Title: Charming Downtown Annapolis. Stroll to all the Historic District has to offer. Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/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. Holiday home with kitchen, near U.S. Naval Academy ## Photo gallery for Charming Downtown Annapolis. Stroll to all the Historic District has to offer. ![Exterior detail - Charming Downtown Annapolis. Stroll to all the Historic District has to offer. (Annapolis)](https://images.trvl-media.com/lodging/107000000/106790000/106784900/106784802/fc5db8f2.jpg?impolicy=resizecrop&rw=598&ra=fit) ![1 bedroom, iron/ironing board, WiFi, bed sheets - Charming Downtown Annapolis. Stroll to all the Historic District has to offer. (Annapolis)](https://images.trvl-media.com/lodging/107000000/106790000/106784900/106784802/905ebea5.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Charming Downtown Annapolis. Stroll to all the Historic District has to offer. (Annapolis)](https://images.trvl-media.com/lodging/107000000/106790000/106784900/106784802/c74f9d33.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, books - Charming Downtown Annapolis. Stroll to all the Historic District has to offer. (Annapolis)](https://images.trvl-media.com/lodging/107000000/106790000/106784900/106784802/a46f8dfc.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - Charming Downtown Annapolis. Stroll to all the Historic District has to offer. (Annapolis)](https://images.trvl-media.com/lodging/107000000/106790000/106784900/106784802/c86df11e.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies 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 10 Exceptional ### Entire home 1 bedroom1 bathroomSleeps 5825 sq ft ## Popular amenities - Kitchen - Air-conditioning - Outdoor space - Parking available - Barbecue grill ## 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 transport - Parking on site ### Kitchen - Blender - Coffee grinder - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Hob - Ice maker - Kitchen island - 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 - 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. - 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 - 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/85000000/84170000/84168400/84168331/e5b515f9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Gather, Relax & Explore — Townhome 1 Block from State Capitol Building with Backyard & Parking Historic District - Kitchen - Washing machine - Dryer - Free Wi-Fi 10 Exceptional 34 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-18&endDate=2026-02-19&selected=84168331&PinnedHotelID=84168331&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/31000000/30050000/30045800/30045722/03f77dbc.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Charming garden row home, easy 4 block walk to the heart of Annapolis. 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Annapolis - Kitchen - Free Wi-Fi - Air-conditioning - Outdoor space 10 Exceptional 6 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-18&endDate=2026-02-19&selected=104096739&PinnedHotelID=104096739&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-02-18&endDate=2026-02-19&selected=106784802&PinnedHotelID=106784802&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=106784802,84168331,30045722,92543865,66773429) ## 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 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 This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking. 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](https://www.expedia.co.uk/Annapolis.dx6034082) [View more Holiday homes in Annapolis](https://www.expedia.co.uk/Annapolis-Private-Holiday-Homes.d6034082-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ![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 - ![Maryland State House](https://images.trvl-media.com/place/6077394/39e21708-8b4c-431c-950d-e74cf62a71b7.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Maryland State House 17 min walk \- 0.9 miles - ![U.S. Naval Academy showing interior views, heritage architecture and military items](https://images.trvl-media.com/place/6077390/365a14c8-731b-4cc4-a5d7-9baf0c5edd8f.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) U.S. Naval Academy 2 min drive \- 0.9 miles - Maryland Hall for Creative Arts 5 min walk \- 0.3 miles - Navy-Marine Corps Memorial Stadium 15 min walk \- 0.8 miles - Annapolis City Dock 19 min walk \- 1.0 mile ### Getting around - Odenton Station 20 min drive - Fort Meade, MD (FME-Tipton) 30 min drive ### Restaurants - Rams Head Tavern 13 min walk - The Red Bean 16 min walk - LeveL: a small plates lounge 12 min walk - Miss Shirley's Cafe 3 min walk - Kitchen on West St 5 min walk ## Frequently asked questions ### Is Charming Downtown Annapolis. Stroll to all the Historic District has to offer. pet-friendly? ### How much is parking at Charming Downtown Annapolis. Stroll to all the Historic District has to offer. ? ### What time is check-in at Charming Downtown Annapolis. Stroll to all the Historic District has to offer. ? ### What time is check-out at Charming Downtown Annapolis. Stroll to all the Historic District has to offer. ? ### Where is Charming Downtown Annapolis. Stroll to all the Historic District has to offer. located? ## 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 ## 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. [More information](https://www.expedia.co.uk/lp/b/content-guidelines) 10 - Excellent 35 8 - Good 2 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ### 10 Property conditions & facilities ## Reviews ### 10/10 Excellent #### Sarah D. 19 Oct 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Perfect house for a couples getaway! Great location with easy walk to downtown. ##### Sarah D. Stayed 2 nights in Oct 2025 ### 10/10 Excellent #### colleen b. 19 Sept 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Adorable home with all the amenities. Good location. Great decor and everything you may need. ##### colleen b. Stayed 3 nights in Sep 2025 ### 10/10 Excellent #### Christine T. 30 Jun 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 6 Jul 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 #### Michele N. 29 May 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 #### Phil C. 20 Jun 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. 24 Apr 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 ### 8/10 Good #### Jeanette S. 13 May 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 #### Frank R. 29 Dec 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 ### 10/10 Excellent #### William E. 18 Oct 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. 18 Dec 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 #### Brad S. 5 Nov 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. 2 Sept 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 #### Laura C. 7 Oct 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 #### Noelle C. 30 Nov 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 #### L. A. 6 Oct 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy 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 ### 10/10 Excellent #### Julia G. 15 Sept 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 #### Keri B. 9 Sept 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. Stayed 2 nights in Sep 2024 ### 10/10 Excellent #### Carl B. 12 Oct 2025 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](https://a.travel-assets.com/ugc/hotel-reviews/18371777-83a5-477d-81a0-fa4e9bb47203-1760304872522.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![Courtyard](https://a.travel-assets.com/ugc/hotel-reviews/aa2bebe6-5829-499d-924e-06d8da340693-1760304872981.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### Carl B. Stayed 7 nights in Sep 2025 ### 10/10 Excellent #### Brian 3 Nov 2025 Liked: Cleanliness, amenities, property conditions & facilities, communication Absolutely perfect! Will stay again!! ##### Brian Stayed 2 nights in Oct 2025 ### 10/10 Excellent #### Erin B. 19 Aug 2025 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! ##### Erin B. Stayed 4 nights in Aug 2025 ### 10/10 Excellent #### Amy C. 9 Jun 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 #### Steven M. 17 Oct 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 #### Katie J. 24 Jun 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 #### Cocolita M. 29 Sept 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful Stay in Annapolis We definitely will came back. Beautiful little house. ##### Cocolita M. 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