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Downtown Gem! Historic Carriage House Steps to Main St, City Dock & USNA

Photo gallery for Downtown Gem! Historic Carriage House Steps to Main St, City Dock & USNA

A living room with a fireplace, sofas, a coffee table, and a chandelier.
A living room with a dark brown sofa, a small side table, a lamp, and a white cabinet with shelves.
A historic ship docked at a harbor with a prominent white building featuring a dome in the background.
A kitchen with white cabinets, a black countertop, a potted plant, a tray with a candle, and a glass of water.
A two-story building with a white porch, a brick facade, and a door marked with the number 160.

Reviews

10 out of 10
Exceptional
With space for 6 guests, this vacation home features 2 bedrooms and 2 bathrooms. It includes 2 separate living rooms. Enjoy the deck, patio, and porch for outdoor relaxation. Located in the city center, it offers easy access to attractions like the Maynard-Burgess House.

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Maryland State House
2 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue
  • Deck or patio

Explore the area

View map
Annapolis, MD
  • Place, Maryland State House
    ‪3 min walk‬
  • Place, Annapolis City Dock
    ‪3 min walk‬
  • Place, William Paca House
    ‪5 min walk‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪39 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

2nd Floor Den

1 Double Sofa Bed

2nd Floor Guest room

1 Queen Bed

2nd Floor Main King Bedroom

1 King Bed

2 bathrooms

Main Floor

Toilet · Shower only

Second Floor Hall

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Number of living rooms

About this property

Downtown Gem! Historic Carriage House Steps to Main St, City Dock & USNA

Experience the Difference: Professionally Managed by iTrip Annapolis

Originally built in 1857, this fully-restored home has a rich history that's been documented from it's original purpose as a Horse Barn and later became a popular hotel, due to its location in the center of the City, along with the neighboring townhouses on the block. As part of the larger City Hotel complex, this row house block is a rare example of early 19th century commercial domestic architecture which retains a high degree of integrity and contributes significantly to the pivotal intersection of Duke of Gloucester and Conduit streets. In 1900 the rowhouse block was sold independently in 1903 to Weems and Grafton D. Ridout, in whose family the building remained until the mid twentieth century.



When entering the home, you will be greeted by both the historic charm and all of the upgraded amenities that make for a modern experience. Walk through the impeccably-decorated living and dining rooms into the stunning kitchen with all stainless steel appliance and beautiful granite kitchen counters. Even the breakfast bar seating is an example of the owners' attention to beautiful decor. Head out the glass door in the kitchen to the private fenced-in back patio with lounge chairs and a BBQ. Also on the main floor is a European-inspired full bath with a small stand-up shower.



Upstairs are 2 bedrooms and 1 full bath, the 2nd full bath is located on the first floor (and is a small European-style bath). There's a King bed in the Main bedroom, a Queen in the guest room and the sofa in the Den that pulls out to a full bed. There's also a flatscreen TV and sunny desk space in the Den.



Walk Score 100 - When you're ready to explore Annapolis, you are just 1/2 a block to the shops and restaurants on Main Street, 2 blocks to the waterfront and 3 blocks to the Naval Academy! While the home does not have dedicated parking, it is conveniently located, via walkway, to the Hillman garage.



SLEEPING ARRANGEMENTS 2 BR / 2 BA / Sleeps 6:

Main King Bedroom:

- 2nd Floor

- King Bed

- Full Bath in the Hall or downstairs



Guest Bedroom:

- 2nd Floor

- Queen Bed

- Full Bath in the Hall or downstairs



Upstairs Den

- 2nd Floor

- Full Sofa Bed

- Flat Screen TV

- Full Bath in the Hall or downstairs



HIGHLIGHTS:

- Private Patio fenced in the back yard with propane BBQ grill

- Full gourmet kitchen

- Breakfast bar seats 4

- Dining room table seats 4

- WiFi

- Big Screen TV's

- Double-facing decorative fireplaces

- Luxury linens, complimentary toiletries Starter Kit, and boutique-level service

- Washer & dryer located inside the home

- Elderly and guests with mobility issues may want to inquire about the steep staircase and/or may want to consider other accommodations.

- Keyless entry. Drive straight to your rental home and enter the door with an electronic lock code.



Property Distance to:

- Main Street Annapolis - 1 block

- U.S. Naval Academy – 3 blocks; 8 minute walk

- Washington, DC – 30 miles

- Baltimore - 25 miles



* Amenity & Supplies starter pack, coffee and sweeteners, soap, shampoo, conditioner, lotion and hand sanitizer, paper towels, toilet paper, dish soap, scrubber and dishwashing liquid to get you going.

* All beds are ready made for you with freshly laundered sheets & towels.



House Rules

Reservations made for teenagers or young single groups will not be honored without any accompanying adult staying in the unit at ALL times. We require at least one member of the party to be 25 (twenty-five) years of age. No smoking/no pets. Please respect the neighbors and neighborhood. No parties, events or smoking of any kind.

Check-in time: 4:00 pm

Check-out time: 11:00 am

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 2767739vb
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

Located in Annapolis, this holiday home is in the city centre. Annapolis Harbor and Ego Alley are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Sandy Point State Park and Jonas Green State Park. Looking to enjoy an event or a game while in town? See what's happening at Tose Family Tennis Center or Alumni Hall.
Map
Annapolis, MD

What's nearby

  • Maryland State House - 3 min walk - 0.3 km
  • Annapolis City Dock - 3 min walk - 0.3 km
  • St. John's College - 5 min walk - 0.4 km
  • William Paca House - 5 min walk - 0.4 km
  • U.S. Naval Academy - 5 min walk - 0.4 km

Getting around

  • Odenton Station - 21 min drive
  • Fort Meade, MD (FME-Tipton) - 34 min drive

Restaurants

  • ‪Starbucks - ‬3 min walk
  • ‪The Red Bean - ‬3 min walk
  • ‪McGarvey's Saloon & Oyster Bar - ‬5 min walk
  • ‪Chick & Ruth's Delly - ‬1 min walk
  • ‪Middleton Tavern - ‬5 min walk

Frequently asked questions

Is Downtown Gem! Historic Carriage House Steps to Main St, City Dock & USNA pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Downtown Gem! Historic Carriage House Steps to Main St, City Dock & USNA?

As of 27 Aug 2026, prices found for a 1-night stay for 2 adults at Downtown Gem! Historic Carriage House Steps to Main St, City Dock & USNA on 31 Aug 2026 start from AU$1,618, 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 Downtown Gem! Historic Carriage House Steps to Main St, City Dock & USNA?

On-site parking is available at the property.

What time is check-in at Downtown Gem! Historic Carriage House Steps to Main St, City Dock & USNA?

Check-in begins at 4:00 PM.

What time is check-out at Downtown Gem! Historic Carriage House Steps to Main St, City Dock & USNA?

Checkout is at 11:00 AM.

Where is Downtown Gem! Historic Carriage House Steps to Main St, City Dock & USNA located?

Located in Historic District, this holiday home is within a 10-minute walk of Maynard-Burgess House and Annapolis City Dock. Ellen O. Moyer Nature Park at Back Creek and Maryland Federation of Art are just steps away.

About the host

Hosted by iTrip Vacations Annapolis - Sean Degnan

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Languages:

English

Premier Host

They consistently provide great experiences for their guests
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