Title: "Endless Summer" Waterfront on the Chesapeake Bay! - 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 # "Endless Summer" Waterfront on the Chesapeake Bay! Vacation home in Woolford with private pool and kitchen ![Interior](https://images.trvl-media.com/lodging/110000000/109370000/109364900/109364811/caab1c07.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Smart TV, foosball](https://images.trvl-media.com/lodging/110000000/109370000/109364900/109364811/86aa30df.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109370000/109364900/109364811/a6bf9196.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109370000/109364900/109364811/1a717f26.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/110000000/109370000/109364900/109364811/492a9329.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location 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. 10 Exceptional ### Entire home 4 bedrooms3 bathrooms ## Popular amenities - Dryer - Washer - Kitchen - Pool - Barbecue grill - Parking available ## 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 transportation - Parking on site ### Kitchen - Blender - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Ice maker - Kitchen island - Microwave - Oven - Paper towels - Refrigerator - Stovetop - 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 - Smoking not allowed ### 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 ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33710000/33706000/33705957/9bbf68fc.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW Cambridge - Kitchen - Washer - Dryer - Pet-friendly 9.8 Exceptional 133 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-17&endDate=2025-11-18&selected=33705957&PinnedHotelID=33705957&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/69000000/68130000/68123100/68123084/23ea1ba5.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spacious waterfront home with amazing views, private pier, fishing and crabbing. Cambridge - Kitchen - Washer - Dryer - Pet-friendly 9.4 Exceptional 25 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-17&endDate=2025-11-18&selected=68123084&PinnedHotelID=68123084&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/57000000/56940000/56936400/56936368/w1620h1079x0y1-4ac823ab.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Minutes from Downtown Cambridge | Private Dock | Pool | Kayaks Cambridge - Pool - Kitchen - Washer - Dryer 9.6 Exceptional 22 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-17&endDate=2025-11-18&selected=56936368&PinnedHotelID=56936368&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/97000000/96350000/96343600/96343544/fdceacb3.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Goose landing Waterfront Delight! Lee Creek Farm is a vacation oasis! Cambridge - Pool - Kitchen - Washer - Dryer 9.8 Exceptional 7 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-17&endDate=2025-11-18&selected=96343544&PinnedHotelID=96343544&HadPinnedHotel=true®ionId=-1&adults=2) ![TV, DVD player, table tennis, books](https://images.trvl-media.com/lodging/90000000/89800000/89796700/89796627/76d51058.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Private 9 acre Family Retreat on the Chesapeake Bay Cambridge - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 13 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-17&endDate=2025-11-18&selected=89796627&PinnedHotelID=89796627&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33506200/33506110/1dc9ddc9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Family and Pet-Friendly, Waterfront with Pier Cambridge - Pool - Kitchen - Washer - Dryer 10 Exceptional 262 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-17&endDate=2025-11-18&selected=33506110&PinnedHotelID=33506110&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/110000000/109110000/109109700/109109681/d9805b86.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Relaxing, spacious 5BR house on the Hudson Creek in charming Cambridge Cambridge - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-17&endDate=2025-11-18&selected=109109681&PinnedHotelID=109109681&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/104000000/103760000/103759100/103759056/a01170f3.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE Cambridge - Hot tub - Washer - Dryer - Pet-friendly 8.8 Excellent 9 reviews CA $484 CA $924 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-04&endDate=2025-11-05&selected=103759056&PinnedHotelID=103759056&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33550000/33549200/33549150/w1624h1084x0y2-ec718b23.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock Woolford - Pool - Hot tub - Kitchen - Washer 9.8 Exceptional 74 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-17&endDate=2025-11-18&selected=33549150&PinnedHotelID=33549150&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104250000/104248000/104247929/a0e45084.