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Go Navy! Steps to USNA, City Dock & Street Parking

Photo gallery for Go Navy! Steps to USNA, City Dock & Street Parking

A historic ship docked at a harbor with a prominent white building featuring a dome in the background. - Go Navy! Steps to USNA, City Dock & Street Parking (Annapolis)
A row of brick buildings with storefronts, a bicycle parked outside, and a sidewalk. - Go Navy! Steps to USNA, City Dock & Street Parking (Annapolis)
A compact kitchen with stainless steel appliances, a small dining area with a round table and chairs, and a nautical-themed rug. - Go Navy! Steps to USNA, City Dock & Street Parking (Annapolis)
A living room with a red sofa, a piano, and a rug with 'Navy' written on it. There are framed pictures on the wall and a staircase in the background. - Go Navy! Steps to USNA, City Dock & Street Parking (Annapolis)
A hotel room with two beds, star-patterned floor, navy-themed wall art, and a central window with patterned curtains. - Go Navy! Steps to USNA, City Dock & Street Parking (Annapolis)
Located in Annapolis' Historic District, this charming home on Fleet Street is just steps from the waterfront. Enter the sunny family room with Semper Fi pageantry and head to the gourmet kitchen with sleek granite countertops. Unwind in the private fenced patio or explore nearby attractions like City Dock and shops.

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms3 bathroomsSleeps 588 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

Add dates for prices

About this property

Go Navy! Steps to USNA, City Dock & Street Parking

  • Experience the Difference: Professionally Managed by iTrip Annapolis

    Stay in the heart of Historic Annapolis just steps from the waterfront, shops, restaurants, and the Naval Academy. Owned by a proud multi-generational Navy family, this charming updated home blends modern comfort with patriotic décor.



    Highlights:

    1 block to City Dock & USNA

    Private brick patio w/ grill & outdoor dining

    Fully-equipped gourmet kitchen

    Street Parking available for one car

    Cozy living room w/ flatscreen TV + folding dining table

    Washer/dryer + keyless entry

    WiFi + luxury linens + starter toiletries kit



    Sleeping Arrangements:2BR / 2.5BA | Sleeps 4 (+1 air mattress + sofa)

    Primary Bedroom (2nd Floor): Queen bed, en-suite bath, flatscreen TV

    Guest Room (2nd Floor): Two Twin beds, en-suite bath, flatscreen TV

    Extras: Air mattress + sofa sleeping (linens on request)

    Note: Home has a steep staircase—guests with mobility concerns should inquire before booking.



    House Rules:

    No pets, smoking, or parties. Renter must be 25+ and present at all times.



    Check-in: 4:00 PM | Check-out: 11:00 AM

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • TV

Outdoor areas

  • Barbecue grill
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • Unit size: 950 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

About the area

Located in Annapolis, this holiday home is in the city centre. Shoppers can check out Annapolis City Dock, while everyone can enjoy the natural beauty of Chesapeake Bay and Sandy Point State Park. Looking to enjoy an event or a game while in town? See what's happening at Tose Family Tennis Center or Alumni Hall. Visit our Annapolis travel guide
View more Holiday homes in Annapolis
Map
Annapolis, MD

What's nearby

  • A white building with a dome, surrounded by lush greenery and a well-maintained garden with pathways and benches.
    William Paca House
    2 min walk - 0.2 km
  • A statue on a pedestal labeled "DEKALB" in front of a brick building with a clock tower.
    Maryland State House
    2 min walk - 0.2 km
  • A grand hall with ornate columns, a large staircase, and flags.
    U.S. Naval Academy
    3 min walk - 0.3 km
  • A waterfront cityscape with a prominent clock tower, a marina with boats, and a mix of historic and modern buildings.
    Ego Alley
    5 min walk - 0.4 km
  • Annapolis City Dock
    2 min walk - 0.2 km

Getting around

  • Odenton Station
    22 min drive
  • Fort Meade, MD (FME-Tipton)
    35 min drive

Restaurants

  • The Choptank
    4 min walk
  • Starbucks
    2 min walk
  • Carrol's Creek Cafe
    15 min walk
  • The Red Bean
    5 min walk
  • Middleton Tavern
    2 min walk

Frequently asked questions

Is Go Navy! Steps to USNA, City Dock & Street Parking pet-friendly?

