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Charming Annapolis Victorian

Family-friendly holiday home with kitchen, near U.S. Naval Academy

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Terrace/patio - Charming Annapolis Victorian (Annapolis)
Fridge, microwave, oven, stovetop - Charming Annapolis Victorian (Annapolis)
6 bedrooms, desk, iron/ironing board, travel cot - Charming Annapolis Victorian (Annapolis)
Games room - Charming Annapolis Victorian (Annapolis)
Dining - Charming Annapolis Victorian (Annapolis)
In downtown Annapolis, this historic home offers the perfect blend of comfort and convenience. Unwind in the library, shoot some pool, or relax on the wrap-around porch with a beautiful backyard view.

Reviews

10 out of 10
Exceptional

Entire home

6 bedrooms5 bathrooms

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

Add dates for prices

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 Annapolis Victorian

This is a beautiful historic property within walking distance of downtown Annapolis and the Navy-Marine Corps Stadium. With six bedrooms (three queen beds, two fulls and two twins) the house comfortably sleeps up to 12. Additional rooms include a pool table room, dining room, large kitchen, library and comfortable family room. The large back yard and beautiful wrap around porch are perfect for anyone looking for a little outdoor time, or for energetic kids!

The convenience of this house cannot be overstated: an easy walk towards downtown you will find Carpaccio's Italian Restaurant, Ms. Shirley's Café, and the Annapolis Westin Hotel where the FREE Annapolis Circulator Trolley will pick you up and take you around the town. Additionally, the nearest grocery store is only a mile and a half away, and within two blocks of the house are a convenience store, a liquor store, and 'Paul's Homewood Cafe' on West Street! In short: if you need it, you can walk to it!

We have spent many years serving our country and are happy to call Annapolis our final port of call. Please note that this is our lived-in family home, not an investment property.

**USNA Commissioning Week stay requires a 7 night minimum (Sat-Sat or Sun-Sun).

When you make your initial inquiry, please tell us something about yourself and the other guests with whom you will be traveling.

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Car recommended
  • Parking on site

Kitchen

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

Bedrooms

  • 6 bedrooms
  • Bedsheets provided

Bathroom

  • 4.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Jetted bathtub
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Books
  • DVD player
  • Games
  • Music library
  • Stereo
  • TV with cable/satellite channels
  • Video games
  • Video library

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 3 steps to reach entrance
  • Area rugs in public areas
  • Hardwood flooring in public areas
  • Upper floors accessible by stairs only
  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

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

Things to do

  • Billiards/pool table
  • Foosball table
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Motor boating nearby
  • Sailing nearby
  • Swimming nearby
  • Water skiing 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

General

  • Garden

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  • Washing machine
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Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age - 30

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Please see fill out the check-out sheet in the binder.
Failure to complete these may result in a negative review from the host.

Rules

There is a 7 night minimum for USNA Commissioning Week. The rate is $9500
City of Annapolis quiet hours are 10pm - 7am. Please ensure that you and your guests respect these hours.
Guest is required to answer a series of questions via inbox within 24 hours of booking being accepted

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

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
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
Property Registration Number STR142050

We should mention

This property does not have any lifts
A car is recommended for transport to and from this property

Property is also known as

House
Charming Annapolis Victorian Annapolis
Charming Annapolis Victorian Private vacation home
Charming Annapolis Victorian Private vacation home Annapolis

About the area

Located in Annapolis, this holiday home is in the city centre. Maryland Hall for Creative Arts and Ballet Theater of Maryland are cultural highlights, and travellers looking to shop may want to visit Annapolis City Dock and Westfield Annapolis Mall. Travelling with kids? Consider Helen Avalynne Tawes Garden and French Soldiers Monument. Jet skiing, waterskiing and power boating offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby. Visit our Annapolis travel guide
View more Holiday homes in Annapolis
Map
Annapolis, MD

