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Vacation Rentals nearby Annapolis Historic District

Main Street, Annapolis, Maryland 21401
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    Travellers to Annapolis are booking May dates now. Secure your vacation rental today, and have the perfect trip.
    All 456 Rentals in Annapolis
    3.4 kilometres from Annapolis Historic District
    7 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    4.2 kilometres from Annapolis Historic District
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    9.2 kilometres from Annapolis Historic District
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    0.2 kilometres from Annapolis Historic District
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    About this property
    Our home is centrally situated within the heart of the Historic District. You'll be only ~two blocks from Academy Gate Three, City Dock, St John's College, Main Street food, PACA House weddings and the Maryland state Capital. This is a Federal style, 1870's three-story row home which was partially...
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    Annapolis, Maryland
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Upscale home with parking for 4 cars in driveway.  Walk to downtown.1 / 28
    (74)Excellent
    0.9 kilometres from Annapolis Historic District
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Charming garden row home, easy 4 block walk to the heart of Annapolis.1 / 14
    (75)Excellent
    0.4 kilometres from Annapolis Historic District
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
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    Annapolis, Maryland
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Two Blocks to Town, Underground Parking Garage1 / 26
    (104)Excellent
    0.5 kilometres from Annapolis Historic District
    3 Bedrooms, Sleeps 3 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 3 Bedrooms, Sleeps 3
    1.1 kilometres from Annapolis Historic District
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Annapolis, Maryland
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    “Athens of America,” Annapolis Apartment Two A1 / 16
    (2)Very good
    0.9 kilometres from Annapolis Historic District
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Annapolis, Maryland
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Neat & Clean 1 Bedroom Apartment in Quaint Eastport Neighborhood of Annapolis1 / 21
    (18)Very good
    0.9 kilometres from Annapolis Historic District
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Annapolis, Maryland
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Gorgeous renovation in HistoricDistrict -New listing !1 / 25
    (8)Excellent
    0.4 kilometres from Annapolis Historic District
    3 Bedrooms, 3 Bathrooms, Sleeps 3 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 3
    “Athens of America,” Annapolis Apartment One B1 / 19
    (8)Very good
    0.9 kilometres from Annapolis Historic District
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 1
    Jode's Retreat "Your home away from home1 / 21
    (2)Average
    1.6 kilometres from Annapolis Historic District
    3 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 3
    The Yellow Cottage on Harness Creek1 / 10
    (99)Excellent
    4.7 kilometres from Annapolis Historic District
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
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    Annapolis, Maryland
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Beautiful Condo - Water View Near City Dock1 / 27
    (108)Very good
    0.7 kilometres from Annapolis Historic District
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    • Skiing: Property Is In A Ski Resort
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    Annapolis, Maryland
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 1
    Annapolis waterfront "tiny house" in garden setting1 / 19
    (23)Excellent
    5.2 kilometres from Annapolis Historic District
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 1
    Lovely Family Home Just Minutes From Annapolis1 / 14
    (4)Excellent
    8.9 kilometres from Annapolis Historic District
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Stunning Annapolis Home! Across from the library, walk to Naval Graduation1 / 30
    (45)Excellent
    2.4 kilometres from Annapolis Historic District
    4 Bedrooms, Sleeps 4 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 4 Bedrooms, Sleeps 4
    ACROSS FROM STADIUM - walk to downtown Annapolis.1 / 30
    (4)Excellent
    2.0 kilometres from Annapolis Historic District
    4 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 4
    0.1 kilometres from Annapolis Historic District
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Annapolis, Maryland
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    We Get Repeat Renters!!1 / 30
    (40)Excellent
    1.0 kilometres from Annapolis Historic District
    4 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 4
    9.0 kilometres from Annapolis Historic District
    2 Bedrooms, 3 Bathrooms, Sleeps 2 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 2
    Sophisticated Charmer with Parking & Views of the USNA Chapel Dome1 / 22
    (36)Excellent
    0.3 kilometres from Annapolis Historic District
