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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 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.
A spacious living room with a large rug, a coffee table, and a sofa. There is a kitchen area with a bar and stools.

Reviews

10 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Garage parking available
    Enjoy the convenience of garage parking - a rare offering in the area.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Maryland State House
1 bedroom1 bathroomSleeps 5

Popular amenities

  • Garage parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue
  • Deck or patio

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, Annapolis City Dock
    ‪6 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪37 min drive‬

Rooms & beds

1 bedroom (sleeps 5)

Bedroom 1

1 King Bed and 1 Single Futon

Living Room 1

1 Queen Sofa Bed

1 bathroom

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen
Number of living rooms
Dining area

About this property

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.


Add dates for prices

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  • Washing machine
  • Dryer
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House Rules

Check in after 4:00 PM
Minimum age to rent: 24
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
We kindly ask children not to play with heirlooms
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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
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.

Important information

You need to know

Property # 4090986vb
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

About the area

Annapolis

Located in Annapolis, this holiday home is in the city centre. Ballet Theater of Maryland and Annapolis Civil Rights Plaque are cultural highlights, and travellers looking to shop may want to visit Annapolis City Dock and Annapolis Harbor Center Shopping Center. Looking to enjoy an event or a game while in town? See what's happening at Navy-Marine Corps Memorial Stadium or Alumni Hall. Power boating and sailing offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
View more Holiday homes in AnnapolisOpens in a new window
Map
Annapolis, MD

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
  • ‪Rams Head Tavern - ‬13 min walk
  • ‪LeveL: a small plates lounge - ‬12 min walk
  • ‪Seasalt - ‬1 min walk

Frequently asked questions

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

No, pets are not allowed at this property.

How much does it cost to stay at Charming Downtown Annapolis. Stroll to all the Historic District has to offer. ?

As of 2 August 2026, prices found for a 1-night stay for 2 adults at Charming Downtown Annapolis. Stroll to all the Historic District has to offer. on 1 December 2026 start from NZ$1,254, 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.

How much is parking at Charming Downtown Annapolis. Stroll to all the Historic District has to offer. ?

On-site parking is available at the property.

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

Check-in begins at 4:00 PM.

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

Checkout is at 11:00 AM.

Where is Charming Downtown Annapolis. Stroll to all the Historic District has to offer. located?

Located in Murray Hill, this holiday home is within a 15-minute walk of People's Brewer Hill Cemetery and Navy-Marine Corps Memorial Stadium. U.S. Naval Academy is 1.4 mi (2.2 km) away.

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. 50 out of 52 reviews
Rating 8 - Good. 2 out of 52 reviews
Rating 6 - Okay. 0 out of 52 reviews
Rating 4 - Poor. 0 out of 52 reviews
Rating 2 - Terrible. 0 out of 52 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Joe S.

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

Christine T.

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

Camille M.

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

Mary W.

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

Tawni A.

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

Christopher G.

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

Patrick C.

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

Brandon F.

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

Susan K.

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

Simon L.

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

Lisa F.

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

Lindsay C.

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

Brian F.

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

Sarah D.

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

Brian

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

10/10 Excellent

Jessica B.

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

Jeff J.

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

colleen b.

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

Christine T.

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

Kathy L.

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

10/10 Excellent

german

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

Michele N.

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

Steven M.

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
Response from VrboOwner on 18 October 2024
Thank you for the kind review! Glad you enjoyed your stay. Welcome back anytime!
Verified review

10/10 Excellent

Erin B.

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

10/10 Excellent

Frank R.

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

About the host

Hosted by Lauren Granzow

Host profile image
Andrew and Lauren are lifelong Marylanders who have a deep appreciation for all the treasures their state has to offer. They have a passion for discovering small houses and restoring them to their former glory, creating inviting spaces for others to enjoy. With two daughters currently away at college, Andrew and Lauren have a bit more time to dedicate to their renovation projects.
Their family has a strong connection to the Navy, with many relatives having served in the military branch. The couple holds a special place in their hearts for the Navy, with this sentiment being honored in their home. The house is dedicated to Lauren's grandfather Captain Bryan Claudy, who served in the Navy. Throughout the house, guests will find various items that belonged to Captain Claudy during his time in the Navy, adding a personal touch and honoring his legacy.

Why they chose this property

Living in downtown historic Annapolis is a truly magical experience. The charming cobblestone streets and historic buildings create a picturesque backdrop for everyday life. Residents are surrounded by vibrant community with a rich history and abundance of things to see and do.

One of the highlights of living in downtown Annapolis is the diverse culinary scene. From cozy cafes to upscale dining establishments, there is no shortage of delicious options to explore. Seafood lovers can indulge in fresh catches at waterfront restaurant\s, while foodies can savor international cuisines from around the world.

As visitors of Annapolis, you'll have easy access to exciting events and activities throughout the year. From lively festivals celebrating music, art and culture to the famous Navy football games at Navy Stadium, there is always something happening in the city. The annual Annapolis Sailboat Show and the Maryland Renaissance Festival are just a few of the many events that draw crowds from near and far.

Living in downtown historic Annapolis offers a unique lifestyle that seamlessly blends history, culture and modern amenities. Whether you're strolling along the waterfront, dining at a trendy restaurant, or attending a local event, every day in Annapolis is filled with endless possibilities and unforgettable experiences.

What makes this property unique

Welcome to Captain's Quarters, a charming one-bedroom house that sleeps up to four people in the heart of downtown Annapolis. This cozy retreat seamlessly blends modern amenities with historical charm, paying tribute to the rich naval history of the area.

Named in honor of Lauren's grandfather, Captain Bryan Claudy, a distinguished Navy Captain, the cottage features pictures of Captain Claudy and other serving relatives, adding a personal touch to the space. The decor throughout the house reflects the nautical heritage of Annapolis, with subtle nods the Navy woven into the design.

Languages:

English

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