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

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

Exterior detail
1 bedroom, iron/ironing board, WiFi, bed sheets
Smart TV, books
Interior
Fridge, microwave, oven, stovetop

Reviews

10 out of 10
Exceptional

Entire home

1 bedroom1 bathroomSleeps 5825 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space
  • Parking available

Explore the area

View in a map
Annapolis, MD
  • Place, Maryland Hall for Creative Arts
    ‪5 min walk‬
  • Place, Annapolis City Dock
    ‪19 min walk‬
  • Place, U.S. Naval Academy
    ‪5 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪37 min drive‬

Room options

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About the neighborhood

Annapolis

Located in Murray Hill, this vacation home is within a 5-minute walk of sights such as People's Brewer Hill Cemetery and Ballet Theater of Maryland. The vacation home includes a kitchen, a patio, and a sofa bed.
View more Vacation Homes in AnnapolisOpens in a new window

What's nearby

  • Maryland Hall for Creative Arts - 5 min walk - 0.3 miles
  • Navy-Marine Corps Memorial Stadium - 15 min walk - 0.8 miles
  • Maryland State House - 17 min walk - 0.9 miles
  • Annapolis City Dock - 19 min walk - 1.0 mile
  • U.S. Naval Academy - 5 min drive - 1.1 miles

Getting around

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

Restaurants

  • ‪Rams Head Tavern - ‬13 min walk
  • ‪LeveL: a small plates lounge - ‬12 min walk
  • ‪Acqua Al 2 - ‬16 min walk
  • ‪Leo - ‬4 min walk
  • ‪Lemongrass - ‬5 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 cozy little lair.

Inside, the decor reflects nautical themes,
From the anchor wall art to the ship in a bottle dreams.
The cozy 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 cozy, 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.


The vacation home is air-conditioned and features a kitchen and a patio, and there's space to spread out with a separate bedroom. Other standard amenities include a washing machine, a sofa bed, and a coffee maker.

Similar properties

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Flag House Inn
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  • Breakfast included
  • Free WiFi
  • Air conditioning
  • Parking available
9.2 out of 10, Wonderful, 94 reviews
$174 nightly
The price is $199
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Total with taxes and fees
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Property amenities

Internet

  • Available in the house: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • 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.
  • 1 step to reach entrance
  • Area rugs in public areas
  • Handrails in stairways
  • Hardwood flooring in public areas
  • No elevator
  • Tile flooring in public areas
  • Visual alarms in hallways
  • Well-lit path to entrance
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center

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

  • At least 80% lighting from LEDs
  • Recycling
  • 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 honor of those who have served. We ask guests to please be considerate with these heirlooms.

Pets

  • This property doesn't allow pets

Children and extra beds

  • 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
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
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
  • Check-in: 4:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 24

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector and a smoke detector.

Additional information about polices, regulations, and more:

  • There are no elevators.

Frequently asked questions

What's there to see near this vacation home?

This vacation home is situated in Murray Hill within a 10-minute walk of Maryland Hall for Creative Arts, Ballet Theater of Maryland, and Spa Creek. You'll also find Navy-Marine Corps Memorial Stadium and Maryland State House less than a mile away.

Is there parking available at Charming Downtown Annapolis. Stroll to all the Historic District has to offer. ?

No, this vacation home doesn't offer parking.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What amenities will couples enjoy at Charming Downtown Annapolis. Stroll to all the Historic District has to offer. ?

Couples will appreciate amenities at this vacation home, including a kitchen and a smart TV in each house and a kitchen in some.

Are there hot tubs at Charming Downtown Annapolis. Stroll to all the Historic District has to offer. ?

No, there isn't a spa tub at this vacation home.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay free of charge?

No, pets aren't allowed at this vacation home.

Are there connecting rooms at Charming Downtown Annapolis. Stroll to all the Historic District has to offer. ?

No, this vacation home doesn't feature connecting guestrooms.

How close is the airport from this vacation home?

The closest major airport to this vacation home is Fort Meade, MD (FME-Tipton), which is 20.2 mi away (30 minutes by car). Another top airport is Baltimore Washington Intl. Airport (BWI), which is located 28.5 mi away (39-minute drive).

Are there rooms with balconies at Charming Downtown Annapolis. Stroll to all the Historic District has to offer. ?

Yes, every house at Charming Downtown Annapolis. Stroll to all the Historic District has to offer. comes with a patio.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 40 out of 42 reviews
Rating 8 - Good. 2 out of 42 reviews
Rating 6 - Okay. 0 out of 42 reviews
Rating 4 - Poor. 0 out of 42 reviews
Rating 2 - Terrible. 0 out of 42 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

10/10 Excellent

Susan K.

Liked: Cleanliness
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

10/10 Excellent

Patrick C.

Liked: Cleanliness
We loved the coziness of the house. It was perfect for our visit to Annapolis.
Stayed 4 nights in Apr 2026

10/10 Excellent

Kathy L.

Liked: Cleanliness
Charm is the essence of this rental. Beautiful place (loved the personal touches), even had an espresso maker! I felt like I was staying at a friend's place. Super clean, brand new appliances. Parking nearby was simple and easy. Nice part of town. Walking distance to shops and museums. Good town for walkers. We will come back!
Stayed 2 nights in Mar 2026

10/10 Excellent

Brian F.

Liked: Cleanliness
Every detail has been thought of. Hope to stay again!
Stayed 3 nights in Feb 2026

10/10 Excellent

Jeff J.

Liked: Cleanliness
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

10/10 Excellent

Jessica B.

Liked: Cleanliness
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

10/10 Excellent

Lisa F.

