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Charming, Newly Renovated Historic Row Home in Downtown Annapolis

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Welcome to the beautifully-restored Charles Place, located in the heart of Historic Annapolis.
Fully renovated kitchen with modern finishes and everything you need for cooking at home, entertaining, and everyday living.
Custom built-in banquette: a cozy spot for morning coffee or evening game night.
The private backyard oasis includes a furnished deck with propane grill and seating around the gas fire pit.
Sunlit Suite with king bed, crisp design, and EnSuite bath; your private haven in downtown Annapolis.

Reviews

10 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 6126.7 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

Explore the area

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

Rooms & beds

3 bedrooms (sleeps 6)

King Bedroom

1 King Bed

King Suite

1 King Bed

Middle Bedroom

2 Single Beds

2 bathrooms, 1 half bathroom

EnSuite Full Bath

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Hall Full Bath

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Main Level Powder Room

Spaces

Deck or patio
Kitchen
Number of living rooms

About this property

Charming, Newly Renovated Historic Row Home in Downtown Annapolis

Experience the Difference: Professionally Managed by iTrip Annapolis

Charming, Newly Renovated Historic Row Home in Downtown Annapolis



Walk everywhere in downtown Annapolis, then return home to a light-filled retreat where 1918 charm meets modern comfort. As a Naval Academy family (Go Navy!), the owners have designed this historic row home to be the perfect base for USNA families, alumni, and visitors. Tucked on a quiet side street, it offers the ideal blend of walkable convenience and peaceful relaxation.



Bright, Historic & Fully Updated; Sunlight pours through large windows, highlighting original heart-of-pine floors and clean, neutral interiors.

Recent professionally-designed updates include:

Fully modern kitchen

Beautifully updated bathrooms

Fresh interior paint

Central A/C + heat



Cozy dining & gathering spaces designed for gathering and relaxation:

The built-in banquette is perfect for morning coffee, takeout from Main Street, or game nights after a day exploring Annapolis.

Sunny front family room with comfortable seating

Brand-new custom kitchen with stainless steel appliances and generous prep space

Dining nook seating for 6 + breakfast bar for 2

Cozy living room opening to outdoor space

Private furnished deck with propane BBQ grill

Finished patio with seating around a propane fire pit



Sleeping Arrangements (Sleeps 6) 3 Bedrooms, 2.5 Bathrooms

King Suite (2nd Floor): King bed, EnSuite bath with custom shower

King Bedroom (2nd Floor): King bed, shared full hall bath

Twin Bedroom (2nd Floor): Two twin beds, shared full hall bath

Powder room on main level



Home Highlights

Fully renovated with high-end finishes throughout

Smart TVs + high-speed WiFi

Boutique-style experience with luxury linens & starter toiletries

Full laundry area with washer, dryer, and storage

Keyless entry for easy, secure check-in



Unbeatable Location, Leave the car behind and explore Annapolis on foot:

Annapolis Harbor & Main Street – 3 blocks

U.S. Naval Academy – 10-minute walk

Restaurants, shops & nightlife – within 5 minutes

Washington, DC – 30 miles | Baltimore – 25 miles



House Rules

No parties, pets or smoking

Quiet hours strictly enforced

Check-in: 4:00 PM

Check-out: 11:00 AM

Add dates for prices

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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.
Charming Charles -Walkable Downtown Annapolis Home
Historic District
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
10.0 out of 10, Exceptional, (8 reviews)
Charming Charles -Walkable Downtown Annapolis Home

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
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
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Annapolis

Located in Annapolis, this holiday home is in the city centre. Banneker Douglass Museum and ARTFX Gallery of Fine Crafts and Arts are cultural highlights, and some of the area's attractions include French Soldiers Monument and Maryland Hall for Creative Arts. Helen Avalynne Tawes Garden and Annapolis Maritime Museum are also worth visiting.
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Map
Annapolis, MD

What's nearby

  • Maryland State House - 5 min walk - 0.4 km
  • Annapolis City Dock - 6 min walk - 0.6 km
  • William Paca House - 8 min walk - 0.7 km
  • U.S. Naval Academy - 8 min walk - 0.7 km
  • Ego Alley - 8 min walk - 0.7 km

Getting around

  • Odenton Station - 21 min drive
  • Fort Meade, MD (FME-Tipton) - 34 min drive

Restaurants

  • ‪Starbucks - ‬7 min walk
  • ‪Rams Head Tavern - ‬4 min walk
  • ‪O'Brien's Oyster Bar & Seafood Tavern - ‬7 min walk
  • ‪Chick & Ruth's Delly - ‬5 min walk
  • ‪Buddy's Crabs & Ribs - ‬8 min walk

Frequently asked questions

Is Charming, Newly Renovated Historic Row Home in Downtown Annapolis pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Charming, Newly Renovated Historic Row Home in Downtown Annapolis?

As of 29 April 2026, prices found for a 1-night stay for 2 adults at Charming, Newly Renovated Historic Row Home in Downtown Annapolis on 31 August 2026 start from NZ$1,112, 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.

How much is parking at Charming, Newly Renovated Historic Row Home in Downtown Annapolis?

On-site parking is available at the property.

What time is check-in at Charming, Newly Renovated Historic Row Home in Downtown Annapolis?

Check-in begins at 4:00 PM.

What time is check-out at Charming, Newly Renovated Historic Row Home in Downtown Annapolis?

Checkout is at 11:00 AM.

Where is Charming, Newly Renovated Historic Row Home in Downtown Annapolis located?

Located in Historic District, this holiday home is within a 15-minute walk of Banneker Douglass Museum and U.S. Naval Academy. Spa Creek and Ellen O. Moyer Nature Park at Back Creek are also within 5 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

Reviews

From a partner site

10/10 Excellent

Kate

Wonderful Retreat

Beautiful spot! Very peaceful and airy inside, everything is updated but still offers historical charm. Spacious bedrooms and baths, fully equipped kitchen, comfortable, cozy common areas and the backyard/outdoor space is such a nice bonus. Easy walking distance to the downtown dining and shopping areas as well as the Naval Academy. Very safe and convenient location; we parked and walked everywhere. Can’t wait to stay here again!

About the host

Hosted by iTrip Vacations Annapolis - Sean Degnan

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English
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