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  • Charming Spacious Eastport Home Easy Walk to Everything & Parking for 5 Cars!

    Annapolis, MD

    This home is spacious and clean and will make your vacation plans a breeze from this central location. Many families, groups of friends, reunions, wedding parties, boat racing teams and... ...more

    Beds: 3 Baths: 3 Property type: House (31) Excellent
    $381 / Nightly
  • Lovely Eastport Artists Home/ Near Naval Academy, Marinas and Yacht Clubs

    Annapolis, MD

    HOUSE This fully renovated, circa 1890 ,Victorian house is located in the middle of the Eastport peninsula . The house is within walking distance, or a three minute taxi ride, to downtown... ...more

    Beds: 3 Baths: 3 Property type: House (17) Wonderful
    $446 / Nightly
  • 20% OFF after Thanksgiving and before Christmas!

    Annapolis, MD

    NOTE: Rates for Holidays, Boat Shows and Commissioning Week on request. This lovely upscale home in Eastport is located in a small private cul-de-sac neighborhood and offers parking in the... ...more

    Beds: 4 Baths: 4 Property type: House (63)
    $514 / Nightly
  • 'Newer Cottage Incredibly and Comfortably Furnished.'

    Annapolis, MD

    Come Join Us In Our Lushiously Appointed Cottage! We are located in the Private Beach Community of Oyster Harbor, Md. Five minutes walk to the beautiful Fishermans Creek and seven minutes walk to... ...more

    Beds: 2 Baths: 2 Property type: Cottage (37) Excellent
    $320 / Nightly
  • Casa Arundel @ the Chesapeake

    Annapolis, MD

    Lots of new updates !! Lovely Contemporary vacation home in 'Arundel On The Bay' the exclusive community right on the beautiful waters of the Chesapeake Bay. The Historic Highland Beach,... ...more

    Beds: 3 Baths: 2 Property type: House (19) Excellent
    $431 / Nightly
  • Walk/Boat Show, Downtown, Yacht Clubs, Capital, Naval Academy

    Annapolis, MD

    The Property is a newly renovated 2 bedroom 1.5 bath town home located in a 10-unit historic 1880s building in the Eastport (Maritime Republic of Eastport “MRE”) section of Annapolis. Exposed... ...more

    Beds: 2 Baths: 2 Property type: Townhome (30) Exceptional
    $434 / Nightly
  • Waterfront Accommodations - on the Water !

    Annapolis, MD

    Why settle for a water view when you could be on the water ? Enjoy unique accommodations on a comfortably equipped 36 foot trawler. Located on the harbor at 213 Eastern Ave, 21403, in the Eastport... ...more

    Beds: 2 Baths: 1 Property type: Boat (38) Excellent
    $244 / Nightly
  • Beautiful Annapolis Waterfront Home Sleeps 13 in Style

    Annapolis, MD

    This lovely two story contemporary home has lots of glass to enjoy the views of Fishing Creek and the Chesapeake Bay. Sunsets are always different and always beautiful. This is a home designed... ...more

    Beds: 5 Baths: 3 Property type: House (9) Good
    Select Dates for Price
  • Gorgeous Southern Colonial on the Water in Annapolis

    Annapolis, MD

    The Yellow House is a charming Southern Colonial, with 6 bedrooms and 5 full baths, and can also be found at (Annapolis waterfront vacationsdotcom). With a large welcoming... ...more

    Beds: 6 Baths: 6 Property type: House (96)
    $1,207 / Nightly
  • The Yellow Cottage on Harness Creek

    Annapolis, MD

    The minute you step into our charming waterfront cottage you will feel right at home! Situated on Harness Creek, in a quiet residential neighborhood, the Yellow Cottage is a great place to 'get... ...more

    Beds: 2 Baths: 1 Property type: Cottage (54)
    $250 / Nightly
  • Beautiful Condo - Water View Near City Dock

