Title: Near Chesapeake Bay: Home w/ Hot Tub, Yard Games! Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=7215&destination=Chestertown%2C+Maryland%2C+United+States+of+America&selected=100385211&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Near Chesapeake Bay: Home w/ Hot Tub, Yard Games! ## Photo gallery for Near Chesapeake Bay: Home w/ Hot Tub, Yard Games! ![Fridge, microwave, coffee/tea maker, toaster - Near Chesapeake Bay: Home w/ Hot Tub, Yard Games! (Chestertown)](https://images.trvl-media.com/lodging/101000000/100390000/100385300/100385211/5a50b316.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Exterior - Near Chesapeake Bay: Home w/ Hot Tub, Yard Games! (Chestertown)](https://images.trvl-media.com/lodging/101000000/100390000/100385300/100385211/78d342ac.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, coffee/tea maker, toaster - Near Chesapeake Bay: Home w/ Hot Tub, Yard Games! (Chestertown)](https://images.trvl-media.com/lodging/101000000/100390000/100385300/100385211/bc585516.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Near Chesapeake Bay: Home w/ Hot Tub, Yard Games! (Chestertown)](https://images.trvl-media.com/lodging/101000000/100390000/100385300/100385211/085fdfd8.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV, fireplace - Near Chesapeake Bay: Home w/ Hot Tub, Yard Games! (Chestertown)](https://images.trvl-media.com/lodging/101000000/100390000/100385300/100385211/1d6008d8.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Escape to a serene waterfront retreat in Chestertown, where this spacious home offers 5 bedrooms and a wraparound porch. Enjoy the hot tub/cold plunge, fishing and crabbing nearby or take scenic drives to quaint shops and restaurants in town. With bicycles, board games, outdoor seating areas, high-speed WiFi plus TVs with bar seating for cozy movie nights. ## Reviews 10 Exceptional ### Entire home 5 bedrooms3 bathroomsSleeps 102500 sq ft ## Popular amenities - Hot tub - Kitchen - Washing machine - Dryer - Air-conditioning - Outdoor space ## 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. ### Near Chesapeake Bay: Home w/ Hot Tub, Yard Games! 'Chesapeake Bay Beauty' | Ideal for Family Reunions Your Eastern Shore escape awaits at this stunning 5-bedroom, 2.5-bath modern farmhouse. Just steps from Tolchester Marina and minutes from Rock Hall and downtown Chestertown, this light-filled home blends classic charm with a cozy fireplace and open layout. Relax on the wraparound porch, soak in the hot tub, or enjoy a game on the bocce court. Perfect for family reunions or peaceful retreats, it’s the ideal spot to make lasting memories! \-- THE PROPERTY -- SLEEPING ARRANGEMENTS \- Bedroom 1: 1 king bed \- Bedroom 2: 1 king bed \- Bedroom 3: 1 king bed \- Bedroom 4: 1 queen bed \- Bedroom 5: 2 bunk beds (twin/full) \- Additional Sleeping: 1 portable crib KITCHEN \- Stove/oven, refrigerator, microwave, dishwasher \- Drip coffee maker, toaster, spices \- Cooking basics, dishware & flatware \- Island w/ bar seating, high chair INDOOR LIVING \- Ample entertainment space (ideal for reunions & coastal retreats) \- Smart TVs \- Electric fireplace \- Hardwood floors, open layout \- Board games, books OUTDOOR LIVING \- Hot tub/cold plunge \- Porch swing, private bocce ball court, bicycles \- Expansive wraparound porch \- Spacious yard surrounded by trees for privacy and tranquility \- Plenty of seating for lounging & dining GENERAL \- Central heating & A/C, ceiling fans \- Washer/dryer, iron/board \- Linens/towels \- Complimentary toiletries, hair dryer \- Free WiFi \- Keyless entry FAQ \- 1 exterior security camera (facing out) ACCESSIBILITY \- 2-story home, 4 exterior steps to enter \- 1 bedroom & full bathroom on 1st floor PARKING \- Driveway (10 vehicles) \-- THE LOCATION -- \- 1 block to Tolchester Beach & Marina \- 5 miles to Rock Hall \- 10 miles to historic downtown Chestertown’s shops, restaurants, & waterfront \- Easy access to boating, fishing, cycling, & Eastern Shore charm \- 80 miles to Baltimore/Washington Int'l Thurgood Marshall Airport \-- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7\. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. \-- POLICIES -- \- No smoking \- No pets allowed \- No events, parties, or large gatherings \- Additional fees and taxes may apply \- Photo ID may be required upon check-in ADDITIONAL INFORMATION \- This 2-story home requires 4 exterior steps to enter; the 1st floor includes a bedroom and a full bathroom \- Your safety matters. This property features a Ring doorbell device with an exterior security camera facing the front outdoor entry. The camera does not look into any interior spaces. The camera actively records video when motion is detected by the device ## Property amenities ### Pool/Spa - Hot tub ### Internet - Available in the house: Internet access ### Parking and transport - Onsite parking options include a garage ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Microwave - Refrigerator - Toaster ### Bedrooms - 5 bedrooms - Bedsheets provided ### Bathroom - 2.5 bathrooms - Hair dryer - Towels provided ### Living spaces - Fireplace ### Entertainment - Games - TV with cable/satellite channels ### Outdoor areas - Balcony ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoke-free property ### Services and conveniences - Iron/ironing board ### Location highlights - Near the marina ### Things to do - Bicycles - Hunting 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 ### General - Bicycles - Unit size: 2,500 square feet ## Similar properties ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/126000000/125350000/125347300/125347256/e8226f40.