[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Kent Island Waterfront | Game Room | Private Dock | Pet Friendly Vacation home in Grasonville with kitchen ![Interior](https://images.trvl-media.com/lodging/54000000/53510000/53501500/53501465/w1999h1332x1y1-dd7661fc.jpg?impolicy=resizecrop&rw=598&ra=fit) ![TV, DVD player](https://images.trvl-media.com/lodging/54000000/53510000/53501500/53501465/w1999h1332x1y1-285020b6.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/54000000/53510000/53501500/53501465/w1996h1332x1y1-fc9d673d.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining](https://images.trvl-media.com/lodging/54000000/53510000/53501500/53501465/w1999h1332x1y1-7311d63f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/54000000/53510000/53501500/53501465/w1999h1332x1y1-cb852f3f.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Escape to the serenity of Maryland's Eastern Shore at Windward Cove. Unwind in spacious rooms, enjoy waterfront views from the backyard deck, or challenge friends to a game of pool. Explore local crab houses and restaurants or take a quiet stroll along Little Greenwood Creek. 9.2 Wonderful ### Entire home 4 bedrooms3 bathroomsSleeps 83485 sq ft ## Popular amenities - Kitchen - Washer - Dryer - Barbecue grill - Outdoor space - Pet-friendly ## 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. ### Kent Island Waterfront | Game Room | Private Dock | Pet Friendly Spacious Home on Little Greenwood Creek Within Short Drive to Annapolis and Local Kent Island Beaches Only a short drive from Washington, D.C., Baltimore, and Annapolis, enjoy the serenity of Maryland's Eastern Shore from the comfort of Windward Cove. This home is outfitted with entertainment and enjoyment in mind: waterfront views, a backyard deck, home gym, pool table, and big, spacious rooms. Local crab houses and restaurants are within easy access while the neighborhood location offers a quiet escape. Explore the extensive Cross Island Trail, which is located nearby and covers 6.5 miles from the Kent Narrows to the Chesapeake Bay. PROPERTY FEATURES: Waterfront: Little Greenwood Creek Dock: 40ft dock, 2ft MLW, water and electricity. Water Toys: 1 tandem kayak is available for guest use. To ensure proper life jacket sizing, please bring your own or we can recommend a local rental agency. Fireplaces: 1 gas. Grill: Propane grill. Propane is provided. Pet Friendly: This is a pet friendly rental. WiFi: Please note that the rural nature of the area may limit data access. Some of our properties can experience slow internet speeds. BED SIZES: Queen - 1 / Queen - 1 / King - 1 / Queen - 1 / ## Property amenities ### Internet - Available in the house: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Kitchen island - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 4 bedrooms - Bedsheets provided ### Bathroom - 3 bathrooms - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - DVD player - TV with cable/satellite channels ### Outdoor areas - Barbecue grill - Deck - Dock - Garden ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - Pet friendly ### Suitability/Accessibility - Smoking not allowed ### Location highlights - Near the bay ### Things to do - Arcade/game room - Billiards/pool table - Gym - Kayak ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector not reported (host has not indicated whether there is a smoke detector on the property) ### General - Garden - Unit size: 3,485 square feet ## Similar properties ![Pool](https://images.trvl-media.com/lodging/79000000/78120000/78112600/78112567/3d77cb09.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Kent Island Waterfront | Pool | Outdoor Dining | Stunning View | Private Dock Grasonville - Pool - Kitchen - Washer - Dryer 8.0 Very good 7 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=78112567&PinnedHotelID=78112567&HadPinnedHotel=true®ionId=-1&adults=2) ![Marina](https://images.trvl-media.com/lodging/49000000/48830000/48828100/48828059/eec21952.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly St. Michaels - Kitchen - Washer - Dryer - Pet-friendly 9.6 Exceptional 31 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=48828059&PinnedHotelID=48828059&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96100000/96099900/96099893/6885404d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Sprawling Waterfront Home with views, Dock and In-Home Theatre Grasonville - Kitchen - Washer - Dryer - Air conditioning 9.4 Exceptional 3 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=96099893&PinnedHotelID=96099893&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/108000000/107050000/107046000/107046000/0431d903.