Liked: Cleanliness
Excellent location, charming thematic decor, perfect small house for a couple.
Stayed 4 nights in Nov 2025

10/10 Excellent

Missy F.

Liked: Cleanliness
Our experience at this property was outstanding from start to finish. The home was exactly as described in the listing—clean, well-maintained, and thoughtfully stocked with everything we needed for a comfortable stay. The location was perfect, offering easy access to local attractions while still providing a peaceful and private atmosphere.Communication with the host was seamless; they were responsive, professional, and ensured every detail was taken care of. Check-in and check-out were hassle-free, and the instructions provided were clear and helpful.
Stayed 2 nights in Dec 2025

10/10 Excellent

Brian

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

10/10 Excellent

Sarah D.

Liked: Cleanliness
Perfect house for a couples getaway! Great location with easy walk to downtown.
Stayed 2 nights in Oct 2025

8/10 Good

Richard S.

Stayed 4 nights in Sep 2025

10/10 Excellent

Carl B.

Liked: Cleanliness
This was a wonderful stay. The cottage was comfortable, clean, and so well decorated. There was nothing we needed that was not already there - from an iron to extra towels. The courtyard is idealic and allowed us to invite friends to visit for some wine and good company. It felt like we were transported to a French chateau.
Stairwell
Courtyard
Stayed 7 nights in Sep 2025

10/10 Excellent

WILLIAM H.

Liked: Cleanliness
We've stayed in many VRBOs across the country and this was certainly one of the best. Great location close to the Westin and a 15 minute walk to the marinas and US Naval Academy. Near lots of shops and restaurants. Parking was easy as there is some on-street parking in front of the residence with a lightly used, safe, inexpensive parking garage across the street. The place itself is super-cute with a Naval/Military theme and lots of interesting items and photos. The bed is a California King with a medium-firm to firm mattress similar to a Tempur-Pedic. Lots of available pillows and towels. The kitchen was very well appointed with just about anything you would want. In back, there's a nice sitting area with a grill that appeared to be in good shape. Only caution is there are many decorative items in the home and it may be quite tempting for young children. The neighborhood was quiet and very safe. We'd definitely stay here again next time we visit Annapolis. Thanks to the owners for offering such a nice place.
Stayed 2 nights in Oct 2025

10/10 Excellent

L. A.

Liked: Cleanliness
We had the pleasure of staying here for 10 nights as we visited Annapolis! The home is meticulously decorated and furnished and includes an upstairs BR/bath along with a downstairs dining area, desk if you need to WFH, and a relaxing outdoor area. Lauren and Andrew have added personal decor to the home to celebrate and honor Naval service. Well-appointed kitchen had everything we needed to cook our meals. The home is walkable to several restaurants, the post office, Ego Alley, USNA, and the Navy-Marine Corps Memorial Stadium. Included washer/dryer was helpful during our extended stay. Street parking is limited, but there is a convenient parking garage right across the street w/daily/monthly rates. Check-in process was easy and Lauren and Andrew were helpful and communicative hosts.
Stayed 10 nights in Sep 2025

10/10 Excellent

Benjamin D.

Stayed 3 nights in Aug 2025

10/10 Excellent

colleen b.

Liked: Cleanliness
Adorable home with all the amenities. Good location. Great decor and everything you may need.
Stayed 3 nights in Sep 2025

10/10 Excellent

Erin B.

Liked: Cleanliness
A cozy and comfortable place to unwind and relax after fun filled days in Annapolis. Great host, location, and comfort. Lots of amenities to make the stay that much more enjoyable and the personal touches make this space feel like a home away from home! We will be back!
Stayed 4 nights in Aug 2025

10/10 Excellent

Henry S., Frisco

Liked: Cleanliness
The house was in a great location, exceptionally clean, and well-stocked with everything needed. The beautiful patio and stylish kitchen enhanced the stay. We had a memorable and refreshing time during USNA PPW, especially our Plebe. The home felt like a cozy museum, adding to the experience. Communication was easy, and Lauren provided excellent care. No issues during the stay, and we plan to return.
Stayed 3 nights in Aug 2025

10/10 Excellent

Craig S., Wayne

Liked: Cleanliness
My wife and I visited Annapolis to celebrate our wedding anniversary, and we could NOT have asked for a better 'home base' while we explored Annapolis.We kept remarking throughout our stay that the place was just perfect. Well appointed, immaculate, comfortable, the right size, and an easy place to hang before our next event, as well as a nice place to come back to.Lauren was super responsive and kindly extended her well wishes for our anniversary, which was a much appreciated nice touch.We look forward to our next visit!
Stayed 2 nights in Jul 2025

10/10 Excellent

german

Traveled with family
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

10/10 Excellent

Christine T., Plano tx

Liked: Cleanliness

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

10/10 Excellent

Katie J.

Liked: Cleanliness

Charming!

An absolutely amazing visit in the sweetest spot! They’ve done an amazing job with restoring but keeping the originality of the charm. We’ll be back for sure!
Stayed 2 nights in Jun 2025

10/10 Excellent

Phil C.

Liked: Cleanliness

Amazing weekend!

We had an amazing time in Annapolis for the weekend. The place was awesome! Quaint, well decorated, spacious and very clean. The hosts were responsive and accommodating.
Stayed 2 nights in Jun 2025

10/10 Excellent

Amy C.

Liked: Cleanliness
This is a true standout of a place to stay... and reminds me why I choose VRBO over hotels. The character, charm and coziness of this place was top notch. Not only is this place decorated so well (nostalgic and local), the bed was amazingly comfortable! The location was perfect for us, and the parking was very reasonable. We would be lucky to stay here again!
Stayed 4 nights in Jun 2025

10/10 Excellent

Michele N.

Liked: Cleanliness

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