Entire home
Timeless Charm Meets Modern Comfort
Photo gallery for Timeless Charm Meets Modern Comfort





Reviews
10 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 61200 sq ft
Popular amenities
Rooms & beds
3 bedrooms (sleeps 6)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
2 Single Beds
2 bathrooms, 1 half bathroom
Bathroom 1
Bathroom 2
Bathroom 3
Spaces
Deck or patio
Kitchen
Dining area
About this property
Timeless Charm Meets Modern Comfort
This charming 3-bedroom, 2.5 bath historic duplex in downtown Annapolis offers a perfect blend of timeless character and modern amenities. Featuring hardwood floors, classic architectural details, and an updated kitchen and bathrooms, the home is within walking distance of Annapolis' vibrant waterfront, shops, and restaurants. Enjoy the convenience of city living while embracing the rich history and charm of this well-preserved gem. Ideal for those seeking comfort and style in a prime location.
Why guests love staying at 215 Prince George Street:
☼ Historic home right in the heart of downtown Annapolis with tons of charm upgraded features, ideal for families, romantic getaways, or a group of friends visiting historic Annapolis, USNA, and other tourist sites
☼ Centrally located in downtown Annapolis, on historic Prince George Street
☼ Three bedrooms: Primary: king bed; Guest 1: 1 queen bed; Guest 2: 2 twin beds
☼ Two and a half bathrooms: Primary suite has a private bathroom with a walk-in shower; hall bathroom has a tub-shower combo; half bath on the main living level
☼ Kitchen with all major appliances, a drip coffee maker, kitchen supplies and tools and more
☼ Comfortable living room for watching movies and playing games
☼ Private outdoor space - fully fenced with outdoor dining and a gas grill
☼ Smart TV in the living room
☼ Fresh linens, towels, toiletries & essentials provided
☼ Professionally cleaned before each visit
Look no further than this historic home in downtown Annapolis!
Please note that there is no assigned parking for this property. Guests are encouraged to park in nearby public parking garages overnight. There is short-term hourly parking on Prince George Street.
Please note that parts of this home date back to 1775! So there are some charming quirks that you won't find in new builds, like a low ceiling clearance on the stairs, a step up into the primary suite, a step down and then up in the bedroom hallway, and smaller sinks in some of the bathrooms. It's truly a unique experience!
We’ll follow up with a short online registration once you book. It’s fast, simple, and helps us prepare for your visit.
For extra flexibility, consider adding trip insurance for a nominal fee. It can cover you if you need to cancel at the last minute.
215 Prince George Street is managed by a small, female-owned business. We're committed to making sure all of our guests feel welcome and have the best trip ever. Book your trip with confidence that not only will this property be amazing, but the service and attention you get will be, too.
Why guests love staying at 215 Prince George Street:
☼ Historic home right in the heart of downtown Annapolis with tons of charm upgraded features, ideal for families, romantic getaways, or a group of friends visiting historic Annapolis, USNA, and other tourist sites
☼ Centrally located in downtown Annapolis, on historic Prince George Street
☼ Three bedrooms: Primary: king bed; Guest 1: 1 queen bed; Guest 2: 2 twin beds
☼ Two and a half bathrooms: Primary suite has a private bathroom with a walk-in shower; hall bathroom has a tub-shower combo; half bath on the main living level
☼ Kitchen with all major appliances, a drip coffee maker, kitchen supplies and tools and more
☼ Comfortable living room for watching movies and playing games
☼ Private outdoor space - fully fenced with outdoor dining and a gas grill
☼ Smart TV in the living room
☼ Fresh linens, towels, toiletries & essentials provided
☼ Professionally cleaned before each visit
Look no further than this historic home in downtown Annapolis!
Please note that there is no assigned parking for this property. Guests are encouraged to park in nearby public parking garages overnight. There is short-term hourly parking on Prince George Street.
Please note that parts of this home date back to 1775! So there are some charming quirks that you won't find in new builds, like a low ceiling clearance on the stairs, a step up into the primary suite, a step down and then up in the bedroom hallway, and smaller sinks in some of the bathrooms. It's truly a unique experience!
We’ll follow up with a short online registration once you book. It’s fast, simple, and helps us prepare for your visit.
For extra flexibility, consider adding trip insurance for a nominal fee. It can cover you if you need to cancel at the last minute.
215 Prince George Street is managed by a small, female-owned business. We're committed to making sure all of our guests feel welcome and have the best trip ever. Book your trip with confidence that not only will this property be amazing, but the service and attention you get will be, too.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

Charming Renovated Historic Home Downtown wParking
Charming Renovated Historic Home Downtown wParking
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
9.8 out of 10, Exceptional, (267 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets 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, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Annapolis
Located in Annapolis, this holiday home is in the city centre. Hammond-Harwood House and Thurgood Marshall Memorial are local landmarks, and travellers looking to shop may want to visit Annapolis City Dock and Bay Bridge Market Place Shopping Center. French Soldiers Monument and Maryland Hall for Creative Arts are also worth visiting.

Annapolis, MD
What's nearby
- William Paca House - 2 min walk - 0.2 km
- Annapolis City Dock - 3 min walk - 0.3 km
- Maryland State House - 3 min walk - 0.3 km
- Hammond-Harwood House - 3 min walk - 0.3 km
- U.S. Naval Academy - 3 min walk - 0.3 km
Getting around
Restaurants
- Starbucks - 6 min walk
- O'Brien's Oyster Bar & Seafood Tavern - 6 min walk
- Buddy's Crabs & Ribs - 6 min walk
- Annapolis Market House - 4 min walk
- Chick & Ruth's Delly - 5 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
9.6/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
18 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Jul 2025
10/10 Excellent
Mary Beth H.
22 Aug, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Mary Beth H.
Stayed 4 nights in Aug 2025
10/10 Excellent
Karen J.
14 Feb, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Karen J.
Stayed 3 nights in Feb 2026
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Natalie W.
28 Oct, 2025
215 Prince George
Natalie W.
10/10 Excellent
Courtney G.
3 Nov, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Courtney G.
Stayed 6 nights in Oct 2025
About the host
Hosted by The House Kee, LLC
Languages:
English
Premier Host
They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback




























