Entire home

Charming Charles Retreat

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Complemented by earthy tones and natural materials such as wooden floors and exposed brick, this space exudes a sense of tranquility.
Welcome to our quaint, 2 bedroom inviting gem nestled in the historic area of Downtown Annapolis. This home boast a rich history, combining the elegance of the past with the comfort of modern living.
The updated kitchen features sleek, stainless tell appliances that bring a modern touch to the space.  The kitchen offers a convenient and stylish environment for your culinary endeavors.
Interior
This bedroom with en-suite bathroom is a cozy, private retreat within the home to relax and unwind at the end of the day.

Reviews

10 out of 10
Exceptional
2 bedrooms2+ bathroomsSleeps 6

Popular amenities

  • Dryer
  • Washer
  • Outdoor space
  • Kitchen
  • Air conditioning

Explore the area

Map
Annapolis, MD
  • Annapolis City Dock
    ‪9 min walk‬
  • U.S. Naval Academy
    ‪12 min walk‬
  • Navy-Marine Corps Memorial Stadium
    ‪2 min drive‬
  • Annapolis, MD (ANP-Lee)
    ‪19 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Living Room 1

2 Single Beds

2 bathrooms, 1 half bathroom

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet

Spaces

Deck or patio
Kitchen
Office
Balcony
Dining area

About this property

Charming Charles Retreat


Welcome to our vacation rental nestled in the heart of Downtown Annapolis. Immerse yourself in the rich history and vibrant culture of this charming city. Our home offers unparalleled comfort and style, featuring modern amenities, cozy rooms, and tasteful décor. Step outside & find yourself in the midst of Annapolis' renowned attractions from the waterfront, shops, restaurants, and museums. Return to the comfort of your private oasis, where every detail has been curated to ensure a great stay!

The Space:
Welcome to our inviting 2-bedroom, 2-bathroom townhome in the picturesque city of Annapolis. Step inside and discover a cozy yet spacious retreat, thoughtfully designed to provide comfort and convenience. The open concept living area invites relaxation with its stylish furnishings and ample natural light. The fully equipped kitchen offers modern appliances and a dining area for enjoying home-cooked meals.

Retreat to the tranquil bedrooms, each boasting plush beds and tasteful decor, ensuring a restful night's sleep. The townhome features 1 half bathroom on the main level and two full size bathrooms, each featuring contemporary fixtures and complimentary toiletries.

Outside, a charming patio awaits, perfect for sipping your morning coffee or unwinding in the evening breeze. Situated in a desirable neighborhood, you'll find yourself in close proximity to Annapolis' renowned attractions, including the historic district, waterfront, and shopping destinations. Whether you're here for a weekend getaway, Naval Academy event or an extended stay, our 2-bedroom townhome provides a comfortable haven for exploring all that Annapolis has to offer.


Guest Access:
You will have access to the entire home.

The Neighborhood:
Downtown Annapolis is a historic and charming neighborhood. It is nestled along the shores of the Chesapeake Bay and is known for its picturesque streets lined with beautifully preserved colonial buildings. The area offers a blend of maritime heritage, boutique shops, restaurants, and lively waterfront activities. With its cobblestone streets and iconic landmarks like the Maryland State House and the United States Naval Academy, downtown Annapolis is a popular destination for both tourists and locals alike. The vibrant atmosphere, rich history, and scenic waterfront make it a delightful place to explore and immerse yourself in the city's maritime culture

Getting Around:
Once you get settled in the home, there are several places to explore and visit within walking distance. There are also several ride share options available.

Other Things to Note:
Due to a change in city regulations, guest parking passes for the residential street can no longer be provided for your stay. You may park on the street for up to 2 hours in any other open space.

The city does provide free parking from 6PM Friday to 6AM Monday at the Calvert Street Garage (19 St. Johns Lane) or you can also park in the following garages/lots: Hillman Garage (150 Gorman Ave - entrances from Main St or Duke of Gloucester) South Street Lot - South Street off Church Circle, Gotts Court Parking Garage – (25 Northwest Street) Knighton Parking Garage – (1A Colonial Avenue), Park Place - 5 Park Place (just off West St ).

