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Pet Friendly Holiday Rentals in Annapolis

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    AU$497 Average
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    Travellers to Annapolis are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    6 Matching Rentals in AnnapolisView all 25 rentals
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    *BOOK NOW* Beautiful Cottage in historic Annapolis1 / 25
    (18)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Walk to Shops/Eateries Charming Cottage. Dogs Wel.1 / 50
    (2)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Private Garden
    • DVD Player
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We bought and renovated this rowhouse in 2007 for a second home for friends and family to stay when they visited and it eventually evolved into one of the most popular rental properties in all of Historic Annapolis. A former ' Home of the Week' in the Capital Gazette it is also one of the most...
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    Location Information
    Annapolis, Maryland 21401
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Washer
    • Waterfront
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Patio
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Yellow House is a magnificent Waterfront Property, with interior and exterior appointments, that are truly outstanding-76 five Star reviews can be viewed on our sister site-vacation rentals by owner dot com. 230476 With its magazine worthy gardens, and spacious 6 bedrooms, designed and...
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    Location Information
    Annapolis, Maryland 21403
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Patio
    • Parking
    • Grill
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax and unwind at this 2-bedroom, 1-bathroom vacation rental cottage in Annapolis. Nestled supremely within a short distance from the hustle and bustle of Maryland's capital city, this cozy cottage offers both exciting restaurants and shops, as well as numerous marine water activities at the...
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    Location Information
    Annapolis, Maryland 21403
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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