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Kent Island Waterfront | Pool | Stunning View Stevensville - Pool - Kitchen - Washer - Dryer 10 Exceptional 6 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=107046000&PinnedHotelID=107046000&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/98000000/97090000/97083900/97083848/0d1709c4.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly Stevensville - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 55 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=97083848&PinnedHotelID=97083848&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/98000000/97560000/97553100/97553068/c2f460cf.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 25-50% Off~Private Beach~Hot Tub~Fire Table~ Stevensville - Hot tub - Kitchen - Washer - Dryer 10 Exceptional 30 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=97553068&PinnedHotelID=97553068&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48380000/48378600/48378570/b94b1ba5.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife St. Michaels - Kitchen - Washer - Dryer - Pet-friendly 9.8 Exceptional 44 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=48378570&PinnedHotelID=48378570&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/93000000/92480000/92471500/92471416/a44a90e1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Three Decks overlook Marina basin and views of the Chesapeake and Eastern Bays Stevensville - Kitchen - Washer - Dryer - Air conditioning 10 Exceptional 3 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=92471416&PinnedHotelID=92471416&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33700000/33691100/33691023/bb559863.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy Stevensville - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 41 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=33691023&PinnedHotelID=33691023&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/34000000/33560000/33554400/33554342/409af264.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets! Chester - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 126 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=33554342&PinnedHotelID=33554342&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age: 25 ### Check-out Check-out before 10:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Pets Pets allowed Service animals are welcome, and are exempt from fees ### 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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip Host has not indicated whether 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 ### Property is also known as 86 Vrbo Property ## 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%7C38.90777%2C-76.19572&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=0WZ73ioWyzwqJVNJf2IVEdKtVMs=) Grasonville, MD #### What's nearby - Queenstown Premium Outlets - 17 min drive - 12.3 km - Chesapeake Bay Environmental Center - 17 min drive - 10.0 km - Queenstown Harbor Golf Club - 18 min drive - 13.0 km - Chesapeake Bay Bridge - 33 min drive - 30.5 km - U.S. Naval Academy - 49 min drive - 48.2 km #### Getting around - Easton, MD (ESN-Easton - Newnam) - 32 min drive #### Restaurants - ‪Wawa - ‬15 min drive - ‪Royal Farms - ‬17 min drive - ‪The Jetty Restaurant & Dock Bar - ‬16 min drive - ‪7-Eleven - ‬13 min drive - ‪A Little Lovely Coffee House - ‬17 min drive ## Frequently asked questions ### Is Kent Island Waterfront | Game Room | Private Dock | Pet Friendly pet-friendly? > Yes, pets are allowed at this property. ### What time is check-in at Kent Island Waterfront | Game Room | Private Dock | Pet Friendly? > Check-in begins at 4:00 PM. ### What time is check-out at Kent Island Waterfront | Game Room | Private Dock | Pet Friendly? > Check-out is at 10:00 AM. ### Where is Kent Island Waterfront | Game Room | Private Dock | Pet Friendly located? > Situated in Grasonville, this vacation home is within 9 mi (15 km) of Chesapeake Bay Environmental Center, Queenstown Premium Outlets, and Chesapeake Exploration Center. Queenstown Harbor Golf Links and Queenstown Harbor Golf Club are also within 9 mi (15 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Kent Island Waterfront | Game Room | Private Dock | Pet Friendly Reviews 9.2 ### Wonderful 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 8 8 - Good 3 6 - Okay 1 4 - Poor 0 2 - Terrible 0 ### 9.4/10 Cleanliness ### 8/10 Good #### c b. Jul 14, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Relax Had friends and family stay for 4 days. Nice house and dock. ##### c b. Stayed 4 nights in Jul 2025 ### 10/10 Excellent #### Dawn F. Sep 2, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Quiet and