Entire home

Charming on Charles Street

Photo gallery for Charming on Charles Street

A modern kitchen with white cabinetry, stainless steel appliances, granite countertops, and a wooden floor.
A dining room with a round table, chairs, a fireplace, and a staircase.
A residential street with parked cars, a brick sidewalk, and a row of houses with shutters and a mailbox.
A hallway with a wooden staircase, white walls, and a white wardrobe with hooks.
A living room with a grey sofa, a wooden chair, a coffee table with an open book, a lamp, and a painting of a beach scene.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Maryland State House

Popular amenities

  • Air-conditioning
  • Washing machine
  • 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

Add dates for prices

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9.8 out of 10, Exceptional, (56 reviews)
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About the area

Annapolis

Historic District, a neighbourhood in Annapolis, is home to this holiday home. Maynard-Burgess House and John Smith 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 Tose Family Tennis Center or Alumni Hall.
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Map
Annapolis, MD

What's nearby

  • Thurgood Marshall Memorial - 3 min walk - 0.3 km
  • Maryland State House - 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
  • ‪Iron Rooster - ‬6 min walk
  • ‪McGarvey's Saloon & Oyster Bar - ‬7 min walk
  • ‪Middleton Tavern - ‬7 min walk

Frequently asked questions

Is Charming on Charles Street pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Charming on Charles Street?

As of 11 Nov 2026, prices found for a 1-night stay for 2 adults at Charming on Charles Street on 29 Nov 2026 start from AU$1,265, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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. Ellen O. Moyer Nature Park at Back Creek and Maryland Federation of Art are just steps away.

Reviews

9.8

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. 8 out of 9 reviews
Rating 8 - Good. 1 out of 9 reviews
Rating 6 - Okay. 0 out of 9 reviews
Rating 4 - Poor. 0 out of 9 reviews
Rating 2 - Terrible. 0 out of 9 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

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 review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place is aptly named Charming on Charles. It had all the upgrades and amenities you could want in a house full of historical charm and quirks. It is immediately handy to everything you want to do in Annapolis. We give the highest possible marks to this property. Quiet, beautiful street in a quiet neighborhood. Best VRBo we have had
Stayed 7 nights in Sep 2026
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

8/10 Good

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 review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 3 nights in Sep 2026
Verified review

10/10 Excellent

Stayed 3 nights in Aug 2026
Verified review

10/10 Excellent

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

10/10 Excellent

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