Title: "Endless Summer" Waterfront on the Chesapeake Bay! Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&selected=109364811&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # "Endless Summer" Waterfront on the Chesapeake Bay! Holiday home in Woolford with private pool and kitchen ## Photo gallery for "Endless Summer" Waterfront on the Chesapeake Bay! ![Exterior - "Endless Summer" Waterfront on the Chesapeake Bay! (Woolford)](https://images.trvl-media.com/lodging/110000000/109370000/109364900/109364811/8b55faca.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Indoor pool, a heated pool - "Endless Summer" Waterfront on the Chesapeake Bay! (Woolford)](https://images.trvl-media.com/lodging/110000000/109370000/109364900/109364811/493c87ed.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Terrace/patio - "Endless Summer" Waterfront on the Chesapeake Bay! (Woolford)](https://images.trvl-media.com/lodging/110000000/109370000/109364900/109364811/1a717f26.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, table football - "Endless Summer" Waterfront on the Chesapeake Bay! (Woolford)](https://images.trvl-media.com/lodging/110000000/109370000/109364900/109364811/86aa30df.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - "Endless Summer" Waterfront on the Chesapeake Bay! (Woolford)](https://images.trvl-media.com/lodging/110000000/109370000/109364900/109364811/d654a9ee.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Escape to a serene waterfront oasis at this Eastern Shore retreat. With an indoor heated pool, kayaking, and crabbing, endless water activities await. Drift off to sleep with sounds of nature in the oversized main suite with perfect waterfront views. ## Reviews 10 Exceptional ### Entire home 4 bedrooms3 bathrooms ## Popular amenities - Pool - Kitchen - Washing machine - Dryer - Pet-friendly - 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. ### "Endless Summer" Waterfront on the Chesapeake Bay! A private waterfront Oasis! This exceptional 4 bedroom, 3 bathroom Rural waterfront Eastern Shore home sits on over 6 acres and boast endless water activities, including an indoor heated pool! Along with kayaking, crabbing or fishing. You can drift off to sleep to sounds of nature and resting geese in the oversized main suite with a perfect waterfront view! Enjoy the Eastern Shore lifestyle in this beautiful backyard, complete with mesmerizing views and a firepit. Crab or fish from the pier for dinner or take in an amazing sunset! The property even has access to a sandy Beach to sit and relax with your favorite beverage. Amazing wildlife on the property to enjoy and admire which include two different species of deer, herrings, bald eagles and ospreys! If this isn't enough you are only minutes from the Blackwater National Wildlife Refuge. Additionally the Harriet Tubman museum is located directly next to the Blackwater Refuge. Take in the local seafood at nearby waterfront restaurants, explore the beautiful nature that the area has to offer and take a well deserved break from the daily grind. You will have access to the property managers direct phone number to during your stay to assist with any questions or issues should they arise. No more waiting on endless email responses, text messages or voicemails from a large rental company. We strive to make your stay a memorable one! So don't hesitate and book now for a unforgettable Chesapeake Bay experience on Marylands Eastern Shore! ## Property amenities ### Pool/Spa - Heated pool - Indoor pool - Private pool ### Internet - Available in the house: WiFi ### Parking and transport - Parking on site ### Kitchen - Blender - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Hob - Ice maker - Kitchen island - Microwave - Oven - Paper towels - Refrigerator - Toaster ### Dining - Dining table ### Bedrooms - 4 bedrooms - Bedsheets provided ### Bathroom - 3 bathrooms - Hair dryer - Shampoo - Soap - Toilet paper - Towels provided ### Living spaces - Dining table - Separate dining area ### Entertainment - Smart TV ### Outdoor areas - Barbecue grill - Firepit - Outdoor furniture - Patio ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk ### Comfort - Air conditioning - Heating ### Pets - Pet friendly - Welcoming dogs only - One pet total ### Suitability/Accessibility - Smoke-free property ### Things to do - Foosball table - Heated pool - Kayak ### 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) ## Similar properties ![Smart TV, fireplace, DVD player, ping pong](https://images.trvl-media.com/lodging/49000000/48360000/48358500/48358449/e25c0b12.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Centreville Waterfront Farm | 170 Acres | Pool | Private Dock | Private Beach | Centreville - Pool - Kitchen - Washing machine - Dryer 10 Exceptional 8 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-01-28&endDate=2026-01-29&selected=48358449&PinnedHotelID=48358449&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/91000000/90160000/90152500/90152441/w1168h1187x1y0-5f971675.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Colonial Farmhouse Centreville - Pool - Hot tub - Pet-friendly - Free Wi-Fi 10 Exceptional 7 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-01-28&endDate=2026-01-29&selected=90152441&PinnedHotelID=90152441&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV, fireplace, ping pong](https://images.trvl-media.com/lodging/97000000/96350000/96343600/96343544/eb204b27.