What's nearby

  • U.S. Naval Academy featuring heritage architecture, interior views and military items
    U.S. Naval Academy
    2 min drive - 1.4 km
  • Maryland State House
    Maryland State House
    3 min drive - 1.5 km
  • Maryland Hall for Creative Arts
    8 min walk - 0.7 km
  • Navy-Marine Corps Memorial Stadium
    15 min walk - 1.3 km
  • Annapolis City Dock
    4 min drive - 1.8 km

Getting around

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

Restaurants

  • Graul's Market
    2 min drive
  • Taco Bell
    20 min walk
  • Rams Head Tavern
    18 min walk
  • LeveL: a small plates lounge
    17 min walk
  • Curate
    14 min walk

Frequently asked questions

Is Charming Annapolis Victorian pet-friendly?

No, pets are not allowed at this property.

How much is parking at Charming Annapolis Victorian?

On-site parking is available at the property.

What time is check-in at Charming Annapolis Victorian?

Check-in begins at 3:00 PM.

What time is check-out at Charming Annapolis Victorian?

Checkout is at 11:00 AM.

Where is Charming Annapolis Victorian located?

Located in the centre of Annapolis, this family-friendly holiday home is within a 10-minute walk of Maryland Hall for Creative Arts and Ballet Theater of Maryland. U.S. Naval Academy is 1.7 mi (2.7 km) away.

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Charming Annapolis Victorian Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 70 out of 73 reviews
Rating 8 - Good. 3 out of 73 reviews
Rating 6 - Okay. 0 out of 73 reviews
Rating 4 - Poor. 0 out of 73 reviews
Rating 2 - Terrible. 0 out of 73 reviews

10

Cleanliness

9.8

Location

Reviews

10/10 Excellent

Jim W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property. Great location. Nice sleeping areas for our group. Well stocked kitchen, very nice living room. You won't be disappointed by staying at this home.
Stayed 3 nights in Sep 2025

8/10 Good

Carla M.

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

Great Location

Overall, a pleasant stay. It was warm since it was late June, early July, and air conditioner had a hard time keeping up at times. Great location to downtown, the water and the Navy yard. Nice to have a large backyard. The home is huge, has many amenities, great for a large family.
Stayed 7 nights in Jun 2025

10/10 Excellent

Andrew B.

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

Very nice house!

House was very clean and made us feel right at home. Close to the Naval Academy and host communicated great.
Stayed 5 nights in Aug 2024

10/10 Excellent

Sherrie M.

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

Fantastic Family Stay!

Perfect place for a large group and walking distance to downtown Annapolis. We rented for a family wedding and had 11 people. There was enough space where we never felt cramped. Very clean with nice fresh linens. The kitchen was well stocked and there is a large deck with comfortable furniture to enjoy your morning coffee or a meal.
Stayed 3 nights in Sep 2024

10/10 Excellent

Judy M.

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

Lots of space

This is ideally located for USNA reunions. Walkable to stadium, downtown Annapolis and academy grounds. Quiet neighborhood and lots of common area space for a large group. Second stay in 5 years and still loved it!
Stayed 3 nights in Oct 2023

10/10 Excellent

Virginia J.

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

USNA Commissioning Week

We highly recommend this home. It was clean, well appointed, and convenient to DTA and the Academy. The proximity to the stadium and USNA made it easy to walk to commissioining week events and enjoy Annapolis. Beautiful/quiet neighborhood, beautiful historic home, and attentive owners. we'd give it more than 5 stars if we could.
Stayed 7 nights in May 2024

10/10 Excellent

Carol M.

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

50 year reunion

We had a total of 5 couples (10 people) who were all there for a 50 year reunion at the Academy. The place was close to the Westin and the stadium. We thoroughly enjoyed ourselves. The house had everything and more!! THANK YOU!!
Stayed 4 nights in Oct 2023

10/10 Excellent

Vivian C.

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

Beautiful Home

This home was awesome. Absolutely no regrets. The host left a detail binder with information on operating procedures for appliances and TVs. All the bedrooms were immaculate. The kitchen was fully stocked not only with dishes and pan, but all types of supplies for cooking. The yard was manicured and outdoor games were available. Also dodo and indoor games as well. The gracious host also left a welcome basket.
Stayed 2 nights in Jul 2024

10/10 Excellent

Linda S.

