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Historic Charm Meets Walkable Convenience in the Heart of Annapolis with Parking

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Welcome to The Yard, named for both its close vicinity to the Naval Academy and the large front and back yards.
The newly-designed main level family room is one of many gathering spaces at the home.
At the center of the home is the dining room space with easy access to the kitchen, family room and sunporch.
The second floor pink bedroom is one of the five bedrooms, all with King beds and freshly-laundered linens.
Game-day entertaining can flow into the sunporch, which includes another flatscreen TV.
5 bedrooms2 bathroomsSleeps 12228.9 sq m

Popular amenities

  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Outdoor barbecue

Explore the area

View map
Annapolis, MD
  • Place, Maryland Hall for Creative Arts
    ‪14 min walk‬
  • Place, Navy-Marine Corps Memorial Stadium
    ‪17 min walk‬
  • Place, U.S. Naval Academy
    ‪4 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪29 min drive‬

Rooms & beds

5 bedrooms (sleeps 12)

2nd Floor Gray Guestroom

1 King Bed

2nd Floor Pink Family Guestroom

2 Single 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

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.



Sleeping Arrangements 5 Bedrooms, 2 Baths (Sleeps 12):

Second Floor

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

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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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

About the area

Annapolis

Homewood, a neighbourhood in Annapolis, is home to this holiday home. Dr. Aris T. Allen Memorial 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 Alumni Hall.
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Map
Annapolis, MD

What's nearby

  • Maryland Hall for Creative Arts - 14 min walk - 1.2 km
  • Navy-Marine Corps Memorial Stadium - 17 min walk - 1.5 km
  • U.S. Naval Academy - 4 min drive - 2.2 km
  • Anne Arundel Medical Center - 4 min drive - 3.2 km
  • Maryland State House - 5 min drive - 2.2 km

Getting around

  • Odenton Station - 19 min drive
  • Fort Meade, MD (FME-Tipton) - 31 min drive

Restaurants

  • ‪McDonald's - ‬16 min walk
  • ‪Taco Bell - ‬9 min walk
  • ‪Burger King - ‬16 min walk
  • ‪Wendy's - ‬16 min walk
  • ‪Shika Sushi & Ramen - ‬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 10 Apr 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 22 June 2026 start from AU$870, 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 Historic Charm Meets Walkable Convenience in the Heart of Annapolis with Parking?

On-site 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?

Checkout is at 11:00 AM.

Where is Historic Charm Meets Walkable Convenience in the Heart of Annapolis with Parking located?

Located in Homewood, this holiday home is 0.8 mi (1.2 km) from Maryland Hall for Creative Arts and 1.9 mi (3.1 km) from U.S. Naval Academy. Ballet Theater of Maryland and Navy-Marine Corps Memorial Stadium are also within 1 mile (2 km).

About the host

Hosted by iTrip Vacations Annapolis - Sean Degnan

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Languages:

English

Premier Host

They consistently provide great experiences for their guests
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