Charming, Newly-Renovated Historic Row Home w Private Patio & Parking
Experience the Difference: Professionally Managed by iTrip Annapolis
Charming, Newly Renovated Historic Row Home in Downtown Annapolis
Walk everywhere in downtown Annapolis, then return home to a light-filled retreat where 1918 charm meets modern comfort. As a Naval Academy family (Go Navy!), the owners have designed this historic row home to be the perfect base for USNA families, alumni, and visitors. Tucked on a quiet side street, it offers the ideal blend of walkable convenience and peaceful relaxation.
Bright, Historic & Fully Updated; Sunlight pours through large windows, highlighting original heart-of-pine floors and clean, neutral interiors.
Recent professionally-designed updates include:
Fully modern kitchen
Beautifully updated bathrooms
Fresh interior paint
Central A/C + heat
Cozy dining & gathering spaces designed for gathering and relaxation:
The built-in banquette is perfect for morning coffee, takeout from Main Street, or game nights after a day exploring Annapolis.
Sunny front family room with comfortable seating
Brand-new custom kitchen with stainless steel appliances and generous prep space
Dining nook seating for 6 + breakfast bar for 2
Cozy living room opening to outdoor space
Private furnished deck with propane BBQ grill
Finished patio with seating around a propane fire pit
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 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. Banneker Douglass Museum and ARTFX Gallery of Fine Crafts and Arts are cultural highlights, and some of the area's attractions include French Soldiers Monument and Maryland Hall for Creative Arts. Helen Avalynne Tawes Garden and Annapolis Maritime Museum are also worth visiting.
Is Charming, Newly-Renovated Historic Row Home w Private Patio & Parking pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Charming, Newly-Renovated Historic Row Home w Private Patio & Parking?
As of 2 August 2026, prices found for a 1-night stay for 2 adults at Charming, Newly-Renovated Historic Row Home w Private Patio & Parking on 11 January 2027 start from NZ$3,560, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Charming, Newly-Renovated Historic Row Home w Private Patio & Parking?
On-site parking is available at the property.
What time is check-in at Charming, Newly-Renovated Historic Row Home w Private Patio & Parking?
Check-in begins at 4:00 PM.
What time is check-out at Charming, Newly-Renovated Historic Row Home w Private Patio & Parking?
Checkout is at 11:00 AM.
Where is Charming, Newly-Renovated Historic Row Home w Private Patio & Parking located?
Located in Historic District, this holiday home is within a 10-minute walk of Banneker Douglass Museum and Annapolis City Dock. U.S. Naval Academy is 0.6 mi (0.9 km) away.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Thanks, Jeremy! Please come back and stay with us again any time.
Sean
From a partner site
10/10 Excellent
Chris C.
20 July 2026
Perfect Place to Stay
We have rented many properties in Annapolis over the last several years and this ranks at the top of our list now. Great location, nice renovations, comfortable and cozy. We had a wonderful stay and will definitely be back. Highly recommend!
Chris C.
From a partner site
10/10 Excellent
matt s.
4 July 2026
Great Place in Annapolis!
The house is awesome. Excellent location, close to shops, City Dock area, etc. House very charming and well furnished and decorated.
Great House! Beautiful on the inside and well furnished. Excellent location that’s close and walkable for everything.
Matt S.
Stayed 2 nights in Jul 2026
Response from VrboOwner on 7 July 2026
Thanks, Matt! We appreciate you and hope to host you again very soon.
Sean
From a partner site
10/10 Excellent
Kate
3 April 2026
Wonderful Retreat
Beautiful spot! Very peaceful and airy inside, everything is updated but still offers historical charm. Spacious bedrooms and baths, fully equipped kitchen, comfortable, cozy common areas and the backyard/outdoor space is such a nice bonus. Easy walking distance to the downtown dining and shopping areas as well as the Naval Academy. Very safe and convenient location; we parked and walked everywhere. Can’t wait to stay here again!
This is a perfect property if you need to spend a long weekend in downtown Annapolis and sleep 4 - 6 people. It's a 5-minute walk to West St (restaurants, coffee shops and pubs) and a 5-minute walk to Main St (more of the same, plus shopping). We walked everywhere and loved being able to do so! The property itself is cute as a button and clean as a whistle. The kitchen and bathrooms have been expertly remodeled. The kitchen, living room, and sitting area offer great space to have 6 - 10 people for wine and appetizers. We didn't utilize the outdoor space but there is more space out back. Don't let the photos of the front elevation fool you. Once you step inside this unit, you are thrilled that you didn't spend more money on a weekend rental. This place has everything you want and need, right in the heart of downtown. Two king beds to boot, with comfortable pillows and linens. We slept great.
Stephen P.
Stayed 3 nights in Jul 2026
Response from VrboOwner on 14 July 2026
Thanks, Steve!! We appreciate you and we hope you’ll come back and stay with us again next time you’re here.