Search results; Over 1,000 homes in Saint Michaels

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Guest favorite
Apartment in Saint Michaels
Charming Studio in the heart of St. Michael's, MD.
4 guestsStudio2 beds1 bath
Aug 1 – 6
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Aug 1 – 6
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ﺩ.ﺇ6,027 for 5 nights

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Top guest favorite
Room in St. Michaels
Stay with Woody & Gussie
Secluded water - bedroom, sitting room, full bath!
Aug 9 – 14
ﺩ.ﺇ4,373 for 5 nights
5.0 out of 5 average rating, 20 reviews
Guest favorite
Home in St. Michaels
Small Historic House Downtown St Michaels
1 queen bed
Sep 2 – 7
ﺩ.ﺇ3,988 for 5 nights
4.89 out of 5 average rating, 205 reviews
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Room in Grasonville
Stay with CaraDoula, clc,
Bay Bridge Retreat - 8 mins from the Bridge
Aug 11 – 16
ﺩ.ﺇ1,873 for 5 nights
4.99 out of 5 average rating, 118 reviews
Top guest favorite
Guest suite in Grasonville
Heron's Haven
1 bed
Aug 17 – 22
ﺩ.ﺇ2,228 for 5 nights
5.0 out of 5 average rating, 100 reviews
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Cottage in Oxford
Sailor's Cottage - Private Waterfront
4 beds
Oct 21 – 26
ﺩ.ﺇ10,733 for 5 nights
5.0 out of 5 average rating, 23 reviews
Top guest favorite
Boutique hotel in Oxford
Water View with Beach, Walk to restaurants & shops
1 king bed
Aug 17 – 22
ﺩ.ﺇ3,638 for 5 nights
4.96 out of 5 average rating, 131 reviews
Top guest favorite
Guesthouse in Stevensville
Waterfront Getaway - View of bay from your bed
1 queen bed
Aug 3 – 8
ﺩ.ﺇ7,655 for 5 nights
4.99 out of 5 average rating, 287 reviews
Top guest favorite
Apartment in Cambridge
Happy Campers Waterfront Suite
1 queen bed
Aug 17 – 22
ﺩ.ﺇ3,789 for 5 nights
4.98 out of 5 average rating, 40 reviews
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Cottage in Wittman
"Imagine Acre" on Maryland's Eastern Shore
2 beds
Aug 4 – 9
ﺩ.ﺇ4,198 for 5 nights
5.0 out of 5 average rating, 15 reviews
Top guest favorite
Houseboat in Kent Narrows
Cass-N-Reel Luxury Houseboat
1 bed
Sep 14 – 19
ﺩ.ﺇ4,844 for 5 nights
4.96 out of 5 average rating, 158 reviews
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Home in Tilghman Island
The Getaway
3 beds
Aug 6 – 11
ﺩ.ﺇ6,630 for 5 nights
5.0 out of 5 average rating, 8 reviews
Top guest favorite
Cabin in St. Michaels
Serene Waterfront Retreat – Chesapeake Bay Escape
3 beds
Sep 22 – 27
ﺩ.ﺇ8,869 for 5 nights
5.0 out of 5 average rating, 6 reviews
Room in St. Michaels
Stay with WillBusiness owner,
George Brooks House B&B # 2 Queen
Aug 3 – 8
ﺩ.ﺇ5,425 for 5 nights
4.86 out of 5 average rating, 22 reviews
Top guest favorite
Apartment in St. Michaels
Blue Crab Lodge
3 beds
Aug 10 – 15
ﺩ.ﺇ6,200 for 5 nights
4.97 out of 5 average rating, 99 reviews
Top guest favorite
Home in St. Michaels
Miles Aweigh
4 beds
Sep 7 – 12
ﺩ.ﺇ9,639 for 5 nights
4.97 out of 5 average rating, 269 reviews
Top guest favorite
Home in Tilghman Island
Panoramic water views
2 queen beds
Aug 24 – 29
ﺩ.ﺇ6,182 for 5 nights
5.0 out of 5 average rating, 21 reviews
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Guesthouse in Oxford
The Nichols House Cottage
1 double bed
Sep 29 – Oct 4
ﺩ.ﺇ3,229 for 5 nights
4.96 out of 5 average rating, 116 reviews
Guest favorite
Home in St. Michaels
Dr. Miller house. Best location-in the heart town
3 beds
Aug 18 – 23
ﺩ.ﺇ5,274 for 5 nights
4.91 out of 5 average rating, 183 reviews