St. Michaels Vacation Rentals - HolidayHomes base64Hash St. Michaels Vacation Rentals - HolidayHomes

St. Michaels Vacation Rentals

Browse 231 available vacation homes and compared across 8 trusted partners

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Top-Rated Vacation rentals in St. Michaels

Book the highest-rated St. Michaels vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House St. Michaels
Fully equipped house with barbecue & yard | City view
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House St. Michaels
House with BBQ, patio & yard | Nature view
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Villa St. Michaels
Villa with grill, garden & private pool
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House St. Michaels
House with yard, private pool & patio | Nature view
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House St. Michaels
Vacation home with terrace, BBQ & jacuzzi
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House St. Michaels
Stunning views at WATERFRONT St Michaels area historic home, dog friendly
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Cabin St. Michaels
Cottage at Goose Neck Point
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Apartment St. Michaels
Apartment | Nature view | Perfect for remote work
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Cabin St. Michaels
Cottage with barbeque, private pool & terrace
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House St. Michaels
Child-friendly house with pool & BBQ | Pet-friendly
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House St. Michaels
WINTER SPECIAL! 20% Discount on Nightly Rate for all of February and March!
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Cabin St. Michaels
Family-friendly lovely cottage with yard, terrace & BBQ | Nature view | Pets are welcome
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House St. Michaels
Waterfront, Dock, Hot Tub, Fire Pit, Elevator!
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House St. Michaels
Minutes from Downtown St. Michaels Waterfront Pet Friendly Private Dock
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Cabin St. Michaels
Cottage with yard | Nature view
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Top 15 most Recommended Vacation Rentals in St. Michaels

Discover your ideal St. Michaels vacation rental with real-time comparisons of 231 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House St. Michaels
4 guests ∙ 2 bedrooms

House

St. Michaels, Talbot County, Maryland, United States
Cozy house rental in Saint Michaels for 4 with a fireplace and ample parking available.
from $622
per night
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Cabin St. Michaels
Cabin ∙ 6 guests ∙ 4 bedrooms

167 m² Cabin

St. Michaels, Talbot County, Maryland, United States
This spacious cabin in Royal Oak accommodates 8 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $675
per night
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House St. Michaels
House ∙ 8 guests ∙ 4 bedrooms

184 m² House

St. Michaels, Talbot County, Maryland, United States
This house rental in Saint Michaels accommodates 8 guests and features a private pool for relaxation and enjoyment.
from $833
per night
(4)
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House St. Michaels
House ∙ 12 guests ∙ 6 bedrooms

224 m² House

St. Michaels, Talbot County, Maryland, United States
Spacious house rental in Saint Michaels for 12 with a private pool and ample parking for a relaxing getaway.
from $1,021
per night
(8)
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House St. Michaels
8 guests ∙ 4 bedrooms

House

St. Michaels, Talbot County, Maryland, United States
This house rental in Royal Oak accommodates 8 guests and features a private pool for a relaxing getaway.
from $777
per night
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House St. Michaels
House ∙ 6 guests ∙ 3 bedrooms

234 m² House

St. Michaels, Talbot County, Maryland, United States
This house rental in Saint Michaels accommodates 6 guests and features a family-friendly kitchen for your convenience.
from $648
per night
(26)
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House St. Michaels
4 guests ∙ 2 bedrooms

House

St. Michaels, Talbot County, Maryland, United States
Cozy house rental in Saint Michaels for 4 featuring a spacious yard perfect for outdoor relaxation.
from $300
per night
(8)
View deal
House St. Michaels
House ∙ 6 guests ∙ 3 bedrooms

203 m² House

St. Michaels, Talbot County, Maryland, United States
Charming house rental in St. Michaels for 6 guests featuring a cozy fireplace and a spacious yard for outdoor enjoyment.
from $776
per night
(50)
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Apartment St. Michaels
4 guests ∙ 2 bedrooms

Apartment

St. Michaels, Talbot County, Maryland, United States
This apartment rental in Saint Michaels accommodates 4 and features convenient parking for residents.
from $426
per night
(12)
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