St. Michaels Vacation Rentals

These vacation homes are all convenient to historic St. Michaels to enjoy dining, shopping, and sight-seeing Please note prices below per night, based on the summer weekly price for seven nights and are given as a range to assist you with choosing a property. Nightly prices vary per season and per number of nights booked. For an exact quote, please input your dates on the property page.

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Starting at (USD)

$427.00

Bird Dog Run
Talbot County
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Bird Dog Run
  • Pets Allowed
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Talbot County
  • 8 Guests
  • 4 Bedrooms
  • 4.5 Bathrooms
  • Code: Bonnie Breeze
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Starting at (USD)

$1,010.00

Broadwater View
Talbot County
  • 10 Guests
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Code: Broadwater View
  • Pets Allowed
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Starting at (USD)

$557.00

Bushey Heath Farm
Talbot County
  • 8 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • Code: Bushey Heath Farm
  • Pets Allowed
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Starting at (USD)

$529.00

Captain`s Cottage
Talbot County
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Captains Cottage
  • Pets Allowed
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Starting at (USD)

$1,000.00

Captain`s Cove
Talbot County
  • 10 Guests
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Code: Captains Cove
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Starting at (USD)

$323.00

Caulk`s Cove
Talbot County
  • 8 Guests
  • 3 Bedrooms
  • 2.5 Bathrooms
  • Code: Caulks Cove
  • Pets Allowed
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Starting at (USD)

$650.00

Cedar Cove on the Miles
Talbot County
  • 8 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • Code: Cedar Cove on the Miles
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Starting at (USD)

$455.00

Chesapeake Pines
Talbot County
  • 8 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • Code: Chesapeake Pines
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Starting at (USD)

$460.00

Crabber`s Cove
Talbot County
  • 6 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • Code: Crabbers Cove
  • Pets Allowed
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Starting at (USD)

$285.00

Graceful View
Talbot County
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Graceful View
  • Pets Allowed
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Starting at (USD)

$760.00

Heron Point
Talbot County
  • 8 Guests
  • 4 Bedrooms
  • 2.5 Bathrooms
  • Code: Heron Point
  • Pets Allowed
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Starting at (USD)

$756.00

Loblolly Cove
Talbot County
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • Code: Loblolly Cove
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Starting at (USD)

$430.00

Mallard Point Cottage
Talbot County
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • Code: Mallard Point Cottage
  • Pets Allowed
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Starting at (USD)

$620.00

Mallard`s Landing
Talbot County
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • Code: Mallards Landing
  • Pets Allowed
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Starting at (USD)

$567.00

Osprey Point
Talbot County
  • 8 Guests
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Code: Osprey Point
  • Pets Allowed
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Starting at (USD)

$371.00

Pandion
Talbot County
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Pandion
  • Pets Allowed
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Starting at (USD)

$570.00

PennyWhistle
Talbot County
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • Code: PennyWhistle
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Starting at (USD)

$665.00

Pines at Barrett Cove
Talbot County
  • 6 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • Code: Pines at Barrett Cove
  • Pets Allowed
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Starting at (USD)

$320.00

Queen Anne
Talbot County
  • 8 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • Code: Queen Anne
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Starting at (USD)

$327.00

Red White and View
Talbot County
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Red White and View
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Talbot County
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathrooms
  • Code: Secret Garden
  • Pets Allowed
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Starting at (USD)

$680.00

Shore Thing
Talbot County
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • Code: Shore Thing
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Starting at (USD)

$583.00

Sunrise Cove
Talbot County
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • Code: Sunrise Cove
  • Pets Allowed
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Starting at (USD)

$334.00

Sunset Retreat
Talbot County
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathrooms
  • Code: Sunset Retreat
  • Pets Allowed
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