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Search results; Over 1,000 homes in Saint Michaels

Top guest favourite
Cottage in Saint Michaels
La Casita on Harris Creek, St. Michaels
1 bedroom, 2 beds, 1 private bathroom
15–20 Aug
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4.97 out of 5 average rating, 192 reviews
Top guest favourite
Flat in Saint Michaels
Blue Crab Lodge
4.97 out of 5 average rating, 151 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Top guest favourite
Home in Stevensville
Waterfront | Swim Spa + Sauna + Beach + Game Room
5.0 out of 5 average rating, 16 reviews, 4 bedrooms, 6 beds, 3 bathrooms
12–17 Sept
Top guest favourite
Home in Cambridge
Relaxing Retreat on the Hudson
4.96 out of 5 average rating, 72 reviews, 5 bedrooms, 5 beds, 2 bathrooms
24–29 Aug
Top guest favourite
Home in Saint Michaels
Shipwrights Cottage in Town!
4.99 out of 5 average rating, 162 reviews, 2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Cottage in Leonardtown
Beach Front and 'Perfectly Placed'
4.96 out of 5 average rating, 262 reviews, 2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Flat in Saint Michaels
Charming Studio in the heart of St. Michael's, MD.
4.92 out of 5 average rating, 225 reviews, 2 beds, 1 bathroom
19–24 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
10–15 Aug
Top guest favourite
Boutique hotel in Oxford
Hotel Special: Sandaway Suite & Beach - Oxford, MD
4.94 out of 5 average rating, 63 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Guest favourite
Cabin in Saint Michaels
True St. Michaels 6 Acre Waterfront w/heated pool
4.99 out of 5 average rating, 123 reviews, 5 bedrooms, 11 beds, 3 bathrooms
16–21 Jul
Top guest favourite
Room in Saint Michaels
Secluded water - bedroom, sitting room, full bath!
5.0 out of 5 average rating, 38 reviews, 2 single beds, 1 bathroom
10–15 Aug
Guest favourite
Flat in Saint Michaels
Charming Apt. in St. Michaels
4.96 out of 5 average rating, 96 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
26–31 Jul
Top guest favourite
Hotel room in Oxford
Sandaway Suites & Beach Waterfront Hotel Oxford MD
4.96 out of 5 average rating, 54 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Jul – 4 Aug
Top guest favourite
Home in Shady Side
Canary Pointe-A popular getaway for 2!
4.99 out of 5 average rating, 268 reviews, 1 bedroom, 2 beds, 1 bathroom
21–26 Aug
Guest favourite
Home in Grasonville
Private Waterfront Home W/ Hot Tub, Dock & Kayaks
4.95 out of 5 average rating, 306 reviews, 3 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Home in Cambridge
Sunset Breezes - quiet waterfront retreat
4.99 out of 5 average rating, 218 reviews, 3 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
Guest favourite
Home in Saint Michaels
Private&Cozy/3br+2ba/1mi to town
4.94 out of 5 average rating, 80 reviews, 3 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
Guest favourite
Place to stay in Cambridge
Wye Three Oaks
4.96 out of 5 average rating, 96 reviews, 2 bedrooms, 4 beds, 1 bathroom
24–29 Jul
Guest favourite
Home in Wittman
Eastern Shore Cottage – Near St. Michaels Gateway
4.93 out of 5 average rating, 15 reviews, 3 bedrooms, 3 beds, 1 bathroom
18–23 Jul