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
Main level extra large laundry room with 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.
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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 Historic District, a neighbourhood in Annapolis, this holiday home is near a water park. Annapolis City Dock and Bay Bridge Market Place Shopping Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Jonas Green State Park and Sandy Point State Park. French Soldiers Monument and Maryland Hall for Creative Arts are also worth visiting.
O'Brien's Oyster Bar & Seafood Tavern - 4 min walk
Annapolis Market House - 6 min walk
Frequently asked questions
Is Spacious Historic Home with Private Parking in the Heart of Downtown Annapolis pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at Spacious Historic Home with Private Parking in the Heart of Downtown Annapolis?
As of 19 May 2026, prices found for a 1-night stay for 2 adults at Spacious Historic Home with Private Parking in the Heart of Downtown Annapolis on 14 August 2026 start from NZ$1,432, 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 Spacious Historic Home with Private Parking in the Heart of Downtown Annapolis?
On-site parking is available at the property.
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.
What time is check-out at Spacious Historic Home with Private Parking in the Heart of Downtown Annapolis?
Checkout is at 11:00 AM.
Where is Spacious Historic Home with Private Parking in the Heart of Downtown Annapolis located?
Located in Historic District, this holiday home is within a 10-minute walk of Maynard-Burgess House and U.S. Naval Academy. Ellen O. Moyer Nature Park at Back Creek and Maryland Federation of Art are just steps away.
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