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