Title: Bay views with kayaks, bikes, fire pit, crabbing and more - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=91922203&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Bay views with kayaks, bikes, fire pit, crabbing and more Family-friendly vacation home in Shady Side ## Photo gallery for Bay views with kayaks, bikes, fire pit, crabbing and more ![Smart TV, fireplace, video games, books - Bay views with kayaks, bikes, fire pit, crabbing and more (Shady Side)](https://images.trvl-media.com/lodging/92000000/91930000/91922300/91922203/b45f36b9.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Smart TV, fireplace, video games, books - Bay views with kayaks, bikes, fire pit, crabbing and more (Shady Side)](https://images.trvl-media.com/lodging/92000000/91930000/91922300/91922203/e0c5f7a4.jpg?impolicy=resizecrop&rw=297&ra=fit) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets - Bay views with kayaks, bikes, fire pit, crabbing and more (Shady Side)](https://images.trvl-media.com/lodging/92000000/91930000/91922300/91922203/0b8439fc.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - Bay views with kayaks, bikes, fire pit, crabbing and more (Shady Side)](https://images.trvl-media.com/lodging/92000000/91930000/91922300/91922203/fa24dde2.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Terrace/patio - Bay views with kayaks, bikes, fire pit, crabbing and more (Shady Side)](https://images.trvl-media.com/lodging/92000000/91930000/91922300/91922203/6644b33b.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Situated in a picturesque water community on the Chesapeake Bay, this 3-bedroom cottage offers a soothing ambiance and plenty of opportunities for fun. Enjoy kayaking, crabbing, or simply hanging out in the fenced-in backyard with your dogs. With two waterfront restaurants nearby and access to numerous parks and marinas, you'll never be short on adventure. ## Reviews 9.6 Exceptional ### Entire home 3 bedrooms2 bathroomsSleeps 81050 sq ft ## Popular amenities - Kitchen - Washer - Dryer - Free WiFi - 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. ### Bay views with kayaks, bikes, fire pit, crabbing and more Charming 3 bedroom, 2 bathroom private cottage is situated in a water community on the beautiful Chesapeake Bay. Take advantage of all the Chesapeake Bay has to offer during your stay. We provide kayaks and supplies for crabbing. The home is located near numerous parks and marinas, with plenty of access to fun on the water, or hang out in the fenced in backyard, perfect for your dogs to visit with you. The home is also right across the waterway from two waterfront restaurants and a short drive to Deale where there are numerous waterfront restaurants and marinas. We are also a close drive to Annapolis and Washington DC. Enjoy the updated, soothing ambiance, back deck, firepit, gas fireplace, stand up arcade game, skeeball, kayaks, bikes and more. Perfect get away anytime of the year! The house has one bedroom and a full bathroom on the lower entry level. There’s also a washer and dryer on that level available for guest use. The second floor has two bedrooms and a second full bathroom. The primary bedroom has a door out to the back deck. Enjoy the outdoor dining table and gas grill. We have well water that it filtered and disinfected with two different filtration systems. We provide bottled water that you can use to drink and cook with although the tap water is safe to consume. If you have not used well water before, please note that it can have a sulfur smell. Anne Arundel short term residential license number STR00674 ## Property amenities ### Beach - Beach loungers - Beach towels ### Internet - Available in the house: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Lobster/crab pot - Microwave - Oven - Paper towels - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Bathtub or shower - Hair dryer - Shampoo - Soap - Toilet paper - Towels provided ### Living spaces - Dining table - Fireplace - Living room ### Entertainment - Books - Games - Smart TV - Video games ### Outdoor areas - Firepit - Garden - Gas grill - Outdoor furniture - Patio ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - Pet friendly - Welcoming dogs only - 2 pets total ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - Near the bay - Near the marina ### Things to do - Arcade/game room - Bicycles - Kayak - Water sports equipment - Birdwatching nearby - Kayaking nearby - Motor boating 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 - Bicycles - Garden - Unit size: 1,050 square feet ## Similar properties ![Interior](https://images.trvl-media.com/lodging/84000000/83820000/83814100/83814097/4ba3eb4c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Chesapeake Paradise LITE 4+br3ba Peaceful Watrfrnt Deale - Hot tub - Kitchen - Washer - Dryer 10 Exceptional 6 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-31&endDate=2026-02-01&selected=83814097&PinnedHotelID=83814097&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/89000000/88520000/88514600/88514574/7b0c39b2.