See all properties
Entire home

Book now for CW 2025 Stay just steps from City Dock at the charming and historic Fleet's Inn

Choose dates to view prices

Photo gallery for Book now for CW 2025 Stay just steps from City Dock at the charming and historic Fleet's Inn

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

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms3 bathroomsSleeps 4

Popular amenities

  • Barbecue grill
  • Washer
  • Dryer
  • Kitchen
  • Outdoor Space
  • Free WiFi

Explore the area

Map
Annapolis, MD
  • Annapolis City Dock
    ‪2 min walk‬
  • U.S. Naval Academy
    ‪11 min walk‬
  • Navy-Marine Corps Memorial Stadium
    ‪3 min drive‬
  • Washington, DC (DCA-Ronald Reagan Washington National)
    ‪51 min drive‬

Room options

You may also like

Ad
Exterior

Courtyard by Marriott Annapolis

Annapolis
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
4.3 out of 5, Excellent, 1,003 reviews
The price is $115
$101 nightly
$115 total
Total includes taxes and fees
May 27 - May 28
Courtyard by Marriott Annapolis

About the neighborhood

Annapolis

City center stay.With a stay at this Historic District vacation home, you'll be steps from 14 Fleet Street and 48 Fleet Street. U.S. Naval Academy and The Colonial Players are also within half a mile (1 km).
View more Vacation Homes in AnnapolisOpens in a new window

What's nearby

  • Annapolis City Dock - 2 min walk - 0.2 miles
  • William Paca House - 4 min walk - 0.2 miles
  • Maryland State House - 4 min walk - 0.3 miles
  • U.S. Naval Academy - 11 min walk - 0.6 miles
  • Navy-Marine Corps Memorial Stadium - 3 min drive - 1.5 miles

Getting around

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

Restaurants

  • ‪The Choptank - ‬4 min walk
  • ‪Starbucks - ‬3 min walk
  • ‪O'Brien's Annapolis' Original Steakhouse - ‬2 min walk
  • ‪Chick & Ruth's Delly - ‬4 min walk
  • ‪Mc Garvey's Saloon - ‬2 min walk

About this property

Entire place

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

Book now for CW 2025 Stay just steps from City Dock at the charming and historic Fleet's Inn

Still available for Commissioning Week 2025!

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
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 manager

iTrip Vacations Annapolis - Sean Degnan

Languages

English

Similar properties

Fridge, microwave, oven, stovetop

Pet Friendly - Stone's throw from City Dock w private back patio

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
4.8 out of 5, Exceptional, 16 reviews
Pet Friendly - Stone's throw from City Dock w private back patio

Property amenities

Internet

  • Available in the house: Free WiFi

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • 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 center
  • Near a health/beauty spa
  • Near a hospital
  • Near the bay
  • Near the marina

Things to do

  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

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

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Important information

You need to know

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited.

Property is also known as

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

Frequently asked questions

How close is Available for CW 2025 Stay just steps from City Dock in the Historic Fleet's Inn to the airport?

This vacation home is 21.1 mi (35-min drive) away from the Fort Meade, MD (FME-Tipton) airport, the closest popular airport to the property.

Does Available for CW 2025 Stay just steps from City Dock in the Historic Fleet's Inn have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Available for CW 2025 Stay just steps from City Dock in the Historic Fleet's Inn to the beach?

This vacation home is 3.7 mi (9-min drive) from Carrs Beach and 4 mi (16-min drive) from Sparrows Beach. Don't forget your sunscreen!

Does Available for CW 2025 Stay just steps from City Dock in the Historic Fleet's Inn offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Available for CW 2025 Stay just steps from City Dock in the Historic Fleet's Inn?

No, there is no casino at this vacation home.

What time is check-in at Available for CW 2025 Stay just steps from City Dock in the Historic Fleet's Inn?

Check-in begins at 4:00 PM.

Is there free parking at Available for CW 2025 Stay just steps from City Dock in the Historic Fleet's Inn?

Free parking is not available at this vacation home.

Does Available for CW 2025 Stay just steps from City Dock in the Historic Fleet's Inn have a pool?

This vacation home does not have a pool.

Does Available for CW 2025 Stay just steps from City Dock in the Historic Fleet's Inn have a spa?

There are no spa services available at this vacation home.

How close is Available for CW 2025 Stay just steps from City Dock in the Historic Fleet's Inn to downtown Annapolis?

This vacation home is 0.2 mi away from Annapolis.

Book now for CW 2025 Stay just steps from City Dock at the charming and historic Fleet's Inn Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 7 out of 7 reviews
Rating 8 - Good. 0 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

10/10

Cleanliness

Reviews

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