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Search results; Over 1,000 homes in Saint Michaels

Top guest favourite
Cottage in St. Michaels
La Casita on Harris Creek, St. Michaels
1 bedroom, 2 beds, 1 private bathroom
1–6 Sept
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4.97 out of 5 average rating, 192 reviews
Top guest favourite
Flat in St. Michaels
Blue Crab Lodge
2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
4.97 out of 5 average rating, 151 reviews
Superhost
Home in St. Michaels
St. Michaels Waterfront Home with Pool
4 bedrooms, 5 beds, 4.5 bathrooms
1–6 Oct
New place to stay
Top guest favourite
Home in Stevensville
Waterfront | Swim Spa + Sauna + Beach + Game Room
4 bedrooms, 6 beds, 3 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Cambridge
Relaxing Retreat on the Hudson
5 bedrooms, 5 beds, 2 bathrooms
24–29 Aug
4.96 out of 5 average rating, 72 reviews
Home in Easton
Royal Oak Roadhouse
3 bedrooms, 3 beds, 2.5 bathrooms
19–24 Jul
Top guest favourite
Boutique hotel in Oxford
Hotel Special: Sandaway Suite & Beach - Oxford, MD
1 bedroom, 1 king bed, 1 bathroom
2–7 Aug
4.94 out of 5 average rating, 63 reviews
Top guest favourite
Flat in St. Michaels
Charming Studio in the heart of St. Michael's, MD.
2 beds, 1 bathroom
26–31 Jul
4.92 out of 5 average rating, 225 reviews
Guest favourite
Flat in St. Michaels
Charming Apt. in St. Michaels
1 bedroom, 2 beds, 1.5 bathrooms
26–31 Jul
4.96 out of 5 average rating, 96 reviews
Guest favourite
Home in Grasonville
Private Waterfront Home W/ Hot Tub, Dock & Kayaks
3 bedrooms, 3 queen beds, 2 bathrooms
16–21 Aug
4.95 out of 5 average rating, 306 reviews
Guest favourite
Home in Tilghman Island
Tilghman Island Retreat By Knapps Narrows!
2 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
4.94 out of 5 average rating, 17 reviews
Top guest favourite
Home in Cambridge
Sunset Breezes - quiet waterfront retreat
3 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
4.99 out of 5 average rating, 218 reviews
Top guest favourite
Room in St. Michaels
Secluded water - bedroom, sitting room, full bath!
2 single beds, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 38 reviews
Guest favourite
Home in St. Michaels
Private&Cozy/3br+2ba/1mi to town
3 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
4.94 out of 5 average rating, 80 reviews
Guest favourite
Place to stay in Cambridge
Wye Three Oaks
2 bedrooms, 4 beds, 1 bathroom
25–30 Jul
4.96 out of 5 average rating, 96 reviews
Top guest favourite
Home in Leonardtown
Water's Edge Cottage | Luxury Retreat
2 bedrooms, 2 beds, 2 bathrooms
2–7 Oct
4.99 out of 5 average rating, 135 reviews
Top guest favourite
Cottage in Easton
Cottage on Solitude Creek, Hot Tub, Pool & Firepit
2 bedrooms, 3 beds, 2 bathrooms
25–30 Aug
5.0 out of 5 average rating, 124 reviews
Top guest favourite
Home in Tilghman Island
Panoramic water views
2 bedrooms, 2 queen beds, 1 bathroom
19–24 Jul
4.95 out of 5 average rating, 42 reviews
Top guest favourite
Cottage in St. Michaels
The Little Anchor Cottage, St. Michaels, MD
2 bedrooms, 3 beds, 1 bathroom
15–20 Aug
4.97 out of 5 average rating, 293 reviews