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