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Waterfront Home on the Chesapeake Bay! 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Stevensville - Kitchen - Washer - Dryer - Free WiFi 9.8 Exceptional 43 reviews CA $89 CA $340 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-19&endDate=2026-01-20&selected=84063656&PinnedHotelID=84063656&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 Information provided by the property may be translated using automated translation tools ### Pets Pets allowed Service animals are welcome, and are exempt from fees Welcoming dogs only 2 total pets ### 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 ## About the area Shady Side is home to this vacation home. Captain Avery Museum and The Kunta Kinte Alex Haley Memorial are local landmarks, and travelers looking to shop may want to visit Annapolis Harbour Center and Annapolis Harbor Center Shopping Center. Traveling with kids? Consider Chesapeake Beach Water Park and Chesapeake Beach Railway Museum. With kayaking and motor boating nearby, you'll find plenty of adventures in the water. [Visit our Shady Side travel guide](https://www.expedia.ca/Shady-Side.dx6264943) [View more Vacation homes in Shady Side](https://www.expedia.ca/Shady-Side-Private-Vacation-Homes.d6264943-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%7C38.83791%2C-76.52367&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=1KfHpX3Z7BhdkKuto6S_9eCE05I=) Shady Side, MD ### What's nearby - Shadyside Park \- 2 min drive \- 1.4 km - Captain Avery Museum \- 2 min drive \- 1.8 km - U.S. Naval Academy \- 33 min drive \- 41.1 km - Annapolis City Dock \- 35 min drive \- 41.8 km - National Mall \- 53 min drive \- 64.1 km ### Getting around - Bowie State Station - 44 min drive - Fort Meade, MD (FME-Tipton) - 46 min drive ### Restaurants - ‪Dunkin' - ‬18 min drive - ‪Bayside Bull - ‬18 min drive - ‪7-Eleven - ‬9 min drive - ‪American Legion - Post 226 - ‬21 min drive - ‪Happy Harbor Restaurant - ‬11 min drive ## Frequently asked questions ### Is Bay views with kayaks, bikes, fire pit, crabbing and more pet-friendly? ### How much is parking? ### What time is check-in at Bay views with kayaks, bikes, fire pit, crabbing and more? ### What time is check-out at Bay views with kayaks, bikes, fire pit, crabbing and more? ### Where is Bay views with kayaks, bikes, fire pit, crabbing and more located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Bay views with kayaks, bikes, fire pit, crabbing and more 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.ca/lp/b/content-guidelines) 10 - Excellent 19 8 - Good 3 6 - Okay 1 4 - Poor 0 2 - Terrible 0 ### 9.8 Cleanliness ### 9.8 Location ### 10 Property conditions & facilities ## Reviews ### 10/10 Excellent #### Jon M. Apr 4, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great spot for us The host were helpful and easy to work with. Property was thoughtfully outfitted with everything we needed. Great location. ##### Jon M. Stayed 10 nights in Mar 2025 ### 10/10 Excellent #### Patricia M. Sep 2, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Chesapeake Bay House Very nice property, relaxing comforatable stay ##### Patricia M. Stayed 2 nights in Aug 2024 ### 10/10 Excellent #### Ed H. Oct 29, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Weekend Away Very clean, everything as described. Awesome host, communication an A+. Would definitely stay again, if we are in the area. ##### Ed H. Stayed 2 nights in Oct 2024 ### 10/10 Excellent #### Don S. Sep 30, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wonderful home We had a great stay in this beautiful property. Three good size bedrooms and two nice baths. Well equipped kitchen and nice living area. Large yard for kids or dogs and just relaxing. Convenient to restaurants and markets. Hope to visit again soon. ##### Don S. Stayed 4 nights in Sep 2024 ### 10/10 Excellent #### Matthew Aug 26, 2024 Liked: Cleanliness, amenities, property conditions & facilities, communication Great little house! The fenced in yard for pets is absolutely perfect. Fully stocked kitchen, plenty of supplies like paper towels, soap, TP, even condiments and coffee filters. There's a grocery store down the street, and Annapolis is about 30 minutes away. People may have issues with the water, but the owners provide a fancy bubbler so you're more than covered. Neighborhood seems nice and access to the bay is a short stroll down the street. We had a great visit. Thanks Mary and Chris! ##### Matthew Stayed 4 nights in Aug 2024 ### 10/10 Excellent #### Stuart L., Catonsville Jan 13, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Clean and comfortable This property was awesome. The house was so clean and well stocked. The kitchen had everything we needed. The appliances are new and not a thing was out of place. They even had a dog bed and supplies for our dog. The owners were very accessible and reached out to make sure we had everything we needed. The neighbors