relaxing Beautiful property! Would highly recommend for a family to reacquaint and relax! ##### Dawn F. Stayed 4 nights in Aug 2024 ### 10/10 Excellent #### Stacy B. Jun 12, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect Serene Retreat! We were in town for a wedding and could not imagine a more perfect place to stay! The beautifully landscaped backyard and water view made for relaxing peaceful evenings on the screened in deck. It was perfect! ##### Stacy B. Stayed 3 nights in Jun 2022 ### 10/10 Excellent #### Sharon P. Jul 25, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Grasonville Home Perfect house for family vacation. We enjoyed long family dinners at large table which then became our game night table - when we weren’t downstairs in the game room having ping pong and pool tournaments. Easy drive to beaches and Annapolis. Large back yard and screened in porch made for early morning and late evening enjoyment. ##### Sharon P. Stayed 7 nights in Jul 2022 ### 10/10 Excellent #### Peg S. May 10, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Lovely getaway Antsy to get away postCOVID so opted to visit old haunts around Kent Island. Got to visit friends & eat in some favorite restaurants. House was immaculate and WAY MORE than the 2 of us needed but still felt warm & cozy. Fitness room is the best! Had a couple questions & received prompt responses from property mngmt company. Well stocked kitchen & cleaning supplies. ##### Peg S. Stayed 3 nights in Apr 2021 ### 8/10 Good #### T W. Jul 30, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Birthday Gathering Lovely serene home in a quiet neighborhood. Peaceful view of lakefront property. Only thing internet was a bit spotty at times and grill is rusty otherwise a great stay from the hustle and bustle of the city . ##### T W. Stayed 3 nights in Jul 2024 ### 10/10 Excellent #### David H. Apr 24, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### lovely place i'm not sure why the fees are 39% - 2x other similar properties. i found this really grating. ##### David H. Stayed 4 nights in Apr 2024 ### 8/10 Good #### Michael O. Oct 17, 2022 Liked: Check-in, communication, location, listing accuracy #### Friends' reunion We are three old friends who get together two or three times a year to hang out and prepare good food. This place was mostly okay for the three of us but if there were many more some parts of it would not have worked very well. No place for 5 or more to sit comfortably in front of main TV. The Weber grill needs to be either thrown away or totally rebuilt: the burners are rusted out and as a result I could not get the gas to vaporize properly and give a blue flame--instead there are yellow flare-ups from places where the burners are rusted out and emitting to great a supply of gas. it became almost impossible to prepare BBQ properly. Also the flavorizer bars are totally rusted out and in one or two places they are collapsed into the burners, making an already difficult job impossible. The screened-in outdoor porch would have been nice to use as there were a number of insects flying around but it was filthy and had obviously not been washed in a long time, so we did not get to use it. The rooms were comfortable and the kitchen adequately provisioned. The rug under the dining table is a menace as two corners are curled up and are definite trippers, easy to miss when serving food from kitchen to table, etc. We put large objects on them to serve as obstacles. On a scale of 1 to 10 I would give it a 6 to 7 at best. With some care it could be a 9. ##### Michael O. Stayed 3 nights in Oct 2022 ### 6/10 Okay #### jen s. Jul 19, 2022 Liked: Cleanliness, check-in, communication, listing accuracy #### Reunion week Beautifully house. Lots of space. Lovely backyard. Really enjoyed screened porch. ##### jen s. Stayed 7 nights in Jul 2022 ### 10/10 Excellent #### Sean R. Oct 19, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wonderful stay on the Eastern Shore Great property - massive lot with gorgeous, tree lined drive. Plenty of room for a multi generational family gathering of 8. Screened in porch with fire pit was perfect for the evenings. Huge basement and amazing kitchen. Wonderful, peaceful getaway. Property manager extremely responsive. Would stay again in a heartbeat. ##### Sean R. Stayed 3 nights in Sep 2021 ### 10/10 Excellent #### Betsy W. May 22, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Getaway We had a wonderful week connecting with family at Windward Cove. The house is very comfortable. We very much enjoyed the kayaks and the screened porch with the firepit. ##### Betsy W. 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