Entire home

Charming Downtown Annapolis. Stroll to all the Historic District has to offer.

Photo gallery for Charming Downtown Annapolis. Stroll to all the Historic District has to offer.

A two-story house with a white facade, blue shutters, and a wooden front door. There are flower boxes on the windowsills and a white picket fence in front.
A kitchen with a wooden table, a stove, and a cabinet. There is a rug on the floor and a window in the background.
A spacious living room with a large rug, a coffee table, and a sofa. There is a kitchen area with a bar and stools.
A hallway with framed pictures on the walls, a staircase with a rug, and a window with a view of the outdoors.
A kitchen with green cabinets, a wooden island, a stove, and a sink.

Reviews

10 out of 10
Exceptional

Entire home

1 bedroom1 bathroomSleeps 577 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space
  • Parking available

Explore the area

View map
Annapolis, MD
  • Place, Maryland Hall for Creative Arts
    ‪5 min walk‬
  • Place, Navy-Marine Corps Memorial Stadium
    ‪17 min walk‬
  • Place, U.S. Naval Academy
    ‪5 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪37 min drive‬

Room options

You may also like

About the area

Annapolis

This holiday home places you in the centre of Annapolis, within a short 5-minute stroll of People's Brewer Hill Cemetery and Ballet Theater of Maryland. Highlights at this holiday home include a kitchen, a washing machine and a patio. .Home features a sofa bed, a living room and a Smart TV. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A coffee/tea maker, a hairdryer and an iron/ironing board are also available. .Attractions within a 30-minute walk of this Murray Hill holiday home include Annapolis City Dock and U.S. Naval Academy.

What's nearby

  • Maryland Hall for Creative Arts - 5 min walk - 0.4 km
  • Navy-Marine Corps Memorial Stadium - 17 min walk - 1.5 km
  • Maryland State House - 17 min walk - 1.5 km
  • U.S. Naval Academy - 5 min drive - 1.8 km
  • Annapolis City Dock - 6 min drive - 2.1 km

Getting around

  • Odenton Station - 20 min drive
  • Fort Meade, MD (FME-Tipton) - 30 min drive

Restaurants

  • ‪The Red Bean - ‬17 min walk
  • ‪Leo - ‬4 min walk
  • ‪Westin hotel Bar & Lounge - ‬2 min walk
  • ‪LeveL: a small plates lounge - ‬12 min walk
  • ‪Seasalt - ‬1 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Charming Downtown Annapolis. Stroll to all the Historic District has to offer.

In the heart of Annapolis, where the bay breeze blows,
Stands a small cottage, the Captain's Quarters, a peaceful repose.
Just a seven-minute walk to Navy Stadium so grand,
And a quick stroll to historic Main Street, hand in hand.

Newly renovated, yet with historical charm,
This snug abode offers a sense of calm.
With its white picket fence and welcoming air,
You'll feel right at home in this cosy little lair.

Inside, the decor reflects nautical themes,
From the anchor wall art to the ship in a bottle dreams.
The cosy kitchen is small but grand,
With modern amenities at your command.
Gleaming gadgets, tools so neat,
Ready to make any dish complete.

The bedroom is snug, with a comfortable bed,
Where dreams of adventure dance in your head.
The bathroom is cosy, with a cottage feel,
A place to relax and unwind, to heal.

So come stay at the Captain's Quarters, a gem,
A place where memories are made, like a precious emblem.
With its proximity to all that Annapolis holds dear,
You'll cherish your time here, year after year.


Similar properties

Property amenities

Internet

  • Available in the house: WiFi

Parking and transport

  • Electric car charging station on site
  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • Bedroom
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Area rugs in public areas
  • Handrails in stairways
  • Hardwood flooring in public areas
  • No lift
  • Step to reach entrance
  • Tile flooring in public areas
  • Visual alarms in hallways
  • Well-lit path to entrance
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre

Things to do

  • Cycling nearby
  • Motor boating nearby
  • Sailing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • Electric car charging station
  • Recycling
  • Some LED lighting used
  • Unit size: 825 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 24

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

We have filled our home with precious mementos in honour of those who have served. We ask guests to please be considerate with these heirlooms.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Note from host: We kindly ask children not to play with heirlooms

Events

No events 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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in all accommodation.

Frequently asked questions

Are there any beaches close to Charming Downtown Annapolis. Stroll to all the Historic District has to offer. ?

The closest beach to Charming Downtown Annapolis. Stroll to all the Historic District has to offer. is Sandy Point Beach (10.2 km).

Does Charming Downtown Annapolis. Stroll to all the Historic District has to offer. have a pool?

No, this holiday home doesn't have a pool.

Is Charming Downtown Annapolis. Stroll to all the Historic District has to offer. family-friendly?

You bet! With amenities such as laundry facilities, a BBQ and children's dinnerware, it's no surprise that Charming Downtown Annapolis. Stroll to all the Historic District has to offer. is a winner with our family travellers.

Is there a free airport shuttle available at Charming Downtown Annapolis. Stroll to all the Historic District has to offer. ?

