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

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

Point of interest
Fridge, microwave, oven, stovetop
Exterior
Point of interest
Aerial view

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)
    ‪44 min drive‬

Room options

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The price is $145
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$127 per night
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About the neighborhood

Annapolis

Located in Historic District, this vacation home is next to 14 Fleet Street and 48 Fleet Street. The vacation home includes a kitchen, a patio, and a refrigerator.
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
The vacation home is air-conditioned and features a kitchen, 2.5 bathrooms, and a patio, and there's space to spread out with 2 bedrooms. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

Property manager

iTrip Vacations Annapolis - Sean Degnan

Languages

English

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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

  • This property doesn't allow pets

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
  • Check-in: 4:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • 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

What can I see near this vacation home?

This vacation home is situated in Historic District, just steps from Annapolis City Dock and William Paca House, and within a short walk of Maryland State House. You'll also find Thurgood Marshall Memorial and 97, 99 and 101 East Street less than a mile away.

Is there parking available at this vacation home?

No, there isn't parking at this vacation home.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What do couples enjoy most about Available for CW 2025 Stay just steps from City Dock in the Historic Fleet's Inn?

Amenities at this vacation home that appeal to couples include a kitchen in each accommodation with kitchens in some.

Are there hot tubs at Available for CW 2025 Stay just steps from City Dock in the Historic Fleet's Inn?

No, there isn't a spa tub at this vacation home.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay for free?

No, pets aren't allowed at this vacation home.

Are there connecting rooms at this vacation home?

No, this vacation home doesn't feature connecting guestrooms.

How close is the airport from this vacation home?

The closest major airport to this vacation home is Fort Meade, MD (FME-Tipton), which is 21.1 mi away (35 minutes by car). Another top airport is Baltimore Washington Intl. Airport (BWI), which is located 29.3 mi away (44-minute drive).

Can I book a room with a balcony at Available for CW 2025 Stay just steps from City Dock in the Historic Fleet's Inn?

Yes, every accommodation at Available for CW 2025 Stay just steps from City Dock in the Historic Fleet's Inn comes with a deck.

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