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Goose landing Waterfront Delight! 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The Shore at it's best! 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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 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. ## About the area Woolford is home to this holiday home. Harriet Tubman Underground Railroad National Historical Park and Choptank River Lighthouse are local landmarks, and the area's natural beauty can be seen at Blackwater National Wildlife Refuge and Bill Burton Fishing Pier State Park. Richardson Maritime Museum and Bay Country Shop are also worth visiting. [Visit our Woolford travel guide](https://www.expedia.co.uk/Woolford.dx553248635975865928) [View more Holiday homes in Woolford](https://www.expedia.co.uk/Woolford-Private-Holiday-Homes.d553248635975865928-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=38.536274,-76.21725&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:ynfjFxdepM%3FS%3FS%40S%3FU%40S%40S%3FS%40QBS%40S%40SBSBQBSBS%40SDQBSDQBSDQDQDSDQDQFQDQFQDQFQFOHQFOFQHOFOHOFOHOHOJMFOJMHMJOHMJMJMJKJMJKJMJKJILKJILMLIJILILILILGJINGLGLGLGNGLGLENELENELENCNCLENALCNCNCNANALAN%3FNANAN%3FN%3FN%3FL%3FN%40N%40N%3FN%40N%40L%40NBNBLBN%40NDLBNBNDLDNDLDLDNFLFLFLFNFLFLHLFJHLHLHLHLHJLLHJJJHLJJLHJLLJJHLJLHLJNHLJLHNHLHNHNHNFNHNFNHPFNFPFNFPDPFPFPDPDPFPDRBPDPDRBPDRBPBRBRBR%40PBR%40RBR%40R%40P%40R%3FR%40R%40T%3FR%3FR%3FR%3FR%3FP%3FRATAR%3FRARARARCRARCPARCRCPCRCPERCREPERCPEPGPEPEPGRGPENGPGPGNGNIPGNIPGLIPILININILKNILKLILKLILKJMLIJKLMJKHKJMJKJMHMJMFMHKHMHMFMHOFMDMFMFOFMDMDODMDODOBMDOBO%40MDO%40OBM%40O%40O%40O%40O%3FO%40M%3FO%3FO%3FO%3FOAO%3FOAMAOAOAOCOAMEOAMCOEOCMEOEMEOEMEMGOGMGMEMGOIKGMIMIMIMGKKMIMKKKMKKIKKKMKKKKKMKMKMIMKMIMKOGMKOIOIMGQIMGQIOGQGOIOGQGQEOGQESGQEQEQEQEQESCQESCSEQASCQCSCSCQASASCSAS%3FSASAS%3FUAS%3FQ%3FS&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=1q33HLYd3YXLJda_aQ5I_h80Opw=) Woolford, MD ### What's nearby - Blackwater National Wildlife Refuge \- 13 min drive \- 7.5 miles - Christ Rock Park \- 17 min drive \- 11.1 miles - Harriet Tubman Underground Railroad National Historical Park \- 18 min drive \- 11.5 miles - Harriet Tubman Museum and Educational Center \- 22 min drive \- 14.7 miles - Choptank River Lighthouse \- 23 min drive \- 15.1 miles ### Getting around - Cambridge Station - 21 min drive - Easton, MD (ESN-Easton - Newnam) - 43 min drive ### Restaurants - ‪Madison Bay - ‬9 min drive - ‪Woolford General Store - ‬9 min drive - ‪Church Creek Cafe - ‬13 min drive - ‪The Neck District Grill - ‬39 min drive - ‪Maryland Blue - ‬9 min drive ## Frequently asked questions ### Does "Endless Summer" Waterfront on the Chesapeake Bay! have a pool? ### Is "Endless Summer" Waterfront on the Chesapeake Bay! pet-friendly? ### How much is parking at "Endless Summer" Waterfront on the Chesapeake Bay!? ### Where is "Endless Summer" Waterfront on the Chesapeake Bay! located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## "Endless Summer" Waterfront on the Chesapeake Bay! 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 6 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 9.8 Cleanliness ### 10 Location ## Reviews ### 10/10 Excellent #### Christopher T. 2 Oct 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Great location ##### Christopher T. Stayed 3 nights in Sep 2025 ### 10/10 Excellent #### Tuan N. 13 Oct 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Perfect water front location for seclusion, quiet fishing and crabbing on the pier and late night fire pits! ##### Tuan N. Stayed 3 nights in Oct 2025 ### 10/10 Excellent #### Dov K. 7 Sept 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy All was great ##### Dov K. Stayed 8 nights in Aug 2025 ### 10/10 Excellent #### Jennifer B. 14 Jul 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy We wanted a restful, peaceful break without crowds, and this rental was perfect in those and many other respects. The host was very helpful and accommodating with a few questions we had upon arrival, and he worked hard to make sure our stay was perfect. The house and property are beautiful and spacious. Housekeeping was excellent—all the floors, surfaces, drawers, and shelves were exceptionally clean, and having high-quality linens and towels already in place was wonderful. The kitchen has plenty of cookware, utensils, new tableware, and storage. The master suite is enormous; it has a beautiful bathroom with great lighting and features. The views from the house, deck, pool, and dock were amazing. The dock appears to be brand new and was perfect for coffee or wine walks and watching the sunrise. There are several spots to launch the kayaks from the shore, and the water was calm enough for even a novice like me to handle paddling. We saw many kinds of shore birds, and deer and foxes came right through the yard. From the dock, we saw crabs, fish, and a cownose ray. The lane out to the main road is great for a quiet walk. We were grateful to have the pool for cooling off. The Woolford Store is only about 3 miles away -- great cheesesteaks and sandwiches! They have bug spray and other supplies, as well. We would strongly recommend this rental if you are looking for peace, quiet, and the opportunity to connect/reconnect with family and nature. ##### Jennifer B. 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