Walk to Waterfront & USNA from Eastport Gem with Fire pit, Porch & Fenced-In Yard

Annapolis, Maryland
$495 avg/night Minimum Stay 2 Nights
Bed 2

Bed

Bath 1

Bath

Home Private Vacation Home

Property Type

Sleep 7

Max Sleeps

Night 2 nights

Min Stay

Experience the Difference: Professionally Managed by iTrip Annapolis

Walk to waterfront restaurants, hop the water taxi into downtown Annapolis, and unwind by your private fire pit—all from this charming Eastport retreat just minutes from the US Naval Academy. This professionally-decorated 2-bedroom, 1.5-bath home offers the perfect blend of comfort, location, and Eastport charm. Perfect for couples or families traveling with their pups!



Start your day with coffee on the sunny front porch, then step into the cozy living room with a large flatscreen TV and Queen sleeper sofa. The open layout leads to a stylish dining area and a fully-stocked gourmet kitchen. Step out back to your private fenced patio and deck, complete with firepit, propane grill, and café seating for 4.



Unrestricted street parking available.



Sleeps 7 | 2BR / 1.5BA

King Bedroom (upstairs)

Queen + Twin Trundle Bedroom (upstairs)

Queen Sleeper Sofa (main floor)

1 Full bath upstairs, 1 Powder room downstairs



HIGHLIGHTS

Fenced backyard with private deck, patio, firepit & grill

Front porch seating

Dining table for 4–6

Café table for 4 on deck

High-speed WiFi & large Smart TV

Washer & dryer inside the home

Dog-friendly with $150 non-refundable pet fee (per pet)

Keyless entry – check yourself in with an electronic code

Unrestricted, easy street parking

Boutique-level service with starter amenities provided: coffee, toiletries, paper products, dish soap & more

All beds are made with freshly-laundered linens & towels



Distance to:

Downtown Annapolis: 1 mile

USNA: 1.5 miles

DC: 30 miles | Baltimore: 25 miles



House Rules:

No smoking, parties, or events. One guest must be 25+. Quiet hours: 10pm–8am.

Check-in: 4PM | Check-out: 11AM

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

Feature Features

  • 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

    2 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Unit Size: 850 Sq Ft (79 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Electric Kettle Microwave Oven Paper Towels Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Firepit Garden Gas Grill Outdoor Furniture Patio
  • BATHROOMS

    1.5 Bathrooms Hair Dryer Shampoo Shower Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • ENTERTAINMENT

    Smart TV
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    In The City Center
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 7

Map Map

School District Availability

Review Review

  • MH

    Submitted Feb 19, 2026

    Stayed Feb 18, 2026

    The accommodations in Annapolis are great. Easy parking, clean well kept rooms, kitchen stocked with cookware so you can make your own meals. Washer and Dryer if you are visiting for an extended stay. This booking was last minute and everything has been great.

  • Erika T.

    Submitted Nov 4, 2025

    Stayed Oct 23, 2025

    House was in a great location. Well stocked kitchen and house was clean! Thanks for a great location for our USNA reunion.

  • Brad B.

    Submitted Oct 20, 2025

    Stayed Oct 16, 2025

    Great location.

  • Jennifer M.

    Submitted Sep 21, 2025

    Stayed Sep 19, 2025

    Our stay at Eastport Easy exceeded our already great expectations. The home was as charming as it was convenient to downtown Annapolis. We easily found street parking right in front of the home which is located in a picturesque, quiet neighborhood. The backyard’s fire pit was a cozy place for us to unwind at the end of our day. The layout of the bedrooms were accommodating for our party and the beds were cozy too. Thank you for a great stay. Until next time Eastport

  • Brian S.

    Submitted Aug 10, 2025

    Stayed Aug 7, 2025

    Great location… quiet friendly neighborhood. We walked to USNA. On street parking a breeze. Will definitely stay again

  • Neile M.

    Submitted Jul 26, 2025

    Stayed Jul 10, 2025

    Great location!

  • Andrea S.

    Submitted Jun 1, 2025

    Stayed May 30, 2025

    Great house! Wonderful, fun, walkable neighborhood.

  • Steven H.

    Submitted Nov 4, 2024

    Stayed Oct 30, 2024

    Perfect

  • Bob M.

    Submitted Oct 16, 2024

    Stayed Oct 9, 2024

    Simple, comfortable, and close

  • Laurie H.

    Submitted Sep 22, 2024

    Stayed Sep 19, 2024

    We parked our car and never moved it for 4 days! Fun and accessible Annapolis! Walking city with easy & quick Uber rides. Restaurants. Bars, museums, music and the naval academy. Great location and comfortable for adults, dog & 2-year old.

  • John H.

    Submitted Sep 7, 2024

    Stayed Aug 23, 2024

    Five star

  • Kerry C.

    Submitted Jul 24, 2024

    Stayed Jul 19, 2024

    We had a fabulous stay in Eastport. The property was exactly as described and in a great location. Looking forward to our next visit!

  • david l.

    Submitted Jun 4, 2024

    Stayed May 31, 2024

    I rented the property for the weekend for out of town guests who were quite happy there. One drawback is that there's only one bathroom and a half bath.

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Total

Includes taxes and fees
$495+
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