Title: Hillsboro Vacation Home Rentals from CA $501: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Hillsboro](https://expedia.ca/Hillsboro-Hotels.d553248634999258593.Travel-Guide-Hotels)[Vacation Rentals in Hillsboro](https://expedia.ca/Hillsboro-Vacation-Rentals.d553248634999258593.Travel-Guide-VacationRentals)[Hillsboro Car Rentals](https://expedia.ca/Car-Rentals-In-Hillsboro.d553248634999258593.Car-Rental-Guide)[Hillsboro Vacation Packages](https://expedia.ca/Hillsboro.d553248634999258593.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Hillsboro 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 In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248634999258593&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248634999258593&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=553248634999258593&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=553248634999258593&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Hillsboro vacation homes ![Property grounds](https://images.trvl-media.com/lodging/88000000/87800000/87799500/87799498/de679fa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87800000/87799500/87799498/efcaae35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/88000000/87800000/87799500/87799498/b08b990c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/88000000/87800000/87799500/87799498/6e19a811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Queen Anne [](https://www.expedia.ca/Adorable-Two-Bedroom-Retreat-Close-To-Easton.h87799498.Hotel-Information) 10/10 Exceptional (26) "Quiet, quaint....perfect" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine M. CA $267 CA $501 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Adorable-Two-Bedroom-Retreat-Close-To-Easton.h87799498.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102640000/102631200/102631144/ee0975c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/103000000/102640000/102631200/102631144/9eb7ac3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102640000/102631200/102631144/3c8498e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/103000000/102640000/102631200/102631144/259066d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Centreville [](https://www.expedia.ca/Centreville-Hotels-Private.h102631144.Hotel-Information) 10/10 Exceptional (8) "Such a great property. Second time coming and planning to come back next summer as well! Highly recommend! Amazing host!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Renee P. CA $271 CA $610 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Centreville-Hotels-Private.h102631144.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71760000/71756700/71756692/a1d87464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71760000/71756700/71756692/1e473e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71760000/71756700/71756692/f9a95f78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71760000/71756700/71756692/7fda792d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Denton [](https://www.expedia.ca/Denton-Hotels-Turnbridge-Manor.h71756692.Hotel-Information) 9.8/10 Exceptional (12) "Really nice place and you can walk to everything.Will stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Glenn S. CA $496 CA $839 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Denton-Hotels-Turnbridge-Manor.h71756692.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99840000/99830400/99830322/737f2153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99840000/99830400/99830322/30ebd57e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball](https://images.trvl-media.com/lodging/100000000/99840000/99830400/99830322/44a64359.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99840000/99830400/99830322/23f1d475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Grasonville [](https://www.expedia.ca/Spacious-2-Bedroom-Duplex-Located-Conveniently-Near-Route-50-East-And-West.h99830322.Hotel-Information) 9.6/10 Exceptional (12) "Had a short getaway for a couple this location was perfect for our visit to Chestertown and the local establishments in Grasonville. Will definitely book this again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joe C. CA $344 CA $569 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Spacious-2-Bedroom-Duplex-Located-Conveniently-Near-Route-50-East-And-West.h99830322.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=2025-12-29&endDate=2025-12-30®ionId=553248634999258593&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%2FHillsboro-Private-Vacation-Homes.d553248634999258593-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHillsboro-Private-Vacation-Homes.d553248634999258593-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Hillsboro Hotel Reviews ![Best Western Denton Inn](https://images.trvl-media.com/lodging/2000000/1110000/1101900/1101833/9475aafe_y.jpg) ### Best Western Denton Inn 10/10 Excellent "Desk staff was friendly and courteous. Couldn’t stay for breakfast, but smelled great! Room was clean and comfortable." [](https://expedia.ca/Denton-Hotels-Best-Western-Denton-Inn.h1101833.Hotel-Information) ![The Wildset](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/38a42051_y.jpg) ### The Wildset 10/10 Excellent "Nice large room. Free breakfast was good." [](https://expedia.ca/St-Michaels-Hotels-The-Wildset.h64410566.Hotel-Information) ![Best Western Plus Easton Inn & Suites](https://images.trvl-media.com/lodging/7000000/6850000/6846100/6846089/bedcc35b_y.jpg) ### Best Western Plus Easton Inn & Suites 10/10 Excellent "Room was clean, people friendly, breakfast was very nice " [](https://expedia.ca/Easton-Hotels-Best-Western-Plus-Easton-Inn-Suites.h6846089.Hotel-Information) ![Hilton Garden Inn Kent Island Marina](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/367a733a_y.jpg) ### Hilton Garden Inn Kent Island Marina 10/10 Excellent "We stayed overnight, coming to meet some people for a business meeting. Monica at the front desk provided great customer service and was extremely helpful in accommodating us. " [](https://expedia.ca/Grasonville-Hotels-Hilton-Garden-Inn-Kent-Island.h1222176.Hotel-Information) ![The Tidewater Inn](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/fc311cc7_y.jpg) ### The Tidewater Inn 10/10 Excellent "Staff is very friendly and accommodating. The hotel is beautiful and the rooms are clean and welcoming 😊" [](https://expedia.ca/Easton-Hotels-The-Tidewater-Inn.h1105532.Hotel-Information) ![Hyatt Place Kent Narrows & Marina](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/35e0cb86_y.jpg) ### Hyatt Place Kent Narrows & Marina 10/10 Excellent "They were great and even gave us a complimentary breakfast. Just wish hotels.com would work with us" [](https://expedia.ca/Grasonville-Hotels-Hyatt-Place-Kent-Narrows-Marina.h77974873.Hotel-Information) ![Fairfield Inn & Suites by Marriott Easton](https://images.trvl-media.com/lodging/13000000/12010000/12009900/12009838/6e42f8e0_y.jpg) ### Fairfield Inn & Suites by Marriott Easton 10/10 Excellent "Great and Friendly staff. The place was very clean. Breakfast was a little short on choices. If we go back to that area we will definitely be staying there " [](https://expedia.ca/Easton-Hotels-Fairfield-Inn-Suites-By-Marriott-Easton.h12009838.Hotel-Information) ![Hampton Inn Easton](https://images.trvl-media.com/lodging/2000000/1440000/1432500/1432437/w1504h992x0y8-f18eeee9_y.jpg) ### Hampton Inn Easton 10/10 Excellent "all excellent with kudos to staff and the breakfast cook." [](https://expedia.ca/Easton-Hotels-Hampton-Inn-Easton.h1432437.Hotel-Information) ![Holiday Inn Express Annapolis East-Kent Island by IHG](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/a8fad934_y.jpg) ### Holiday Inn Express Annapolis East-Kent Island by IHG 10/10 Excellent "Done" [](https://expedia.ca/Grasonville-Hotels-Holiday-Inn-Express-Annapolis-Kent-Island.h116919.Hotel-Information) ## Find out more about Hillsboro ## Hillsboro Vacation Homes information | Number of reviews | 57 | | ----------------- | ----------------- | | Accommodation | 87 Vacation Homes | | Lowest Price | CA $501 | | Highest Price | CA $839 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in Eastern Shore ](https://www.expedia.ca/4Star-Eastern-Shore-Hotels.s40-0-d6025644.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Eastern Shore ](https://www.expedia.ca/5Star-Eastern-Shore-Hotels.s50-0-d6025644.Travel-Guide-Filter-Hotels) - 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