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Charming Historic Annapolis Home With Two Off-street Parking Places!

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Gourmet kitchen
Kitchen island and breakfast nook
Living room with gas fireplace
Rear exterior with two private parking places
Front exterior (right side, corner unit)

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
3 bedrooms2+ bathroomsSleeps 8

Popular amenities

  • Balcony
  • Barbecue grill
  • Internet access
  • Air-conditioning
  • Kitchen
  • Refrigerator

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bonus room

1 Double Bed

2 bathrooms, 1 half bathroom

Bathroom 1 (in master bedroom)

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Dining area

About this property

Charming Historic Annapolis Home With Two Off-street Parking Places!

Charming cedar shake duplex home in Historic Annapolis adjacent to the Paca Gardens and the Naval Academy. Custom kitchen with granite countertops, stainless steel appliances, and breakfast nook nestled in a windowed bay. Formal living room with a gas fire place and family room with a large screen TV. Three bedrooms plus a large bonus room (sleeps 6-8), and 2 1/2 baths. Enclosed wraparound porch, private rooftop deck, and two off-street private parking places! Walk to Annapolis waterfront and Main Street in 5-7 minutes.

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10.0 out of 10, Exceptional, (45 reviews)
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House Rules

Minimum age to rent: 21
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

Property Registration Number City of Annapolis Short-Term Rental License STR-143452
Property # 1050793vb
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
Safety features at this property include a fire extinguisher and a deadlock

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 Hammond-Harwood House and The Colonial Players 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. With power boating and sailing nearby, you'll find plenty of adventures in the water.
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Map
Annapolis, MD

What's nearby

  • U.S. Naval Academy - 1 min walk - 0.1 km
  • William Paca House - 2 min walk - 0.2 km
  • Hammond-Harwood House - 2 min walk - 0.2 km
  • Annapolis City Dock - 5 min walk - 0.4 km
  • Maryland State House - 6 min walk - 0.6 km

Getting around

  • Odenton Station - 26 min drive
  • Fort Meade, MD (FME-Tipton) - 26 min drive

Restaurants

  • ‪Starbucks - ‬6 min walk
  • ‪The Choptank - ‬6 min walk
  • ‪O'Brien's Oyster Bar & Seafood Tavern - ‬6 min walk
  • ‪Annapolis Market House - ‬4 min walk
  • ‪Chick & Ruth's Delly - ‬6 min walk

Frequently asked questions

Is Charming Historic Annapolis Home With Two Off-street Parking Places! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Charming Historic Annapolis Home With Two Off-street Parking Places!?

As of 28 May, 2026, prices found for a 1-night stay for 2 adults at Charming Historic Annapolis Home With Two Off-street Parking Places! on 8 Jun, 2026 start from S$1,163, 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 Historic Annapolis Home With Two Off-street Parking Places!?

On-site parking is available at the property.

What time is check-out at Charming Historic Annapolis Home With Two Off-street Parking Places!?

Checkout is at 11:00 AM.

Where is Charming Historic Annapolis Home With Two Off-street Parking Places! located?

Located in Historic District, this holiday home is within a 10-minute walk of John Smith House and U.S. Naval Academy. William Paca House and Hammond-Harwood House 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. 205 out of 209 reviews
Rating 8 - Good. 4 out of 209 reviews
Rating 6 - Okay. 0 out of 209 reviews
Rating 4 - Poor. 0 out of 209 reviews
Rating 2 - Terrible. 0 out of 209 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Jensa B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved this property! Very comfortable, clean and spacious. Slept well very well after several long days. Very responsive host, excellent communication.
Stayed 4 nights in May 2026
Verified

10/10 Excellent

Audra W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A lovely home and an even lovelier owner! 10/10 location with two premium parking spots and premium kitchen. A must book!
Stayed 3 nights in Apr 2026
Verified

10/10 Excellent

Mayra C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect USNA visit to see our son over Easter. Yvonne was fantastic, well-stocked and iuser friendly.
Stayed 3 nights in Apr 2026
Response from VrboOwner on 25 Apr, 2026
Thank you for your wonderful review!
Verified

8/10 Good

Jeff F.

