Entire home

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

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

A sunlit room with large windows, a wooden bench, and a hanging light fixture.
A modern kitchen with a central island, stainless steel appliances, and a view into the dining area.
A two-story house with a balcony, a porch, and a small garden area.
A two-story building with a balcony and a red umbrella.
A wooden staircase leading to a room with a fireplace.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Family fun awaits
    Top-rated for families.
  • 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
    Walk to Maryland State House

Popular amenities

  • Balcony
  • Barbecue grill
  • Air-conditioning
  • Refrigerator
  • Internet
  • Washing machine

Explore the area

View in a map
Annapolis, MD
  • Place, U.S. Naval Academy
    ‪1 min walk‬
  • Place, William Paca House
    ‪2 min walk‬
  • Place, Annapolis City Dock
    ‪5 min walk‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪39 min drive‬

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

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Spacious dining area with seating for 8 — perfect for family meals and gathering together
5BR, 3 King Beds, Near Downtown & USNA
Homewood
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
10.0 out of 10, Exceptional, (4 reviews)
5BR, 3 King Beds, Near Downtown & USNA

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.
View more Holiday homes in AnnapolisOpens in a new window
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
  • Annapolis City Dock - 5 min walk - 0.4 km
  • St. John's College - 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

  • ‪The Choptank - ‬6 min walk
  • ‪Starbucks - ‬6 min walk
  • ‪The Red Bean - ‬7 min walk
  • ‪Iron Rooster - ‬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.

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

Check-in begins at 4:00 PM.

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 5-minute walk of John Smith House and Annapolis City Dock. 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.
Learn moreOpens in a new window
Rating 10 - Excellent. 217 out of 222 reviews
Rating 8 - Good. 5 out of 222 reviews
Rating 6 - Okay. 0 out of 222 reviews
Rating 4 - Poor. 0 out of 222 reviews
Rating 2 - Terrible. 0 out of 222 reviews

10/10

Cleanliness

10/10

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
Super comfortable, great location.
Stayed 2 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful historic home, easy walking to anything in downtown Annapolis. We'd stay there again!
Stayed 3 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful time at this beautiful home. It was extremely close and convenient to the Academy and downtown Annapolis. Highly recommend this property.
Stayed 4 nights in Sep 2026
Response from VrboOwner on 7 Oct 2026
Thank you for your wonderful review!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location
The location was excellent, tons of room for 4 people. House was very clean and everything you needed was included.
Stayed 2 nights in Sep 2026
Response from VrboOwner on 6 Oct 2026
Thank you for the great review!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We have rented this home many times during the Annapolis Sailboat Show. It is clean, in an excellent location, has off-street parking and is very well equipped. I would highly recommend it to other VRBO guests! Excellent communication from our host, Yvonne.
Stayed 8 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous place. Great space. Loved the gorgeous kitchen. Location was amazing we walked everywhere even in 90 plus degree heat. The owners are great super responsive and kind!I highly recommend you stay here if visiting Annapolis!
Stayed 4 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house is beautiful and so comfortable. It was wonderful to be close to the water and all is the shops/ restaurants downtown. The kitchen had everything we needed and I’ve never stayed at another Vrbo property so well stocked for a visit and close to everything I wanted to see and do.
Stayed 2 nights in May 2026
Response from VrboOwner on 26 May 2026
Thank you for your great review! Please keep us in mind for future travel to Annapolis.
Verified review

10/10 Excellent

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

Great location

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

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

8/10 Good

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

Great location and comfort of home

Had a great stay. Location is awesome of course. House is comfortable like home. Great kitchen and comfy beds....loved the back deck.
Stayed 2 nights in Apr 2019
Response from VrboOwner on 27 Mar 2020
Thank you for your great review and for taking such great care of our place! Come back and stay again sometime!
Tell us how we can improve our siteShare feedback