2 Br Private Vacation Home Vacation Rental In Annapolis, Maryland

Historic Downtown Annapolis Getaway – 2BR/2.5BA on Pinkney Street

Stay in the heart of Annapolis on charming little Pinkney Street! This 2-bedroom, 2.5-bath home is perfect for couples, friends, or professionals looking for a clean, comfortable place to stay with easy access to everything downtown has to offer.

Each bedroom has its own private bathroom with a tub/shower combination—perfect for sharing with ease and privacy. The main level features a fully equipped kitchen, dining room, cozy living space, half bath, and full laundry, making it ideal for extended or mid-term stays.

Step outside to enjoy a private brick courtyard, a quiet retreat just a short walk to the U.S. Naval Academy, City Dock, the Maryland State House, restaurants, shops, and boat shows.

Why You’ll Love It:

Walkable downtown location

Two private ensuite bathrooms

Vintage charm with antique furnishings + modern conveniences

Peaceful private courtyard

Perfect for legislative session stays, work assignments, or flexible remote work

Please Note: The property is managed by Annapolis Accommodations, the local agency representing the owner. You will be contacted by a team member after you request to book to finalize your reservation.

Strict NO PET policy

No dedicated parking (nearby city garages available)

This Pinkney Street gem offers the perfect blend of history, charm, and convenience for your Annapolis stay!

Bedrooms & Bathrooms

Bedroom 1: Queen bed, private ensuite bathroom (tub/shower combo)

Bedroom 2: Queen bed, private ensuite bathroom (tub/shower combo)

Additional Bathroom: Half bath on main floor

Hair dryers provided in each full bathroom

Spaces

Living room with comfortable seating

Dining room with table for 4

Fully equipped kitchen

Private brick courtyard with outdoor seating

Laundry area with washer & dryer

Amenities

1 GB WiFi SERVICE

Smart TV (or specify streaming/cable)

Central air conditioning & heating

Washer & dryer (in-unit)

Iron & ironing board

Essentials: linens, towels, starter toiletries

Kitchen

Refrigerator & freezer

Oven & stovetop

Dishwasher

Microwave

Coffee maker & kettle

Cookware, dishes, utensils

Location Highlights

Located on charming Pinkney Street in Historic Downtown Annapolis

Walkable to City Dock, USNA, shops & restaurants

Ideal for Boat Show weekends, Navy football games & exploring historic sites

Important Notes

No pets allowed (strict policy)

No dedicated parking – city garages available nearby

SMOKING IS PROHIBITED AT THIS PROPERTY.

Stairs required to access bedrooms
RENT-002420-2025

Historic District, a neighborhood in Annapolis, is home to Walk to City Dock! 2BR Historic Home – Perfect for Boat Show & USNA Events. The area's natural beauty can be seen at Jonas Green State Park and Sandy Point State Park, while The Colonial Players and Maryland Federation of Art are cultural highlights. Looking to enjoy an event or a game while in town? See what's happening at Tose Family Tennis Center or Alumni Hall. Kayaking, motor boating, and sailing offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking nearby.