Entire home
Historic Downtown Annapolis Gem Steps to USNA and Main St with Private Patio and Parking
Photo gallery for Historic Downtown Annapolis Gem Steps to USNA and Main St with Private Patio and Parking





Reviews
10 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 81700 sq ft
Popular amenities
Explore the area

Annapolis, MD
- Place, U.S. Naval Academy3 min walk
- Place, Maryland State House3 min walk
- Place, Annapolis City Dock5 min walk
- Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)32 min drive
Rooms & beds
3 bedrooms (sleeps 8)
Convertible Balcony Bedroom
1 Double Bed
Main Floor Den
1 Queen Sofa Bed
Master Suite
1 Queen Bed
Top Floor Queen
1 Queen Bed
2 bathrooms, 2 half bathrooms
2nd Floor En Suite
Toilet · Shower only
2nd Floor Hall
Bathtub or shower · Toilet
3rd Floor Powder Room
Toilet
Main Floor Powder Room
Toilet
Spaces
Deck or patio
Kitchen
Balcony
About this property
Historic Downtown Annapolis Gem Steps to USNA and Main St with Private Patio and Parking
Experience the Difference: Professionally Managed by iTrip Annapolis
Take a stroll along the brick-lined sidewalks of Prince George Street in the Historic District and to this fully-renovated late 1800s charmer with touches of historical elegance.
On the first level, relax in the large living room with a cozy double-sided gas brick fireplace that is open to the dining room. The upgraded kitchen with granite countertops and stainless steel appliances is fully-stocked for the gourmet chef. Cozy up in the back Den that doubles as a bedroom with a new pullout Queen sofa, a half-bath and a curtain to close for privacy.
Head upstairs to the 3 Queen bedrooms and 2.5 more baths. The en-suite Queen bedroom has a spa-like bathroom complete with a custom vanity and a relaxing steam shower. The second bedroom converts between a Full bed and a desk with great natural lighting and leads to the balcony that overlooks the St. Johns College front lawn and the beautiful USNA chapel. The third level has another private suite with a Queen bed a private powder room.
But what's really breathtaking is the backyard retreat: enjoy sitting around the fire pit on the Adirondak chairs, grilling and eating al fresco around the dining table for 6 or lounge on the cozy outdoor love seats and sofa. The location of this home is prime as you are within walking distance to everything Downtown Annapolis has to offer from entertainment, and beautiful water views, Naval Academy, St. Johns College, and the state capital building.
**Parking is not on premises!! A dedicated parking spot at nearby garage (10/15-minute walk) is provided. Please contact us for details.
SLEEPING ARRANGEMENTS 3 BR / 2 Full/2 Half Baths / Sleeps 8:
Master Bedroom with En-Suite Full Bath:
- Second Floor
- Queen Bed
- Custom spa shower walk-in shower with steam shower
Convertible Full Bedroom with Balcony:
- Second Floor
- Full bed that converts to a desk
- Private Balcony
- Full Bath in the Hall
3rd Floor Loft:
- Queen Bed
- Powder Room
Den/Bedroom
- Main floor
- Flatscreen TV
- Sofa Queen Bed
- Powder room
- Privacy curtain
HIGHLIGHTS:
- Spacious gourmet kitchen
- Gas fireplace
- Dining room table seats 6
- Eat-in kitchen seats 2
- Spacious outdoor living, dining and fire pit area.
- High-speed WiFi
- Weber BBQ propane Grill
- Big Screen Smart TVs
- Luxury linens, complimentary toiletries Starter Kit, and boutique-level service
- Washer & dryer located inside the home
- One parking spot in off-site garage.
- Keyless entry. Drive straight to your rental home and enter the front door with an electronic lock code.
Property Distance to:
- U.S. Naval Academy – 3 blocks
- 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 or pets. Please respect the neighbors and neighborhood. No parties or events of any kind.
Check-in time: 4:00 pm
Check-out time: 11:00 am
Take a stroll along the brick-lined sidewalks of Prince George Street in the Historic District and to this fully-renovated late 1800s charmer with touches of historical elegance.
On the first level, relax in the large living room with a cozy double-sided gas brick fireplace that is open to the dining room. The upgraded kitchen with granite countertops and stainless steel appliances is fully-stocked for the gourmet chef. Cozy up in the back Den that doubles as a bedroom with a new pullout Queen sofa, a half-bath and a curtain to close for privacy.
Head upstairs to the 3 Queen bedrooms and 2.5 more baths. The en-suite Queen bedroom has a spa-like bathroom complete with a custom vanity and a relaxing steam shower. The second bedroom converts between a Full bed and a desk with great natural lighting and leads to the balcony that overlooks the St. Johns College front lawn and the beautiful USNA chapel. The third level has another private suite with a Queen bed a private powder room.
But what's really breathtaking is the backyard retreat: enjoy sitting around the fire pit on the Adirondak chairs, grilling and eating al fresco around the dining table for 6 or lounge on the cozy outdoor love seats and sofa. The location of this home is prime as you are within walking distance to everything Downtown Annapolis has to offer from entertainment, and beautiful water views, Naval Academy, St. Johns College, and the state capital building.
**Parking is not on premises!! A dedicated parking spot at nearby garage (10/15-minute walk) is provided. Please contact us for details.
