Historic Downtown Charmer, Water Views and Parking!

Photo gallery for Historic Downtown Charmer, Water Views and Parking!

A row of townhouses with a brick facade, multiple windows, and a small front porch area.
A waterfront area with buildings, a dock, and a boat named 'Catching'.
A living room with a sofa, chairs, a coffee table, a TV, and a fireplace.
A street view with a wooden building on the left, a white fence, and a flag.
A wooden staircase with a handrail and a light fixture above the landing.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Family fun awaits
    Top-rated for families.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Maryland State House

Popular amenities

  • Balcony
  • Air-conditioning
  • Refrigerator
  • Washing machine
  • Internet
  • Onsite parking available

Explore the area

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

Rooms & beds

2 bedrooms (sleeps 5)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Single Beds

1 bathroom, 1 half bathroom

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet

Spaces

Deck or patio
Kitchen
Balcony
Dining area

Add dates for prices

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  • Washing machine
  • Dryer
  • Free Wi-Fi
9.8 out of 10, Exceptional, (56 reviews)
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About the area

Annapolis

Located in Annapolis, this holiday home is in the city centre. The area's natural beauty can be seen at Chesapeake Bay and Jonas Green State Park, while The Colonial Players and Hammond-Harwood House are cultural highlights. Looking to enjoy an event or a game while in town? See what's happening at Tose Family Tennis Center or Alumni Hall. Discover the area's water adventures with kayaking and waterskiing nearby, or enjoy the great outdoors with hiking/biking trails and cycling.
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Map
Annapolis, MD

What's nearby

  • Annapolis City Dock - 1 min walk - 0.0 km
  • William Paca House - 2 min walk - 0.2 km
  • U.S. Naval Academy - 2 min walk - 0.2 km
  • Maryland State House - 3 min walk - 0.3 km
  • St. John's College - 5 min walk - 0.4 km

Getting around

  • Odenton Station - 29 min drive
  • Fort Meade, MD (FME-Tipton) - 25 min drive

Restaurants

  • ‪The Choptank - ‬3 min walk
  • ‪Starbucks - ‬2 min walk
  • ‪The Red Bean - ‬5 min walk
  • ‪Iron Rooster - ‬1 min walk
  • ‪McGarvey's Saloon & Oyster Bar - ‬1 min walk

Frequently asked questions

Is Historic Downtown Charmer, Water Views and Parking! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Historic Downtown Charmer, Water Views and Parking!?

As of 29 October 2026, prices found for a 1-night stay for 2 adults at Historic Downtown Charmer, Water Views and Parking! on 3 May 2027 start from NZ$1,913, 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 Historic Downtown Charmer, Water Views and Parking!?

On-site parking is available at the property.

What time is check-in at Historic Downtown Charmer, Water Views and Parking!?

Check-in begins at 4:00 PM.

What time is check-out at Historic Downtown Charmer, Water Views and Parking!?

Checkout is at 11:00 AM.

Where is Historic Downtown Charmer, Water Views and Parking! located?

Located in Historic District, this holiday home is within a 5-minute walk of Annapolis City Dock and U.S. Naval Academy. 14 Fleet Street and The Colonial Players are just steps away.

Reviews

10

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. 139 out of 147 reviews
Rating 8 - Good. 8 out of 147 reviews
Rating 6 - Okay. 0 out of 147 reviews
Rating 4 - Poor. 0 out of 147 reviews
Rating 2 - Terrible. 0 out of 147 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely place to stay and very convenient to restaurants etc
Stayed 2 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Convenience factors - Location and dedicated Parking Space make this an Annapolis gem. Proximity to USNA Gate 1 pedestrian access as well as downtown, Eastport, West St and the State Capitol area made our weekend enjoyable and stress free! Thank you!
Stayed 5 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great home in a great location! Off-street parking and walking distance to shops, restaurants, and water.
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place. Clean. Quiet. Well located.On site parking key
Stayed 3 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Immaculate property. Beautifully decorated. Great kitchen. Plenty of space.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Patricia was so nice and so great to work with. The place was perfect and the location is ideal. I will absolutely try to stay here again when we return. Thank you!
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing host!!!
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Everything about this property is outstanding. Just fantastic!
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

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

Perfect stay

Location, accommodations were top-notch
Stayed 2 nights in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing location in downtown Annapolis. Host was very responsive and addressed a minor issue immediately. We would stay again. Ideal for a small family or couple. Walking distance to USNA gate 1, Main St. and restaurants. Loved the gated parking!
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely Annapolis home in a great location
Stayed 2 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and very nice place. Owner was very friendly and responsive.
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house. Great location!
Stayed 7 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very comfortable, clean, nicely decorated home just steps away from the market & USNA. Perfect for our reunion weekend!
Stayed 3 nights in Nov 2025
Verified review

10/10 Excellent

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

Great place in a great location

Good communication, perfect location and a parking space was a real bonus.
Stayed 2 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place in DTA - perfect location for walking to the Naval Academy, restaurants and the marina. Can’t wait for our next visit.
Stayed 4 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent location, walking distance to the Naval Academy, beautiful home and owner was super easy to work with. We would definitely book again!
Stayed 7 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent location! Owner is very responsive and helpful
Stayed 2 nights in Aug 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location for all Naval Academy activities!! Patricia's instructions were clear and very helpful and she was very accommodating on check-in time.
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great
Stayed 4 nights in Nov 2025
Verified review

10/10 Excellent

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

Annapolis

Awesome stay!! Everything you could want and location is great 👍
Stayed 2 nights in Jul 2024
Verified review

10/10 Excellent

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

Great Location

We loved our stay and the location cant be beat. Great air conditioning which helps on hot summer evening.
Stayed 3 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Check-in, communication, location, listing accuracy

Visiting home town

The location can’t be beat.
Stayed 8 nights in Jul 2024
Verified review

10/10 Excellent

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

Lovely comfortable house

Very nice location. Very comfortable and clean. I would stay again.
Stayed 17 nights in Dec 2024
Verified review

10/10 Excellent

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

ANNAPOLIS

Good weekend getaway
Stayed 3 nights in Oct 2024
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