Located in Historic District, this vacation home is next to 97, 99 and 101 East Street and The Colonial Players. The vacation home includes a kitchen, a patio, and a refrigerator.
O'Brien's Oyster Bar & Seafood Tavern - 4 min walk
Annapolis Market House - 5 min walk
Chick & Ruth's Delly - 3 min walk
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.
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a patio, and there's space to spread out with 3 bedrooms. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a washing machine, a coffee maker, and an ironing board.
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
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
This property welcomes pets
Service animals exempt from fees
Children and extra beds
Children allowed: ages 0-17
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
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
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
Check-in: 4:00 PM
Check-out: 11:00 AM
Minimum check-in age: 25
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a carbon monoxide detector and a smoke detector.
Property is also known as
16395
Frequently asked questions
What's there to see around this vacation home?
This vacation home is situated in Historic District, just steps from Maryland State House and 97, 99 and 101 East Street, and within a short walk of William Paca House. You'll also find Annapolis City Dock and Ellen O. Moyer Nature Park at Back Creek less than a mile away.
Is there parking available at Historic Annapolis Retreat – Steps from the Statehouse & City Dock with Parking and Private Patio?
No, there isn't parking at this vacation home.
Is this vacation home next to a casino?
No, this vacation home is not connected to a casino.
Will I find an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home.
What do couples enjoy most about Historic Annapolis Retreat – Steps from the Statehouse & City Dock with Parking and Private Patio?
Couples will appreciate amenities at this vacation home, including a kitchen in each house plus a kitchen and free WiFi in some.
Does Historic Annapolis Retreat – Steps from the Statehouse & City Dock with Parking and Private Patio have a hot tub?
No, this vacation home doesn't have a spa tub.
Does this vacation home provide breakfast?
No, this vacation home doesn't offer breakfast.
Will this vacation home allow pets to stay for free?
Although pets can't stay for free, they are welcome at this vacation home.
Does Historic Annapolis Retreat – Steps from the Statehouse & City Dock with Parking and Private Patio have connecting rooms available?
No, this vacation home doesn't feature connecting guestrooms.
How far is the airport from this vacation home?
The closest major airport to this vacation home is Fort Meade, MD (FME-Tipton), which is 21 mi away (34 minutes by car). Another top airport is Baltimore Washington Intl. Airport (BWI), which is located 27.5 mi away (45-minute drive).
Are there rooms with balconies at Historic Annapolis Retreat – Steps from the Statehouse & City Dock with Parking and Private Patio?
Yes, every house at Historic Annapolis Retreat – Steps from the Statehouse & City Dock with Parking and Private Patio comes with a patio.
Historic Annapolis Retreat – Steps from the Statehouse & City Dock with Parking and Private Patio Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers 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.
Rating 10 - Excellent. 5 out of 5 reviews
10 - Excellent
5
Rating 8 - Good. 0 out of 5 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 5 reviews
6 - Okay
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Rating 4 - Poor. 0 out of 5 reviews
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Rating 2 - Terrible. 0 out of 5 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
Kathleen B.
Feb 23, 2026
Liked: Cleanliness
Great location
Kathleen B.
Stayed 3 nights in Feb 2026
10/10 Excellent
Jessica J.
Feb 18, 2026
Liked: Cleanliness
Great location, good communication
Jessica J.
Stayed 2 nights in Feb 2026
10/10 Excellent
Alden E.
Nov 17, 2025
Liked: Cleanliness
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.