filters

Search results; Over 1,000 homes in Saint Michaels

Photo 1 of 29
Top guest favourite
Flat in St. Michaels
Charming Studio in the heart of St. Michael's, MD.
Studio, 2 beds, 1 private bathroom
20–25 Sept
,
4.92 out of 5 average rating, 233 reviews
Photo 1 of 29
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, 176 reviews
Photo 1 of 29
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
Photo 1 of 16
Top guest favourite
Flat in St. Michaels
Blue Crab Lodge
2 bedrooms, 3 beds
18–23 Oct
4.98 out of 5 average rating, 161 reviews
Photo 1 of 29
Top guest favourite
Cottage in St. Michaels
The Little Anchor Cottage, St. Michaels, MD
2 bedrooms, 3 beds
18–23 Oct
4.97 out of 5 average rating, 303 reviews
Photo 1 of 29
Top guest favourite
Home in St. Michaels
Ahoy St. Michaels! - A Historic Retreat
2 bedrooms, 3 beds
25–30 Oct
5.0 out of 5 average rating, 65 reviews
Photo 1 of 15
Guest favourite
Flat in St. Michaels
Downtown St. Michaels | Porch + Pet-Friendly
3 bedrooms, 4 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 25 reviews
Photo 1 of 29
Top guest favourite
Home in St. Michaels
Grace Cottage, Saint Michaels Walk to everything!
2 bedrooms, 2 king beds
20–25 Sept
5.0 out of 5 average rating, 17 reviews
Photo 1 of 29
Top guest favourite
Home in St. Michaels
Dr. Miller house. Best location-in the heart town
2 bedrooms, 3 beds
4–9 Oct
4.92 out of 5 average rating, 230 reviews
Photo 1 of 12
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, 54 reviews
Photo 1 of 29
Guest favourite
Home in St. Michaels
Cozy, Family-Friendly Log Cabin-St. Michaels
4 bedrooms, 5 beds
19–24 Sept
5.0 out of 5 average rating, 19 reviews
Photo 1 of 29
Top guest favourite
Home in St. Michaels
Private&Cozy/3br+2ba/1mi to town
3 bedrooms, 3 beds
25–30 Oct
4.94 out of 5 average rating, 89 reviews
Photo 1 of 29
Top guest favourite
Home in St. Michaels
Historic Berkeley Hall in the heart of town
2 bedrooms, 2 beds
25–30 Oct
4.96 out of 5 average rating, 219 reviews
Photo 1 of 29
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, 203 reviews
Photo 1 of 19
Guest favourite
Home in Wittman
Sewell Point Bungalow
3 bedrooms, 4 beds
4–9 Oct
4.94 out of 5 average rating, 17 reviews
Photo 1 of 28
Guest favourite
Home in St. Michaels
SM's Premier Rental Heated Pool (closes 10/27)
2 bedrooms, 2 queen beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 117 reviews
Photo 1 of 29
Top guest favourite
Guest house in Stevensville
Waterfront-View of Bay from your Bed
1 queen bed
26 Sept – 1 Oct
4.99 out of 5 average rating, 370 reviews
Photo 1 of 29
Top guest favourite
Home in Easton
Newly Renovated Modern Waterfront Home
5 bedrooms, 13 beds
17–22 Sept
5.0 out of 5 average rating, 46 reviews
Photo 1 of 29
Top guest favourite
Cottage in St. Michaels
Lovely Waterfront Cottage on 2 acres, St. Michaels
3 bedrooms, 5 beds
20–25 Sept
4.97 out of 5 average rating, 35 reviews