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Historic Charm in the Heart of Annapolis w Large Private Yard & Parking

Photo gallery for Historic Charm in the Heart of Annapolis w Large Private Yard & Parking

A sunlit room with a ceiling fan, wicker furniture, a red metal table, and large windows. - Historic Charm in the Heart of Annapolis w Large Private Yard & Parking (Annapolis)
A two-story house with a front porch, a brick staircase, and an American flag. - Historic Charm in the Heart of Annapolis w Large Private Yard & Parking (Annapolis)
A dining area with a glass table, four chairs, a chandelier, a radiator, and a view through a window. - Historic Charm in the Heart of Annapolis w Large Private Yard & Parking (Annapolis)
A spacious living room with a round coffee table, two sofas, a chair, and a dining area in the background. - Historic Charm in the Heart of Annapolis w Large Private Yard & Parking (Annapolis)
A spacious dining area with a round table, four chairs, and a chandelier. - Historic Charm in the Heart of Annapolis w Large Private Yard & Parking (Annapolis)
Historic Charm in the Heart of Annapolis w Large Private Yard & Parking provides amenities, such as a firepit and laundry facilities. Guests can connect to in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning
  • Outdoor space

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About this property

Historic Charm in the Heart of Annapolis w Large Private Yard & Parking

  • Experience the Difference: Professionally Managed by iTrip Annapolis

    Welcome to The Yard, a rare ½-acre retreat just steps from Navy Stadium and minutes from Historic Downtown Annapolis.



    Welcome to your Annapolis getaway! Situated on an expansive and rare 1/2 acre homesite has one of the largest backyards you'll find this close to Downtown Annapolis. Play football, throw a Frisbee, grill dinner, gather around the fire pit, or simply enjoy room to spread out after a day exploring the city. 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

    Outside: expansive private backyard with fire pit, picnic table and grill

    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 paid prior to checkin)



    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

Similar properties

About the area

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 Tose Family Tennis Center. Visit our Annapolis travel guide
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Map
Annapolis, MD

What's nearby

  • A brick building with columns, a statue, and the words 'EQUAL JUSTICE UNDER LAW' on the facade.
    Thurgood Marshall Memorial
    6 min drive - 1.6 miles
  • A coastal town with a marina, houses, and a bridge in the distance.
    Spa Creek
    6 min drive - 1.8 miles
  • People's Brewer Hill Cemetery
    11 min walk - 0.6 miles
  • Maryland Hall for Creative Arts
    16 min walk - 0.9 miles
  • Navy-Marine Corps Memorial Stadium
    5 min drive - 2.0 miles

Getting around

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

Restaurants

  • McDonald's
    16 min walk
  • Graul's Market
    3 min drive
  • Taco Bell
    9 min walk
  • Burger King
    16 min walk
  • Wendy's
    16 min walk

Frequently asked questions

Is Historic Charm in the Heart of Annapolis w Large Private Yard & Parking pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Historic Charm in the Heart of Annapolis w Large Private Yard & Parking?

On-site parking is available at the property.

What time is check-in at Historic Charm in the Heart of Annapolis w Large Private Yard & Parking?

Check-in begins at 4:00 PM.

What time is check-out at Historic Charm in the Heart of Annapolis w Large Private Yard & Parking?

Checkout is at 11:00 AM.

Where is Historic Charm in the Heart of Annapolis w Large Private Yard & Parking located?

Located in Homewood, this holiday home is within a 15-minute walk of People's Brewer Hill Cemetery and Maryland Hall for Creative Arts. Ballet Theater of Maryland and Navy-Marine Corps Memorial Stadium are also within 1 mile (2 km).

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Reviews

Historic Charm in the Heart of Annapolis w Large Private Yard & Parking Reviews

10

Exceptional

10

Cleanliness

10

Location
Rating 10 - Excellent. 4 out of 4 reviews
Rating 8 - Good. 0 out of 4 reviews
Rating 6 - Okay. 0 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is an absolutely lovely home, conveniently situated on West Street in Annapolis - near DTA, the stadium, the Yard, and the mall. Easy and convenient parking. The home is thoughtfully restored, clean, and well prepared for guests. There is beautiful landscaping and artwork (some for sale) throughout. The beds were comfortable, and there were ample linens and towels. Despite an intense summer heat wave, the house stayed cool throughout the day.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property. Would stay again. Thank you!
Stayed 2 nights in Oct 2026
From a partner site

10/10 Excellent

Character and Charm

If you're looking for character and charm near downtown Annapolis, THIS is the place to stay! We were visiting from out of town with friends and family for our son's wedding and we loved everything about our stay. It was clean, spacious, furnished with all the necessities, plus all the extras. The king sized beds in every bedroom is definitely a plus, and we were even able to bring our little pup. It definitely felt like home! The check-in/out instructions are clear and easy to follow. We had absolutely no issues during our stay. The individual mini-split units in every room made it easy for everyone to adjust their own rooms accordingly as we had his grandparents with us as well. You're located just minutes from downtown Annapolis with loads of shops, restaurants, creameries, and our favorite, the PA Dutch Farmer's Market. We will definitely return to The Yard for future visits.
Verified review

10/10 Excellent

Stayed 4 nights in Apr 2026