10/10 Excellent
Kimberly D.
22 October 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Kimberly D.
Stayed 6 nights in Oct 2025
Entire home
Darling on Dean Street- Nautical home w parking
Holiday 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, Washington, DC (DCA-Ronald Reagan Washington National)52 min drive
Rooms & beds
3 bedrooms (sleeps 7)
Bedroom 1
1 Single Bed and 1 Queen Bed
Bedroom 2
1 King Bed
Bedroom 3
1 Single 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, artsy West Street and the charming, historic Main Street, our downtown Annapolis home offers easy access to restaurants, shops, bars, and nightlife while maintaining a peaceful neighborhood atmosphere.
We’ve carefully furnished and decorated the space to create an inviting maritime environment, with a modern, clean, and minimalistic approach that complements today’s lifestyle. This home features 3 bedrooms and 3.5 bathrooms, comfortably accommodating up to 7 guests Each bedroom is en-suite, ensuring privacy and comfort for families or groups.
With high ceilings throughout, the home has an open and airy feel, while the inviting front porch offers a cozy east coast touch. The private backyard is perfect for outdoor dining and entertaining during the warmer months. We provide parking for one car at a convenient local parking garage just across West st .
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
Barbecue
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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
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
Safety features at this property include a fire extinguisher and a first aid kit
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
Historic District, a neighbourhood in Annapolis, is home to this holiday home. Annapolis City Dock and Bay Bridge Market Place Shopping Center are worth checking out if shopping 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 Alumni Hall or Navy-Marine Corps Memorial Stadium.
Annapolis, MD
What's nearby
- Maryland State House - 6 min walk - 0.6 km
- William Paca House - 9 min walk - 0.8 km
- Annapolis City Dock - 10 min walk - 0.8 km
- U.S. Naval Academy - 11 min walk - 0.9 km
- Navy-Marine Corps Memorial Stadium - 17 min walk - 1.5 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
- 49 West Coffeehouse Winebar & Gallery - 4 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
9.6/10
Location
10/10
Listing accuracy
Reviews
10/10 Excellent
Shannon B.
5 October 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Shannon B.
Stayed 3 nights in Oct 2025
10/10 Excellent
Maria M.
10 April 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
The best Getaway
Maria M.
Stayed 2 nights in Apr 2025
10/10 Excellent
Raymond M.
29 December 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Pleasant Stay
Raymond M.
Stayed 2 nights in Dec 2024
10/10 Excellent
Brian R.
16 January 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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