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 3 Mi to Washington College! 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Within 2 Blocks of Fountain Park!! Chestertown - Washing machine - Dryer - Air-conditioning 10 Exceptional 4 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-01&endDate=2026-04-02&selected=119124197&PinnedHotelID=119124197&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach towels](https://images.trvl-media.com/lodging/94000000/93680000/93677800/93677764/d169772e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Oyster Cottage - walk to shops , Mainstay music venue and the Bay! Rock Hall - Washing machine - Dryer - Pet-friendly - Free Wi-Fi 10 Exceptional 11 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-01&endDate=2026-04-02&selected=93677764&PinnedHotelID=93677764&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-04-01&endDate=2026-04-02&selected=100385211&PinnedHotelID=100385211&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=100385211,125347256,95779593,64993941,102391680) ## Policies ### Check-in Check-in time starts at 1:00 PM Minimum check-in age - 25 ### 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 not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. 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 Safety features at this property include a fire extinguisher and a first aid kit 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 If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal. ### Property is also known as 507573 ## About the area Chestertown is home to this holiday home. The Mainstay and Waterman’s Museum are cultural highlights, and some of the area's attractions include Larrabee Arts Center and Garfield Center for the Arts at the Prince Theater. Power boating offers a great chance to get out on the surrounding water, or you can seek out an adventure with hunting nearby. [Visit our Chestertown travel guide](https://www.expedia.co.uk/Chestertown.dx7215) [View more Holiday homes in Chestertown](https://www.expedia.co.uk/Chestertown-Private-Holiday-Homes.d7215-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%7C39.21695%2C-76.23285&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=5LANQcqMf8-NDj1zH2o3ZMhewcE=) Chestertown, Maryland ### What's nearby - ![Eastern Shore Maryland, USA is between the Chesapeake bay and Delaware Bay. There are so many farms and fresh produce in this area just 20 minutes from the surrounding water ways. There are also small venues to eat and all have great crabs and crab bisque.](https://images.trvl-media.com/place/7215/6507b0e9-7981-44e0-9a0d-e95b6eb38908.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Washington College 16 min drive \- 12.3 miles - The Mainstay 11 min drive \- 8.8 miles - Rock Hall Harbor 12 min drive \- 9.2 miles - Waterman’s Museum 12 min drive \- 9.0 miles - Ferry Park 14 min drive \- 9.8 miles ### Getting around - Baltimore, MD (MTN-Martin State) 115 min drive ### Restaurants - Tolchester Marina Beach Bar 11 min walk - Ford's Seafood 11 min drive - Jellyfish Joel's 24 min drive - Harbor Shack 14 min drive - Waterman's Crab House 12 min drive ## Frequently asked questions ### Is Near Chesapeake Bay: Home w/ Hot Tub, Yard Games! pet-friendly? ### How much is parking at Near Chesapeake Bay: Home w/ Hot Tub, Yard Games!? ### What time is check-in at Near Chesapeake Bay: Home w/ Hot Tub, Yard Games!? ### What time is check-out at Near Chesapeake Bay: Home w/ Hot Tub, Yard Games!? ### Where is Near Chesapeake Bay: Home w/ Hot Tub, Yard Games! located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Near Chesapeake Bay: Home w/ Hot Tub, Yard Games! 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 2 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 8.0 Location ## Reviews Verified ### 10/10 Excellent #### Cindy D. 19 Aug 2024 Liked: Cleanliness, check-in, communication, location #### Beautiful home Beautiful home and great hospitality. Very clean and smelled amazing (that's important for people who have sensitivity to smells). Comfy beds too. ##### Cindy D. Stayed 5 nights in Aug 2024 From a partner site ### 10/10 Excellent #### Cara 20 Aug 2024 #### Beautiful We had a wonderful time in this beautiful home! The home itself was just a super short drive or nice walk to the Tolchester Marina where we spent a good bit of time but the home itself was amazing and had everything we needed and Maureen was a wonderful host! Can’t wait to go back! ##### Cara ---