SLEEPING ARRANGEMENTS 3 BR / 2 Full/2 Half Baths / Sleeps 8:
Master Bedroom with En-Suite Full Bath:
- Second Floor
- Queen Bed
- Custom spa shower walk-in shower with steam shower
Convertible Full Bedroom with Balcony:
- Second Floor
- Full bed that converts to a desk
- Private Balcony
- Full Bath in the Hall
3rd Floor Loft:
- Queen Bed
- Powder Room
Den/Bedroom
- Main floor
- Flatscreen TV
- Sofa Queen Bed
- Powder room
- Privacy curtain
HIGHLIGHTS:
- Spacious gourmet kitchen
- Gas fireplace
- Dining room table seats 6
- Eat-in kitchen seats 2
- Spacious outdoor living, dining and fire pit area.
- High-speed WiFi
- Weber BBQ propane Grill
- Big Screen Smart TVs
- Luxury linens, complimentary toiletries Starter Kit, and boutique-level service
- Washer & dryer located inside the home
- One parking spot in off-site garage.
- Keyless entry. Drive straight to your rental home and enter the front door with an electronic lock code.
Property Distance to:
- U.S. Naval Academy – 3 blocks
- 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 or pets. Please respect the neighbors and neighborhood. No parties or events of any kind.
Check-in time: 4:00 pm
Check-out time: 11:00 am
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space
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10.0 out of 10, Exceptional, (20 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, service animals permitted
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. Jonas Green State Park and Sandy Point State Park reflect the area's natural beauty and area attractions include French Soldiers Monument and Maryland Hall for Creative Arts. 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
- Hammond-Harwood House - 2 min walk - 0.2 km
- U.S. Naval Academy - 3 min walk - 0.3 km
- Maryland State House - 3 min walk - 0.3 km
- William Paca House - 3 min walk - 0.3 km
- Annapolis City Dock - 5 min walk - 0.4 km
Getting around
Restaurants
- Starbucks - 6 min walk
- O'Brien's Oyster Bar & Seafood Tavern - 7 min walk
- Buddy's Crabs & Ribs - 7 min walk
- Annapolis Market House - 6 min walk
- Chick & Ruth's Delly - 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 window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
9.6/10
Listing accuracy
Reviews
28 Sept, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Sep 2022
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Jessica C.
3 Sept, 2024
Great house!
Jessica C.
10/10 Excellent
Sierra M.
2 Nov, 2022
Liked: Cleanliness, check-in, communication, location
Great location
Sierra M.
Stayed 3 nights in Oct 2022
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Jessica C.
3 Sept, 2024
Great house!
Jessica C.
10/10 Excellent
Dan V.
18 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Weekend House
Dan V.
Stayed 2 nights in Jul 2025
10/10 Excellent
Jamie E.
19 May, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent proximity to USNA!
Jamie E.
Stayed 3 nights in May 2023
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Michael R.
14 Jun, 2025
Wonderful Stay!
Michael R.
8/10 Good
Jennifer Z.
21 Jun, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Safe and charming rental
Jennifer Z.
Stayed 2 nights in Jun 2024
10/10 Excellent
Elizabeth M.
30 Jun, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
USNA
Elizabeth M.
Stayed 5 nights in Jun 2024
10/10 Excellent
Susan C.
27 Sept, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Wedding Staycation
Susan C.
Stayed 4 nights in Sep 2023
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Tobias G.
3 Jul, 2023
Perfect location for I Day
Tobias G.
Stayed 3 nights in Jun 2023
10/10 Excellent
Dirk M.
6 Sept, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay!
Dirk M.
Stayed 4 nights in Sep 2022
10/10 Excellent
Edward F.
29 Dec, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
As advertised
Edward F.
Stayed 2 nights in Dec 2022
10/10 Excellent
James F.
27 Jul, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property, great location
James F.
Stayed 4 nights in Jul 2022
10/10 Excellent
Michelle R.
10 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Downtown
Michelle R.
Stayed 2 nights in Mar 2025
10/10 Excellent
Molly P.
30 Jun, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Birthday Blast
Molly P.
Stayed 2 nights in Jun 2024
10/10 Excellent
Anna S.
20 Oct, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfection!!
Anna S.
Stayed 3 nights in Oct 2023
10/10 Excellent
ana c.
26 Nov, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Thanksgiving with our"Mid"
ana c.
Stayed 4 nights in Nov 2023
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Sheila A.
31 Jul, 2023
Lovely Historic District Rental
Sheila A.
Stayed 3 nights in Jul 2023
10/10 Excellent
James V.
24 Oct, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect house for USNA Reunion Weekend
James V.
Stayed 3 nights in Oct 2022
10/10 Excellent
Verified traveller
21 Nov, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Visit to our Son
Verified traveller
Stayed 4 nights in Nov 2023
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
rebecca c.
17 Feb, 2025
Beautifully appointed and Oh! SO convenient!
rebecca c.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Jessica C.
3 Sept, 2024
Great house!
Jessica C.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Jessica C.
3 Sept, 2024
Great house!
Jessica C.
8/10 Good
Nancy L.
12 Nov, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nancy L.
Stayed 3 nights in Oct 2024
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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