No, pets are not allowed at this property.

How much is parking at Go Navy! Steps to USNA, City Dock & Street Parking?

On-site parking is available at the property.

What time is check-in at Go Navy! Steps to USNA, City Dock & Street Parking?

Check-in begins at 4:00 PM.

What time is check-out at Go Navy! Steps to USNA, City Dock & Street Parking?

Checkout is at 11:00 AM.

Where is Go Navy! Steps to USNA, City Dock & Street Parking located?

Located in Historic District, this holiday home is steps away from 14 Fleet Street and Annapolis City Dock. 48 Fleet Street and The Colonial Players are just steps away.

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Go Navy! Steps to USNA, City Dock & Street Parking Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 14 out of 14 reviews
Rating 8 - Good. 0 out of 14 reviews
Rating 6 - Okay. 0 out of 14 reviews
Rating 4 - Poor. 0 out of 14 reviews
Rating 2 - Terrible. 0 out of 14 reviews

10

Cleanliness

10

Location

Reviews

Verified review

10/10 Excellent

Jenny H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Great accommodations close to the Annapolis Boat Show! Walking distance to all events, restaurants and shopping! Perfect for 2 couples!
Stayed 3 nights in Oct 2023
From a partner site

10/10 Excellent

Melissa B.

Fabulous on Fleet Street

This is a wonderful, fully equipped house close to everything in DTA. There was plenty of room, and it was extremely clean. Will definitely stay here again!
Verified review

10/10 Excellent

Mike D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Location location and comfortable

What a great little place to stay. The location is in the heart everything but off on a side street. So cozy and comfortable with everything updated. The decor is another awesome feature to this home. We will be back again and hope that this home is available.
Stayed 2 nights in Oct 2024
Verified review

10/10 Excellent

Courtney T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a beautiful, well-decorated home in an unbeatable location—just steps from the City Dock, USNA, and Main Street. The house was very comfortable, and everyone raved about the beds and pillows! The management team was a pleasure to work with—super easy to reach by text and always quick to respond.Parking in downtown Annapolis can be tricky, but we were always able to find street parking nearby without too much trouble. I would absolutely stay here again and recommend it to friends and family—unless, of course, they’re planning to visit the same weekend we are… in that case, I’d definitely not recommend it!
Stayed 4 nights in Oct 2025
From a partner site

10/10 Excellent

john and h.

Commissioning Week

We had the absolute best week. We've stayed in Kevin's place before and love the location and home. We got in late Saturday and had a question, iTrip responded immediately. We had a small issue with AC as it was probably the first warmer days so far, and it was corrected immediately. The Fleet Street location, owners, and iTrip Annapolis were all fabulous! We've stayed all over the area for past 10 years but it is my favorite place by far❤️
Verified review

10/10 Excellent

Hayden P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an amazing stay here! Responsive host, amazing location, beautiful home.
Stayed 2 nights in Sep 2025
Verified review

10/10 Excellent

Nancy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
LOVED the location, close to all of downtown Annapolis and the house was a perfect size for the 4 of us.
Stayed 3 nights in Jul 2025
Verified review

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot in the middle of everything

A perfect place to stay for a weekend in Annapolis…walking distance to everything, and the house is really comfortable and nicely appointed. Would stay here again for sure!
Stayed 2 nights in Jun 2025
Verified review

10/10 Excellent

Ryan T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place and location

Would definitely stay again. The parking garage recommended does not open until 6pm to the public on weekends.
Stayed 2 nights in Dec 2024
Verified review

10/10 Excellent

Amy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing!

This property was absolutely beautiful, extremely clean and it was perfect for our girls trip! So close to everything, we would highly recommend it if you come to Annapolis, perfect if you have a kid at the Naval Academy!
Stayed 3 nights in Oct 2022
Verified review

10/10 Excellent

Kari H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

First timer

The property was nice and very clean. Easy walk to the Academy.
Stayed 3 nights in Jun 2024