Darling on Dean Street- Nautical home w parking

Entire home/flat

Entire home/flat
7 Guests
3 Bedrooms
5 Beds
4 Bathrooms

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 .

The space

We offer an open floor pan with 3 bedrooms , 3.5 baths and five beds .. USNA family owned

Guest access

Whole house

Interaction with guests

I’m local but give guests privacy

Other things to note

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

Amenities

Wine glasses
BBQ grill
Ceiling Fan
Shampoo
Air conditioning
Dishes and silverware
Outdoor dinning area
Baking sheet
Hair dryer
Dishwasher
Coffee maker
Wireless Internet
Hangers
Carbon monoxide detector
Microwave
First aid kit
Iron
Fire extinguisher
Smoke detector
Safe
Patio or balcony
Shower gel
Barbecue utensils
Body soap
Paid parking on the street
Dryer
Exercise equipment
Alfresco dining
TV
Conditioner
Oven
Cleaning before checkout
Stove
Kitchen
Hot water
Washer
Garden or backyard
Gym
Heating
Cleaning products

Location

12 Reviews on AirBnb

5
Accuracy
Communication
Cleanliness
Location
Check In
Value
Kevin
Kevin
January 2026

Couldn’t ask for anything more when visiting Annapolis - would stay again in a second!

AnnMaura
AnnMaura
December 2025

We had a great stay at Megan’s home. Clean and stylish and comfortable! Loved the kitchen (beautiful and everything you could possibly need) and the easy walk into town. Beds were so comfortable! We would highly recommend booking Megan’s place if you are visiting Annapolis!

Tina
Tina
September 2025

Megan’s place was FANTASTIC! So close to all the fun of downtown Annapolis - we walked everywhere. We also truly appreciated the garage pass since parking was limited at the house. We would absolutely stay here again!

Janine
Janine
August 2025

We stayed in this beautiful home for Plebe Family Weekend. It was a 15-20 minute leisurely walk to the Visitor’s gate. The kitchen is well equipped, bathrooms stocked with the basics and the beds/pillows were very comfortable. We used the front porch rocking chairs and the private backyard quite a bit. Great outside spaces. Every evening we walked to dinner either downtown or in Eastport. Everything is as pictured. For our family, the third floor shower wasn’t usable but we just shared the other two showers . It’s a luxury in these older homes to have the number of bathrooms in this house. We would most definitely stay here again. It has all the charm of a historic home with modern conveniences.

Deb
Deb
June 2025

We had a great experience at Megan’s rental. The home was super clean and the decor was warm and inviting. The location was perfect for some of the wedding activities we attended in the area. It was a totally walkable location. The backyard was perfect to enjoy a nightcap after a long day. Would definitely rent again!

Debora
Debora
June 2025

This was one of the best places we have stayed. It was just the right size and in the correct location. The place was impeccably clean and organized. The theme from the Naval Academy thought the house was a nice touch since we were there for my son's graduation. The neighborhood was peaceful. Very charming backyard. All appliances were new. Megan was very responsive.

Maria
Maria
June 2025

This was a great place to stay. Loved the backyard. Beautiful decor and comfortable bedding.

Sarah
Sarah
May 2025

Beautiful, open, clean space. Amazing location and Megan was incredibly responsive. We felt right at home but still on vacation.

Michele
Michele
April 2025

Our family loved staying here. The house has a lovely feel to it and is very well equipped. Location is central and parking is so easy

Valerie
Valerie
April 2025

Megan’s townhouse is beautiful and in a perfect location. It’s big and clean and walking distance to all the restaurants and everything Annapolis has to offer.

John
John
April 2025

You have a lovely home and would stay there again

Emily
Emily
January 2025

Absolutely fabulous!! We had a great stay! Perfect location, gorgeous home. So clean and fresh. Great amenities. We loved it!!