Entire home
2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free
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Reviews
10 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 6125.4 sq m
Popular amenities
Explore the area

Annapolis, MD
- Place, Maryland State House3 min walk
- Place, Annapolis City Dock3 min walk
- Place, U.S. Naval Academy5 min walk
- Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)32 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
About this property
2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free
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
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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- Kitchen
- Washing machine
- Dryer
- Pet-friendly
10.0 out of 10, Exceptional, (2 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets 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
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 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.

Annapolis, MD
What's nearby
- Maryland State House - 3 min walk - 0.3 km
- Annapolis City Dock - 3 min walk - 0.3 km
- William Paca House - 5 min walk - 0.4 km
- U.S. Naval Academy - 5 min walk - 0.4 km
- Ego Alley - 5 min walk - 0.4 km
Getting around
Restaurants
- The Choptank - 5 min walk
- Starbucks - 3 min walk
- O'Brien's Oyster Bar & Seafood Tavern - 3 min walk
- Buddy's Crabs & Ribs - 3 min walk
- Annapolis Market House - 5 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.8/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
9.8/10
Listing accuracy
Reviews
Verified
14 September 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in Sep 2025
From a partner site
10/10 Excellent
lisa h.
5 October 2025
160 Conduit
lisa h.
Verified
10/10 Excellent
Kelly S.
17 November 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent location
Kelly S.
Stayed 2 nights in Nov 2024
Verified
10/10 Excellent
Sharon P.
7 September 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Sharon P.
Stayed 3 nights in Sep 2025
From a partner site
10/10 Excellent
Jane W.
11 November 2025
Attention to detail
Jane W.
Verified
10/10 Excellent
Tammy S.
14 September 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Annapolis property
Tammy S.
Stayed 3 nights in Sep 2023
Verified
10/10 Excellent
Michele A.
14 November 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location!
Michele A.
Stayed 2 nights in Nov 2024
Verified
10/10 Excellent
Jill N.
16 June 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Annapolis and the Bay
Jill N.
Stayed 5 nights in May 2024
Verified
10/10 Excellent
Matt B.
10 July 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Trip
Matt B.
Stayed 6 nights in Jun 2024
From a partner site
10/10 Excellent
leslie s.
1 November 2023
Great Stay
leslie s.
Stayed 3 nights in Oct 2023
Verified
10/10 Excellent
Verified traveller
6 October 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Verified traveller
Stayed 3 nights in Oct 2024
From a partner site
8/10 Good
Eloise
10 July 2023
Great place
Eloise
From a partner site
10/10 Excellent
sylvia g.
11 October 2025
Charming Historic Home
sylvia g.
Verified
10/10 Excellent
jen a.
13 June 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Girls weekend
jen a.
Stayed 2 nights in Jun 2023
Verified
10/10 Excellent
Matthew W.
1 November 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Reunion Weekend
Matthew W.
Stayed 3 nights in Oct 2022
Verified
10/10 Excellent
Marsha a.
12 November 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome felt like home
Marsha a.
Stayed 4 nights in Nov 2023
Verified
10/10 Excellent
James C.
30 August 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Gorgeous house right in the heart of Annapolis
James C.
Stayed 2 nights in Aug 2023
From a partner site
10/10 Excellent
Johanne P.
28 August 2024
Character & Location
Johanne P.
From a partner site
10/10 Excellent
Kathleen
14 April 2025
Amazing stay in Annapolis!
Kathleen
Verified
10/10 Excellent
Marie I.
21 August 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Annapolis Weekend Getaway
Marie I.
Stayed 3 nights in Aug 2023
Verified
8/10 Good
John H.
16 October 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location for early risers
John H.
Stayed 6 nights in Oct 2022
From a partner site
10/10 Excellent
Susan L.
10 July 2023
Wonderful!
Susan L.
Verified
10/10 Excellent
Martin J. D.
27 May 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location near downtown Annapolis
Martin J. D.
Stayed 5 nights in May 2023
Verified
10/10 Excellent
Chris V.
7 August 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic house in Annapolis
Chris V.
Stayed 6 nights in Jul 2024
From a partner site
10/10 Excellent
Robbyn
14 April 2024
Fabulous historic gem!
Robbyn
About the host
Hosted by iTrip Vacations Annapolis - Sean Degnan
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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