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

Family stay

The house was perfect, and the hosts provided timely communication and a lovely welcome basket which was so kind
Stayed 2 nights in Aug 2025

10/10 Excellent

Karin S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for a 40th class reunion at USNA and a 2nd company gathering!
Stayed 3 nights in Sep 2025

10/10 Excellent

Karen C.

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

Perfect spot for a girls' weekend!

Thanks for a wonderful stay!
Stayed 2 nights in Jun 2023

10/10 Excellent

Allison V.

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

Great spot

We loved staying here with friends for a USNA reunion, and it was an easy walk to the game!
Stayed 2 nights in Oct 2022

10/10 Excellent

KAREN N., Stowe, Vermont USA

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

Perfect for our Family

Everything about Denise's property was perfect for my large family to stay together while we were in town for my nephew's wedding. It was home away from home for sure and Denise was so helpful.
Stayed 2 nights in Jun 2023

10/10 Excellent

Mary Ann T.

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

My team stayed here for the Annapolis boat show. The house was the perfect size !

Comfortable, clean and close enough to walk to the show. Perfect!
Stayed 5 nights in Oct 2022

10/10 Excellent

David D.

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

Annapolis West St.

Nice property and host was great. About 1 mile from downtown so well within walking distance of most things in Annapolis.
Stayed 2 nights in Apr 2021

10/10 Excellent

Carmine M.

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

Great Weekend

We all greatly enjoyed the home. The host was fantastic and the house was perfect for our family. I highly recommend this rental and we would do it again.
Stayed 2 nights in Jun 2021

10/10 Excellent

Jonathan A.

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

Great home in Annapolis for large groups

Homewood is a wonderful location for large groups to get together in Annapolis. Plenty of space for everyone with all the amenities you need. Topped off with great communication from the host, Denise, this place is ideal!
Stayed 2 nights in Jun 2022

10/10 Excellent

Terence G., Newport

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

Great place

House is wonderful and the hosts were just as good. Thank you.
Stayed 3 nights in Jun 2021

10/10 Excellent

walt s.

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

Annapolis charmer!

Super convenient,very close to Stadium,close to the Yard (USNA) also, just far enough out ,to avoid the crowds.Parking was great also.Super market and shopping ,were very close too!
Stayed 7 nights in May 2022

10/10 Excellent

Cullen V.

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

Wonderful wedding weekend !

This home was perfect for our group- plenty of space, comfortable beds, well equipped kitchen, and the hosts even left us a welcome basket of goodies! The spacious deck and backyard were a real plus- great wiggle ball game area!
Stayed 3 nights in Jun 2022

10/10 Excellent

Bheeshm C., Washington

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

Great experience

Beautiful home with a big backyard. Very comfortable and clean.
Stayed 2 nights in Jul 2020

10/10 Excellent

Cynthia R.

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

Perfect Family Gathering Place

Three generations stayed together for 4 nights. Everyone had very comfortable sleeping environments. Yard allowed for play for kids and relaxation for adults.
Stayed 4 nights in Jun 2022

10/10 Excellent

Susan J.

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

Annapolis beauty

We had a great time in Annapolis. We were in town for a wedding and this property allowed us to all be together. It is a lovely home with a beautiful backyard and welcoming front and back porch areas. Walkable to just about everything! Loved everything about the house!
Stayed 4 nights in Jun 2022

10/10 Excellent

Jon H.

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

Perfect for USNA reunions

Well equipped home and within walking distance (.7 mile) to Navy Marine Memorial Stadium. Denise (owner)is great and quickly responds to any issues. So much nicer than staying in a hotel!
Stayed 3 nights in Sep 2022

10/10 Excellent

Kimberly D., Hope Valley, RI - USA

Awesome!

Denise is amazing to deal with and the house is a home, not just a rental. We will rent again, next year.
Stayed 5 nights in Oct 2018