were very friendly and it is a really special place. We will seek this place out if we ever return to Shady Side. ##### Stuart L. Stayed 7 nights in Jan 2024 ### 8/10 Good #### Kelly M. Sep 14, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Shady Side Stay We had a great time in Shady Side relaxing, taking a boat ride and playing on jet skis. We even found a really great ice cream shop right by the house. The house was clean and comfortable. The only downside was the water was not potable and very sandy. The owners did provide a water cooler which was definitely needed. Shady Side is a great place to escape the hustle and bustle of everyday life! ##### Kelly M. Stayed 2 nights in Sep 2023 ### 10/10 Excellent #### Kathryn C. Oct 15, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Comfy home Met up with a friend from college and had a great visit for a few days. House was comfortable and clean. Mary & Chris were very responsive as well. We enjoyed sitting outside in the back yard and letting the dog explore and enjoy being off leash. Quiet neighborhood and beautiful area. Short drive into Annapolis as well. There were really only 2 downsides 1 - the water and the sulphur smell really made it hard to shower or wash dishes but that’s nothing that can be changed and we dealt with it 2 - the curtains don’t block out the street lights or the very early morning sun Overall we had a great stay and would definitely consider staying here again if we visit the area! ##### Kathryn C. Stayed 3 nights in Oct 2023 ### 6/10 Okay #### Kathleen C. Dec 5, 2023 Liked: Cleanliness, check-in #### Comfortable home for small family group The home was well appointed with basic amenities provided. It was clean. We were 4 adults and 2 12 yr olds. It is a bit small for that many to spend any more than short periods of time. The kitchen was a bit small for preparing anything other than basic meals. The owners did respond to questions and concerns. The well water was a distraction and although bottled water was provided it was still an inconvenience not being able to use the tap water. The location was convenient to Annapolis and Crofton and DC, areas we needed to get to. ##### Kathleen C. Stayed 4 nights in Nov 2023 ### 10/10 Excellent #### Kristin A. Jun 22, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Nice Get Away Cute cottage in quiet neighborhood for a get away to the Eastern shore. Description is accurate and Mary was easy to communicate with. We enjoyed our stay. ##### Kristin A. Stayed 2 nights in Jun 2025 ### 10/10 Excellent #### megan f. Jun 20, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great little spot in Shady Side We had a great time with our family and another family plus our new pup! The house is very dog friendly and the fenced in yard was key. Everyone we met in the neighborhood and Shadyside was so friendly. ##### megan f. Stayed 3 nights in May 2025 ### 10/10 Excellent #### Farrah W. Oct 16, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Cute place! Great for families and friends. 30 Minute drive to Annapolis. ##### Farrah W. Stayed 2 nights in Oct 2023 ### 8/10 Good #### Gloria B. Sep 9, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Nice small houee Four seniors visiting Annapolis. House was adequate for our needs. Twenty miles outside Annapolis. Neighborhood quiet. ##### Gloria B. Stayed 3 nights in Sep 2023 ### 10/10 Excellent #### Maude H., Floyd, VA May 15, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### This is an excellent property in a really nice community! Lovely home, which we appreciate the host sharing with us. The location was excellent. We enjoyed eating in, cooking out, and kayaking. Also a day in Solomons and then in Annapolis. The neighbors are so friendly! House in excellent condition and host is responsive to texts as needed. ##### Maude H. Stayed 4 nights in May 2023 ### 10/10 Excellent #### Marta B. Jun 19, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Family Weekend We had a lovely stay. The house was cozy and comfortable. The bikes were perfect for exploring the neighborhood and we loved walking to the dock to fish and kayak. Our two dogs joined us and they had a wonderful time as well. The yard was perfect for them to romp around and have a wonderful time. It was a wonderful weekend. ##### Marta B. Stayed 2 nights in Jun 2023 ### 10/10 Excellent #### Kayla T. May 29, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Family Retreat This was a great property for a young family to stay at, with quick access to the bay. Annapolis is very close by, with a lot of restaurants and other locations to visit. The neighborhood was very nice, with friendly neighbors on each side. Everything was very bright outside at night too, with a lot of street lights. (If you have little ones, consider bringing portable black out screens for some windows.) The house was clean and comfortable, with a backyard and game room that teens would likely love. The owners were great and very easy to get a hold