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Spacious Historic Home with Private Parking in the Heart of Downtown Annapolis

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Terrace/patio
Interior
Fridge, microwave, oven, stovetop
Interior
TV, fireplace

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms3 bathrooms220 sq m

Popular amenities

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

Explore the area

View in a map
Annapolis, MD
  • Place, Maryland State House
    ‪3 min walk‬
  • Place, Annapolis City Dock
    ‪5 min walk‬
  • Place, U.S. Naval Academy
    ‪6 min walk‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪39 min drive‬

Room options

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  • Kitchen
  • Washing machine
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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.

Spacious Historic Home with Private Parking in the Heart of Downtown Annapolis

Experience the Difference: Professionally Managed by iTrip Annapolis

Elegant Historic Home with Private Parking in the Heart of Downtown Annapolis



Welcome to your beautifully restored retreat—once two separate homes, now thoughtfully combined into one expansive and stylish residence in the heart of Historic Annapolis. Enjoy the rare convenience of two private and secure parking spaces, and settle into a home that blends character, comfort, and location.



Main Living Spaces

On the main floor, guests will find multiple areas to relax and gather:

Formal dining room for celebratory meals

Comfortable living room perfect for conversation or quiet moments

Open-concept kitchen and family room with ample seating and direct access to the covered patio and fenced-in backyard

Step outside to a covered patio with lounge furniture, and enjoy evenings in your private backyard oasis, complete with stone pavers and a charming front porch swing.



Sleeping Arrangements (Sleeps 7 adults + 1 infant | 3 Bedrooms | 2.5 Baths):

King Suite (2nd Floor): King bed, oversized en-suite bath with jacuzzi tub, walk-in shower, dual vanities, and a custom walk-in closet

Queen Bedroom (2nd Floor): Queen bed, shares access to a full hall bath

Bunk Room (2nd Floor): Twin over Full bunk bed, full-size crib, and shared full hall bath



Home Highlights

Gourmet kitchen with generous prep space and modern appliances

Two secure parking spaces (The garage height has 7 foot clearance; width may limit larger SUVs)

Dining table seats 10–12—ideal for large family meals or entertaining

Surround sound speakers for immersive music and movie nights

Smart TVs and high-speed WiFi

Main level extra large laundry room with full-size refrigerator washer, dryer, drying racks, and storage

Luxury linens and starter toiletries provided for a boutique-level experience

Keyless entry for seamless and secure check-in



Location, Location, Location

Annapolis Harbor & Main Street – 3 blocks away

U.S. Naval Academy – 10-minute walk

Restaurants, boutiques, and bars – All within a 5-minute stroll

Washington, DC – 30 miles | Baltimore – 25 miles



No parties or smoking permitted.

Quiet hours must be observed to respect the neighborhood.

Check-in: 4:00 PM | Check-out: 11:00 AM



Whether you’re here to explore Annapolis’ historic charm, celebrate with friends, or attend a Naval Academy event, this spacious and well-appointed home is the perfect downtown base.
During your stay at this vacation home, you're just a quick walk from Annapolis City Dock. Enjoy features like laundry facilities. The vacation home includes amenities such as free WiFi and a jetted tub.
  • Air-conditioned home with kitchen, washing machine, and 2.5 bathrooms
  • Free WiFi
  • Amenities include laundry facilities
  • Within a 10-minute walk of Annapolis City Dock and U.S. Naval Academy
This vacation home offers its guests barbecue grills and laundry facilities. The front desk is open around the clock.

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Dishwasher
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms

Bathroom

  • 2.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Jetted bathtub
  • Shampoo
  • Shower

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • TV

Outdoor areas

  • Barbecue grill
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • No lift
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre

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

  • Unit size: 2,370 square feet

Policies

Check-in

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

Check-out

Check-out before 11:00 AM
Contactless check-out available

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 welcome
  • Service animals 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

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

16251

Spacious Historic Home with Private Parking in the Heart of Downtown Annapolis Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 5 out of 5 reviews
Rating 8 - Good. 0 out of 5 reviews
Rating 6 - Okay. 0 out of 5 reviews
Rating 4 - Poor. 0 out of 5 reviews
Rating 2 - Terrible. 0 out of 5 reviews

10/10

Cleanliness

Reviews

Verified

10/10 Excellent

nick g.

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was very clean, well appointed. Amazing location!
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Rebecca F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful week-long stay over Christmas. The house is exactly as pictured and is both comfortable and well-appointed. The location cannot be beat as it’s within walking distance to all points of interest. Just a note that the crib pictured is for newborns and not a standard size, as described (we were traveling w both a newborn and a toddler). Looking forward to returning to Annapolis soon!
Stayed 8 nights in Dec 2025
Verified

10/10 Excellent

Kim M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an amazing stay. We had teens and grandparents with us. The ladies location and the parking space made enjoying the area so convenient. We definitely will book again in the future!
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

Elizabeth B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent property- everything is super clean. There is plenty of room to spread out and furniture is super comfortable. The two parking spaces are a definite plus. We loved the porch swing and cozy back porch. The location is excellent- it’s an easy walk to explore Annapolis.
Stayed 4 nights in Aug 2025
From a partner site

10/10 Excellent

Suma R.

PERFECT BLEND OF LUXURY, LOCATION AND COMFORT

If you're looking for the perfect home base in Annapolis, this vacation home will not disappoint. It is definitely just a 10-minute walk from the U.S. Naval Academy (we probably walked back and forth 10-15 times) and only a couple of blocks from the harbor and the heart of historic Annapolis - restaurants, stores, Starbucks and delis were less than a five-minute walk away. Inside, the home has been very thoughtfully and elegantly updated and is luxuriously warm and welcoming. We loved all the little coastal themed details and décor. I am a germaphobe and can attest that this place was spotless (linens, couches, floors, countertops…everything) and you can tell the host puts so much care into the space as soon as you walk through the door. Seven to eight people can stay very comfortably and there are multiple gathering areas and lots of space for everyone to spread out. There is also a huge dining table for family dinners and board games. The street is quiet with no road noise and the couches and beds are super comfortable. The kitchen is spacious with all the appliances and kitchen gadgets you would need to cook and serve a meal. There is also a grill outside (which, we never got to use this visit) and covered patio where you can also hang out. Checking in: The instructions were clear and straightforward and we entered by punching in a code – was a breeze. The host was quick to respond to any questions I had. Parking: We only used one of the two parking spots and we had no problem driving our minivan (Toyota Sienna) through the garage doors. Wifi – Was superfast and reliable (our teen would have let us know the very first minute if there was an issue). Overall, this home is the perfect blend of luxury, location, and comfort: Ideal for families or groups vacationing in Annapolis or visiting the Naval Academy or just looking for a great downtown location that is walking distance to everything and has parking. Highly recommend! But the best testament we can give is that we have booked another stay here in August when we return for an event.