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

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Staircase leads to a warm and inviting interior with a fireplace and wooden door.
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel range hood, and large window.
Classic bedroom with a bed, dresser, and flat-screen TV.
Traditional building with a balcony, brick facade, and a red door, set amidst a charming garden with potted plants.
Enjoy the city view from the comfort of this room, featuring a bench, table, and large windows.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms3 bathroomsSleeps 8

Popular amenities

  • Barbecue grill
  • Washer
  • Fireplace
  • Dryer
  • Kitchen

Explore the area

Map
Annapolis, MD
  • U.S. Naval Academy
    ‪1 min walk‬
  • Annapolis City Dock
    ‪3 min walk‬
  • Navy-Marine Corps Memorial Stadium
    ‪3 min drive‬
  • Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪34 min drive‬

Room options

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About the area

Annapolis

This holiday home puts you in the heart of Annapolis, within steps of John Smith House and William Paca House. Highlights at this holiday home include a kitchen, a washing machine and a fireplace. .Home features 2.5 bathrooms, a balcony and a living room. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A TV, a coffee/tea maker and a hairdryer are also available. .With a stay at this Historic District holiday home, you'll be 0.7 km (0.4 mi) from U.S. Naval Academy.
View more Holiday homes in AnnapolisOpens in a new window

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
  • ‪Starbucks - ‬6 min walk
  • ‪O'Brien's Annapolis' Original Steakhouse - ‬6 min walk
  • ‪Chick & Ruth's Delly - ‬6 min walk
  • ‪Mc Garvey's Saloon - ‬5 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.

Property manager

Yvonne and Les Dedrickson

Languages

English

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  • Washer
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Property amenities

Internet

  • Available in the house: WiFi

Parking and transport

  • Car not required
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Fireplace
  • Living room

Entertainment

  • Books
  • Games
  • Stereo
  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre
  • Near a hospital
  • Near the marina

Things to do

  • Motor boating nearby
  • Sailing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 2,335 square feet

Policies

Check-in

Contactless check-in and check-out are available
Minimum check-in age - 21

Check-out

Check-out before 11:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector and a deadbolt lock in all accommodation.

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

Property is also known as

Charming Historic Home Two Off-street Parking Places House
Charming Historic Annapolis Home Two Off-street Parking Places
Charming Historic Home Two Off-street Parking Places House
Charming Historic Annapolis Home Two Off-street Parking Places
Charming Historic Home Two Off-street Parking Places

Frequently asked questions

Are there any beaches close to Charming Historic Annapolis Home With Two Off-street Parking Places!?

The closest beach to Charming Historic Annapolis Home With Two Off-street Parking Places! is Bay Ridge Beach (4.4 km).

Does Charming Historic Annapolis Home With Two Off-street Parking Places! have a pool?

No, this holiday home doesn't have a pool.

Is there a free airport shuttle available at Charming Historic Annapolis Home With Two Off-street Parking Places!?

No, Charming Historic Annapolis Home With Two Off-street Parking Places! does not offer an airport shuttle service.

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

Check-out time is 11:00 AM.

Are pets allowed at Charming Historic Annapolis Home With Two Off-street Parking Places!?

No, pets are not allowed.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 184 out of 187 reviews
Rating 8 - Good. 3 out of 187 reviews
Rating 6 - Okay. 0 out of 187 reviews
Rating 4 - Poor. 0 out of 187 reviews
Rating 2 - Terrible. 0 out of 187 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Natalie W.

Liked: Cleanliness

A wonderful stay near USNA

This location was perfect for us. We took our son to USNA, along with family, and this house was very convenient to the yard and downtown Annapolis. House was very well stocked and the beds were cozy. It was very easy to communicate with the host who went above and beyond and helped us secure lawn chairs for a picnic. Highly recommend and will stay here again.
Stayed 5 nights in Jun 2025

10/10 Excellent

Christopher H.

Liked: Cleanliness
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

10/10 Excellent

Brad B.

Liked: Cleanliness

Great location

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

10/10 Excellent

Nicole R.

Liked: Cleanliness

Wonderful home in Annapolis!