of. They were quick to respond and help out. Highly recommended! ##### Kayla T. Stayed 4 nights in May 2023 ### 8/10 Good #### Maria M., United States Jul 14, 2023 Liked: Check-in, communication, location #### Shady Side getaway Spent four nights at this house near the bay with my husband and our poodle. We loved the proximity to several waterfront restaurants and Annapolis. Had an incredible dinner at Jesse Jay’s Latin Kitchen! The house is cute and the owners provided lots of supplies like beach towels, coffee and paper products which are often NOT provided by other properties. The windows treatments do not keep out the bright street light from the bedroom. The yard needs a lot of work and the photos looked like there was a secure six foot fence around the yard. In reality one section of the fence is low and open picket type. This wouldn’t be a problem for everyone, but we wanted to have a chance to play with our dog off leash (we don’t have a fenced yard at home). ##### Maria M. Stayed 4 nights in Jul 2023 ### 10/10 Excellent #### Carlos M. Apr 21, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great family stay! We recently visited this home to celebrate my son's 3rd birthday. It was the perfect location for a quick mid-week escape from DC, only an hour from our home but it felt a world away. The house itself is very cute and decorated in a nautical theme. The beds were comfortable and the kitchen had everything we needed for cooking. We brought our little dog and the owners have the house equipped with dog bowls, blankets, and a dog bed that my pup would not leave. I also want to add that as parents of a 2 and 4 year old who get into everything, the home was super child friendly without dangerous decorations or pointy tables etc. The house is located by the water and we could walk to a playground with a private beach that was perfect for my young kids. We were also surprised by how friendly everyone in this area was and enjoyed the seafood at nearby restaurants. Owner was very responsive to my questions and provided a guidebook with suggestions and house rules that made everything very simple! There are kayaks you can use if you wish which we will have to take advantage of on our next trip. We would definitely return! ##### Carlos M. Stayed 2 nights in Apr 2023 ### 10/10 Excellent #### Rona P. May 31, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect DC escape! The house is beautifully decorated and comfortable; even has a cute basket for doggie essentials. Have to find that muddy paw cup for our pup now. Mary and Chris were very responsive and helpful. Everything's there for a wonderful stay. We took the provided paddles and vests just down the street and enjoyed a trip out into the river with the double kayak. Even the downpour didn't diminish the fun of our paddle. The firepit was perfect for s'mores and my teens enjoyed the arcade street fighter game in the shed. It is a friendly neighborhood to take a walk with your dog too. We were only there for 2 nights but felt much longer. We enjoyed dinner outside at Pirate's Cove, watched movies at the house and played a board game. All this and only 1 hour from DC! Thank you for sharing your home with us! \*Oh, and my husband who can never find spicy enough food says the Spicy Chicken sandwich at Royal Farms (Convenience/Gas Station coming into town) is spicy, so beware. ##### Rona P. Stayed 2 nights in May 2023 ### 10/10 Excellent #### kimberly D., alexandria May 6, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### A Delightful Getaway My husband and I, along with 2 friends, just returned from a delightful “mini” getaway In Shady Side, Maryland. This recently renovated house was expertly styled in seaside colors and nautical accents. The owners have put a lot of thought into making sure that the needs of their guests were met. The kitchen is well stocked with new china, pots and pans and glassware. There is a great toaster and a coffeepot (along with coffee in the freezer). Everyone found the beds quite comfortable with lots of pillows. All bathrooms were supplied with soaps, lotions and shampoo. There was even a hairdryer. As dog owners, this dog friendly home welcomed us with a dog bed, bowls and towels. We gratefully appreciated this touch! We really enjoyed exploring the cute community of Shady Side. Our group did plenty of exploring on foot and by car. Unfortunately, the weather was a little cool – so we did not use the kayaks provided. The owners left a list of restaurants in their notebook. We took advantage of several waterside dining spots. In sum, we had a great time at the house and getting to know that part of the world. It was hard to believe that we were only an hour from DC. We definitely look forward to returning to this house again in the near future! ##### kimberly D. Stayed 3 nights in May 2023 ### 10/10 Excellent #### Lindsey B. May 27, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy ##### Lindsey B. 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