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Entire home

Charming on Charles Street

Photo gallery for Charming on Charles Street

Exterior
Property grounds
Interior
Interior
Living area

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
3 bedrooms2+ bathroomsSleeps 6

Popular amenities

  • Air conditioning
  • Washer
  • Non smoking

Explore the area

View in a 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 Twin 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.

Stately 3 bed 2.5 bath stand alone home in the Historic District .

The city does not allow street parking for short term rentals . Our guests use of the numerous city garages - The closest is one block away . Fireplaces are for decorative use only.
Our prices include all fees. No hidden fees.

Add dates for prices

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10.0 out of 10, Exceptional, (31 reviews)
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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 # 4251622
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

About the neighborhood

Annapolis

Historic District, a neighborhood in Annapolis, is home to this vacation home. Maynard-Burgess House and Kunta Kinte Plaque & Alex Haley Memorial 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.
View more Vacation Homes in AnnapolisOpens in a new window
Map
Annapolis, MD

What's nearby

  • Maryland State House - 3 min walk - 0.3 km
  • St. John's College - 5 min walk - 0.4 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
  • ‪Rams Head Tavern - ‬4 min walk
  • ‪The Red Bean - ‬3 min walk
  • ‪Acqua Al 2 - ‬3 min walk
  • ‪Chick & Ruth's Delly - ‬3 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 Jun 15, 2026, prices found for a 1-night stay for 2 adults at Charming on Charles Street on Jun 16, 2026 start from $454, 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?

Check-out is at 10:00 AM.

Where is Charming on Charles Street located?

Located in Historic District, this vacation home is within a 10-minute walk of Maynard-Burgess House and Annapolis City Dock. U.S. Naval Academy is 0.7 mi (1.1 km) away.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
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

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Premier Host

They consistently provide great experiences for their guests
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