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

St. Michaels Vacation Rentals

Browse 239 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
Child-friendly house with pool, patio & garden | Dogs allowed
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Cabin St. Michaels
Cottage with barbeque, pool & patio
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Cabin St. Michaels
Charming Waterfront Cottage Outside St. Michaels Close to the Oaks
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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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Cabin St. Michaels
Family-friendly pleasant cottage with yard, terrace & barbeque | Nature view | Dogs allowed
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House St. Michaels
Stunning views at WATERFRONT St Michaels area historic home, dog friendly
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House St. Michaels
Secluded Waterfront Property on 3 acres with swimming pool and dock.
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House St. Michaels
Child-friendly house with pool & BBQ | Pet-friendly
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Cabin St. Michaels
Cottage with barbeque, private pool & terrace
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House St. Michaels
September Splender! Waterfront, Pool, Dock, Hot Tub. A Luxury VIP Vacation Rental
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Cabin St. Michaels
Very cosy and nicely appointed Waterfront Cottage with gorgeous views
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Cabin St. Michaels
Cottage with yard | Nature view
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House St. Michaels
Family-friendly pleasant vacation home with terrace, private pool & barbeque
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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 239 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House St. Michaels
House ∙ 8 guests ∙ 4 bedrooms

222 m² House

St. Michaels, Talbot County, Maryland, United States
This house rental in Bozman accommodates 8 guests and features a private pool for a relaxing stay.
from $490
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 $595
per night
(26)
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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 $1,075
per night
(3)
View deal
House St. Michaels
House ∙ 6 guests ∙ 3 bedrooms

207 m² House

St. Michaels, Talbot County, Maryland, United States
This house rental in Bozman accommodates 6 guests and features convenient parking for your stay.
from $399
per night
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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 $678
per night
(44)
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House St. Michaels
House ∙ 10 guests ∙ 5 bedrooms

316 m² House

St. Michaels, Talbot County, Maryland, United States
This house rental in Bozman accommodates 10 guests and features a spacious yard for outdoor activities.
from $596
per night
(109)
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Cabin St. Michaels
4 guests ∙ 1 bedroom

Cabin

St. Michaels, Talbot County, Maryland, United States
This cozy cabin in Bozman accommodates 4 guests and features a charming fireplace for a warm and inviting atmosphere.
from $344
per night
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House St. Michaels
8 guests ∙ 4 bedrooms

House

St. Michaels, Talbot County, Maryland, United States
This house rental in Bozman accommodates 8 guests and features a private pool for a relaxing getaway.
from $799
per night
(3)
View deal
Apartment St. Michaels
6 guests ∙ 3 bedrooms

Apartment

St. Michaels, Talbot County, Maryland, United States
Spacious apartment rental in Saint Michaels accommodates 6 and features a modern kitchen for a comfortable stay.
from $606
per night
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