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 historic ship docked at a harbor with a prominent white building with 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.
A living room with a dark brown sofa, a small side table, a lamp, and a white cabinet with shelves.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

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

Popular amenities

  • Porch or lanai
  • Barbecue grill
  • Free Wi-Fi
  • Air-conditioning
  • Kitchen
  • Refrigerator

Explore the area

View in a map
Annapolis, MD
  • Place, Maryland State House
    ‪3 min walk‬
  • Place, Annapolis City Dock
    ‪3 min walk‬
  • Place, U.S. Naval Academy
    ‪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

Add dates for prices

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  • Dryer
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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 Jonas Green State Park and Sandy Point 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.
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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

  • ‪The Choptank - ‬5 min walk
  • ‪Starbucks - ‬3 min walk
  • ‪The Red Bean - ‬3 min walk
  • ‪Iron Rooster - ‬4 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 5 Nov 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 6 Mar 2027 start from £1,935, 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.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 42 out of 44 reviews
Rating 8 - Good. 2 out of 44 reviews
Rating 6 - Okay. 0 out of 44 reviews
Rating 4 - Poor. 0 out of 44 reviews
Rating 2 - Terrible. 0 out of 44 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location in downtown Annapolis! Property was very clean and well maintained. Definitely recommend it if your travels take you to Crabtown.
Stayed 4 nights in Oct 2026
Response from VrboOwner on 27 Oct 2026
Thanks, Scott. We hipe to host you again next time you’re in Annapolis.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Charming, very clean and in the perfect location to enjoy beautiful Annapolis !
Stayed 5 nights in Sep 2026
Response from VrboOwner on 15 Sept 2026
Thanks, Kirby. We look forward to hosting you again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location for visiting downtown Annapolis! The house had everything we needed including a Keurig AND a traditional coffee pot. We loved the front porch and back patio.
Stayed 2 nights in Oct 2026
Response from VrboOwner on 6 Oct 2026
Thanks, Derek. We hope to host you again soon.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
My guests really enjoyed their stay at your VRBO!
Stayed 3 nights in Aug 2026
Response from VrboOwner on 20 Aug 2026
Thanks, Margaret! We hope we can host you again soon.
From a partner site

10/10 Excellent

A great home base

Greatly appreciated the king size bed, strong water pressure in the shower, convenient laundry and peaceful back yard. If you plan to use the sofa bed, be sure to request the sheets for it.
From a partner site

10/10 Excellent

Great location

Great location. Clean house
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place is perfectly located and well appointed for a comfortable and exciting extended stay.
Stayed 5 nights in Sep 2025
Response from VrboOwner on 19 Sept 2025
Thanks, Boyd! We’re thrilled to hear that Carriage on Conduit was perfect for your extended stay. It’s wonderful to know that you found the location ideal and the property well appointed for a comfortable and exciting experience. We would love to host you again next time you’re in town. Melissa~iTrip Annapolis
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect in every way
Stayed 3 nights in May 2026
Response from VrboOwner on 18 May 2026
Thanks, Jody! So glad you enjoyed everything. Please come back and stay with again! Sean, iTrip Annapolis
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a fabulous Fourth of July in Naptown! This is a great property in a great location. The kitchen is fully stocked. The living areas are comfortable. The basement has a washer and dryer. You are less than one block off of Main Street and a few blocks from the city dock, USNA, the State House, and Eastport. Definitely book.
Stayed 3 nights in Jul 2026
Response from VrboOwner on 7 Jul 2026
Thanks, Elizabeth! We’d love to host you again some time. So glad you enjoyed everything. Sean
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent location

Great location— easy booking. Would stay again!
Stayed 2 nights in Nov 2024
Response from VrboOwner on 22 Nov 2024
Hi Kelly! Thank you for sharing your positive feedback & for allowing us to host you! We welcome you back anytime! Melissa~iTripAnnapolis
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Annapolis property

We really enjoyed our stay here. Would definitely use the place again
Stayed 3 nights in Sep 2023
Response from VrboOwner on 20 Sept 2023
Thank you Tamara for the kind review of Carriage on Conduit. Please come back and stay with us again. Safe Travels! -Tiffany
From a partner site

10/10 Excellent

160 Conduit

We loved our stay! The location was so convenient and within walking distance of everything. The home was well-appointed and stocked with everything we needed. Wish we could have stayed longer.
Response from VrboOwner on 8 Oct 2025
Thanks, Lisa! We’re thrilled to hear that Carriage on Conduit was perfect for your stay. It’s wonderful to know that the location was convenient and within walking distance of everything you needed. We’re glad you found the home well-appointed and stocked with everything you required. We wish you could have stayed longer too! We would love to host you again next time you’re in town. Melissa~iTrip Annapolis
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a beautiful home in a perfect location!! It was fun to sit on the front porch and watch people heading to Main Street. The house was very clean and appointed. The furniture and beds were comfortable. We will definitely stay here again!! Thank you for a nice Annapolis weekend!
Stayed 3 nights in Sep 2025
Response from VrboOwner on 13 Sept 2025
Thanks, Sharon! We’re thrilled to hear that Carriage on Conduit was perfect for your Annapolis weekend. It’s wonderful to know that you enjoyed the beautiful home, the perfect location, and the comfort of the furniture and beds. We would love to host you again next time you’re in town. Melissa~iTrip Annapolis
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Annapolis and the Bay

