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Search results; Over 1,000 homes in Saint Michaels

Descriptions are based on details hosts provide
Top guest favourite
Cottage in Saint Michaels
La Casita on Harris Creek, St. Michaels
1 bedroom, 2 beds, 1 private bathroom
28 Jul – 2 Aug
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4.97 out of 5 average rating, 192 reviews
Top guest favourite
Flat in Saint Michaels
Above a coffee shop in downtown St. Michaels
4.97 out of 5 average rating, 151 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Top guest favourite
Cottage in Saint Michaels
The Little Anchor Cottage, St. Michaels, MD
4.97 out of 5 average rating, 293 reviews, 2 bedrooms, 3 beds, 1 bathroom
15–20 Aug
Top guest favourite
Home in Saint Michaels
Historic shipwright’s cottage with a balcony
4.99 out of 5 average rating, 162 reviews, 2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Home in Saint Michaels
Newly renovated, a walk to Saint Michaels
4.94 out of 5 average rating, 80 reviews, 3 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
Top guest favourite
Home in Saint Michaels
Creek-view cottage with pool, near town
4.97 out of 5 average rating, 290 reviews, 3 bedrooms, 4 beds, 2 bathrooms
28 Sept – 3 Oct
Guest favourite
Flat in Saint Michaels
Downtown St. Michaels | Porch + Pet-Friendly
4.94 out of 5 average rating, 18 reviews, 3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
Guest favourite
Home in Grasonville
Private Waterfront Home W/ Hot Tub, Dock & Kayaks
4.95 out of 5 average rating, 306 reviews, 3 bedrooms, 3 beds, 2 bathrooms
16–21 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
26–31 Jul
Top guest favourite
Houseboat in Cambridge
Loveboat, Where Love Meets The Waves.
5.0 out of 5 average rating, 8 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Home in Saint Michaels
Ahoy St. Michaels! - A Historic Retreat
5.0 out of 5 average rating, 51 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
2–7 Aug
Top guest favourite
Home in Tilghman Island
The Getaway
5.0 out of 5 average rating, 26 reviews, 3 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
Guest favourite
Home in Easton
Gated carriage house on 80 acres
4.84 out of 5 average rating, 161 reviews, 5 bedrooms, 7 beds, 2 bathrooms
7–12 Aug
Guest favourite
Room in Saint Michaels
The Snuggery Inn & Suites
4.83 out of 5 average rating, 6 reviews, 1 queen bed, 1 bathroom
19–24 Jul
Superhost
Home in Cambridge
The Oyster House
4.89 out of 5 average rating, 73 reviews, 4 bedrooms, 7 beds, 3 bathrooms
27 Jul – 1 Aug
Top guest favourite
Cottage in Easton
Cottage on Solitude Creek, Hot Tub, Pool & Firepit
5.0 out of 5 average rating, 124 reviews, 2 bedrooms, 3 beds, 2 bathrooms
13–18 Oct
Top guest favourite
Cottage in Wittman
Waterfront with kayaks, dock, and sunsets
4.9 out of 5 average rating, 194 reviews, 3 bedrooms, 3 beds, 2 bathrooms
27 Oct – 1 Nov
Home in Easton
Royal Oak Roadhouse
3 bedrooms, 3 beds, 2.5 bathrooms
19–24 Jul
Top guest favourite
Home in Tilghman Island
Waterfront cottage with panoramic harbor views
4.95 out of 5 average rating, 42 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 Jul