Close to U.S. Naval Academy, Spacious Historic Home with Private Parking in the Heart of Downtown Annapolis provides amenities such as laundry facilities. Guests can connect to free in-room WiFi.
Reviews
1010 out of 10
Exceptional
Entire home
3 bedrooms3 bathrooms220 sq m
Popular amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free Wi-Fi
Air-conditioning
Add dates for prices
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
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.
Property amenities
Internet
Available in the house: Free WiFi
Parking and transport
Parking on site
Kitchen
Coffee/tea maker
Dishwasher
Hob
Ice maker
Microwave
Oven
Refrigerator
Toaster
Dining
Dining table
Bedrooms
3 bedrooms
Bathroom
2.5 bathrooms
Bathtub or shower
Hair dryer
Jetted bathtub
Shampoo
Shower
Living spaces
Dining table
Fireplace
Living room
Entertainment
TV
Outdoor areas
Barbecue grill
Patio
Laundry
Laundry facilities
Washing machine
Comfort
Air conditioning
Heating
Pets
Pet friendly
Suitability/Accessibility
No lift
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
In the city centre
Safety features
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
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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 allowed
Service animals are welcome, and 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
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
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
We should mention
This property does not have any lifts
About the area
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. Visit our Annapolis travel guide
Is Spacious Historic Home with Private Parking in the Heart of Downtown Annapolis pet-friendly?
Yes, pets are allowed at this property.
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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Spacious Historic Home with Private Parking in the Heart of Downtown Annapolis Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers 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.
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!
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.
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
From a partner site
10/10 Excellent
Suma R.
15 Aug 2025
PERFECT BLEND OF LUXURY, LOCATION AND COMFORT
If you're looking for the perfect home base in Annapolis, this vacation home will not disappoint. It is definitely just a 10-minute walk from the U.S. Naval Academy (we probably walked back and forth 10-15 times) and only a couple of blocks from the harbor and the heart of historic Annapolis - restaurants, stores, Starbucks and delis were less than a five-minute walk away.
Inside, the home has been very thoughtfully and elegantly updated and is luxuriously warm and welcoming. We loved all the little coastal themed details and décor. I am a germaphobe and can attest that this place was spotless (linens, couches, floors, countertops…everything) and you can tell the host puts so much care into the space as soon as you walk through the door.
Seven to eight people can stay very comfortably and there are multiple gathering areas and lots of space for everyone to spread out. There is also a huge dining table for family dinners and board games. The street is quiet with no road noise and the couches and beds are super comfortable.
The kitchen is spacious with all the appliances and kitchen gadgets you would need to cook and serve a meal. There is also a grill outside (which, we never got to use this visit) and covered patio where you can also hang out.
Checking in: The instructions were clear and straightforward and we entered by punching in a code – was a breeze. The host was quick to respond to any questions I had.
Parking: We only used one of the two parking spots and we had no problem driving our minivan (Toyota Sienna) through the garage doors.
Wifi – Was superfast and reliable (our teen would have let us know the very first minute if there was an issue).
Overall, this home is the perfect blend of luxury, location, and comfort: Ideal for families or groups vacationing in Annapolis or visiting the Naval Academy or just looking for a great downtown location that is walking distance to everything and has parking. Highly recommend!
But the best testament we can give is that we have booked another stay here in August when we return for an event.