Entire home

Timeless Charm Meets Modern Comfort

Photo gallery for Timeless Charm Meets Modern Comfort

A kitchen with a marble island, wooden cabinets, and pendant lighting.
A spacious dining area with a wooden table and chairs, a large cabinet, and a chandelier.
A patio with a round metal table and four chairs, surrounded by a garden with various plants and a wooden deck.
A living room with a fireplace, a television, and a dining area with wooden furniture.
A living room with a blue sofa, a white armchair, a patterned rug, and a dining area with wooden furniture.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Games
    A rare find - enjoy a variety of games available on-site.
  • 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

  • Patio
  • Barbecue
  • Air-conditioning
  • Refrigerator
  • Washing machine
  • Internet

Explore the area

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

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds

2 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

Deck or patio
Kitchen
Dining area

Add dates for prices

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  • Parking available
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10.0 out of 10, Exceptional, (2 reviews)
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About the area

Annapolis

Located in Annapolis, this holiday home is in the city centre. Hammond-Harwood House and Thurgood Marshall Memorial are local landmarks, and travellers looking to shop may want to visit Annapolis City Dock and Bay Bridge Market Place Shopping Center. French Soldiers Monument and Helen Avalynne Tawes Garden are also worth visiting.
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Map
Annapolis, MD

What's nearby

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

Getting around

  • Odenton Station - 22 min drive
  • Fort Meade, MD (FME-Tipton) - 28 min drive

Restaurants

  • ‪The Choptank - ‬6 min walk
  • ‪Starbucks - ‬6 min walk
  • ‪The Red Bean - ‬5 min walk
  • ‪Iron Rooster - ‬5 min walk
  • ‪McGarvey's Saloon & Oyster Bar - ‬4 min walk

Frequently asked questions

Is Timeless Charm Meets Modern Comfort pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Timeless Charm Meets Modern Comfort?

As of 31 Oct 2026, prices found for a 1-night stay for 2 adults at Timeless Charm Meets Modern Comfort on 1 Nov 2026 start from AU$1,119, 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 Timeless Charm Meets Modern Comfort?

On-site parking is available at the property.

What time is check-in at Timeless Charm Meets Modern Comfort?

Check-in begins at 4:00 PM.

What time is check-out at Timeless Charm Meets Modern Comfort?

Checkout is at 10:00 AM.

Where is Timeless Charm Meets Modern Comfort located?

Located in Historic District, this holiday home is within a 5-minute walk of William Paca House and Annapolis City Dock. Hammond-Harwood House and French Soldiers Monument 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

9.8/10

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
Wonderful stay with a convenient walk to everything! The house were very kind and communicative. We had a lovely time!
Stayed 2 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location for visiting USNA
Stayed 3 nights in Feb 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Walkable to DTA and USNA. Love the uniqueness of the property
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

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

Family vacation

We enjoyed being in walking distance of everything we needed for the stay, restaurants, shopping, marina, and history.
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our travel group of six had a wonderful weekend stay in Historic Annapolis. The house was perfect and so well equipped for our needs. Rooms were comfortable and easily accessed from the living space downstairs. The location is perfect for a stay in Annapolis. We would surely return!
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house. Very roomy and comfortable
Stayed 4 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The kitchen was very well stocked, lots to see and do in walkable distance, fun game collection for evenings, comfortable beds, great size for our family of 4. We had questions about parking. Also, my son left his wallet on checkout day and the owner was very helpful in both instances, taking care of us quickly. We will return!
Stayed 3 nights in Mar 2026
From a partner site

10/10 Excellent

215 Prince George

We thoroughly enjoyed our stay at this property. It is a modernized rental that has everything to make your Annapolis stay perfect! The communication with the management company was prompt when I submitted a question. I’ve already rebooked for my next stay!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 6 nights in Oct 2025
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