But don't worry, we're on call to make sure your stay goes smoothly.But don't worry, we're on call to make sure your stay goes smoothly.
5 bedrooms2 bathroomsSleeps 12
Popular amenities
Onsite parking available
Pet-friendly
Kitchen
Washer
Air conditioning
Barbecue grill
Explore the area
Annapolis, MD
Maryland Hall for Creative Arts
Place, Maryland Hall for Creative Arts
16 min walk
Navy-Marine Corps Memorial Stadium
Place, Navy-Marine Corps Memorial Stadium
5 min drive
Maryland State House
Place, Maryland State House
6 min drive
Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
35 min drive
Rooms & beds
5 bedrooms (sleeps 12)
2nd Floor Gray Guestroom
1 King Bed
2nd Floor Pink Family Guestroom
2 Twin Beds and 1 King Bed
2nd Floor Tan Guestroom
1 King Bed
Main Floor Anchor
1 King Bed
Main Floor Black & White
1 King Bed
2 bathrooms
2nd Floor Full Bath
Bathtub or shower · Toilet
Main Floor Full
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Number of living rooms
About this property
Historic Charm Meets Walkable Convenience in the Heart of Annapolis with Parking
Experience the Difference: Professionally Managed by iTrip Annapolis
Welcome to your Annapolis getaway! Situated on an expansive and rare 1/2 acre homesite, this beautifully preserved home blends historic charm with modern amenities—perfect for families, friend groups, or Navy families visiting town.
Inside, the main level features two spacious king bedrooms, a full bath, a sun-filled living room, and a delightful four-seasons sunroom—ideal for morning coffee, evening wine, or movie nights on the big-screen TV.
Upstairs, you'll find three additional bedrooms, including a generous combo guest room (with an additional sitting room/bedroom). There’s also a shared full bath and a full laundry room. The entire home has recently been updated to include a modern HVAC system with mini splits and remotes in each bedroom and gathering space.
Family Pink King Bedroom: King bed + Twin plus Twin Trundle
Tan & White Guestroom: King bed
Gray Guestroom: King bed
Full bath in the Second Floor Hallway
Main Floor
Black & White Guestroom: King bed
Anchor Guestroom 2: King bed
Shared full bath on the Main Floor hallway
Home Highlights:
Fully equipped kitchen with stainless steel appliances
Multiple hangout spaces with Flatscreen TVs: Living room, and Four-seasons sunroom with flatscreen Smart TV
High-speed WiFi + 3 large Smart TVs
Driveway parking for multiple vehicles
Washer/dryer for guest use
Luxury linens + complimentary starter toiletries and paper products
Dog-friendly (with $150 non-refundable pet fee per pet)
Location - Walkable to it all!
Navy-Marine Corps Memorial Stadium – 0.7 miles
U.S. Naval Academy – 1.8 miles
Downtown Annapolis shops & restaurants – 1 mile
Washington, D.C. – 32 miles
Baltimore – 31 miles
Skip the parking hassles and walk to parades, festivals, farmers markets, waterfront events, and cozy cafes. You’ll love being in the heart of it all—without ever needing your car.
House Rules:
Primary renter must be 25+
No parties, smoking, or events
Quiet hours must be observed
Check-in: 4:00 PM | Check-out: 11:00 AM
Our prices include all fees. No hidden fees.
Add dates for prices
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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
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
About the neighborhood
Annapolis
Homewood, a neighborhood in Annapolis, is home to this vacation home. Chesapeake Bay Bridge and The Kunta Kinte Alex Haley Memorial are local landmarks, and some of the area's attractions include Maryland Hall for Creative Arts and Helen Avalynne Tawes Garden. Looking to enjoy an event or a game while in town? See what's happening at Navy-Marine Corps Memorial Stadium or Tose Family Tennis Center.
Maryland Hall for Creative Arts - 16 min walk - 1.4 km
Navy-Marine Corps Memorial Stadium - 5 min drive - 3.2 km
Helen Avalynne Tawes Garden - 5 min drive - 3.2 km
Maryland State House - 6 min drive - 2.5 km
Spa Creek - 6 min drive - 2.8 km
Getting around
Odenton Station - 19 min drive
Fort Meade, MD (FME-Tipton) - 31 min drive
Restaurants
McDonald's - 16 min walk
Wendy's - 16 min walk
Shika Sushi & Ramen - 16 min walk
Taco Bell - 9 min walk
Burger King - 16 min walk
Frequently asked questions
Is Historic Charm Meets Walkable Convenience in the Heart of Annapolis with Parking pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at Historic Charm Meets Walkable Convenience in the Heart of Annapolis with Parking?
As of May 11, 2026, prices found for a 1-night stay for 2 adults at Historic Charm Meets Walkable Convenience in the Heart of Annapolis with Parking on Aug 17, 2026 start from $773, 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?
Onsite parking is available at the property.
What time is check-in at Historic Charm Meets Walkable Convenience in the Heart of Annapolis with Parking?
Check-in begins at 4:00 PM.
What time is check-out at Historic Charm Meets Walkable Convenience in the Heart of Annapolis with Parking?
Check-out is at 11:00 AM.
Where is Historic Charm Meets Walkable Convenience in the Heart of Annapolis with Parking located?
Located in Homewood, this vacation home is within 1 mi (2 km) of Maryland Hall for Creative Arts, Ballet Theater of Maryland, and Navy-Marine Corps Memorial Stadium. Helen Avalynne Tawes Garden and Annapolis Civil Rights Plaque are also within 1 mi (2 km).
About the host
Hosted by iTrip Vacations Annapolis - Sean Degnan
Languages:
English
Premier Host
They consistently provide great experiences for their guests