Entire home

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

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Marina
2 bedrooms, iron/ironing board, free WiFi, bed sheets
TV
Exterior
Fridge, microwave, oven, stovetop

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms3 bathroomsSleeps 488 sq m

Popular amenities

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

Explore the area

View in a map
Annapolis, MD
  • Place, Annapolis City Dock
    ‪2 min walk‬
  • Place, Maryland State House
    ‪2 min walk‬
  • Place, U.S. Naval Academy
    ‪3 min walk‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪32 min drive‬

Room options

Similar properties

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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
During your stay at this vacation home, you're just a quick walk from 14 Fleet Street. Features include laundry facilities. The vacation home offers free WiFi and a kitchen.
  • Air-conditioned home with kitchen, washing machine, and 2.5 bathrooms
  • Free WiFi
  • Amenities include laundry facilities
  • Steps from 14 Fleet Street and 48 Fleet Street
This vacation home offers its guests barbecue grills and laundry facilities. The front desk is open around the clock.

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

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

  • No pets 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
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
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
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.

Property is also known as

30 Fleet Street Annapolis
8361
30 Fleet Street Private vacation home
30 Fleet Street Private vacation home Annapolis

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

Reviews

10

Exceptional

Rating 10 - Excellent. 11 out of 11 reviews
Rating 8 - Good. 0 out of 11 reviews
Rating 6 - Okay. 0 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Courtney T.

Liked: Cleanliness
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

10/10 Excellent

Hayden P.

Liked: Cleanliness
We had an amazing stay here! Responsive host, amazing location, beautiful home.
Stayed 2 nights in Sep 2025

10/10 Excellent

Nancy B.

Liked: Cleanliness
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

10/10 Excellent

Verified traveller

Liked: Cleanliness

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

10/10 Excellent

Ryan T.

Liked: Cleanliness

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

10/10 Excellent

Mike D.

Liked: Cleanliness

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

10/10 Excellent

Kari H.

Liked: Cleanliness

First timer

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

10/10 Excellent

Jenny H.

Liked: Cleanliness

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

10/10 Excellent

Amy B., Roswell

Liked: Cleanliness

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