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### About Time! - Remote Waterfront Home with Dock - Sleeps 15-New EV Charger! Taylors Island - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 5 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-17&endDate=2025-11-18&selected=104247929&PinnedHotelID=104247929&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### 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 Welcoming dogs only 1 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 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 ![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 - 18 min drive - 12.0 km - Harriet Tubman Museum and Educational Center - 29 min drive - 23.6 km - Choptank River Lighthouse - 30 min drive - 24.3 km - Long Wharf Park - 30 min drive - 24.3 km - Gerry Boyle Park at Great Marsh - 32 min drive - 25.3 km #### 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 - ‪The Neck District Grill - ‬39 min drive - ‪Maryland Blue - ‬9 min drive - ‪Marley's Cafe - ‬9 min drive ## Frequently asked questions ### Does "Endless Summer" Waterfront on the Chesapeake Bay! have a pool? > Yes, this property has an indoor pool. Pool types include heated pools. ### Is "Endless Summer" Waterfront on the Chesapeake Bay! pet-friendly? > Yes, this property allows dogs (limit 1 total). ### Where is "Endless Summer" Waterfront on the Chesapeake Bay! located? > Situated in Woolford, this vacation home is within 12 mi (20 km) of Blackwater National Wildlife Refuge, Harriet Tubman Underground Railroad National Historical Park, and Harriet Tubman State Park Visitors Center. Christ Rock Park and Snows Turn Park are also within 12 mi (20 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Expedia's Latest Trends ### Hotels > [Washington Hilton](https://www.expedia.ca/Washington-Hotels-Washington-Hilton.h3998.Hotel-Information) > > [citizenM Washington DC Capitol](https://www.expedia.ca/Washington-Hotels-CitizenM-Washington-DC-Capitol.h45730805.Hotel-Information) > > [Hilton Garden Inn Washington DC Downtown](https://www.expedia.ca/Washington-Hotels-Hilton-Garden-Inn-Washington-DC-Downtown.h454759.Hotel-Information) > > [JW Marriott Washington DC](https://www.expedia.ca/Washington-Hotels-JW-Marriott-Washington-DC.h1471.Hotel-Information) > > [The Westin Washington, D.C. City Center](https://www.expedia.ca/Washington-Hotels-The-Westin-Washington.h1076.Hotel-Information) > > [Holiday Inn Washington-Central/White House by IHG](https://www.expedia.ca/Washington-Hotels-Holiday-Inn-Washington-CentralWhite-House.h5777.Hotel-Information) > > [Sheraton Pentagon City Hotel](https://www.expedia.ca/Washington-Hotels-Sheraton-Pentagon-City-Hotel.h15009.Hotel-Information) > > [Hotel Zena Washington DC](https://www.expedia.ca/Washington-Hotels-Hotel-Zena.h1125.Hotel-Information) > > [Courtyard by Marriott Washington Downtown/Convention Center](https://www.expedia.ca/Washington-Hotels-Courtyard-By-Marriott-Washington-DowntownConvention-Center.h26766162.Hotel-Information) > > [Embassy Suites by Hilton Washington D.C. – Convention Center](https://www.expedia.ca/Washington-Hotels-Embassy-Suites-By-Hilton-Washington-DC-Convention-Center.h1273382.Hotel-Information) > > [Washington Marriott at Metro Center](https://www.expedia.ca/Washington-Hotels-Washington-Marriott-At-Metro-Center.h18134.Hotel-Information) > > [Motto by Hilton Washington DC City Center](https://www.expedia.ca/Washington-Hotels-Motto-By-Hilton-Washington-DC-City-Center.h16111824.Hotel-Information) > > [Washington Plaza Hotel](https://www.expedia.ca/Washington-Hotels-Washington-Plaza.h40512.Hotel-Information) > > [Hamilton Hotel Washington DC](https://www.expedia.ca/Washington-Hotels-Hamilton-Hotel-Washington-DC.h41943.Hotel-Information) > > [Marriott Marquis Washington, DC](https://www.expedia.ca/Washington-Hotels-Marriott-Marquis-Washington.h6908454.Hotel-Information) > > [Homewood Suites by Hilton Washington, D.C. Downtown](https://www.expedia.ca/Washington-Hotels-Homewood-Suites-By-Hilton-Washington.h538542.Hotel-Information) > > [Eurostars Saint Gregory Dupont Circle Georgetown](https://www.expedia.ca/Washington-Hotels-The-St-Gregory-Hotel.h470863.Hotel-Information) > > [Omni Shoreham Hotel](https://www.expedia.ca/Washington-Hotels-Omni-Shoreham-Hotel.h25292.Hotel-Information) > > [The Watergate Hotel](https://www.expedia.ca/Washington-Hotels-The-Watergate-Hotel.h13429.Hotel-Information) > > [The Mayflower Hotel, Autograph Collection](https://www.expedia.ca/Washington-Hotels-The-Mayflower-Hotel.h528.Hotel-Information) > > [Le Meridien Washington, D.C., The Madison](https://www.expedia.ca/Washington-Hotels-The-Madison-Washington-DC.h18335.Hotel-Information) > > [Willard InterContinental Washington by IHG](https://www.expedia.ca/Washington-Hotels-Willard-InterContinental-Washington.h23405.Hotel-Information) > > [Fairmont Washington, D.C., Georgetown](https://www.expedia.ca/Washington-Hotels-Fairmont-Washington.h34080.Hotel-Information) > > [YOTEL Washington DC](https://www.expedia.ca/Washington-Hotels-YOTEL-Washington-DC-Formerly-Liaison.h10576.Hotel-Information) > > [The Royal Sonesta Washington DC Dupont Circle](https://www.expedia.ca/Washington-Hotels-The-Royal-Sonesta-Washington-DC-Dupont-Circle.h1326976.Hotel-Information) > > [Sofitel Washington DC Lafayette Square](https://www.expedia.ca/Washington-Hotels-Sofitel-Washington-DC-Lafayette-Square.h856597.Hotel-Information) > > [Gaylord National Resort & Convention Center](https://www.expedia.ca/College-Park-Hotels-Gaylord-National-Resort-Convention-Center.h1777196.Hotel-Information) > > [Grand Hyatt Washington](https://www.expedia.ca/Washington-Hotels-Grand-Hyatt-Washington.h26459.Hotel-Information) > > [MGM National Harbor Resort & Casino](https://www.expedia.ca/College-Park-Hotels-MGM-National-Harbor-Resort-Casino.h17230833.Hotel-Information) > > [Holiday Inn Washington Capitol - Natl Mall by IHG](https://www.expedia.ca/Washington-Hotels-Holiday-Inn-Washington-Capitol-Natl-Mall.h16778.Hotel-Information)