Title: Winchester Condo Rentals from CA $207 | Expedia.ca [Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d553248635975872164.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d553248635975872164.Travel-Guide-VacationRentals)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d553248635975872164.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d553248635975872164.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) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248635975872164&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=553248635975872164&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=553248635975872164&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=553248635975872164&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester condo rentals ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68700000/68695100/68695039/cd3e2276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/69000000/68700000/68695100/68695039/1fd66fa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/69000000/68700000/68695100/68695039/8102cba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/69000000/68700000/68695100/68695039/b5eac39a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Two-story condo in luxury townhouse. Free parking. [](https://www.expedia.ca/Wilmington-Hotels-Two-Story-Condo-In-Luxury-Townhouse-Free-Parking.h68695039.Hotel-Information) Downtown Wilmington 9.6/10 Exceptional (18 reviews) "This is a great place and super conveniently located. We loved all the amenities! Special shout out for the lovely towels! We would definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shelly S. CA $294 CA $487 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Wilmington-Hotels-Two-Story-Condo-In-Luxury-Townhouse-Free-Parking.h68695039.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/103000000/102380000/102371400/102371379/4bdc64a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/103000000/102380000/102371400/102371379/e3437a1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/103000000/102380000/102371400/102371379/24433b85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102380000/102371400/102371379/d155e4aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### High tech 1BR Condo with Basement Lounge [](https://www.expedia.ca/Wilmington-Hotels-High-Tech-1BR-Condo-With-Basement-Lounge.h102371379.Hotel-Information) Downtown Wilmington CA $190 CA $362 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Wilmington-Hotels-High-Tech-1BR-Condo-With-Basement-Lounge.h102371379.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106020000/106012200/106012168/05bd8bc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/107000000/106020000/106012200/106012168/1e9a0fab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106020000/106012200/106012168/9c347239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/107000000/106020000/106012200/106012168/77168f78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Free Breakfast. Outdoor Pool. 10 Min from University of Delaware! [](https://www.expedia.ca/Newark-Hotels-Free-Breakfast-Outdoor-Pool-10-Min-From-University-Of-Delaware.h106012168.Hotel-Information) Newark CA $162 CA $207 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Newark-Hotels-Free-Breakfast-Outdoor-Pool-10-Min-From-University-Of-Delaware.h106012168.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106270000/106262200/106262164/97445ed8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/107000000/106270000/106262200/106262164/10c73b8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106270000/106262200/106262164/60c6511b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106270000/106262200/106262164/7192c57f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Free Breakfast. Pool. 10 Min Drive to the University of Delaware! [](https://www.expedia.ca/Newark-Hotels-Free-Breakfast-Pool-10-Min-Drive-To-The-University-Of-Delaware.h106262164.Hotel-Information) Newark CA $253 CA $314 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Newark-Hotels-Free-Breakfast-Pool-10-Min-Drive-To-The-University-Of-Delaware.h106262164.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115340000/115333200/115333130/a63fc9fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/116000000/115340000/115333200/115333130/0a8791b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/116000000/115340000/115333200/115333130/9118ee0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/116000000/115340000/115333200/115333130/efdf7f94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect for Groups! | Pool + Gym + Free Breakfast [](https://www.expedia.ca/Newark-Hotels-Perfect-For-Groups-Pool-Gym-Free-Breakfast.h115333130.Hotel-Information) Newark CA $266 CA $330 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Newark-Hotels-Perfect-For-Groups-Pool-Gym-Free-Breakfast.h115333130.