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Charming on Charles Street

Photo gallery for Charming on Charles Street

A two-story building with a green door and white shutters, a mailbox, and an American flag.
A street with parked cars and buildings, including a white building with green shutters and an American flag.
A hallway with a wooden staircase, white walls, and a white wardrobe with hooks.
A hallway with white walls, a wooden floor, and a door at the end.
A living room with a sofa, two armchairs, a coffee table, and a lamp. There are windows with blinds, a plant, and a painting on the wall.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Maryland State House
Sleeps 6•3 bedrooms•3 beds

Popular amenities

  • Kitchen
  • Washing machine
  • Air-conditioning
  • Internet access
  • Non-smoking

Explore the area

View map
Annapolis, MD
  • Place, Maryland State House
    ‪3 min walk‬
  • Place, Annapolis City Dock
    ‪5 min walk‬
  • Place, U.S. Naval Academy
    ‪6 min walk‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪39 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds

Bedroom 3

1 Double Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

Kitchen

About this property

Charming on Charles Street

Welcome to our elegant stand alone charming home on Charles Street in Historic Annapolis . This 3 bedroom 2.5 bath is just a short stroll from Main Street , USNA , Yacht Clubs and Event venues . Plenty of room to relax with a large private outdoor space .

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House Rules

Check in after 3:00 PM
Minimum age to rent: 27
Check out before 10:00 AM
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Children

Adults only
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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

Property Registration Number 00979102024
Property # 4251622vb
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
On-site parties or group events are strictly prohibited
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. Chesapeake Bay Bridge and Maynard-Burgess House are local landmarks, and some of the area's activities can be experienced at Annapolis Harbor and Ego Alley. Looking to enjoy an event or a game while in town? See what's happening at Navy-Marine Corps Memorial Stadium or Alumni Hall.
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Map
Annapolis, MD

What's nearby

  • Maryland State House - 3 min walk - 0.3 km
  • Spa Creek - 3 min walk - 0.3 km
  • Annapolis City Dock - 5 min walk - 0.4 km
  • William Paca House - 6 min walk - 0.6 km
  • U.S. Naval Academy - 6 min walk - 0.6 km

Getting around

  • Odenton Station - 23 min drive
  • Fort Meade, MD (FME-Tipton) - 34 min drive

Restaurants

  • ‪Starbucks - ‬5 min walk
  • ‪The Red Bean - ‬3 min walk
  • ‪Chick & Ruth's Delly - ‬3 min walk
  • ‪Rams Head Tavern - ‬4 min walk
  • ‪Buddy's Crabs & Ribs - ‬5 min walk

Frequently asked questions

Is Charming on Charles Street pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Charming on Charles Street?

Check-in begins at 3:00 PM.

What time is check-out at Charming on Charles Street?

Checkout is at 10:00 AM.

Where is Charming on Charles Street located?

Located in Historic District, this holiday home is within a 10-minute walk of Maynard-Burgess House and Annapolis City Dock. U.S. Naval Academy and Navy-Marine Corps Memorial Stadium are also within 1 mile (2 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 5 out of 6 reviews
Rating 8 - Good. 1 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

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Alice A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic location; great space, well decorated and fantastic kitchen for a girls weekend in Annapolis. Would absolutely stay again. Very clean.
Stayed 2 nights in Apr 2026
Verified

10/10 Excellent

Julie S.

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

Awesome!

The perfect in-town place, walk to everything, clean, updated, cozy!
Stayed 3 nights in Jan 2025
Verified

8/10 Good

Rosemary S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Property is well situated within walking distance of everything. Very clean inside and deceivingly spacious. One thing to note is that one of the beds is a Murphy bed (full) and outside back patio area could use some attention. Otherwise lives this house. !!
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Chelsea A.

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

The perfect charming house

This house could not have been more perfect - it’s picturesque, beautifully decorated, so clean and comfortable, and an easy 5ish minute walk from all the great spots in Annapolis. we walked everywhere - charming coffee shops, dinner outside, a ghost tour pub crawl! we could not stop talking about how perfect the house was. I could not recommend this more strongly!
Stayed 3 nights in May 2025
Verified

10/10 Excellent

Lee K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in Oct 2025
Verified

10/10 Excellent

Daniel C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Jun 2025

About the host

Hosted by Megan

Host profile image

Premier Host

They consistently provide great experiences for their guests
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