Vacation rentals in Saint Michaels
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Top-rated vacation rentals in Saint Michaels
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Saint Michaels vacation rentals
Stay near Saint Michaels's top sights
Other great vacation rentals in Saint Michaels
Guest favourite
Guesthouse in Grasonville
4.9 out of 5 average rating, 203 reviewsEastern Shore Charm on Winchester Creek
Sep. 20 – 27
$191 CAD per night
Guest favourite
Guesthouse in Annapolis
4.9 out of 5 average rating, 206 reviewsCalico Cottage Guest House, king bed, free parking
Dec. 25 – Jan. 1
$166 CAD per night
Guest favourite
Apartment in Lexington Park
5.0 out of 5 average rating, 313 reviewsAdorable Waterfront Apartment Weekend Getaway
Feb. 9 – 16
$139 CAD per night
Guest favourite
Home in Annapolis
4.96 out of 5 average rating, 108 reviewsHistoric Downtown in-law suite
Mar. 4 – 11
$196 CAD per night
Guest favourite
Home in Saint Michaels
5.0 out of 5 average rating, 34 reviewsShipwrights Cottage in Town!
Jan. 27 – Feb. 3
$391 CAD per night
Guest favourite
Apartment in Saint Michaels
4.96 out of 5 average rating, 24 reviewsBlue Crab Lodge
Nov. 10 – 17
$482 CAD per night
Guest favourite
Guesthouse in Cambridge
5.0 out of 5 average rating, 12 reviewsCamelot Cottage
Jun. 25 – Jul. 2
$134 CAD per night
Guest favourite
Guesthouse in Oxford
4.99 out of 5 average rating, 81 reviewsThe Nichols House Cottage
Sep. 24 – Oct. 1
$202 CAD per night
Quick stats about vacation rentals in Saint Michaels
Total rentals
40 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
2.8K reviews
Nightly prices starting at
$151 CAD before taxes and fees
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