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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.
A compact kitchen with stainless steel appliances, a small dining area with a round table and chairs, and a nautical-themed rug.
A row of brick buildings with storefronts, a bicycle parked outside, and a sidewalk.
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.
A hotel room with two beds, star-patterned floor, navy-themed wall art, and a central window with patterned curtains.

Reviews

10 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Maryland State House
2 bedrooms2+ bathroomsSleeps 5

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washer
  • Air conditioning
  • Barbecue grill
  • Deck or patio

Explore the area

View in a map
Annapolis, MD
  • Place, William Paca House
    ‪2 min walk‬
  • Place, Annapolis City Dock
    ‪2 min walk‬
  • Place, Maryland State House
    ‪2 min walk‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪39 min drive‬

Rooms & beds

2 bedrooms (sleeps 5)

Guest Room

2 Twin Beds

Primary Bedroom

1 Queen Bed

2 bathrooms, 1 half bathroom

Main Floor Powder Room

Toilet

Second Floor Queen

Bathtub or shower · Toilet

Second Floor Twin

Toilet · Shower only

Spaces

Deck or patio
Kitchen

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
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 2276610
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Annapolis

Located in Annapolis, this vacation home is in the city center. 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.
View more Vacation Homes in AnnapolisOpens in a new window
Map
Annapolis, MD

What's nearby

  • William Paca House - 2 min walk - 0.2 km
  • Annapolis City Dock - 2 min walk - 0.2 km
  • Maryland State House - 2 min walk - 0.2 km
  • U.S. Naval Academy - 3 min walk - 0.3 km
  • Ego Alley - 5 min walk - 0.4 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 does it cost to stay at Go Navy! Steps to USNA, City Dock & Street Parking?

As of Aug 17, 2026, prices found for a 1-night stay for 2 adults at Go Navy! Steps to USNA, City Dock & Street Parking on Aug 18, 2026 start from $533, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite 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?

Check-out is at 11:00 AM.

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

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

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens 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

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Jeff G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Ideal location, walking distance to USNA and Downtown shops and restaurants. The place was newly remodeled and had all the comforts of home.
Stayed 3 nights in Jul 2026
Response from VrboOwner on Aug 13, 2026
Thanks! We hope we can host you again!
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
Response from VrboOwner on Oct 1, 2025
Thanks, Hayden! We’re thrilled to hear that The Fleet's Inn was amazing for your stay. It’s wonderful to know that you found the location amazing and the home beautiful. We’re glad you enjoyed your time with us and would love to host you again next time you’re in town. Melissa~iTrip Annapolis
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
Response from VrboOwner on Aug 3, 2025
Thanks, Nancy! We’re thrilled to hear that The Fleet's Inn and its location were perfect for you. Please come back and stay with us again next time you’re here! Meissa~iTrip Annapolis
From a partner site

10/10 Excellent

Dee M.

Perfect Location

The place was incredibly comfortable — the kind of comfort that makes you instantly relax the moment you walk in. Everything was clean, thoughtfully arranged, and clearly cared for, which made it feel more like a home than just a stay. The location was absolutely perfect. We could step outside and be moments away from the best of downtown Annapolis — charming shops, waterfront views, historic streets, and great restaurants. Whether I wanted a quiet morning stroll or a lively evening out, everything was right at my fingertips. Overall, it was the ideal spot for enjoying everything Annapolis has to offer. I’d happily stay here again.
Verified review

10/10 Excellent

Verified traveler

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
Response from VrboOwner on Jun 22, 2025
Thank you for staying with us, Seamus & for your positive feedback! We welcome you back anytime! Melissa~iTripAnnapolis
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
Response from VrboOwner on Oct 26, 2023
Thanks, Jenny! Please come back and stay with us again. Sean
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
Response from VrboOwner on Jan 14, 2025
Hi Ryan! I am very sorry to hear this about your experience with the parking garage, I have never heard of this before & I will make sure to look into why this happened. Thank you for being a great guest! We welcome you back anytime! Melissa~iTripAnnapolis
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
Response from VrboOwner on Nov 11, 2022
Thank you Amy! We would love to host you again and we are so happy you enjoyed your stay at The Fleet's Inn! - Cathy
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

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
Response from VrboOwner on Jul 6, 2024
Thank you for staying with us Kari & for your positive feedback! We welcome you back anytime! Melissa~iTripAnnapolis
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
Response from VrboOwner on Nov 11, 2024
Hi Mike! Thank you for allowing us to host your stay & we are thrilled to know you enjoyed your time in the home! We welcome you back anytime, Melissa~iTripAnnapolis
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
Response from VrboOwner on Oct 21, 2025
Thanks, Courtney! We’re thrilled to hear that The Fleet's Inn impressed you with its beautiful decor and unbeatable location near the City Dock, USNA, and Main Street. It’s wonderful to know that you found the beds and pillows comfortable and that our management team met your expectations with quick and easy communication. We’re glad you managed to find street parking without too much trouble. We hope to host you again next time you’re in town—just let us know if you need us to save the date for you! Melissa~iTrip Annapolis
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❤️
Response from VrboOwner on May 31, 2024
Hi Darby- Thank you for your positive feedback & for letting us know you enjoyed your stay! We welcome you back to stay again, anytime! Melissa~iTripAnnapolis
From a partner site

10/10 Excellent

Leah D.

Amazing house Amazing Location!

This house was spectacular. The hosts were responsive and super helpful. The house is beautiful decorated and the towels and bedding were top notch. We were in town to drop my son off of Iday at the academy and we literally were only a 5-7 minute walk to the academy. So easy to get there and so close to food, coffee, CVS everything needed was in walking distance.

About the host

Hosted by iTrip Vacations Annapolis - Sean Degnan

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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