Title: Woolford Vacation Home Rentals from CA $390: Search Top Private Vacation Homes for Rent | Expedia.ca [Woolford Travel Guide](https://expedia.ca/Woolford.dx553248635975865928)[Hotels in Woolford](https://expedia.ca/Woolford-Hotels.d553248635975865928.Travel-Guide-Hotels)[Vacation Rentals in Woolford](https://expedia.ca/Woolford-Vacation-Rentals.d553248635975865928.Travel-Guide-VacationRentals)[Woolford Car Rentals](https://expedia.ca/Car-Rentals-In-Woolford.d553248635975865928.Car-Rental-Guide)[Woolford Vacation Packages](https://expedia.ca/Woolford.d553248635975865928.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Woolford Vacation Rentals ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635975865928&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975865928&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635975865928&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635975865928&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Woolford Vacation Homes ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/81000000/80030000/80024200/80024112/w507h683x258y0-d94bdb39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/81000000/80030000/80024200/80024112/w506h683x259y0-568e095d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/81000000/80030000/80024200/80024112/w508h683x258y0-88a539de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/81000000/80030000/80024200/80024112/w507h683x259y0-684aae50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Getaway with Dock Woolford 10/10 Exceptional (51) "Great location with everything you may need. It is close to restaurants and Emily’s produce.2nd time staying and will be back again. " CA $322 CA $390 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Woolford-Hotels-Waterfront-Getaway-With-Dock.h80024112.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/97000000/96120000/96117900/96117871/e7ff4058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96120000/96117900/96117871/5ae97cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/97000000/96120000/96117900/96117871/c3524691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96120000/96117900/96117871/49fd9b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Waterfront Retreat in Cambridge! Cambridge 10/10 Exceptional (47) "Property was as listed. We enjoyed are stay." CA $252 CA $555 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Cambridge-Hotels-Beautiful-Waterfront-Retreat-In-Cambridge.h96117871.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/51cd6ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/b3c1fc85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/9ab957a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/1792ceb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina Cambridge 9.6/10 Exceptional (15) "Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. " CA $245 CA $545 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Cambridge-Hotels-Cozy-2-Bedroom.h99684191.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/97000000/96350000/96341600/96341595/w952h953x0y0-b52c439e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/97000000/96350000/96341600/96341595/ae401628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/97000000/96350000/96341600/96341595/aab800be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/97000000/96350000/96341600/96341595/081bdf14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Beach House: Spacious Deck, Grill & Views Chesapeake Beach 9.0/10 Wonderful (6) "Everything was great. The owner was extremely helpful. Couldn't ask for anything better." CA $202 CA $574 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Chesapeake-Beach-Hotels-Beach-Front-Chesapeake-Views-Family-Getaway.h96341595.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73420000/73411600/73411578/c4394564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73420000/73411600/73411578/c67e147e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73420000/73411600/73411578/w1920h1073x0y0-ebcbf92d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/74000000/73420000/73411600/73411578/dfa4248f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverside Lodge Bed & Breakfast on the Honga River UNIT C Fishing Creek 10/10 Exceptional (11) "Had such an enjoyable time over the weekend with the gracious hosts Peggy and Gary. Tidy and clean property in a beautiful area. Great food and great company. Definitely recommend for anyone looking for a nice peaceful getaway." CA $378 CA $459 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Fishing-Creek-Hotels-Riverside-Lodge-Bed-Breakfast-On-The-Honga-River-UNIT-C.h73411578.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/624fee99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/fcc30818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/7a849270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/598c5e4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt! Prince Frederick 10/10 Exceptional (6) "Clean and easy " CA $284 CA $549 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Prince-Frederick-Hotels-2-Blocks-From-Dares-Beach-On-The-Chesapeake-Bay-Beach-And-Boat-Access.h103638094.Hotel-Information) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/9a42128d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/9ff5ea83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/287cc71d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/a1c3089f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space. Prince Frederick 9.4/10 Exceptional (3) "We had a short stay after a sporting event in DC, it was a little less than an hour away. Convenient location and a very clean house. Kitchen was well stocked. There was little communication with the owner, which was nice vs a long list of rules, but we would have liked to know any of their local specific favorite spots or more detailed check in/check out. Worked out nicely for our family. " CA $317 CA $588 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Prince-Frederick-Hotels-Kick-Back-And-Enjoy-The-Chesapeake-This-3-Bedroom.h113522263.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/109000000/108480000/108474800/108474729/8cb89205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108480000/108474800/108474729/0a017011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108480000/108474800/108474729/5696d106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/109000000/108480000/108474800/108474729/3fe74c3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4-BR Waterfront Turret Home Solomons 10/10 Exceptional (4) "Absolutely wonderful home with the best view of the water from nearly every window. It was clean and it had many comfortable bedrooms. Highly recommend this property!!" CA $490 CA $1,047 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Solomons-Hotels-Solomons-Island-Waterfront-House.h108474729.