Entire home
Charming Charles Retreat
Holiday home with kitchen, near U.S. Naval Academy
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Reviews
10 out of 10
Exceptional
2 bedrooms 2+ bathrooms Sleeps 6
Popular amenities
Explore the area

Annapolis, MD
- Place, Annapolis City Dock6 min walk
- Place, U.S. Naval Academy11 min walk
- Place, Navy-Marine Corps Memorial Stadium2 min drive
- Airport, Washington, DC (DCA-Ronald Reagan Washington National)50 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
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
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10.0 out of 10, (169 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
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.

Annapolis, MD
What's nearby
- Maryland State House - 5 min walk - 0.4 km
- Annapolis City Dock - 6 min walk - 0.6 km
- U.S. Naval Academy - 11 min walk - 0.9 km
- Navy-Marine Corps Memorial Stadium - 2 min drive - 2.1 km
- Annapolis Maritime Museum - 3 min drive - 1.8 km
Getting around
Restaurants
- Starbucks - 6 min walk
- O'Brien's Oyster Bar & Seafood Tavern - 6 min walk
- Kilwin's - 6 min walk
- Chick & Ruth's Delly - 5 min walk
- Rams Head Tavern - 5 min walk
Frequently asked questions
About the host
Hosted by Danielle Allen

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
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