Heart of Annapolis.With a stay at this Historic District vacation home, you'll be steps from Maynard-Burgess House and Ellen O. Moyer Nature Park at Back Creek. Maryland Federation of Art and Maryland State House are also within half a mile (1 km).
O'Brien's Oyster Bar & Seafood Tavern - 4 min walk
Buddy's Crabs & Ribs - 4 min walk
Annapolis Market House - 6 min walk
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Spacious Historic Home with Private Parking in the Heart of Downtown Annapolis
Experience the Difference: Professionally Managed by iTrip Annapolis
Elegant Historic Home with Private Parking in the Heart of Downtown Annapolis
Welcome to your beautifully restored retreat—once two separate homes, now thoughtfully combined into one expansive and stylish residence in the heart of Historic Annapolis. Enjoy the rare convenience of two private and secure parking spaces, and settle into a home that blends character, comfort, and location.
Main Living Spaces
On the main floor, guests will find multiple areas to relax and gather:
Formal dining room for celebratory meals
Comfortable living room perfect for conversation or quiet moments
Open-concept kitchen and family room with ample seating and direct access to the covered patio and fenced-in backyard
Step outside to a covered patio with lounge furniture, and enjoy evenings in your private backyard oasis, complete with stone pavers and a charming front porch swing.
King Suite (2nd Floor): King bed, oversized en-suite bath with jacuzzi tub, walk-in shower, dual vanities, and a custom walk-in closet
Queen Bedroom (2nd Floor): Queen bed, shares access to a full hall bath
Bunk Room (2nd Floor): Twin over Full bunk bed, full-size crib, and shared full hall bath
Home Highlights
Gourmet kitchen with generous prep space and modern appliances
Two secure parking spaces (The garage height has 7 foot clearance; width may limit larger SUVs)
Dining table seats 10–12—ideal for large family meals or entertaining
Surround sound speakers for immersive music and movie nights
Smart TVs and high-speed WiFi
Full laundry room with 2nd full-size refrigerator washer, dryer, drying racks, and storage
Luxury linens and starter toiletries provided for a boutique-level experience
Keyless entry for seamless and secure check-in
Location, Location, Location
Annapolis Harbor & Main Street – 3 blocks away
U.S. Naval Academy – 10-minute walk
Restaurants, boutiques, and bars – All within a 5-minute stroll
Washington, DC – 30 miles | Baltimore – 25 miles
No parties or smoking permitted.
Quiet hours must be observed to respect the neighborhood.
Check-in: 4:00 PM | Check-out: 11:00 AM
Whether you’re here to explore Annapolis’ historic charm, celebrate with friends, or attend a Naval Academy event, this spacious and well-appointed home is the perfect downtown base.
Similar properties
Historic Annapolis Retreat – Steps from the Statehouse & City Dock with Parking and Private Patio
Historic Annapolis Retreat – Steps from the Statehouse & City Dock with Parking and Private Patio
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)
General
Unit size: 2,370 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25
Check-out
Check-out before 11:00 AM
Contactless check-out available
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
Pets
Pets are welcome
Service animals are exempt from fees
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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.
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.
Property is also known as
16251
Frequently asked questions
How close is Spacious Historic Home with Private Parking in the Heart of Downtown Annapolis to the airport?
This vacation home is 21.1 mi (35-min drive) away from the Fort Meade, MD (FME-Tipton) airport, the closest popular airport to the property.
Does Spacious Historic Home with Private Parking in the Heart of Downtown Annapolis have an airport shuttle?
Airport shuttle services are not available at this vacation home.
How close is Spacious Historic Home with Private Parking in the Heart of Downtown Annapolis to the beach?
This vacation home is 3.8 mi (9-min drive) from Carrs Beach and 4.1 mi (17-min drive) from Sparrows Beach. Don't forget your sunscreen!
Does Spacious Historic Home with Private Parking in the Heart of Downtown Annapolis offer free breakfast?
This vacation home does not offer free breakfast.
Is there a casino at Spacious Historic Home with Private Parking in the Heart of Downtown Annapolis?
No, there is no casino at this vacation home.
What time is check-in at Spacious Historic Home with Private Parking in the Heart of Downtown Annapolis?
Check-in begins at 4:00 PM.
Is there free parking at Spacious Historic Home with Private Parking in the Heart of Downtown Annapolis?
Free parking is not available at this vacation home.
Does Spacious Historic Home with Private Parking in the Heart of Downtown Annapolis have a pool?
This vacation home does not have a pool.
Does Spacious Historic Home with Private Parking in the Heart of Downtown Annapolis have a spa?
There are no spa services available at this vacation home.
How close is Spacious Historic Home with Private Parking in the Heart of Downtown Annapolis to downtown Annapolis?
This vacation home is 0.2 mi away from Annapolis.
Spacious Historic Home with Private Parking in the Heart of Downtown Annapolis Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers 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.
Rating 10 - Excellent. 5 out of 5 reviews
10 - Excellent
5
Rating 8 - Good. 0 out of 5 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 5 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 5 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 5 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
Rebecca F.
Dec 30, 2025
Liked: Cleanliness
We had a wonderful week-long stay over Christmas. The house is exactly as pictured and is both comfortable and well-appointed. The location cannot be beat as it’s within walking distance to all points of interest. Just a note that the crib pictured is for newborns and not a standard size, as described (we were traveling w both a newborn and a toddler). Looking forward to returning to Annapolis soon!
Rebecca F.
Stayed 8 nights in Dec 2025
10/10 Excellent
nick g.
Nov 3, 2025
Liked: Cleanliness
House was very clean, well appointed. Amazing location!
nick g.
Stayed 2 nights in Oct 2025
10/10 Excellent
Kim M.
Sep 30, 2025
Liked: Cleanliness
We had an amazing stay. We had teens and grandparents with us. The ladies location and the parking space made enjoying the area so convenient. We definitely will book again in the future!
Kim M.
Stayed 2 nights in Sep 2025
10/10 Excellent
Elizabeth B.
Aug 29, 2025
Liked: Cleanliness
Excellent property- everything is super clean. There is plenty of room to spread out and furniture is super comfortable. The two parking spaces are a definite plus. We loved the porch swing and cozy back porch. The location is excellent- it’s an easy walk to explore Annapolis.