In the heart of Annapolis, Captain's Quarters is a peaceful haven. With nautical-themed decor, a cozy kitchen and snug bedroom, this cottage offers modern comfort in historic charm. Just steps from Navy Stadium and Main Street.
Reviews
1010 out of 10
Exceptional
Entire home
1 bedroom1 bathroomSleeps 577 sq m
Popular amenities
Kitchen
Washing machine
Dryer
Air-conditioning
Outdoor space
Parking available
Add dates for prices
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.
Property amenities
Internet
Available in the house: WiFi
Parking and transport
Parking on site
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)
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
Pets not 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
We should mention
This property does not have any lifts
About the area
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. Visit our Annapolis travel guide
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 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 5-minute walk of People's Brewer Hill Cemetery and Ballet Theater of Maryland. Maryland Hall for Creative Arts and Spa Creek are also within 10 minutes.
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Charming Downtown Annapolis. Stroll to all the Historic District has to offer. Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Absolutely the best Vrbo we have ever encountered! Beautiful, charming, accommodating, family friendly and in an excellent location. Our stay was exceptional.
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.
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.
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.
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.
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.
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.
The home was very clean, cozy and we could walk everywhere we wanted to go. We visited the Naval Academy and had lunch across the bridge. Nearby we found a great Thai restaurant and cool shops. Everything in the house made our stay comfortable- we’d definitely stay again!
Fabulous little house close to everything.
The hosts did a wonderful job of providing all the necessities we needed during our stay.
The house was recently renovated and the owners thought of every detail and great use of space! Would recommend this rental for future travelers.
Cannot recommend enough! Lauren was so sweet and accommodating. The home is gorgeous and filled with so much charm. Perfect location. An absolute 10/10!
This charming cottage walking distance to bars and restaurants (and a longer walk or short drive to USNA) was absolutely perfect. The hosts have not only gone above and beyond to make sure your stay is full of homey amenities (fresh ground coffee, comfortable mattresses and bedding, shampoo/conditioner, and cute guidebook), but the whole home is meticulously decorated in Naval Academy memorabilia and accessories..as proud USNA parents, we absolutely loved it! A perfect stay…..
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.
L. A.
Stayed 10 nights in Sep 2025
Verified
10/10 Excellent
Brian
3 Nov 2025
Liked: Cleanliness, amenities, property conditions & facilities, communication
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
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!
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.