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Darling on Dean Street- Nautical home w parking

Photo gallery for Darling on Dean Street- Nautical home w parking

Private kitchen
Green door
Exterior detail
Living area
Living area

Reviews

10 out of 10
Exceptional
3 bedrooms3+ bathroomsSleeps 7

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space
  • Barbecue

Explore the area

View map
Annapolis, MD
  • Place, Maryland State House
    ‪6 min walk‬
  • Place, Annapolis City Dock
    ‪10 min walk‬
  • Place, U.S. Naval Academy
    ‪11 min walk‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪32 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 .

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House Rules

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Children

Adults only
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Events

No events allowed
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Pets

No pets allowed
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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

Frequently asked questions

Is Darling on Dean Street- Nautical home w parking pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Darling on Dean Street- Nautical home w parking?

As of 4 April 2026, prices found for a 1-night stay for 2 adults at Darling on Dean Street- Nautical home w parking on 26 July 2026 start from NZ$654, 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.

Where is Darling on Dean Street- Nautical home w parking located?

Located in Historic District, this holiday home is within a 15-minute walk of Spa Creek and U.S. Naval Academy. Banneker Douglass Museum and ARTFX Gallery of Fine Crafts and Arts are also within 5 minutes.

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. 6 out of 6 reviews
Rating 8 - Good. 0 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Shannon B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Highly recommend this property!! Great location, great accommodations, and the hosts were very nice and responsive! Plan on returning soon!
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Raymond M.

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

Pleasant Stay

Really nice place! Close to Downtown Annapolis and USNA. Will stay again. Thanks so much!
Stayed 2 nights in Dec 2024
Verified

10/10 Excellent

Maria M.

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

The best Getaway

This house was amazing. I went to celebrate my 37th birthday with a group of my closest girlfriends. The location was amazing. We were able to walk everywhere and the house was so clean so nice. Everything was perfect and the owner was so easy to get a hold of and communicate with.
Stayed 2 nights in Apr 2025
Verified

10/10 Excellent

Kimberly D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed the property very much. Obviously there is something wrong with the survey, it is asking us about our stay at a winery.Our property managers were great. However, it is very frustrating not to have telephone access to speak to a property manager and or owner when there is a quick question regarding the property. Because of this, I am not sure I will book with VRBO again.
Stayed 6 nights in Oct 2025
Verified

10/10 Excellent

Dina C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Seamless process & accurate description of property. Terrific place!
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Brian R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Dec 2024

About the host

Hosted by Megan

Host profile image

Premier Host

They consistently provide great experiences for their guests
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