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

Annapolis, Maryland
$1055 avg/night
Bed 3

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

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.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms
  • GENERAL

    Unit Size: 2370 Sq Ft (220 Sq M)
  • KITCHEN

    Coffee/tea Maker Dishwasher Ice Maker Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Patio
  • BATHROOMS

    2.5 Bathrooms Bathtub Or Shower Hair Dryer Jetted Bathtub Shampoo
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Water Park Nearby
  • ENTERTAINMENT

    TV
  • LIVING SPACES

    Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Games
  • LOCATION HIGHLIGHTS

    In The City Center
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    No Elevators Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Rates & Availability

Review Review

  • Rebecca F.

    Submitted Dec 30, 2025

    Stayed Dec 20, 2025

    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!

  • nick g.

    Submitted Nov 3, 2025

    Stayed Oct 24, 2025

    House was very clean, well appointed. Amazing location!

  • Kim M.

    Submitted Sep 30, 2025

    Stayed Sep 19, 2025

    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!

  • Elizabeth B.

    Submitted Aug 29, 2025

    Stayed Aug 24, 2025

    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.

  • Suma R.

    Submitted Aug 15, 2025

    Stayed Aug 8, 2025

    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.

Your dates are Available!

Total

Includes taxes and fees
$1,055+
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