Title: Chesapeake Comfort, Annapolis. - 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 # Chesapeake Comfort, Annapolis. Vacation home with kitchen, near U.S. Naval Academy ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57360000/57359100/57359083/ccf7fb47.jpg?impolicy=resizecrop&rw=598&ra=fit) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57360000/57359100/57359083/w1170h778x0y0-525d5ef7.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, books](https://images.trvl-media.com/lodging/58000000/57360000/57359100/57359083/a0026e1b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57360000/57359100/57359083/w1170h778x0y0-0d9b0ad4.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, books](https://images.trvl-media.com/lodging/58000000/57360000/57359100/57359083/bf64d3b6.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Step into the Annapolis Bungalow Home, a charming retreat professionally cleaned and designed for comfort. Take a stroll to Navy Stadium or hop on the trolley at Park Place and explore downtown. Enjoy relaxing evenings on the spacious backyard deck, or launch your kayak from nearby waters. 9.8 Exceptional ### Entire home 3 bedrooms2 bathroomsSleeps 62000 sq ft ## Popular amenities - - - Kitchen - Washer - Dryer - 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. ### Chesapeake Comfort, Annapolis. Annapolis Bungalow Home that is professionally cleaned and is a full time short-term rental. I have been a Superhost with other listings for over 10 years. Walking distance to Navy Stadium and to Park Place where you can jump on the trolley and take a ride through town.There is a kayak/paddle launch at the bottom of the street. Enjoy the spacious backyard deck and yard. Bring your kayaks and store on our rack and walk it down to the launch. No recording devices are inside the home, strictly outside and in sight so that we can monitor who is coming inside the home as per VRBO policy. One doorbell camera and one backyard camera. ## Property amenities ### Internet - Available in the house: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Blender - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Ice maker - Microwave - Oven - Paper towels - Refrigerator - Spices - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Bathtub or shower - Hair dryer - Shampoo - Shower - Soap - Toilet paper - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - Books - Games - Smart TV ### Outdoor areas - Barbecue grill - Firepit - Patio ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - Pet friendly - Welcoming dogs only - 2 pets total (up to 50 lbs per pet) ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - In the city center - Near a health/beauty spa - Near a hospital - Near an outlet shopping mall - Near the bay - Near the marina ### Things to do - Basketball nearby - Ecotours nearby - Fishing nearby - Golfing nearby - Hiking/biking trails nearby - Ice skating nearby - Kayaking nearby - Motor boating nearby - Mountain biking nearby - Sailing nearby - Scuba diving nearby - Swimming nearby - Winery tours 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) - First aid kit - Fire extinguisher - Deadbolt lock ### General - Unit size: 2,000 square feet ## Similar properties ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57360000/57359100/57359092/2478eede.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cozy Annapolis Cottage Annapolis - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 16 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-06&endDate=2025-11-07&selected=57359092&PinnedHotelID=57359092&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96430000/96422800/96422742/5c3f60c0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Downtwn Stylish 3BR/2BA with Exclusive Parking in Annapolis-USNA Stadium Historic District - Kitchen - Washer - Dryer - Pet-friendly 9.4 Exceptional 11 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-06&endDate=2025-11-07&selected=96422742&PinnedHotelID=96422742&HadPinnedHotel=true®ionId=-1&adults=2) ![Marina](https://images.trvl-media.com/lodging/35000000/34300000/34297800/34297781/3dba8eb6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! 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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) ![Interior](https://images.trvl-media.com/lodging/114000000/113280000/113272300/113272210/cc3df3d6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Charming Pet-Friendly Stay - Near Bay & Beaches. Annapolis - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 5 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-06&endDate=2025-11-07&selected=113272210&PinnedHotelID=113272210&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/109000000/108770000/108765200/108765124/7eecbffe.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Mins to DTA - King Beds - Parking Annapolis - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 4 reviews CA $366 CA $796 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-04&endDate=2025-11-05&selected=108765124&PinnedHotelID=108765124&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Contactless check-in available Minimum check-in age: 25 ### Check-out Check-out before 12:00 PM Contactless check-out available ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Rules Please be considerate of our wonderful neighbors and respect our quiet hours after 11pm. Do your best to remove your shoes inside. We try to keep our home as clean as possible at all times. Not a must, just do your best. ### Pets Pets allowed Service animals are welcome, and are exempt from fees Welcoming dogs only 2 total (up to 50 lbs per pet) ### Children and extra beds Children are welcome ### 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 Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock 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 ### Property is also known as Vrbo Property Bouvet Island Vrbo Property Private vacation home Vrbo Property Private vacation home Bouvet Island ## About the area Located in Annapolis, this vacation home is in the city center. Stanton School & Community Center and Thurgood Marshall Memorial are local landmarks, and some of the area's activities can be experienced at Annapolis Harbor and Ego Alley. Helen Avalynne Tawes Garden and French Soldiers Monument are also worth visiting. Kayaking and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and mountain biking nearby. [Visit our Annapolis travel guide](https://www.expedia.ca/Annapolis.dx6034082) [View more Vacation homes in Annapolis](https://www.expedia.ca/Annapolis-Private-Vacation-Homes.d6034082-aaPrivateVacationHomes.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%7C38.98097%2C-76.50400&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=obwP8-NFKvocl7-EjN7gTmWaVE8=) Annapolis, MD ### What's nearby - Navy-Marine Corps Memorial Stadium - 5 min walk - 0.4 km - U.S. Naval Academy - 16 min walk - 1.4 km - Maryland State House - 17 min walk - 1.5 km - Annapolis City Dock - 3 min drive - 2.2 km - Anne Arundel Medical Center - 5 min drive - 3.5 km ### Getting around - Odenton Station - 20 min drive - Fort Meade, MD (FME-Tipton) - 25 min drive ### Restaurants - ‪Graul's Market - ‬13 min walk - ‪Rams Head Tavern - ‬13 min walk - ‪Curate - ‬13 min walk - ‪Miss Shirley's Cafe - ‬13 min walk - ‪LeveL: a small plates lounge - ‬12 min walk ## Frequently asked questions ### Is Chesapeake Comfort, Annapolis. pet-friendly? > Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 50 lbs per pet. ### How much does it cost to stay at Chesapeake Comfort, Annapolis. ? > As of Oct 23, 2025, prices found for a 1-night stay for 2 adults at Chesapeake Comfort, Annapolis. on Oct 30, 2025 start from CA $290.23, excluding 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](https://www.expedia.ca/Annapolis-Hotels-Chesapeake-Comfort.h57359083.Hotel-Information?rfrr=HOT.HIS.question.link.click) for more accurate prices. ### What time is check-in at Chesapeake Comfort, Annapolis. ? > Check-in begins at 4:00 PM. ### What time is check-out at Chesapeake Comfort, Annapolis. ? > Check-out is at 12:00 PM. ### Where is Chesapeake Comfort, Annapolis. located? > Located in the heart of Annapolis, this vacation home is 0.3 mi (0.5 km) from Peters Cove and 1.3 mi (2 km) from U.S. Naval Academy. Navy-Marine Corps Memorial Stadium and Helen Avalynne Tawes Garden are also within 10 minutes. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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