
25–30 Oct
4.94 out of 5 average rating, 88 reviews
Top guest favourite
Guest house in St. Michaels
Secluded water, private sitting room, full bath!
2 single beds
4–9 Nov
5.0 out of 5 average rating, 45 reviews
Guest favourite
Room in St. Michaels
Stay with Brooke
The Snuggery Inn & Suites
13–18 Sept
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Cottage in St. Michaels
The Little Anchor Cottage, St. Michaels, MD
3 beds
4–9 Oct
4.97 out of 5 average rating, 301 reviews
Guest favourite
Cabin in St. Michaels
True St. Michaels 6 Acre Waterfront w/heated pool
11 beds
7–12 Sept
4.99 out of 5 average rating, 124 reviews
Superhost
Home in St. Michaels
St. Michaels Waterfront Home with Pool
5 beds
1–6 Oct
Top guest favourite
Home in Easton
Eastern Shore Retreat!
3 beds
28 Sept – 3 Oct
5.0 out of 5 average rating, 57 reviews
Guest favourite
Home in St. Michaels
Carpenter Alley Cottage | an ESVR property
5 beds
7–12 Sept
4.96 out of 5 average rating, 26 reviews
Guest favourite
Home in St. Michaels
Cozy, Family-Friendly Log Cabin-St. Michaels
5 beds
19–24 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in St. Michaels
Grace Cottage, Saint Michaels Walk to everything!
2 king beds
20–25 Sept
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in St. Michaels
Dr. Miller house. Best location-in the heart town
3 beds
13–18 Sept
4.92 out of 5 average rating, 228 reviews
Top guest favourite
Home in St. Michaels
Historic Berkeley Hall in the heart of town
2 beds
20–25 Sept
4.96 out of 5 average rating, 217 reviews