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Search results; Over 1,000 homes in Saint Michaels

Top guest favourite
Home in Saint Michaels
SM's Premier Rental Heated Pool (opens 4/3)
2 bedrooms, 2 beds, 2 private bathrooms
30 Aug – 4 Sept
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4.98 out of 5 average rating, 112 reviews
Top guest favourite
Flat in Saint Michaels
Blue Crab Lodge
2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
4.97 out of 5 average rating, 150 reviews
Top guest favourite
Home in Saint Michaels
Shipwrights Cottage in Town!
2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
4.99 out of 5 average rating, 161 reviews
Top guest favourite
Cottage in Saint Michaels
La Casita on Harris Creek, St. Michaels
1 bedroom, 2 beds, 1 bathroom
28 Jul – 2 Aug
4.97 out of 5 average rating, 191 reviews
Top guest favourite
Home in Stevensville
Waterfront | Swim Spa + Sauna + Beach + Game Room
4 bedrooms, 6 beds, 3 bathrooms
12–17 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Bozman
The Cottage at Broad Creek
1 bedroom, 1 bed, 1.5 bathrooms
20–25 Jul
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Home in Saint Michaels
Private&Cozy/3br+2ba/1mi to town
3 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
4.94 out of 5 average rating, 79 reviews
Top guest favourite
Flat in Saint Michaels
Charming Studio in the heart of St. Michael's, MD.
2 beds, 1 bathroom
12–17 Jul
4.92 out of 5 average rating, 224 reviews
Guest favourite
Flat in Saint Michaels
Charming Apt. in St. Michaels
1 bedroom, 2 beds, 1.5 bathrooms
26–31 Jul
4.97 out of 5 average rating, 93 reviews
Home in Easton
Royal Oak Roadhouse
3 bedrooms, 3 beds, 2.5 bathrooms
19–24 Jul
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, 71 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
Guest favourite
Houseboat in Cambridge
Loveboat, Where Love Meets The Waves.
1 bedroom, 1 bed, 1 bathroom
25–30 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Tilghman Island
The Getaway
3 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Cottage in Leonardtown
Beach Front and 'Perfectly Placed'
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.96 out of 5 average rating, 260 reviews
Home in Easton
Sunset's Edge - Family Retreat Near St. Michaels
3 bedrooms, 3 beds, 3.5 bathrooms
16–21 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cottage in Wittman
"Wittman Cottage"
3 bedrooms, 3 beds, 2 bathrooms
27 Oct – 1 Nov
4.9 out of 5 average rating, 194 reviews
Guest favourite
Hotel room in Oxford
Sandaway Suites & Beach Waterfront Hotel Oxford MD
1 bedroom, 1 king bed, 1 bathroom
30 Jul – 4 Aug
4.96 out of 5 average rating, 53 reviews
Top guest favourite
Home in Saint Michaels
Margaret Wells House
2 bedrooms, 2 beds, 2 bathrooms
19–24 Jul
4.98 out of 5 average rating, 42 reviews