Historic Eastport! Steps from restaurants, retail, and more.

Annapolis, Maryland
$1132 avg/night
Bed 4

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Virtual tour: https://cquh.short.gy/eastportretreat

Welcome to our charming Eastport retreat in Annapolis, Maryland – where historic charm meets modern comfort! Nestled in the heart of the maritime district, our VRBO promises an unforgettable stay surrounded by nautical vibes, vibrant culture, and a welcoming community. Situated just steps away from the scenic shores of the Chesapeake Bay, stroll into downtown Annapolis, where you'll discover renowned restaurants, quaint boutiques, and historic landmarks like the U.S. Naval Academy.

Step into our thoughtfully decorated space that seamlessly combines contemporary amenities with coastal-inspired decor. The cozy living area invites you to unwind after a day of exploration, complete with plush furnishings and maritime accents. The fully equipped kitchen beckons culinary enthusiasts to whip up a delicious meal using local ingredients or simply enjoy a morning coffee in the private backyard.

The bedrooms boast comfortable beds dressed in crisp linens, ensuring a restful night's sleep. Immerse yourself in the coastal ambiance of the tastefully decorated space.

Explore Eastport's unique character by taking a leisurely stroll along the waterfront, where sailboats sway in the gentle breeze. Indulge in the culinary scene with a variety of seafood restaurants, local pubs, and charming cafes, each offering a taste of the Chesapeake Bay's bounty. Just steps to Boatyard Bar & Grill, Forward Brewing, O'Learys Seafood, Lewnes Steakhouse, Chart House, Ruth's Chris, Annapolis Canoe and Kayak Rentals, Annapolis Pirate Adventures, and more!

For history buffs, the historic district of Annapolis is a short walk away, showcasing colonial architecture, museums, and the iconic Naval Academy. Don't miss the opportunity to take a boat tour or catch a water taxi to experience the city from a different perspective.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    2 Total Pets Pet Friendly
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided
  • GENERAL

    Composting Eco-friendly Cleaning Products Provided Local Artist Showcase Recycling Unit Size: 3700 Sq Ft (344 Sq M) Uses Some LED Lighting
  • KITCHEN

    Cookware/dishes/utensils Dishwasher Ice Maker Lobster/crab Pot Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill
  • BATHROOMS

    4 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk Desk Chair
  • THINGS TO DO

    Fitness Center
  • ENTERTAINMENT

    Books Games Table Tennis Video Games Smart TV
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Games Children's Toys Highchair
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 03:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Rates & Availability

Review Review

  • Colleen O.

    Submitted Sep 26, 2025

    Stayed Sep 12, 2025

    The house is clean and well stocked. Beds clean and comfy. The kitchen is nice and has all you need to cook. Enough bedrooms to have privacy. Do not park in front of red lines on curb.

  • Wayne F.

    Submitted Dec 17, 2024

    Stayed Dec 12, 2024

    Location and house were super nice. Clean and updated. Great neighborhood. Owner was fantastic to work with. Highly recommend.

  • Caroline J.

    Submitted Oct 21, 2024

    Stayed Oct 18, 2024

    We really enjoyed our stay here. We were in town for our daughter's wedding at the Maritime Museum. The house and its location were perfect.

  • Keith Z.

    Submitted Oct 8, 2024

    Stayed Sep 25, 2024

    Could not say enough on how ell we were taken care of nad every thing at the home was perfect

  • Gosia H.

    Submitted Jun 23, 2024

    Stayed Jun 21, 2024

    Great location, beautiful home, and easy communication with the owners. Highly recommend.

  • Rhonda H.

    Submitted May 31, 2024

    Stayed May 26, 2024

    Our family enjoyed our stay during our 5 day visit to Annapolis. We used all of the amenities and all of the spaces in this beautiful, well maintained and fully equipped home designed and dedicated to making guests feel welcome. ❤️

  • Michael M.

    Submitted May 10, 2024

    Stayed Apr 30, 2024

    This is a wonderful home with all the amenities you can imagine. I would highly recommend this property for a great stay.

  • Jeffrey G.

    Submitted Apr 30, 2024

    Stayed Apr 17, 2024

    We really enjoyed our stay and the house was perfect for our family. All the amenities we needed were available and the hosts were very helpful and prompt when we had a question about the TV. We would definitely return in the future

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Total

Includes taxes and fees
$1,132+
View details