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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.

Exterior
Private kitchen
Private kitchen
Interior
Bathroom

Reviews

10 out of 10
Exceptional
1 bedroom1 bathroomSleeps 5825 sq ft

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Outdoor barbecue
  • Deck or patio

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
    ‪2 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪31 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
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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10.0 out of 10, Exceptional, (7 reviews)
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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

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 - 15 min walk - 1.3 km
  • Maryland State House - 17 min walk - 1.5 km
  • Annapolis City Dock - 19 min walk - 1.6 km
  • U.S. Naval Academy - 2 min drive - 1.4 km

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

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 15 Apr, 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 19 Apr, 2026 start from S$355, 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 0.3 mi (0.4 km) from Ballet Theater of Maryland and 1.4 mi (2.2 km) from U.S. Naval Academy. Maryland Hall for Creative Arts and Spa Creek are also within 10 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. 38 out of 40 reviews
Rating 8 - Good. 2 out of 40 reviews
Rating 6 - Okay. 0 out of 40 reviews
Rating 4 - Poor. 0 out of 40 reviews
Rating 2 - Terrible. 0 out of 40 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

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

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

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

10/10 Excellent

Brian

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

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

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

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

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

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

10/10 Excellent

Missy F.

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

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

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

10/10 Excellent

Phil C.

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

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
Verified

10/10 Excellent

Carl B.

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

10/10 Excellent

Sam M.

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
Verified

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 Oct, 2024
Thank you for the kind review! Glad you enjoyed your stay. Welcome back anytime!
Verified

10/10 Excellent

Amy C.

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

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
Verified

8/10 Good

Jeanette S.

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

Annapolis Comfort

Amazing from booking to departure. Location and amenities are spot on. Bed was comfortable, excellent walking distance to restaurants and shops. Everything needed for comfort was included in the rental.
Stayed 4 nights in Apr 2025
Verified

10/10 Excellent

Cocolita M.

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

10/10 Excellent

William E.

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

Great place, great location, great stay.

The house was definitely a 10 out of 10. It was very clean, well appointed, and in a perfect location. It was perfect for our needs.
Stayed 3 nights in Oct 2024
Response from VrboOwner on 22 Oct, 2024
Thank you for taking the time go give us a review. Much appreciated! Glad you enjoyed your stay. Welcome back anytime!
Verified

10/10 Excellent

Katie J.

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

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
Verified

10/10 Excellent

Donald E.

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

Annapolis 1BR House

This is the perfect place for a couple during an Annapolis visit. The property was clean and well maintained and the host was very accommodating.
Stayed 3 nights in Dec 2024
Verified

10/10 Excellent

Brad S.

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

Weekend

Property was amazing. Decorated impeccably and in a great location to downtown Annapolis and very quiet. Would highly recommend and will stay there again on our next visit.
Stayed 2 nights in Nov 2024
Response from VrboOwner on 6 Nov, 2024
Thank you Brad for the great review! Glad you guys had a great weekend.
Verified

10/10 Excellent

beth s.

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

Excellent

This home was extremely comfortable, cozy & decor was top notch!! Great location & close to downtown!!
Stayed 2 nights in Aug 2024
Response from VrboOwner on 8 Sept, 2024
Thank you Beth! Glad you enjoyed your stay

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

Premier Host

They consistently provide great experiences for their guests
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