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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
The Little Anchor Cottage, St. Michaels, MD
2 bedrooms, 3 beds, 1 private bathroom
15–20 Aug
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4.97 out of 5 average rating, 293 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, 151 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, 192 reviews
Top guest favourite
Home in Stevensville
Waterfront with swim spa, sauna, and dock
4 bedrooms, 6 beds, 3 bathrooms
12–17 Sept
5.0 out of 5 average rating, 16 reviews
Home in Easton
Royal Oak Roadhouse
3 bedrooms, 3 beds, 2.5 bathrooms
19–24 Jul
Guest favourite
Home in Wittman
Waterfront cottage in Wittman Maryland
2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Home in Cambridge
Deep pier, hot tub, and 3 kayaks
5 bedrooms, 5 beds, 2 bathrooms
24–29 Aug
4.96 out of 5 average rating, 72 reviews
Top guest favourite
Boutique hotel in Oxford
Private beach on a 19th-century estate
1 bedroom, 1 king bed, 1 bathroom
19–24 Jul
4.94 out of 5 average rating, 63 reviews
Top guest favourite
Room in Saint Michaels
Secluded waterfront suite on 8 acres
2 single beds, 1 bathroom
27 Jul – 1 Aug
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Home in Tilghman Island
Island home with a fire pit and hammock
3 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Flat in Saint Michaels
Charming Studio in the heart of St. Michael's, MD.
2 beds, 1 bathroom
19–24 Jul
4.92 out of 5 average rating, 225 reviews
Guest favourite
Home in Tilghman Island
Tilghman Island, half-mile to the marina
2 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
4.94 out of 5 average rating, 17 reviews
Top guest favourite
Cottage in Leonardtown
Potomac River waterfront with kayaks and beach
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.96 out of 5 average rating, 261 reviews
Guest favourite
Flat in Saint 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
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, 162 reviews
Top guest favourite
Home in Saint Michaels
Private&Cozy/3br+2ba/1mi to town
3 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
4.94 out of 5 average rating, 80 reviews
Guest favourite
Cabin in Saint Michaels
True St. Michaels 6 Acre Waterfront w/heated pool
5 bedrooms, 11 beds, 3 bathrooms
16–21 Jul
4.99 out of 5 average rating, 123 reviews
Top guest favourite
Home in Cambridge
Peaceful Historic House Near Water, with Hot Tub!
3 bedrooms, 3 beds, 1.5 bathrooms
15–20 Jul
4.94 out of 5 average rating, 181 reviews
Top guest favourite
Hotel room in Oxford
Private beach on a 19th-century estate
1 bedroom, 1 king bed, 1 bathroom
30 Jul – 4 Aug
4.96 out of 5 average rating, 54 reviews