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Search results; Over 1,000 homes in Saint Michaels

Top guest favourite
Cottage in Saint Michaels
The Little Anchor Cottage, St. Michaels, MD
2 bedrooms, 3 beds, 1 private bathroom
30 Jul – 4 Aug
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4.97 out of 5 average rating, 290 reviews
Top guest favourite
Flat in Saint Michaels
Blue Crab Lodge
4.97 out of 5 average rating, 145 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Top guest favourite
Cottage in Easton
Cottage on Solitude Creek, Hot Tub, Pool & Firepit
5.0 out of 5 average rating, 122 reviews, 2 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
Guest favourite
Home in Wittman
Waterfront cottage in Wittman Maryland
4.92 out of 5 average rating, 12 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
Top guest favourite
Guest house in Easton
Chill in The Crib! Easton, Maryland
4.99 out of 5 average rating, 649 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Oct
Top guest favourite
Room in Cambridge
Waterfront Room at Happy Campers
5.0 out of 5 average rating, 60 reviews, 1 queen bed, 1 bathroom
19–24 Jul
Top guest favourite
Room in Saint Michaels
Secluded water - bedroom, sitting room, full bath!
5.0 out of 5 average rating, 36 reviews, 2 single beds, 1 bathroom
28 Jul – 2 Aug
Top guest favourite
Rooms in Easton
Spacious 2nd floor rental in cozy Easton home
4.96 out of 5 average rating, 122 reviews, 2 bedrooms, 4 beds, 1 bathroom
8–13 Sept
Top guest favourite
Home in Easton
Eastern Shore Retreat!
5.0 out of 5 average rating, 51 reviews, 3 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Flat in Saint Michaels
Charming Studio in the heart of St. Michael's, MD.
4.92 out of 5 average rating, 222 reviews, 2 beds, 1 bathroom
12–17 Jul
Top guest favourite
Guest house in Stevensville
Waterfront-View of Bay from your Bed
4.99 out of 5 average rating, 348 reviews, 1 bed, 1 bathroom
7–12 Sept
Top guest favourite
Cottage in Saint Michaels
La Casita on Harris Creek, St. Michaels
4.97 out of 5 average rating, 191 reviews, 1 bedroom, 2 beds, 1 bathroom
7–12 Jul
Top guest favourite
Home in Saint Michaels
Shipwrights Cottage in Town!
4.99 out of 5 average rating, 157 reviews, 2 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
Guest favourite
Home in Tilghman Island
Tilghman Island Retreat By Knapps Narrows!
4.94 out of 5 average rating, 17 reviews, 2 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
Top guest favourite
Home in Bozman
The Cottage at Broad Creek
5.0 out of 5 average rating, 39 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
5–10 Jul
Home in Bozman
Brand-New Pool! Waterfront Bozman Village Home
4.91 out of 5 average rating, 11 reviews, 4 bedrooms, 6 beds, 2.5 bathrooms
4–9 Oct
Top guest favourite
Home in Oxford
Stunning Chesapeake waterfront home
4.99 out of 5 average rating, 91 reviews, 5 bedrooms, 9 beds, 4.5 bathrooms
2–7 Aug
Top guest favourite
Flat in Saint Michaels
Charming Apt. in St. Michaels
4.97 out of 5 average rating, 93 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
26–31 Jul
Top guest favourite
Guest house in Cambridge
The Place in Cambridge-Summer is here!
5.0 out of 5 average rating, 49 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Jul – 5 Aug