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St. Michaels Pet Friendly Rentals

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    $233 Average
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    Travelers to St. Michaels are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    6 Matching Rentals in St. MichaelsView all 30 rentals
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    Large Historic Thomas Harrison House on Harbor in St. Michaels Town1 / 30
    (11)Very good
    7 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Location Location! St Michaels-- In Town Cottage!1 / 27
    (21)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Premier Cottage in St. Michaels- In Town Location!1 / 24
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Carpenter St. Cottage in the Heart of St. Michaels - Walk To Everything!1 / 23
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Yard
    • Satellite TV
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    We celebrated my parents 65th anniversary. The house was close to everything so walking was easy. The house is charming, very well laid out, spotless and perfectly in keeping...
    Reviewed 4 weeks ago
    We loved this place. It is right between the center of town and the water, seafront restaurants and museum. Very peaceful, and a huge screened-in porch to enjoy the weather...
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    About this property
    The recently renovated Carpenter St. Cottage is centrally located in village of St. Michaels. The Cottage is just steps to the harbor and to museums, shops, restaurants, parks etc. The house is a 2 bedroom 2 full bathroom house with plenty of living space and a large screened porch facing a large...
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    Location Information
    St. Michaels, Talbot County 21663
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Waterview Cottage In St. Michaels!1 / 25
    (3)Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Private Yard
    • Parking
    • Satellite TV
    • Grill
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    The cottage is full of colonial charm, and the owner was helpful. We really appreciated being able to bring our dog. However, we had envisioned being able to leave her on the...
    Reviewed 4 weeks ago
    We stayed at the John Bruff house recently during a return trip to St Michaels for the wine fest weekend. I can't say enough about this vacation rental, it's comfortable, full...
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    About this property
    The fully restored historic John Bruff House, located on the Town park, has magnificent St. Michaels harbor and Miles River water views. The house is 2 bedroom, 3 bathroom cottage with plenty of living space and a rear screened porch. It is a short walk from all museums, parks, restaurants,...
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    Location Information
    St. Michaels, Talbot County 21663
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Satellite TV
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Internet Access
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    St. Michaels, Talbot County 21663
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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