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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
Cottage in Easton
Cottage on Solitude Creek, Hot Tub, Pool & Firepit
2 bedrooms, 3 beds, 2 bathrooms
13–18 Oct
5.0 out of 5 average rating, 123 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
Room in Saint Michaels
Secluded water - bedroom, sitting room, full bath!
2 single beds, 1 bathroom
21–26 Jul
5.0 out of 5 average rating, 36 reviews
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
Cottage in Saint Michaels
The Little Anchor Cottage, St. Michaels, MD
2 bedrooms, 3 beds, 1 bathroom
15–20 Aug
4.97 out of 5 average rating, 292 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
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, 94 reviews
Top guest favourite
Guest house in Easton
Chill in The Crib! Easton, Maryland
1 bedroom, 1 queen bed, 1 bathroom
19–24 Oct
4.99 out of 5 average rating, 651 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
Place to stay in Cambridge
Wye Three Oaks
2 bedrooms, 4 beds, 1 bathroom
24–29 Jul
4.96 out of 5 average rating, 95 reviews
Top guest favourite
Room in Cambridge
Waterfront Room at Happy Campers
1 queen bed, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 60 reviews
Superhost
Room in Saint Michaels
Room #9 Stateroom
1 bed, 1 bathroom
19–24 Jul
4.73 out of 5 average rating, 45 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
Guest favourite
Home in Saint Michaels
Cozy, Family-Friendly Log Cabin-St. Michaels
4 bedrooms, 5 beds, 3 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Saint Michaels
Miles Aweigh
3 bedrooms, 4 beds, 2 bathrooms
28 Sept – 3 Oct
4.97 out of 5 average rating, 290 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
Home in Easton
Royal Oak Roadhouse
3 bedrooms, 3 beds, 2.5 bathrooms
19–24 Jul
Top guest favourite
Guest house in Stevensville
Waterfront-View of Bay from your Bed
1 queen bed, 1 bathroom
7–12 Sept
4.99 out of 5 average rating, 352 reviews