Entire home
Charming Downtown Annapolis. Stroll to all the Historic District has to offer.
Photo gallery for Charming Downtown Annapolis. Stroll to all the Historic District has to offer.





Reviews
10 out of 10
Exceptional
Entire home
1 bedroom1 bathroomSleeps 577 sq m
Popular amenities
Explore the area

Annapolis, MD
- Place, Maryland Hall for Creative Arts‪5 min walk‬
- Place, Navy-Marine Corps Memorial Stadium‪17 min walk‬
- Place, U.S. Naval Academy‪5 min drive‬
- Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)‪37 min drive‬
Room options
About the area
About this property
Similar properties

Flag House Inn
Historic District
Flag House Inn
- Breakfast included
- Free Wi-Fi
- Air-conditioning
- Parking available
4.6 out of 5, Wonderful, 94 reviews
The price is NZ$440
includes taxes & fees
1 July - 2 July
Property amenities
Policies
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
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.
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 and a smoke detector in all accommodation.
Frequently asked questions
Charming Downtown Annapolis. Stroll to all the Historic District has to offer. Reviews
Reviews
10
Exceptional
10/10
Cleanliness
10/10
Amenities
10/10
Property conditions & facilities
Reviews
Verified
20 Jan 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Nov 2025
Verified
10/10 Excellent
Brian F.
16 Feb 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Brian F.
Stayed 3 nights in Feb 2026
Verified
10/10 Excellent
Sarah D.
19 Oct 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Sarah D.
Stayed 2 nights in Oct 2025
Verified
10/10 Excellent
Brian
3 Nov 2025
Liked: Cleanliness, amenities, property conditions & facilities, communication
Brian
Stayed 2 nights in Oct 2025
Verified
10/10 Excellent
Jessica B.
25 Jan 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Jessica B.
Stayed 2 nights in Jan 2026
Verified
10/10 Excellent
Jeff J.
8 Feb 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Jeff J.
Stayed 2 nights in Feb 2026
Verified
10/10 Excellent
colleen b.
19 Sept 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
colleen b.
Stayed 3 nights in Sep 2025
Verified
10/10 Excellent
Kathy L.
15 Mar 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Kathy L.
Stayed 2 nights in Mar 2026
Verified
10/10 Excellent
Christine T.
30 Jun 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything we could possibly want and more
Christine T.
Stayed 4 nights in Jun 2025
Verified
10/10 Excellent
german
6 Jul 2025
Liked: Cleanliness, property conditions & facilities
german
Stayed 4 nights in Jul 2025
Verified
10/10 Excellent
Michele N.
29 May 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay in Annapolis!
Michele N.
Stayed 10 nights in May 2025
Verified
10/10 Excellent
Steven M.
17 Oct 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing place!
Steven M.
Stayed 2 nights in Oct 2024
Verified
10/10 Excellent
Erin B.
19 Aug 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Erin B.
Stayed 4 nights in Aug 2025
Verified
10/10 Excellent
Sam M.
24 Apr 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Parents’ Weekend Away
Sam M.
Stayed 2 nights in Apr 2025
Verified
10/10 Excellent
Frank R.
29 Dec 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Cute place, great location, fun town
Frank R.
Stayed 2 nights in Dec 2024
Verified
10/10 Excellent
Phil C.
20 Jun 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing weekend!
Phil C.
Stayed 2 nights in Jun 2025
Verified
10/10 Excellent
Cocolita M.
29 Sept 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Stay in Annapolis
Cocolita M.
Stayed 2 nights in Sep 2024
Verified
10/10 Excellent
Amy C.
9 Jun 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amy C.
Stayed 4 nights in Jun 2025
Verified
10/10 Excellent
William E.
18 Oct 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place, great location, great stay.
William E.
Stayed 3 nights in Oct 2024
Verified
8/10 Good
Jeanette S.
13 May 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Annapolis Comfort
Jeanette S.
Stayed 4 nights in Apr 2025
Verified
10/10 Excellent
Missy F.
16 Dec 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Missy F.
Stayed 2 nights in Dec 2025
Verified
10/10 Excellent
Donald E.
18 Dec 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Annapolis 1BR House
Donald E.
Stayed 3 nights in Dec 2024
Verified
10/10 Excellent
Carl B.
12 Oct 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy


Carl B.
Stayed 7 nights in Sep 2025
Verified
10/10 Excellent
Brad S.
5 Nov 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Weekend
Brad S.
Stayed 2 nights in Nov 2024
Verified
10/10 Excellent
Katie J.
24 Jun 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Charming!
Katie J.
Stayed 2 nights in Jun 2025
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