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Renovated Historic Home located downtown with parking - Walk everywhere !1 / 30
    (210)Excellent
    0.3 kilometres from Annapolis Historic District
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Location Location Location!!!50 Steps from Main Street and all of the action1 / 29
    (7)Excellent
    0.1 kilometres from Annapolis Historic District
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Tastefully decorated Eastport Annapolis house with water views1 / 30
    (85)Excellent
    1.1 kilometres from Annapolis Historic District
    1 Bedroom, Sleeps 1 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 1 Bedroom, Sleeps 1
    Cozy Cottage by the Beach - WaterviewMinutes from Downtown Annapolis1 / 30
    (15)Excellent
    6.0 kilometres from Annapolis Historic District
    2 Bedrooms, 1 Bathroom, Sleeps 2 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 2
    Eastport Cottage with Waterview  - Minutes from Downtown Annapolis and USNA1 / 8
    (7)Excellent
    1.1 kilometres from Annapolis Historic District
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 1
    WALK TO THE STADIUM!  Gorgeous, newly built 5 bedroom home.1 / 27
    (3)Excellent
    2.2 kilometres from Annapolis Historic District
    5 Bedrooms, 4 Bathrooms, Sleeps 5 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 5
    Stunning Custom Home in Maritime Annapolis - Million dollar row in Eastport1 / 29
    (72)Excellent
    0.7 kilometres from Annapolis Historic District
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
    Historic Downtown Annapolis Waterfront, 1936, with a deep water dock, and kayaks1 / 30
    (7)Excellent
    0.7 kilometres from Annapolis Historic District
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    “Athens of America,” Annapolis Apartment Two B1 / 13
    (8)Very good
    0.9 kilometres from Annapolis Historic District
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Annapolis, Maryland
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Annapolis/Eastport Private Beautiful Apt- < 1 Mile Walk To Downtown1 / 30
    (24)Excellent
    1.0 kilometres from Annapolis Historic District
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    Annapolis, Maryland
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 1
    Commissioning Week 2023 -  Sleeps 10! Great Reviews.1 / 30
    (16)Excellent
    4.9 kilometres from Annapolis Historic District
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Waterfront Oasis in Eastport - Walk to Downtown and USNA1 / 30
    (7)Excellent
    0.9 kilometres from Annapolis Historic District
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    8.8 kilometres from Annapolis Historic District
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    0.8 kilometres from Annapolis Historic District
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    0.7 kilometres from Annapolis Historic District
    4 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 4
    0.9 kilometres from Annapolis Historic District
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
    Lots free parking, hot tub, tree house, outdoor oasis - NOT party house1 / 30
    (7)Excellent
    1.3 kilometres from Annapolis Historic District
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    3.4 kilometres from Annapolis Historic District
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Boutique Historic Home just Steps from the State House!1 / 30
    (4)Excellent
    0.1 kilometres from Annapolis Historic District
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    1.2 kilometres from Annapolis Historic District
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    3.1 kilometres from Annapolis Historic District
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    A Quiet Retreat just steps from Naval Academy and all the Downtown Fun!1 / 26
    (11)Excellent
    0.2 kilometres from Annapolis Historic District
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    0.2 kilometres from Annapolis Historic District
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Charming house in the Heart of the Annapolis Historical District1 / 30
    (5)Very good
    0.1 kilometres from Annapolis Historic District
    3 Bedrooms, 3 Bathrooms, Sleeps 3 Quick View
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    Annapolis, Maryland
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 3
    Cozy place close to the city dock1 / 16
    (2)Excellent
    4.1 kilometres from Annapolis Historic District
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Balcony
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    Location Information
    Annapolis, Maryland
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    0.2 kilometres from Annapolis Historic District
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Location Information
    Annapolis, Maryland
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    This Eastport house is very spacious and close walking distance to everything1 / 16
    (1)Average
    0.9 kilometres from Annapolis Historic District
    4 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Location Information
    Annapolis, Maryland
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 4
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