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=2026-02-17&endDate=2026-02-18®ionId=553248635975872164&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America®ionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-05-03&d1=2026-05-03&endDate=2026-05-06&d2=2026-05-06&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America®ionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-05-03&d1=2026-05-03&endDate=2026-05-06&d2=2026-05-06&lodging=APARTMENT) Villas [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America®ionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-05-03&d1=2026-05-03&endDate=2026-05-06&d2=2026-05-06&lodging=VILLA) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America®ionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-05-03&d1=2026-05-03&endDate=2026-05-06&d2=2026-05-06&lodging=CABIN) Condos [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America®ionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-05-03&d1=2026-05-03&endDate=2026-05-06&d2=2026-05-06&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America®ionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-05-03&d1=2026-05-03&endDate=2026-05-06&d2=2026-05-06&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America®ionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-05-03&d1=2026-05-03&endDate=2026-05-06&d2=2026-05-06&lodging=VACATION_HOME) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America®ionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-05-03&d1=2026-05-03&endDate=2026-05-06&d2=2026-05-06&lodging=HOUSE_BOAT) ![](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%2FWinchester-Condos.d553248635975872164-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Condos.d553248635975872164-aaCondos.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![Sonesta ES Suites Wilmington - Newark](https://images.trvl-media.com/lodging/1000000/20000/19100/19062/98de1f1c_y.jpg) ### Sonesta ES Suites Wilmington - Newark 10/10 Excellent "Everything was great on this stay " [](https://expedia.ca/Wilmington-Hotels-Sonesta-ES-Suites-Wilmington-Newark.h19062.Hotel-Information) ![Sonesta Select Newark Christiana Mall](https://images.trvl-media.com/lodging/1000000/10000/2100/2091/5b01ae08_y.jpg) ### Sonesta Select Newark Christiana Mall 10/10 Excellent "Perfect " [](https://expedia.ca/Wilmington-Hotels-Sonesta-Select-Newark.h2091.Hotel-Information) ![Woodspring Suites Wilmington Riverfront](https://images.trvl-media.com/lodging/120000000/119450000/119444000/119443969/44b1f889_y.jpg) ### Woodspring Suites Wilmington Riverfront 10/10 Excellent "Everything was great!!" [](https://expedia.ca/Wilmington-Hotels-Woodspring-Suites-Wilmington-Riverfront.h119443969.Hotel-Information) ![Holiday Inn Express & Suites Wilmington-Newark by IHG ](https://images.trvl-media.com/lodging/1000000/20000/14200/14182/0462a60c_y.jpg) ### Holiday Inn Express & Suites Wilmington-Newark by IHG 10/10 Excellent "Clean room. Friendly staff. Complimentary breakfast was good with lots of options. Spacious lobby. " [](https://expedia.ca/Wilmington-Hotels-Holiday-Inn-Express-Hotel-Suites-Wilmington-Newark.h14182.Hotel-Information) ![Hyatt Place Wilmington Riverfront](https://images.trvl-media.com/lodging/35000000/34930000/34927700/34927626/a064dc72_y.jpg) ### Hyatt Place Wilmington Riverfront 10/10 Excellent "The staff is amazing. Especially, the front desk clerk Dee. She is welcoming, professional, attentive and accommodating. You are fortunate to have her as an employee. The room was clean and nice. We will stay at your location again. Thank you. " [](https://expedia.ca/Wilmington-Hotels-Hyatt-Place-Wilmington-Riverfront.h34927626.Hotel-Information) ![Four Points by Sheraton Newark Christiana Wilmington](https://images.trvl-media.com/lodging/1000000/50000/42300/42232/4231dc87_y.jpg) ### Four Points by Sheraton Newark Christiana Wilmington 10/10 Excellent "Everything was great" [](https://expedia.ca/Wilmington-Hotels-Four-Points-By-Sheraton-Newark-Christiana-Wilmington.h42232.Hotel-Information) ![Best Western Plus Newark/Christiana Inn](https://images.trvl-media.com/lodging/1000000/910000/900500/900419/bb536b3a_y.jpg) ### Best Western Plus Newark/Christiana Inn 10/10 Excellent "Great all around. Staff helped everyone with stuck cars. Real champs during the storm." [](https://expedia.ca/Wilmington-Hotels-Best-Western-Plus-NewarkChristiana-Inn.h900419.Hotel-Information) ![Embassy Suites by Hilton Newark Wilmington South](https://images.trvl-media.com/lodging/1000000/330000/327600/327586/b7951f6a_y.jpg) ### Embassy Suites by Hilton Newark Wilmington South 10/10 Excellent "Yes " [](https://expedia.ca/Wilmington-Hotels-Embassy-Suites-Newark-WilmingtonSouth.h327586.Hotel-Information) ![Great Wolf Lodge Perryville](https://images.trvl-media.com/lodging/104000000/103100000/103097900/103097849/f3cb543b_y.jpg) ### Great Wolf Lodge Perryville 10/10 Excellent "Spotless room. Excellent customer service. Kids heaven. " [](https://expedia.ca/Perryville-Hotels-Great-Wolf-Lodge-Perryville.h103097849.Hotel-Information) ## Find out more about Winchester ## Winchester Condo Rentals information | Number of reviews | 17 | | ----------------- | ---------------- | | Accommodation | 11 Condo Rentals | | Lowest Price | CA $207 | | Highest Price | CA $487 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in Chesapeake City ](https://www.expedia.ca/4Star-Chesapeake-City-Hotels.s40-0-d177517.Travel-Guide-Filter-Hotels) - [Apartments in Arundel ](https://www.expedia.ca/Arundel-Apartments.d553248635975849826-aaApartments.Travel-Guide-Accommodation) - [Hotels near Bulle Rock Golf Course ](https://www.expedia.ca/Bulle-Rock-Golf-Course-Hotels.0-l6091695-0.Travel-Guide-Filter-Hotels) - [B&B in Charlestown ](https://www.expedia.ca/Charlestown-Bed-And-Breakfast.d553248634999088358-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Charlestown ](https://www.expedia.ca/Charlestown-Guest-Houses.d553248634999088358-aaGuestHouses.Travel-Guide-Accommodation) - 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