Liked: Cleanliness, communication, location, listing accuracy
Awesome location with a quick walk to all the shops and bars. House was clean. A little on the expensive side but overall very satisfied.
Stayed 2 nights in Mar 2026
Response from VrboOwner on 27 Apr, 2026
Thank you for your nice review! I’m glad you enjoyed your stay.
Verified

10/10 Excellent

Barb K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful weekend in a great location! House was perfect for 3 couples looking to get away for the weekend
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Jennifer S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was fabulous! Great location walking distance to the dock area. Super comfortable beds. Lovely furnishings. Huge kitchen with great space to hang out in. Amazing porch upstairs to enjoy beautiful weather. Lovely, thoughtful extras like paper towels, tissues, coffee, etc. This is a perfect house for a girls weekend in Annapolis! Thank you!
Stayed 2 nights in Apr 2026
Response from VrboOwner on 11 May, 2026
Thank you for your great review! I hope you can come back for another stay sometime.
Verified

10/10 Excellent

Linda C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We have stayed at this property several times during the Annapolis Sailboat Show and it is a great home - plenty of space, well equipped, clean and also off-street parking, which is wonderful!
Stayed 8 nights in Oct 2025
Verified

10/10 Excellent

Carla C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wow! The house is beautiful comfortable and well-appointed. Our favorite was all the family history shared by Les and Yvonne. Truly felt like guests in their home. Simply lovely!!!
Stayed 5 nights in Feb 2026
Response from VrboOwner on 9 Mar, 2026
Thank you for your review. I'm happy to hear you enjoyed the history as well as your stay!
Verified

10/10 Excellent

Brad B.

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

Great location

Excellent house and great location!
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

Michael W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We love all of the modern amenities with the historic features. The bed was super comfortable, and the house is very convenient to the naval Academy in downtown Annapolis.
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Marine L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Really lovely stay! Such a perfect location, and has lovely home-y touches, we thoroughly enjoyed our time. The extra parking was really helpful!
Stayed 2 nights in Jul 2025
Response from VrboOwner on 30 Jul, 2025
Thank you for your nice review. We hope you can return sometime!
Verified

10/10 Excellent

Peg L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location to enjoy all of what Annapolis has to offer. Beautiful home with all the amenities you need for a great stay. Our host was so easy to work with and so very accommodating. We look forward to a return visit!
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

Erica O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We love this house and try to rent it for all home games and reunions.
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Maria L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Check in was seemless, secure and easy.
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Colleen F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful, clean, spacious place in a great location! Especially loved the second floor deck!!
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

McKinley h.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location - walking access to The Academy, coffee, and food. We had a great time celebrating our mini reunion. Thank you so much.
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Erica O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Love this house. Rent it every time we visit if it is available. Great location and great house plus 2 parking spaces!
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Joyce S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely home!! Very well kept!Fantastic location!! Excellent communication from owners!
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Michael D.

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

Great stay

Property is in an excellent location and very well maintained. Has everything you need. We had a great stay
Stayed 2 nights in Dec 2020
Verified

10/10 Excellent

Linda B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We stayed for several days to celebrate our son’s wedding at the William Paca House. The house was a perfect location and was so accommodating for our needs. Our host was very responsive to our needs and I highly recommend this property to anyone. Loved the family portraits and history. A huge plus!
Stayed 4 nights in Sep 2025
Verified

10/10 Excellent

Christopher H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and the house was a wonderful place for our family to gather. Instructions from the host were super clear and helpful.
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Eileen L.

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

Perfect Annapolis home.

We stayed here while attending a wedding. Great home and great location!
Stayed 2 nights in Jun 2024
Verified

10/10 Excellent

Leah C.

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

Great house for our family

We really enjoyed our stay here. The host were super easy to work with and the house was perfect for visiting with our Midshipmen
Stayed 2 nights in Aug 2022
Response from VrboOwner on 15 Sept, 2022
Thank you for your great review. Please consider us for your next visit to Annapolis.
Verified

10/10 Excellent

Megan B.

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

Perfect for USNA wedding

Wonderful stay at this historic home in Annapolis right by the USNA.
Stayed 2 nights in Jan 2023
Verified

10/10 Excellent

Brad C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic location and historical house. My wife and I enjoyed our stay here and hope to be back soon. Yvonne was extremely responsive and very pleasant host. Kitchen was well equipped and comfortable. The house clean, nicely appointed and with a spacious feel. I loved reading about the history of the house and their family.
Stayed 2 nights in Aug 2025

About the host

Hosted by Yvonne and Les Dedrickson

Host profile image
We are a family of five that live nearby in Pasadena, MD. All three of our daughters will be in college or post-graduate school over the next few years. We have two dogs and love boating and hanging out in downtown Annapolis.

Why they chose this property

We couldn't pass up buying this house in Historic Annapolis because it was my husband's grandmother's home and he has fond memories from many years ago in this house. We love it and we're sure you will too! It's in a fantastic location within an easy stroll of the Naval Academy, City Dock, and numerous bars, restaurants, and shops. It even has two private off-street parking places!

What makes this property unique

Location, location, location!!! Two private off-street parking places. Second story deck with gorgeous views of the Naval Academy Chapel. Beautifully renovated kitchen and master bathroom.

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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