Title: Charming Downtown Annapolis. Stroll to all the Historic District has to offer. - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Charming Downtown Annapolis. Stroll to all the Historic District has to offer. Vacation home with kitchen, near U.S. Naval Academy ![Exterior](https://images.trvl-media.com/lodging/107000000/106790000/106784900/106784802/206c024c.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior](https://images.trvl-media.com/lodging/107000000/106790000/106784900/106784802/c74f9d33.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106790000/106784900/106784802/c86df11e.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, books](https://images.trvl-media.com/lodging/107000000/106790000/106784900/106784802/a46f8dfc.jpg?impolicy=resizecrop&rw=297&ra=fit) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106790000/106784900/106784802/905ebea5.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location 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. 10 Exceptional ### Entire home 1 bedroom1 bathroomSleeps 5825 sq ft ## Popular amenities - Kitchen - Barbecue grill - Parking available - Outdoor space - Air conditioning ## Add dates for prices Check-in Check-out Travellers ## 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 transportation - Parking on site ### Kitchen - Blender - Coffee grinder - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Ice maker - Kitchen island - 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 - Patio ### 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 - Bicycle parking - Bicycle storage - 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 - Bicycle parking - Bicycle storage - Recycling - Unit size: 825 square feet ## Similar properties ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82800000/82795000/82794982/cdcfd11d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Charming Historic Townhouse Steps From USNA Historic District - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 31 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-06&endDate=2025-11-07&selected=82794982&PinnedHotelID=82794982&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66850000/66845500/66845427/e45263c6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 421 Irie: Simply Charming 2 Story COTTAGE!! 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Historic District - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 237 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-06&endDate=2025-11-07&selected=34297781&PinnedHotelID=34297781&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33500000/33496000/33495970/w4000h2785x0y0-a6314b8c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Beautiful Condo - Water View Near City Dock Eastport - Pool - Kitchen - Washer - Dryer 9.6 Exceptional 150 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-06&endDate=2025-11-07&selected=33495970&PinnedHotelID=33495970&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/78000000/77990000/77984100/77984082/2c66b8d4.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Historic Annapolis Home 1.5 blocks from center of town. Historic District - Kitchen - Washer - Dryer - Free WiFi 9.8 Exceptional 42 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-06&endDate=2025-11-07&selected=77984082&PinnedHotelID=77984082&HadPinnedHotel=true®ionId=-1&adults=2) ## 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 ### 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 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 ### We should mention This property does not have elevators ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C38.97566%2C-76.50351&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=6VTzRBv5Do342a6pQkAbDmP4yL0=) Annapolis, MD #### What's nearby - 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 - Anne Arundel Medical Center - 5 min drive - 3.8 km #### Getting around - Odenton Station - 20 min drive - Fort Meade, MD (FME-Tipton) - 30 min drive #### Restaurants - ‪Rams Head Tavern - ‬13 min walk - ‪Curate - ‬8 min walk - ‪Miss Shirley's Cafe - ‬3 min walk - ‪LeveL: a small plates lounge - ‬12 min walk - ‪Metropolitan Kitchen & Lounge - ‬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. ### 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. ? > Check-out 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 vacation home is 0.2 mi (0.4 km) from People's Brewer Hill Cemetery and 1.4 mi (2.2 km) from U.S. Naval Academy. Ballet Theater of Maryland and Maryland Hall for Creative Arts are also within 10 minutes. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Charming Downtown Annapolis. Stroll to all the Historic District has to offer. Reviews 10 ### 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.[More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 31 8 - Good 2 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10/10 Cleanliness ### 10/10 Property conditions & facilities ### 10/10 Excellent #### Christine T. Jun 30, 2025 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. ##### Christine T. Stayed 4 nights in Jun 2025 ### 10/10 Excellent #### german Jul 6, 2025 Liked: Cleanliness, property conditions & facilities Wonderful location with walkable restaurant options. Property was cozy and very well appointed. Definitely a re visit. ##### german Stayed 4 nights in Jul 2025 ### 10/10 Excellent #### Phil C. Jun 20, 2025 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. ##### Phil C. Stayed 2 nights in Jun 2025 ### 10/10 Excellent #### Sam M. Apr 24, 2025 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. ##### Sam M. Stayed 2 nights in Apr 2025 ### 10/10 Excellent #### Amy C. Jun 9, 2025 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! ##### Amy C. Stayed 4 nights in Jun 2025 ### 10/10 Excellent #### Frank R. Dec 29, 2024 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. ##### Frank R. Stayed 2 nights in Dec 2024 ### 8/10 Good #### Jeanette S. May 13, 2025 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. ##### Jeanette S. Stayed 4 nights in Apr 2025 ### 10/10 Excellent #### Cocolita M. Sep 29, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful Stay in Annapolis We definitely will came back. Beautiful little house. ##### Cocolita M. Stayed 2 nights in Sep 2024 ### 10/10 Excellent #### William E. Oct 18, 2024 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. ##### William E. Stayed 3 nights in Oct 2024 ### 10/10 Excellent #### Donald E. Dec 18, 2024 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. ##### Donald E. Stayed 3 nights in Dec 2024 ### 10/10 Excellent #### Katie J. Jun 24, 2025 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! ##### Katie J. Stayed 2 nights in Jun 2025 ### 10/10 Excellent #### Brad S. Nov 5, 2024 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. ##### Brad S. Stayed 2 nights in Nov 2024 ### 10/10 Excellent #### beth s. Sep 2, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Excellent This home was extremely comfortable, cozy & decor was top notch!! Great location & close to downtown!! ##### beth s. Stayed 2 nights in Aug 2024 ### 10/10 Excellent #### Dyllon P. Sep 14, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Such a unique property I loved my stay in Annapolis, I would recommend this property to anyone in my family. It felt like I was at home, it was so well decorated and equipped! ##### Dyllon P. Stayed 21 nights in Aug 2024 ### 10/10 Excellent #### Patrick M. Nov 17, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Outstanding Nicest VRBO ever. Charming and well appointed. Highly recommend . ##### Patrick M. Stayed 2 nights in Nov 2024 ### 10/10 Excellent #### Robert H. Oct 21, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### The Captain's Quarters did not disappoint This property is lovely, such a nicely renovated home. We were there for a USNA reunion and it was perfectly located for walking to everything. The memorabilia in the house is fun to examine, and the house is such efficient use of space. We loved it and hope to be back! ##### Robert H. Stayed 2 nights in Oct 2024 ### 10/10 Excellent #### Noelle C. Nov 30, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Home away from Home 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. ##### Noelle C. Stayed 4 nights in Nov 2024 ### 10/10 Excellent #### Craig S. Jul 21, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy 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! ##### Craig S. Stayed 2 nights in Jul 2025 ### 10/10 Excellent #### Julia G. Sep 15, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Absolute perfection! 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! ##### Julia G. Stayed 2 nights in Sep 2024 ### 10/10 Excellent #### Michele N. May 29, 2025 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. ##### Michele N. Stayed 10 nights in May 2025 ### 10/10 Excellent #### Steven M. Oct 17, 2024 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. ##### Steven M. Stayed 2 nights in Oct 2024 ### 10/10 Excellent #### Laura C. Oct 7, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great location! 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! ##### Laura C. Stayed 2 nights in Oct 2024 ### 10/10 Excellent #### Mikhail S. Sep 23, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### thx thx ##### Mikhail S. Stayed 4 nights in Sep 2024 ### 10/10 Excellent #### Keri B. Sep 9, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Comfort and Character 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….. ##### Keri B. 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