Row Wrapper 2

Cobblestone Cottage

Capacity

2 Bedrooms
2 Bath, 1 HF Bath
Sleeps 4

Current Specials

Save 10%

Save: 10% per night

This is a brand new property - Be one of our first guests and save 10% on the nightly rate.

Valid: Oct 09 2025 through Dec 31 2025

Minimum stay: 3

Search Availability

About

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

Stay in the heart of Annapolis on charming cobblestoned 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

Features

Amenities

  • High Speed Internet Available
  • Microwave
  • TVs
  • Toaster
  • Dishwasher

Events

  • Commissioning Week
  • Annapolis Sailboat Show
  • Legislative Session
  • Annapolis Power Boat Show
  • Corporate Rental

Accommodation

  • Downtown

Area

  • Downtown

Availability

Key
#Night Available#Night Unavailable#Arrive Only#Depart Only
November 2025
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Rates

DatesNightly
10/27/2025 - 11/12/2025$249
11/13/2025 - 11/16/2025$325
11/17/2025 - 11/22/2025$249
11/23/2025 - 11/29/2025$425
11/30/2025 - 12/10/2025$249
12/11/2025 - 12/14/2025$425
12/15/2025 - 12/18/2025$275
12/19/2025 - 12/21/2025$375
12/22/2025 - 12/26/2025$425
12/27/2025 - 12/31/2025$425

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