This house is truly incredible. There is so much room within the house for people to hang out, whether they want to be alone or in a group. The rooms were all very spacious and the kitchen is incredible. You can’t beat the location with the ability to walk to so many restaurants and cute stores. The owner is extremely responsive and kind.The only note I’ll leave that I wish I would have known before renting was that the floors are very squeaky!! By no means do I mean that in a negative way, as these floors are original to the home and absolutely beautiful, but having a young child there made moving around the bedroom difficult once they were asleep! I highly recommend this property and would absolutely stay again.
Stayed 3 nights in May 2025

10/10 Excellent

patrick m., Oxford, MS

Liked: Cleanliness

Wedding

We had a Great stay for my son’s wedding Class 2018. We had rented for Class 2024 graduation last year - so we decided to come back. Great house - great owner - hope to be back soonGod Bless
Stayed 3 nights in May 2025

10/10 Excellent

John M.

Liked: Cleanliness

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

Susanne J.

Liked: Cleanliness

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

Popi M.

Liked: Cleanliness
Stayed 2 nights in Oct 2024

10/10 Excellent

Jeffrey T.

Liked: Cleanliness

Great Location for Academy Events

Right outside Gate1. Easy walking distance to the academy, downtown Annapolis and N-MC Stadium. Hosts were extremely easy to work with and very responsive to any and all questions. One of the better VRBO experiences!
Stayed 2 nights in Oct 2024

10/10 Excellent

Peter P.

Liked: Cleanliness

Booth team for Sailing boat show

Great stay, as space was great to let people work around. Bedrooms were large. Great to have two car parking spots in town and been able to walk to he show.
Stayed 3 nights in Oct 2024

10/10 Excellent

Chris J.

Liked: Cleanliness

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

Alison D.

Liked: Cleanliness

Perfect Stay

We had a family wedding in Annapolis, so several family members stayed at this wonderful home. The house and location exceeded our expectations- the pictures don’t do it justice. We were walking distance to great shops, restaurants, and the Naval Academy. Additionally, the host was extremely accommodating when I requested a change to our reservations. I highly recommend everything about this wonderful home and amazing host.
Stayed 3 nights in Sep 2024

10/10 Excellent

Jennifer W.

Liked: Cleanliness

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

Reed M.

Liked: Cleanliness

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

patrick m., Oxford, MS

Liked: Cleanliness

Special

Stayed 8 nights in May 2024

10/10 Excellent

Carl O.

Liked: Cleanliness

Wedding weekend

Perfect place for extended family to gather for a wedding weekend in Annapolis! Great location!
Stayed 2 nights in Jun 2024

10/10 Excellent

Kelley H.

Liked: Cleanliness

Awesome house and location

This is a great house and a perfect location near the Naval Academy! My youth enjoyed the attic space. Would recommend this house to anyone visiting.
Stayed 3 nights in Jun 2024

10/10 Excellent

Eileen L.

Liked: Cleanliness

Perfect Annapolis home.

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

10/10 Excellent

Jamie M.

Liked: Cleanliness

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

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

Pat B., Washington DC

Liked: Cleanliness

Beautiful, spacious home for family wedding

We stayed the weekend for my daughter's wedding at the Paca House. This home was minutes from both the Paca House and downtown restaurants and bars. The home was spacious and well decorated with all of the needed amenities. I wish we could have used the 2nd floor deck more but unfortunately it was a rainy weekend. We would definitely stay here again.
Stayed 2 nights in May 2024

10/10 Excellent

Tim S.

Liked: Cleanliness

Wonderful home

It’s a wonderful home well taken care of in the perfect location
Stayed 2 nights in Apr 2024

10/10 Excellent

Ryan Z.

Liked: Cleanliness

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

Carrie E.

Liked: Cleanliness

Historic Charmer

What a wonderful stay in a beautifully appointed home for the Military Bowl game. The home is located within walking distance of many shops and restaurants and was perfect for our short stay. Two parking spaces made it so convenient. We will stay there again if ever in Annapolis.
Stayed 2 nights in Dec 2023

10/10 Excellent

Erica D., Alexandria, Virginia

Liked: Cleanliness

USNA Football

We love this home. I rent it as often as I can for home games. It is an excellent location. the owners respond immediately and I love the historic home.
Stayed 2 nights in Nov 2023