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/104000000/103760000/103759100/103759056/a01170f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/104000000/103760000/103759100/103759056/e90ef5ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/104000000/103760000/103759100/103759056/f1bbce3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/104000000/103760000/103759100/103759056/c25d7403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE Cambridge 8.8/10 Excellent (9) "This home was everything we needed and more! It was spacious, clean and a beautiful location! There was a leak in the ceiling and the owners were very responsive and fixed it right away. Definitely recommend this stay." CA $484 CA $924 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Cambridge-Hotels-WATERFRONT-HOT-TUB-4-BED4-BATH-CHARMING-HOME-IN-THE-HEART-OF-CAMBRIDGE.h103759056.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83070000/83066200/83066154/3f6b4c84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83070000/83066200/83066154/c86d900d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83070000/83066200/83066154/fcc4baa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83070000/83066200/83066154/d811e5a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WATERFRONT!! \*\*HOT TUB\*\* 3 bedroom Oasis on 2+ acres - Sleeps 8 Cambridge 10/10 Exceptional (14) "very serene, peaceful home on the bay! Amazing getaway! " CA $457 CA $857 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Cambridge-Hotels-WATERFRONT-3-Bed-Oasis-On-2-Acres-Sleeps-8.h83066154.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/110000000/109980000/109977800/109977743/w917h683x60y0-ede3f4e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109980000/109977800/109977743/w904h683x60y0-20781af6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, desk, WiFi](https://images.trvl-media.com/lodging/110000000/109980000/109977800/109977743/ac3fa71f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109980000/109977800/109977743/w907h683x58y0-48558967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Roomy 6 bedroom home in the heart of Solomons, MD Solomons 9.2/10 Wonderful (5) "Stayed for business, completed our project and enjoyed some local eating spots. " CA $404 CA $803 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Solomons-Hotels-Roomy-6-Bedroom-Home-In-The-Heart-Of-Solomons.h109977743.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73420000/73412900/73412848/78d5cdaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73420000/73412900/73412848/47d81152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/74000000/73420000/73412900/73412848/2342ce95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/74000000/73420000/73412900/73412848/7aef785e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverside Lodge Bed & Breakfast on the Honga River UNIT E Fishing Creek CA $378 CA $459 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Fishing-Creek-Hotels-Riverside-Lodge-Bed-Breakfast-On-The-Honga-River-UNIT-Es.h73412848.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-25&endDate=2025-10-26®ionId=553248635975865928&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWoolford-Private-Vacation-Homes.d553248635975865928-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWoolford-Private-Vacation-Homes.d553248635975865928-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Woolford Hotel Reviews ![Solomons Inn Resort & Marina](//images.trvl-media.com/lodging/1000000/30000/24900/24812/d9855215_y.jpg) ### Solomons Inn Resort & Marina 10/10 Excellent "Great overall " [](https://expedia.ca/Solomons-Hotels-Solomons-Inn-Resort-Marina.h24812.Hotel-Information) ![Holiday Inn Express Cambridge by IHG](//images.trvl-media.com/lodging/1000000/480000/471400/471331/7b3d3d17_y.jpg) ### Holiday Inn Express Cambridge by IHG 10/10 Excellent "Sink in my room was slow to drain. Mostly due to the stopper not being fully opened." [](https://expedia.ca/Cambridge-Hotels-Holiday-Inn-Express-Cambridge.h471331.Hotel-Information) ![The Wildset](//images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/38a42051_y.jpg) ### The Wildset 10/10 Excellent "very clean - super friendly staff and wonderful vibe. Bed was super comfy as well! Only issue was someone’s takeout box with leftover food was left in the room fridge. " [](https://expedia.ca/St-Michaels-Hotels-The-Wildset.h64410566.Hotel-Information) ![St Michaels Inn](//images.trvl-media.com/lodging/1000000/20000/10300/10281/6601016b_y.jpg) ### St Michaels Inn 10/10 Excellent "Room was clean, Staff was very friendly and welcoming. " [](https://expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information) ![Hyatt Regency Chesapeake Bay](//images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351_y.jpg) ### Hyatt Regency Chesapeake Bay 10/10 Excellent "Hyatt regency is more like a Hyatt place … fewer people working , in room dining is in paper boxes with plastic cutlery , but still regency pricing . But excellent pet policy and everyone so kind to pets " [](https://expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ![Quality Inn](//images.trvl-media.com/lodging/1000000/20000/11400/11364/fbc96e63_y.jpg) ### Quality Inn 10/10 Excellent "the room was spacious and relaxing. it was nice and very comfortable. I would stay here again" [](https://expedia.ca/Easton-Hotels-Quality-Inn.h11364.Hotel-Information) ![Quality Inn Solomons - Beacon Marina](//images.trvl-media.com/lodging/1000000/30000/22800/22769/e6e80a26_y.jpg) ### Quality Inn Solomons - Beacon Marina 10/10 Excellent "Clean room, friendly staff. " [](https://expedia.ca/Solomons-Hotels-Quality-Inn-Solomons-Beacon-Marina.h22769.Hotel-Information) ![Wylder Tilghman Island](//images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/937d59ee_y.jpg) ### Wylder Tilghman Island 10/10 Excellent "Great place to get away from the hustle and bustle of city life. Quiet, tranquil, and peaceful are all words to describe our experience. " [](https://expedia.ca/Tilghman-Hotels-Wylder-Tilghman-Island.h102610148.Hotel-Information) ![Days Inn by Wyndham Easton](//images.trvl-media.com/lodging/1000000/30000/21800/21787/5882e31c_y.jpg) ### Days Inn by Wyndham Easton 10/10 Excellent "Great" [](https://expedia.ca/Easton-Hotels-Days-Inn-By-Wyndham-Easton.h21787.Hotel-Information) ## Find out more about Woolford ## Woolford Vacation Homes information | Number of reviews | 169 | | --- | --- | | Accommodation | 280 Vacation Homes | | Lowest Price | CA $390 | | Highest Price | CA $1,047 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [4 Star Hotels in Algonquin](https://www.expedia.ca/4Star-Algonquin-Hotels.s40-0-d553248635975860123.Travel-Guide-Filter-Hotels) - [Farmstay in Algonquin](https://www.expedia.ca/Algonquin-Agritourism.d553248635975860123-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Algonquin](https://www.expedia.ca/Algonquin-Apart-Hotels.d553248635975860123-aaApartHotels.Travel-Guide-Accommodation) - 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