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Historic Annapolis Retreat – Steps from the Statehouse & City Dock with Parking and Private Patio

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Close to U.S. Naval Academy, Historic Annapolis Retreat – Steps from the Statehouse & City Dock with Parking and Private Patio provides amenities such as laundry facilities. Stay connected with free in-room WiFi.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathrooms121 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

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About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Historic Annapolis Retreat – Steps from the Statehouse & City Dock with Parking and Private Patio

Experience the Difference: Professionally Managed by iTrip Annapolis

In the shade of the Maryland Statehouse, this historic home has welcomed family, friends, and travelers for more than 175 years. Tucked on a quiet side street in the heart of Annapolis, the property blends timeless character with modern comfort—offering an ideal stay for guests who want both history and convenience.



Inside, you’ll find large rooms with flexible living spaces, hardwood heart pine floors, exposed brick, and original beams that tell the story of centuries past. The fully updated kitchen features granite countertops, a double oven, and custom cabinetry—perfect for preparing meals to enjoy at the dining table for six or outside on the private furnished patio. The sunny den opens directly to the fenced brick garden, creating a cozy indoor-outdoor flow.



Parking: Please note there is no parking on premises. A dedicated space is available at a nearby garage (approx. 15-minute walk). Contact us for details.



Sleeping Arrangements (3BR / 2BA / Sleeps 8):

2nd Floor King Suite: King bed, walk-in closet, en-suite Jack-and-Jill full bath with shower/tub combo

2nd Floor Queen Bedroom: Queen bed, access to Jack-and-Jill full bath

Lofted King Guestroom: King bed, privacy curtains (no door), en-suite bath with stand-up shower

Sunken Den: Sofa bed

Main Level Living Room: Sofa bed

Bathrooms are modern, including a bright upstairs bath with a vintage clawfoot tub.



Amenities & Highlights:

Private fenced patio with propane grill

Fully equipped kitchen

Dining room with seating for 6 and breakfast bar seating for 2 more

WiFi and large smart TVs

Luxury linens & complimentary starter toiletries

Washer/dryer inside the home

Contactless check-in with coded entry

Dog-Friendly: Bring your furry friend for a $150 non-refundable pet fee per pet.



Location:

U.S. Naval Academy – 2 blocks

City Dock, shops, and restaurants – 1 block

Washington, DC – 30 miles

Baltimore – 25 miles



House Rules:

Minimum age: 25 for primary renter

No smoking

Respectful of neighbors and community

Check-in: 4:00 pm | Check-out: 11:00 am



Whether you’re here for a Naval Academy event, a weekend getaway, or simply to enjoy the charm of Maryland’s capital, this historic home offers the perfect balance of elegance, comfort, and unbeatable location.

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transport

  • No on-site parking available

Kitchen

  • Coffee/tea maker
  • Dishwasher
  • Ice maker
  • Microwave
  • Refrigerator

Dining

  • Dining table

Bedrooms

  • 3 bedrooms

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower

Living spaces

  • Dining table
  • Living room

Entertainment

  • TV

Outdoor areas

  • Barbecue grill
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre

Things to do

  • Bicycle parking
  • Bicycle storage

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

  • Bicycle parking
  • Bicycle storage
  • Recycling
  • Unit size: 1,300 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

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

Property is also known as

16395

About the area

Located in Annapolis, this holiday home is in the city centre. The Colonial Players and Hammond-Harwood House are cultural highlights, and some of the area's activities can be experienced at Annapolis Harbor and Ego Alley. French Soldiers Monument and Annapolis Maritime Museum are also worth visiting. Visit our Annapolis travel guide
View more Holiday homes in Annapolis
Map
Annapolis, MD

What's nearby

  • William Paca House
    William Paca House
    2 min walk - 0.2 km
  • Maryland State House
    Maryland State House
    2 min walk - 0.2 km
  • U.S. Naval Academy featuring heritage architecture, interior views and military items
    U.S. Naval Academy
    3 min walk - 0.3 km
  • Hammond-Harwood House
    Hammond-Harwood House
    5 min walk - 0.4 km
  • Annapolis City Dock
    2 min walk - 0.2 km

Getting around

  • Odenton Station
    22 min drive
  • Fort Meade, MD (FME-Tipton)
    34 min drive

Restaurants

  • Starbucks
    4 min walk
  • O'Brien's Oyster Bar & Seafood Tavern
    4 min walk
  • Buddy's Crabs & Ribs
    4 min walk
  • Annapolis Market House
    5 min walk
  • Chick & Ruth's Delly
    3 min walk

Frequently asked questions

Is Historic Annapolis Retreat – Steps from the Statehouse & City Dock with Parking and Private Patio pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Historic Annapolis Retreat – Steps from the Statehouse & City Dock with Parking and Private Patio?

This property doesn't offer parking.

What time is check-in at Historic Annapolis Retreat – Steps from the Statehouse & City Dock with Parking and Private Patio?

Check-in begins at 4:00 PM.

What time is check-out at Historic Annapolis Retreat – Steps from the Statehouse & City Dock with Parking and Private Patio?

Checkout is at 11:00 AM.

Where is Historic Annapolis Retreat – Steps from the Statehouse & City Dock with Parking and Private Patio located?

Located in Historic District, this holiday home is within a 10-minute walk of 97, 99 and 101 East Street and U.S. Naval Academy. The Colonial Players and 48 Fleet Street are just steps away.

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Historic Annapolis Retreat – Steps from the Statehouse & City Dock with Parking and Private Patio 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.
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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

10

Cleanliness

10

Location

Reviews

This review is from a guest who booked and stayed through a partner site and can't be verified.

10/10 Excellent

Klaus S.

Great Location in heart of Annapolis

We had a great time in this historic house.

10/10 Excellent

Alden E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing location. We were in town for a visit at the Naval Academy and everything you would want to do was within a short walking distance. House has historic charm and is also very comfortable. Booking was easy and the communication was timely and concise. Highly recommend.
Stayed 2 nights in Nov 2025

10/10 Excellent

Kathleen B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Stayed 3 nights in Feb 2026

10/10 Excellent

Jessica J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, good communication
Stayed 2 nights in Feb 2026