The free Annapolis Circulator bus stops at all the city garages/lots and the city dock and can be used to get to/from the garages. Please see the Annapolis Parking website for further details

Property manager

Danielle Allen
Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Air conditioning
Outdoor space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 18
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

No 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
This property accepts cash
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

About the area

Annapolis

Historic District, a neighbourhood in Annapolis, is home to this holiday home. Maynard-Burgess House and Stanton School & Community Center are local landmarks, and travellers looking to shop may want to visit Annapolis City Dock and Bay Bridge Market Place Shopping Center. French Soldiers Monument and Helen Avalynne Tawes Garden are also worth visiting.
Map
Annapolis, MD

What's nearby

  • Maryland State House - 6 min walk - 0.5 km
  • Annapolis City Dock - 9 min walk - 0.8 km
  • William Paca House - 10 min walk - 0.8 km
  • U.S. Naval Academy - 12 min walk - 1.1 km
  • Navy-Marine Corps Memorial Stadium - 2 min drive - 2.1 km

Getting around

  • Odenton Station - 21 min drive
  • Fort Meade, MD (FME-Tipton) - 33 min drive

Restaurants

  • ‪Starbucks - ‬6 min walk
  • ‪O'Brien's Annapolis' Original Steakhouse - ‬6 min walk
  • ‪Chick & Ruth's Delly - ‬4 min walk
  • ‪Chipotle Mexican Grill - ‬8 min walk
  • ‪Federal House - ‬8 min walk

Frequently asked questions

Is Charming Charles Retreat pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Charming Charles Retreat?

Check-in begins at 4:00 PM.

What time is check-out at Charming Charles Retreat?

Checkout is at 11:00 AM.

Where is Charming Charles Retreat located?

Located in Historic District, this holiday home is within a 15-minute walk of Spa Creek and U.S. Naval Academy. Banneker Douglass Museum and Maynard-Burgess House are also within 5 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 7 out of 6 reviews
Rating 8 - Good. 0 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

10/10

Cleanliness

9.4/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

John D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Lovely stay. Very quiet at night
Stayed 3 nights in Sep 2024

10/10 Excellent

M G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

enjoyed our stay

We would stay here again. Property was very nice- clean and comfortable- and in a great location to walk all around the city. Listing was very accurate.
Stayed 3 nights in Jul 2024

10/10 Excellent

Cecile A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay as always

Lovely townhouse with nice outdoor space...within walking distance of DTA and Navy yard.
Stayed 2 nights in Sep 2024

10/10 Excellent

Susan D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

stayed

Great dta location
Stayed 5 nights in Aug 2024

10/10 Excellent

Craig W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Go Navy

Great condo in an amazing town! Easy walk to City Dock and everything you need downtown. Host was super helpful. Thanks for an amazing stay!
Stayed 6 nights in Jun 2024

10/10 Excellent

Cecile A.

Liked: Cleanliness, communication, location, listing accuracy

Beautiful home

Great place to stay and will definitely stay again! Had an issue upon checking in, but Danielle was very gracious and rectified the issue. Home was clean and tastefully decorated. Within walking distance of DTA and Naval Academy.
Stayed 4 nights in May 2024

10/10 Excellent

Patti L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

As advertised

Great stay. True to pictures. Great location. Comfortable beds. Quick communication.
Stayed 3 nights in Apr 2025

About the host

Hosted by Danielle Allen

Host profile image
Hello everyone! My name is Danielle, owner of PMI Annapolis, a female and veteran owned business which manages short term rentals and I currently reside in the Annapolis area. When I'm not spending time with my family or outside enjoying the weather, I am a Peloton enthusiast! I enjoy meeting people from all over the world and learning about them. I am very passionate about providing exceptional guest experiences.

Why they chose this property

This home was purchased with the idea of providing an exceptional home for people to enjoy while visiting Annapolis!

What makes this property unique

Unbeatable location to everything in Downtown Annapolis

Languages:

English

Premier Host

They consistently provide great experiences for their guests