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

Holiday home with kitchen, 8-minute walk to U.S. Naval Academy

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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
Exceptional
3 bedrooms2+ bathroomsSleeps 8216.9 sq m

Popular amenities

  • Barbecue grill
  • Washer
  • Dryer
  • Fireplace
  • Kitchen

Explore the area

View map
  • Place, U.S. Naval Academy
  • Place, Annapolis City Dock
  • Place, Navy-Marine Corps Memorial Stadium
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)

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.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
Parking available

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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

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
Property Registration Number City of Annapolis Short-Term Rental License STR-143452

We should mention

A car is not required for transport to and from this property

About the area

Annapolis

Located in Annapolis, this holiday home is in the city centre. The area's natural beauty can be seen at Jonas Green State Park and Sandy Point State Park, while Hammond-Harwood House and The Colonial Players are cultural highlights. French Soldiers Monument and Annapolis Maritime Museum are also worth visiting. Looking to get your feet wet? Power boating and sailing adventures can be found near the property.
Map
Annapolis, MD

What's nearby

  • U.S. Naval Academy - 1 min walk - 0.0 km
  • Annapolis City Dock - 3 min walk - 0.3 km
  • Maryland State House - 5 min walk - 0.4 km
  • Annapolis Maritime Museum - 2 min drive - 1.8 km
  • Navy-Marine Corps Memorial Stadium - 3 min drive - 2.5 km

Getting around

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

Restaurants

  • ‪The Choptank - ‬6 min walk
  • ‪O'Brien's Oyster Bar & Seafood Tavern - ‬6 min walk
  • ‪Starbucks - ‬6 min walk
  • ‪Annapolis Market House - ‬4 min walk
  • ‪McGarvey's Saloon & Oyster Bar - ‬4 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.

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

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy
Rating 10 - Excellent. 197 out of 200 reviews
Rating 8 - Good. 3 out of 200 reviews
Rating 6 - Okay. 0 out of 200 reviews
Rating 4 - Poor. 0 out of 200 reviews
Rating 2 - Terrible. 0 out of 200 reviews

Reviews

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

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

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

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

10/10 Excellent

Dawn Y.

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

Historic welcoming home

We stayed at this property during Plebe Parent Weekend. It is the perfect location for walking access to USNA. Our Plebe was able to relax during her leave. The house itself included interesting family history in relation to USNA. The master suite was perfect—comfortable bed, large bath and washer and dryer. We didn’t fill the home but enjoyed the night views of the USNA chapel and statehouse as well as the areas for some private decompression. We made the most of our time together with time to spare for reporting back to the yard!
Stayed 4 nights in Aug 2025

10/10 Excellent

John M.

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

Annapolis stay

A very pleasant place to hang out with family. The road traffic was a little bothersome.
Stayed 3 nights in Dec 2024

10/10 Excellent

Jennifer W.

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

Convenient to all things Annapolis

We had a great long weekend stay for our annual cousins weekend! Property was exactly as shown & even more impressive in person. We had everything we needed, walked to most destinations & enjoyed the history all around us.
Stayed 3 nights in Aug 2024

10/10 Excellent

CS S.

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

Great spot!

Really nice older house in the perfect location for USNA and downtown.
Stayed 2 nights in Feb 2023

10/10 Excellent

Ryan Z.

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

Great stay

We had our family and then entertained a another USNA family that night with a cookout. Very nice.
Stayed 3 nights in Feb 2024

10/10 Excellent

Susanne J.

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

Historical Beauty

The history of this beautiful home is deeply intertwined with USNA which was very interesting for our family. The home itself is beautiful and well equipped with great bedding and towels, coffee, tons of drinkware....really everything we needed for a long weekend. Although we visited at a chilly time of year, the upstairs deck looks lovely! If you are looking to be close to DTA and USNA and enjoy a great night sleep in wonderful sheets, book this house!
Stayed 3 nights in Dec 2024

10/10 Excellent

Reed M.

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

Wonderful property in a great old Annapolis setting

The property is perfectly situated in old Annapolis for easy access to everything -- restaurants, cafes, waterfront, USNA and shops. The property owner (manager) is responsive and wonderfully helpful too. Thank you.
Stayed 4 nights in Jul 2024

10/10 Excellent

Tiffany R.

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

Perfect location

Wonderful home. Highly recommend. You can park your car and walk to all the attractions.
Stayed 3 nights in Jun 2023
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Rebecca W.