Really enjoyed the walkability if the town, the history, the architecture, and the Naval Academy. Close proximity to D.C. and Georgetown for day trips!
Stayed 5 nights in May 2024
Response from VrboOwner on 21 Jun 2024
We love hearing how much you enjoyed your stay with us Jill! Thank you for your positive feedback & we welcome you to come stay again!
From a partner site

10/10 Excellent

Great Stay

We had a wonderful time. The house was convenient to town but off the beaten path. Beautifully decorated and well equipped. Our family will definitely stay again.
Stayed 3 nights in Oct 2023
Response from VrboOwner on 2 Nov 2023
Thank you so much for your very kind review of Carriage on Conduit. We hope to host you again very soon! Thank you
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Trip

The property was great and perfectly located for a fun few days in Annapolis. We would definitely come back.
Stayed 6 nights in Jun 2024
Response from VrboOwner on 30 Jul 2024
Hi Matt! Thank you for being a great guest & we welcome you back anytime! Thank you for sharing your positive feedback, we sincerely appreciate knowing you enjoyed your time in the home, Melissa~iTripAnnapolis
From a partner site

8/10 Good

Great place

This is a sweet wonderful place to enjoy Annapolis. Well appointed and amazing location. I stayed here with my 2 sons and enjoyed time together and enough space for everyone to have their own time. Great 4th holiday.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location!

We loved our stay st the Carriage House. We were steps away from all of the great restaurants and shops of City Dock. The home is beautiful, very clean and reflected the charm of a colonial with updated kitchen and bathrooms!
Stayed 2 nights in Nov 2024
Response from VrboOwner on 15 Nov 2024
Hi Michele! Thank you for letting us host your stay, for your positive feedback & for being a great guest! We welcome you back anytime! Melissa~iTripAnnapolis
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girls weekend

The location of this property was amazing! The beds were very comfortable as well as the couches in the front room! Thank you for providing us with the perfect space for our weekend away!
Stayed 2 nights in Jun 2023
Response from VrboOwner on 4 Sept 2023
Thank you for the kind review of Carriage on Conduit. Please come back and stay with us again. Safe Travels! -Tiffany
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Reunion Weekend

We had a great time at a very nice historic home in Annapolis. Centrally located and perfect for walking through DTA and USNA.
Stayed 3 nights in Oct 2022
Response from VrboOwner on 4 Sept 2023
We are so very happy you enjoyed your stay at Carriage on Conduit! We hope you will stay with us again! - Cathy
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome felt like home

Excellent, convenient to Naval Academy and lovely shops and restaurants. Only missing was extra useful bathroom.
Stayed 4 nights in Nov 2023
Response from VrboOwner on 21 Nov 2023
Thanks, Marsha! Sorry you felt the bathroom on the main floor wasn’t useful. Anyway, so glad this was a 5-star experience for you nonetheless, and we hope to host you again next time you’re in Annapolis! Sean
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

If you want to wander downtown to shops and restaurants and bars, this is a prime location to all. Also right next to the parking garage which was extremely convenient. Overall, a great place to stay. Beds were ultra comfy and shower pressure was amazing. Thank you for offering all the amenities one could want.
Stayed 3 nights in Oct 2024
Response from VrboOwner on 11 Oct 2024
Hi Heather! Thank you for being a great guest & we welcome you back anytime! Thank you for sharing your positive feedback, we sincerely appreciate knowing you enjoyed your time in the home, Melissa~iTripAnnapolis
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gorgeous house right in the heart of Annapolis

Beautiful home, very nice furnishings, in THE perfect location! Close to everything! Ready to go back
Stayed 2 nights in Aug 2023
Response from VrboOwner on 7 Sept 2023
Thank you so much James for the kind review of Carriage on Conduit. Please come back and stay with us again. Safe Travels! -Tiffany
From a partner site

10/10 Excellent

Character & Location

Home was updated and charming. Inside had everything we needed! Cant beat location, could walk to everything and access to parking garage was key! ITrip was amazing with suggestions where to visit, eat and drink.
Response from VrboOwner on 28 Aug 2024
Thank you for staying with us, Johanne & for your positive feedback! We welcome you back anytime! Melissa~iTripAnnapolis
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Annapolis Weekend Getaway

The property is so charming. It is well maintained and has all the comforts of home plus more. The furnishings and decor were beautiful. We loved sitting on the front porch taking in the old historic charm of Annapolis. We will definitely rent this home again.
Stayed 3 nights in Aug 2023
Response from VrboOwner on 5 Sept 2023
Thank you so much for the kind review of Carriage on Conduit. We look forward to hosting you again. Safe Travels! -Tiffany
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