No, Charming Downtown Annapolis. Stroll to all the Historic District has to offer. does not offer an airport shuttle service.

What time are check-in & check-out at Charming Downtown Annapolis. Stroll to all the Historic District has to offer. ?

Check-in begins at 4:00 PM. Check-out time is 11:00 AM.

Are pets allowed at Charming Downtown Annapolis. Stroll to all the Historic District has to offer. ?

No, pets are not allowed.

Charming Downtown Annapolis. Stroll to all the Historic District has to offer. Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 60 out of 63 reviews
Rating 8 - Good. 2 out of 63 reviews
Rating 6 - Okay. 1 out of 63 reviews
Rating 4 - Poor. 0 out of 63 reviews
Rating 2 - Terrible. 0 out of 63 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our second time staying here- lovely as ever
Stayed 4 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
It is a perfect home for a couples getaway. Many restaurants and coffee shops with walking distance. and a short drive to the waterfront area. We enjoyed our stay.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved the coziness of the house. It was perfect for our visit to Annapolis.
Stayed 4 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay in annapolis was wonderful, and largely in part to this beautiful VRBO stay! The house is immaculately decorated and you can feel the love/thought put into it as soon as you step in. Location is great, close enough to downtown to be a nice stroll but far enough away to feel quiet and peaceful. We would love to stay here again!
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent location, charming thematic decor, perfect small house for a couple.
Stayed 4 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful! Perfect for what we needed during lacrosse tournaments
Stayed 10 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This cottage is totally charming, clean and well appointed. And easy walking distance to the historic downtown. I highly recommend!
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was incredible! It is done so well and made our stay so pleasant. There is so much attention to detail and is full of character. Everything about it is perfect for Annapolis. The host was amazing and very helpful, responsive, and accommodating. We look forward to returning to the Captain’s quarters.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was one of the nicest, most well thought out and overall amazing places we’ve ever booked through VRBO. The house was absolutely charming, the decor was on point and every detail was well thought out- from extra blankets, pillows, linens, towels, spices, utensils- even cooking spray and olive oil. We would for sure stay here 100%- we didn’t want to leave. Thank you so much and we will highly recommend to other travelers.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
I have never stayed at a VRBO that felt as instantly homey as this property! Communication with the owner was spectacular, and the property did not disappoint. It was beautiful, conveniently located within walking distance of everything we wanted to do, and made our visit extremely comfortable. 10 out of 10--would absolutely stay here again and recommend anyone else do so as well!
Stayed 5 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is an excellent find… if you are visiting Annapolis look no further . Tasteful , immaculately clean and comfortable. Great communication. Easy and safe parking … everything you need is walkable . Just perfect
Stayed 4 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect house for a couples getaway! Great location with easy walk to downtown.
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Every detail has been thought of. Hope to stay again!
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
Absolutely perfect! Will stay again!!
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
My husband and I had a wonderful stay for a long weekend. We loved the location and the walkability.The home is adorable. The theme is so well done. We enjoyed the cozy backyard space as well. Everything was clean and instructions provided were clear. Would definitely recommend!
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Adorable home with all the amenities. Good location. Great decor and everything you may need.
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

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

Everything we could possibly want and more

Absolutely the best Vrbo we have ever encountered! Beautiful, charming, accommodating, family friendly and in an excellent location. Our stay was exceptional.
Stayed 4 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing location and house! Host was so accommodating during upcoming inclement weather. The house was so cozy and decorated beautifully! We wish we could have stayed longer
Stayed 2 nights in Jan 2026
Verified review

10/10 Excellent

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

Amazing place!

We had a wonderful stay. Property is charming, well equipped, and was as described. Very close walk to downtown. We would definitely stay again.
Stayed 2 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, property conditions & facilities
Wonderful location with walkable restaurant options. Property was cozy and very well appointed. Definitely a re visit.
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

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

Great stay in Annapolis!

The accommodations were very comfortable and clean. We enjoyed walking in the neighborhood down to the water, wandering around Annapolis, and attending USNA events. The location was excellent for day trips to the Eastern shore and Frederick.
Stayed 10 nights in May 2025
Verified review

10/10 Excellent

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

Cute place, great location, fun town

First time in Annapolis to watch East Carolina win the Military Bowl and tour the Naval Academy.Great location, cute, clean, and comfortable place in a fun town with lots of great restaurants and bars.
Stayed 2 nights in Dec 2024
Verified review

10/10 Excellent

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

Beautiful Stay in Annapolis

We definitely will came back. Beautiful little house.
Stayed 2 nights in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great comms, thoughtful presentation, meticulous Naval themed appointment. Truly a ‘Captains Quarters’!…well done. (*Easy 20min stroll to Naval Academy)
Stayed 2 nights in Feb 2026
Verified review

10/10 Excellent

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

Parents’ Weekend Away

Wonderful and cozy! A very clean home with everything you need. Great location to fun shops and restaurants.
Stayed 2 nights in Apr 2025