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
14–19 Aug
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4.97 out of 5 average rating, 289 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, 145 reviews
Top guest favourite
Room in Saint Michaels
Secluded water - bedroom, sitting room, full bath!
2 single beds, 1 bathroom
28 Jul – 2 Aug
5.0 out of 5 average rating, 36 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, 649 reviews
Top guest favourite
Home in Saint Michaels
Shipwrights Cottage in Town!
2 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
4.99 out of 5 average rating, 157 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, 59 reviews
Top guest favourite
Cottage in Saint Michaels
La Casita on Harris Creek, St. Michaels
1 bedroom, 2 beds, 1 bathroom
7–12 Jul
4.97 out of 5 average rating, 191 reviews
Guest favourite
Hotel room in Oxford
Sandaway Suites & Beach | Town View Eastern Shore
1 bedroom, 1 king bed, 1 bathroom
26–31 Jul
5.0 out of 5 average rating, 21 reviews
Guest favourite
Home in Tilghman Island
Tilghman Island Retreat By Knapps Narrows!
2 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
4.94 out of 5 average rating, 16 reviews
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, 347 reviews
Top guest favourite
Flat in Cambridge
Happy Campers Waterfront Suite
1 bedroom, 1 queen bed, 1 bathroom
24–29 Aug
4.97 out of 5 average rating, 59 reviews
Superhost
Cottage in Saint Michaels
Cottage #6 Oar & Anchor Cottage
1 bedroom, 2 beds, 1 bathroom
12–17 Jul
4.83 out of 5 average rating, 42 reviews
Top guest favourite
Home in Bozman
The Cottage at Broad Creek
1 bedroom, 1 bed, 1.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 39 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
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
Top guest favourite
Home in Saint Michaels
Ahoy St. Michaels! - A Historic Retreat
2 bedrooms, 3 beds, 2.5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Home in Saint Michaels
Historic Berkeley Hall in the heart of town
2 bedrooms, 2 beds, 1.5 bathrooms
9–14 Aug
4.96 out of 5 average rating, 207 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, 70 reviews
Guest favourite
Cottage in North Beach
Cozy Waterfront Cottage - Pet Friendly
2 bedrooms, 3 queen beds, 1 bathroom
30 Aug – 4 Sept
4.95 out of 5 average rating, 91 reviews