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

St. Michaels Vacation Rentals

Browse 213 available vacation homes and compared across 6 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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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 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
20% Off 5 Night Min. Waterfront, Hot Tub, Pool, Minutes to St. Michaels.
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House St. Michaels
Book Now for 15% Off. Waterfront, Dock, Hot Tub, Sandy Beach, Elevator!
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House St. Michaels
Minutes from Downtown St. Michaels Waterfront Pet Friendly Private Dock
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House St. Michaels
House with garden, terrace & grill
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House St. Michaels
House with garden & barbecue
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House St. Michaels
Minutes from Downtown St. Michaels Pool Kayaks Private Dock Newly Renova
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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 213 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House St. Michaels
House ∙ 4 guests ∙ 2 bedrooms

Fully equipped house with barbecue & yard | City view

St. Michaels, Talbot County, Maryland, United States
Charming house rental in Saint Michaels accommodates 4 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $286
per night
(484)
View deal
Cabin St. Michaels
Cabin ∙ 2 guests ∙ 1 bedroom

Cottage with pool

St. Michaels, Talbot County, Maryland, United States
Cozy cabin in Bozman for 2 featuring a charming fireplace perfect for a romantic getaway.
from $267
per night
(7)
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House St. Michaels
House ∙ 12 guests ∙ 6 bedrooms

House with BBQ, private pool & garden | Nature view

St. Michaels, Talbot County, Maryland, United States
This house rental in Saint Michaels accommodates 12 guests and features a private pool for a relaxing getaway.
from $1,440
per night
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House St. Michaels
House ∙ 8 guests ∙ 4 bedrooms

House with terrace | Nature view

St. Michaels, Talbot County, Maryland, United States
This spacious cabin in Saint Michaels accommodates 8 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $342
per night
(14)
View deal
Apartment St. Michaels
Apartment ∙ 4 guests ∙ 2 bedrooms

Apartment with 2 bedrooms for 4 persons

St. Michaels, Talbot County, Maryland, United States
This apartment rental in Saint Michaels accommodates 4 and features convenient parking for residents.
from $437
per night
(14)
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House St. Michaels
House ∙ 8 guests ∙ 4 bedrooms

Child-friendly house with patio, BBQ & yard

St. Michaels, Talbot County, Maryland, United States
This house rental in Saint Michaels accommodates 8 guests and features a spacious yard for outdoor activities.
from $1,546
per night
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Cabin St. Michaels
Cabin ∙ 2 guests ∙ 1 bedroom

Cottage with terrace & yard | Nature view

St. Michaels, Talbot County, Maryland, United States
Cozy cabin in Bozman for 2 featuring a charming fireplace and a serene yard for relaxation.
from $412
per night
(20)
View deal
House St. Michaels
House ∙ 4 guests ∙ 2 bedrooms

Child-friendly charming house with yard, barbeque & terrace | Nature view | Pets are welcome

St. Michaels, Talbot County, Maryland, United States
Charming house rental in Newcomb accommodates 4 guests and features a cozy fireplace for a warm, inviting atmosphere.
from $571
per night
(45)
View deal
House St. Michaels
House ∙ 4 guests ∙ 2 bedrooms

House with BBQ | City view

St. Michaels, Talbot County, Maryland, United States
Cozy house rental in Saint Michaels for 4 with a fireplace and ample parking available.
from $521
per night
(6)
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