    Annapolis, MD

    The Newport Condominium has a beautiful water view of Spa Creek in Eastport. This condo is handsomely decorated, appliances and furniture. Includes queen sleigh bed and automatic blow up... ...more

    Beds: 1 Baths: 1 Property type: Condo (64) Excellent
    $195 / Nightly
  • Gorgeous Remodeled 3BR, 3 Full BA Home, available commissioning week 2020 & 2021

    Annapolis, MD

    Beautiful, remodeled 3 BR home with stunning great room addition, 20' x 20' screened in porch and newly added outdoor deck with Weber propane grill. A marbled wall entrance with compass rose floor... ...more

    Beds: 3 Baths: 3 Property type: House (3) Exceptional
    $704 / Nightly
  • Comfort & Style: Chesapeake Bay Views, Spa, Kayaks, Pier. Winter rates!!

    Annapolis, MD

    ASK ABOUT OUR WINTER SPECIAL! We are very pleased to offer accommodations to Maryland State Delegates serving in the Maryland General Assembly from January through April each year. Enjoy comfort... ...more

    Beds: 6 Baths: 3 Property type: Villa (105) Excellent
    $841 / Nightly
  • Darling Eastport Cape, Newly Renovated and Meticulously Maintained!

    Annapolis, MD

    Easy walk to downtown and Naval Academy while still enjoying the charm and serenity of Eastport. Two blocks from the water, fine restaurants, water taxi, marinas, parks and yacht clubs just steps... ...more

    Beds: 3 Baths: 3 Property type: House (3) Exceptional
    $582 / Nightly
  • Beautiful Waterfront Townhome In Historic Annapolis

    Annapolis, MD

    This beautiful waterfront town home with three bedroom 3 1/2 bath, recently renovated and beautifully decorated. Walk to 5 minute walk to down town, restaurants, shopping, bakery and the Naval... ...more

    Beds: 3 Baths: 4 Property type: Townhome (30) Wonderful
    $630 / Nightly
  • Historic beach Cottage

    Annapolis, MD

    Lake House is a two bedroom two bath cottage in the lovely waterfront community of Bay Ridge. This cottage has one queen bed with bathroom, laundry and shower for the master. The guest room has a... ...more

    Beds: 3 Baths: 2 Property type: Cottage (8) Exceptional
    $400 / Nightly
  • Steps away from the Chesapeake Bay in the unique Bay Ridge community!

    Annapolis, MD

    Chesapeake living with a view of the Bay from the lovely outdoor dining area and screened in balcony off of the huge master suite. Walk or bike along a mile and half of unobstructed views of the... ...more

    Beds: 3 Baths: 3 Property type: House (5) Exceptional
    $698 / Nightly
  • Annapolis -Eastport - -3 Bedroom- 3 bath with parking

    Annapolis, MD

    New Arts and Crafts/ Coastal style home. Main Level is open space concept with 9 ft ceilings and plenty of natural light, walk out to large yard and patio for grilling entertaining. Additional... ...more

    Beds: 4 Baths: 4 Property type: House (4) Exceptional
    Select Dates for Price
  • Beautiful Annapolis Area Home With Pool! Minutes To Downtown

    Annapolis, MD

    Beautifully maintained 3800+ sq ft home in quiet Annapolis neighborhood with water access. Our 5 bedroom home is located in beautiful, quiet, water-privileged Annapolis Cove family community near... ...more

    Beds: 5 Baths: 4 Property type: House (14)
    $621 / Nightly
  • Annapolis Private Newly Finished Bsmt.Apt. Pleasant One Mile Walk To Downtown.

    Annapolis, MD

    A beautiful apartment in city of Annapolis, in the quiet Eastport neighborhood, walk to marinas, historic DT Annapolis, and US Naval Academy. Sleeps 4 on beds, plus two large couches in the living... ...more

    Beds: 1 Baths: 1 Property type: Apartment (28) Wonderful
    $156 / Nightly
Search result 1 to 20 Of 131