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Walk To Main St & City Dock from Historic Downtown Dog-Friendly Apartment

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Welcome to the Nautical Flat, the 1st floor apartment located in the heart of Historic Annapolis.
Head outside to the private fenced-in backyard (available only tot eh 1st floor apartment guest) - perfect for family gatherings and Fido!
The finishes in the 1st floor apartment have been carefully curated by the Annapolitan homeowner over the years.
Enjoy your morning coffee from the cozy front porch.
Each of the 2 bedrooms features their own flatscreen TV and private full bath.

Reviews

10 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Pet-friendly
  • Kitchen
  • Washer
  • Air conditioning
  • Outdoor grill
  • Deck or patio

Explore the area

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

Rooms & beds

2 bedrooms (sleeps 6)

King Suite

1 King Bed

Living Room

1 Queen Sofa Bed

Queen Suite

1 Queen Bed

2 bathrooms

King Suite Full Bath

Toilet · Shower only

Queen Suite Full Bath

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Number of living rooms

About this property

Walk To Main St & City Dock from Historic Downtown Dog-Friendly Apartment

Experience the Difference: Professionally Managed by iTrip Annapolis

Available NOW!



Newly Managed Historic Downtown Annapolis Apartment | Dog-Friendly | Walk Everywhere



Welcome to your home-away-from-home in this beautifully restored first-floor apartment in a historic 1857 three-flat, located in the heart of downtown Annapolis. Blending classic charm with modern comfort, this thoughtfully decorated space sits on a quiet, family-friendly street just steps from restaurants, shops, waterfront attractions, and the Main Street.



Best of all—you’re the only unit with private backyard access, making it ideal for guests traveling with dogs.



Charming Living Spaces

Warm, inviting living room with flat-screen TV and direct access to the private backyard

Fully equipped eat-in kitchen with all appliances and stylish finishes

Cozy dining area with seating for four—perfect for meals, game nights, or planning your Annapolis adventures

Furnished front porch, ideal for morning coffee or evening relaxation



Sleeping Arrangements | Sleeps 6

King Suite: King bed with private en-suite bath featuring a stand-up shower

Queen Suite: Queen bed with private en-suite bath with tub/shower combo

Living Room: Queen sleeper sofa (linens included) - Door closes off room for extra privacy

Each bedroom features its own flat-screen TV for added comfort and privacy.



Home Highlights

Private backyard + BBQ grill with supplied propane

High-speed WiFi throughout

Flat-screen TVs in living room and both bedrooms

Luxury linens and plush towels

Complimentary starter toiletries, coffee, and essentials

Keyless entry for easy, secure self-check-in

In-building coin-operated washer & dryer (2nd floor)



Unbeatable Location

Main Street: 3 blocks

U.S. Naval Academy: 0.4 miles

Washington, D.C.: 32 miles

Baltimore: 33 miles



Perfect for Navy visits, weekend getaways, family trips, or exploring the rich history and waterfront charm of Annapolis—all without needing a car.



We Provide a Curated Starter Kit

Coffee & sweeteners

Shampoo, conditioner, lotion & hand soap

Paper towels, toilet paper, dish soap & scrubber

Freshly laundered linens and towels on all beds



House Rules

Minimum age to rent: 25

No smoking, parties, or events

Dogs welcome with $150 pet fee

No unaccompanied minors

Quiet hours observed—peaceful residential neighborhood

Check-in: 4:00 PM | Check-out: 11:00 AM
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Pet friendly
Free WiFi
Air conditioning

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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

Pets allowed
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Smoking

Smoking is not permitted

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 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 Historic District, a neighborhood in Annapolis, this apartment is near a water park. Annapolis Harbor and Ego Alley are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Annapolis City Dock and Bay Bridge Market Place Shopping Center. French Soldiers Monument and Maryland Hall for Creative Arts are also worth visiting.
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Map
Annapolis, MD

What's nearby

  • Maryland State House - 3 min walk - 0.3 km
  • Annapolis City Dock - 5 min walk - 0.4 km
  • William Paca House - 6 min walk - 0.6 km
  • U.S. Naval Academy - 6 min walk - 0.6 km
  • Hammond-Harwood House - 9 min walk - 0.8 km

Getting around

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

Restaurants

  • ‪Starbucks - ‬4 min walk
  • ‪Rams Head Tavern - ‬6 min walk
  • ‪O'Brien's Oyster Bar & Seafood Tavern - ‬4 min walk
  • ‪Chick & Ruth's Delly - ‬2 min walk
  • ‪Annapolis Market House - ‬6 min walk

Frequently asked questions

Is Walk To Main St & City Dock from Historic Downtown Dog-Friendly Apartment pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Walk To Main St & City Dock from Historic Downtown Dog-Friendly Apartment?

As of Apr 24, 2026, prices found for a 1-night stay for 2 adults at Walk To Main St & City Dock from Historic Downtown Dog-Friendly Apartment on Jun 8, 2026 start from $578, 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?

This property doesn't offer parking.

What time is check-in at Walk To Main St & City Dock from Historic Downtown Dog-Friendly Apartment?

Check-in begins at 4:00 PM.

What time is check-out at Walk To Main St & City Dock from Historic Downtown Dog-Friendly Apartment?

Check-out is at 11:00 AM.

Where is Walk To Main St & City Dock from Historic Downtown Dog-Friendly Apartment located?

Located in Historic District, this apartment building is within a 10-minute walk of Maynard-Burgess House and U.S. Naval Academy. Ellen O. Moyer Nature Park at Back Creek and Maryland Federation of Art are also within 5 minutes.

About the host

Hosted by iTrip Vacations Annapolis - Sean Degnan

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Languages:

English

Premier Host

They consistently provide great experiences for their guests
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