Amazing Property!

We enjoyed a fantastic weekend in this fabulous home! The location was spectacular and the home was so charming and perfect! The hosts were very accommodating and friendly. I would absolutely recommend this home to anyone!
Stayed 3 nights in Jun 2017

10/10 Excellent

Chris J.

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

Wedding weekend

This was an incredible property in the perfect location for enjoying all downtown annapolis has to offer with incredible views of the us naval academy. We stayed fir my sons wedding at the usna chapel and reception in the paca gardens next door. We couldnt have been happier. Highly recommend.
Stayed 3 nights in Oct 2024

10/10 Excellent

Linda B.

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

Great house and location to town and USNA.

We spent an awesome 3 days in this lovely home so rich in local history. The home was complete with every amenity needed. And the location was just perfect to walk in town or to the academy. It made our 40th USNA reunion weekend so special.
Stayed 3 nights in Oct 2023

10/10 Excellent

Erica O., Alexandria, Virignia

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

Another great weekend

Love this home and the location. It is my first choice every time.
Stayed 2 nights in Oct 2022

10/10 Excellent

Verified traveller

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

Excellent house in close proximity to the Academy and two shops and restaurants

We will absolutely stay here again. The hosts were accommodating, communicated, well, and keep a nice home. The property is bigger than it looks in pictures. The short walk to downtown is easy, Annapolis is charming.
Stayed 4 nights in Nov 2022

10/10 Excellent

Jamie M.

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

Great location with parking

We recently stayed at this lovely home and it was right behind Paca Gardens where our daughter got married. The house was so conveniently located and had two parking spaces. It made it much easier to enjoy the weekend events having a home like this to stay in. The host also left flowers for the bride which was so thoughtful.
Stayed 2 nights in May 2024

10/10 Excellent

Chris M.

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

Herndon

We were in town for the Herndon Climb. Our Mid is Class of ‘27. We truly enjoyed our stay. We could not ask for a better location. Plenty of room for everyone. We’ll be back!
Stayed 7 nights in May 2024

10/10 Excellent

Deanna C.

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

Wedding housing

This house was the perfect location and size to house wedding guests for a wonderful weekend. Downtown ease, walkable to rehearsal dinner venue and a hope over to Eastport for wedding. Made for easy walkable return after after after parties.
Stayed 3 nights in Jun 2019

10/10 Excellent

Michele P.

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

Annapolis Visit to attend funeral at USNA

The home is lovely and the owners provide many amenities. The location was outstanding in terms of proximity to the Academy which was where we spent most of our time. The two parking spaces are a treasure and were ample. Would absolutely rent this space again. They went abbe and beyond!
Stayed 4 nights in Sep 2021

10/10 Excellent

Becky K.

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

Annapolis Gem

We stayed at King George Rose over the New Year. The location couldn't have been better and the home is spectacular. Exactly as described. Even decorated for the holidays. What a nice touch. Would love to come back during warming weather to enjoy the outside patio.
Stayed 2 nights in Dec 2022

10/10 Excellent

Carolyn P.

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

our son’s wedding

We rented three different homes for this event. They were all very close to each other, but this home was fantastic. They host it beautifully. Everything we could’ve ever needed was there! Thank you so much! I also found Yvonne so accommodating during the planning process!! would definitely stay there again!!
Stayed 5 nights in Sep 2023

10/10 Excellent

Bridgett Z., Lewisville Texas

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

Just Fabulous

We had a wonderful stay while attending a special wedding at the Naval Academy. Yvonne made things so easy. The location was perfect being right next to the Academy and still peaceful. Everything was clean and comfortable. Great for families, couples just having fun, and gathering etc. The Kitchen was wonderful! I am so appreciative that Yvonne shared their beautiful home with us.
Stayed 4 nights in Aug 2022

10/10 Excellent

Connie S.

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

Most excellent stay!

This house is full of history and yet is updated in a perfect way. Full of charm. Could not have found a better location. Right next to the academy and the Paca house where we had our sons wedding. Walking distance to everything!! Comfortable beds, equipped kitchen- had the groomsmen for breakfast- love the sun on the front porch in the mornings. Wonderful host who was very responsive. Clear directions for check in and out! Oh , and the 2 parking spaces?? Priceless!!!! Would love to stay here again.
Stayed 2 nights in Sep 2023

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