Enjoy a spacious layout that gives everyone more room to relax.
Firepit available
One of the few properties with a dedicated outdoor firepit.
At the centre of it all
Stay in a top rated central location, steps from the best attractions, dining, and entertainment.
Discover nearby landmarks
Close to Maryland Hall for Creative Arts
5 bedrooms2 bathroomsSleeps 12
Popular amenities
Onsite parking available
Pet-friendly
Kitchen
Washing machine
Air-conditioning
Barbecue
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 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
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 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.
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)
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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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. 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 Alumni Hall.
Maryland Hall for Creative Arts - 16 min walk - 1.4 km
Navy-Marine Corps Memorial Stadium - 5 min drive - 3.2 km
Maryland State House - 6 min drive - 2.5 km
St. John's College - 6 min drive - 2.8 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
Taco Bell - 9 min walk
Wendy's - 16 min walk
Burger King - 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 July 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 1 September 2026 start from NZ$1,140, 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 0.5 mi (0.8 km) from People's Brewer Hill Cemetery and 1.9 mi (3.1 km) from U.S. Naval Academy. Maryland Hall for Creative Arts and Ballet Theater of Maryland are also within 1 mile (2 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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.
Jessie N.
Stayed 3 nights in Jul 2026
Response from VrboOwner on 7 July 2026
Thanks, Jessie!! We are so glad you enjoyed everything. We hope to have you back again very soon.
Sean
From a partner site
10/10 Excellent
Heidi A.
11 May 2026
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.
Heidi A.
Verified
10/10 Excellent
Kevin M.
5 June 2026
Kevin M.
Stayed 4 nights in Apr 2026
Response from VrboOwner on 5 June 2026
Thanks, Kevin! Please come back and stay with us again any time.
Sean, iTrip Annapolis
About the host
Hosted by iTrip Vacations Annapolis - Sean Degnan
Languages:
English
Premier Host
They consistently provide great experiences for their guests