10/10 Excellent
Shannon B.
Oct 5, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Shannon B.
Stayed 3 nights in Oct 2025
Entire home
Darling on Dean Street- Nautical home w parking
Vacation home with kitchen, near U.S. Naval Academy
Photo gallery for Darling on Dean Street- Nautical home w parking
Reviews
10 out of 10
Exceptional
3 bedrooms3+ bathroomsSleeps 7
Popular amenities
Explore the area
Annapolis, MD
- Place, Maryland State House6 min walk
- Place, Annapolis City Dock10 min walk
- Place, U.S. Naval Academy11 min walk
- Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)32 min drive
Rooms & beds
3 bedrooms (sleeps 7)
Bedroom 1
1 Twin Bed and 1 Queen Bed
Bedroom 2
1 King Bed
Bedroom 3
1 Twin Bed and 1 Queen Bed
3 bathrooms, 1 half bathroom
Bathroom 1
Bathroom 2
Bathroom 3
Bathroom 4
Spaces
Deck or patio
Kitchen
Garden
About this property
Darling on Dean Street- Nautical home w parking
Ideally located between the vibrant West Street and the historic Main Street, our downtown Annapolis home offers easy access to restaurants, shops, bars etc.
We’ve carefully furnished the space to create an inviting maritime environment with 3 bedrooms and 3.5 bathrooms (en-suite) comfortably accommodating up to 7 guests.
The high ceilings give an open and airy feel, while the inviting front porch offers a cozy east coast touch. The private backyard is perfect for the summer months .
We offer an open floor pan with 3 bedrooms , 3.5 baths and five beds .. USNA family owned
USNA family owned. We offer a paid parking space in a nearby city owned Gotts garage ( about 2 blocks away )
Popular Walking distances
West st shopping and dining - 1 min
Parking garage - 2 min
Church circle - 2 min
Main St shopping and dining - 3 min
Annapolis City Dock- 7 min
USNA Gate 1- 9 min
We’ve carefully furnished the space to create an inviting maritime environment with 3 bedrooms and 3.5 bathrooms (en-suite) comfortably accommodating up to 7 guests.
The high ceilings give an open and airy feel, while the inviting front porch offers a cozy east coast touch. The private backyard is perfect for the summer months .
We offer an open floor pan with 3 bedrooms , 3.5 baths and five beds .. USNA family owned
USNA family owned. We offer a paid parking space in a nearby city owned Gotts garage ( about 2 blocks away )
Popular Walking distances
West st shopping and dining - 1 min
Parking garage - 2 min
Church circle - 2 min
Main St shopping and dining - 3 min
Annapolis City Dock- 7 min
USNA Gate 1- 9 min
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Kitchen
Washer
Dryer
Air conditioning
Outdoor Space
Barbecue grill
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9.8 out of 10, Exceptional, (68 reviews)
House Rules
Children
Adults only
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
Property # 4298023
About the neighborhood
Annapolis
Historic District, a neighborhood in Annapolis, is home to this vacation home. The area's natural beauty can be seen at Jonas Green State Park and Sandy Point State Park, while Banneker Douglass Museum and Annapolis Civil Rights Plaque are cultural highlights. French Soldiers Monument and Helen Avalynne Tawes Garden are also worth visiting.
Annapolis, MD
What's nearby
- Thurgood Marshall Memorial - 5 min walk - 0.4 km
- St. John's College - 6 min walk - 0.6 km
- Maryland State House - 6 min walk - 0.6 km
- Annapolis City Dock - 10 min walk - 0.8 km
- U.S. Naval Academy - 11 min walk - 0.9 km
Getting around
Restaurants
- Rams Head Tavern - 4 min walk
- The Red Bean - 6 min walk
- LeveL: a small plates lounge - 4 min walk
- Curate - 5 min walk
- Kitchen on West St - 8 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
9.6/10
Location
10/10
Listing accuracy
Reviews
10/10 Excellent
Raymond M.
Dec 29, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Pleasant Stay
Raymond M.
Stayed 2 nights in Dec 2024
10/10 Excellent
Maria M.
Apr 10, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
The best Getaway
Maria M.
Stayed 2 nights in Apr 2025
10/10 Excellent
Kimberly D.
Oct 22, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Kimberly D.
Stayed 6 nights in Oct 2025
10/10 Excellent
Brian R.
Jan 16, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Brian R.
Stayed 2 nights in Dec 2024
About the host
Hosted by Megan
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