Title: Winchester Condo Rentals from CA $224 | 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) # Search Condos Rentals in Winchester from CA $224 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635975872164&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975872164&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635975872164&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635975872164&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winchester Condo Rentals ## Our top choices for Winchester condo rentals ![Exterior](https://images.trvl-media.com/lodging/107000000/106270000/106262200/106262164/7192c57f.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) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106270000/106262200/106262164/97445ed8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Free Breakfast. Pool. 10 Min Drive to the University of Delaware! Newark CA $287 CA $359 total includes taxes & fees Oct 14 - Oct 15 [](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) ![Exterior](https://images.trvl-media.com/lodging/116000000/115340000/115333200/115333130/b2193c18.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 Newark CA $285 CA $356 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Newark-Hotels-Perfect-For-Groups-Pool-Gym-Free-Breakfast.h115333130.Hotel-Information) ![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/ae52feb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/69000000/68700000/68695100/68695039/w2712h1464x4y0-eeef32a0.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) ### Two-story condo in luxury townhouse. Free parking. Downtown Wilmington 9.6/10 Exceptional (15) "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!" CA $299 CA $489 total includes taxes & fees Sep 28 - Sep 29 [](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) ![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) ![Living area](https://images.trvl-media.com/lodging/103000000/102380000/102371400/102371379/24433b85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### High tech 1BR Condo with Basement Lounge Downtown Wilmington CA $274 CA $461 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Wilmington-Hotels-High-Tech-1BR-Condo-With-Basement-Lounge.h102371379.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106020000/106012200/106012168/9c347239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106020000/106012200/106012168/55b4ac56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106020000/106012200/106012168/05bd8bc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/107000000/106020000/106012200/106012168/3257aeff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Free Breakfast. Outdoor Pool. 10 Min from University of Delaware! Newark CA $177 CA $224 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Newark-Hotels-Free-Breakfast-Outdoor-Pool-10-Min-From-University-Of-Delaware.h106012168.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107480000/107474200/107474197/f4a7061f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107480000/107474200/107474197/357f02c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/108000000/107480000/107474200/107474197/9e994c37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107480000/107474200/107474197/w1314h891x5y0-e60c7653.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious 2-Bed, 2-Bath fully furnished Condo – Perfect in Newark, Delaware Newark [](https://www.expedia.ca/Newark-Hotels-Luxurious-2-Bed.h107474197.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/83000000/83000000/82990100/82990034/54c30997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/83000000/83000000/82990100/82990034/w508h683x258y0-80ae0123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/83000000/83000000/82990100/82990034/w905h683x60y0-cbebd400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/83000000/83000000/82990100/82990034/w904h683x60y0-eed2eeab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury condo with elevator access & free parking Middletown [](https://www.expedia.ca/Middletown-Hotels-Luxury-Condo-With-Elevator-Access-Free-Parking.h82990034.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112030000/112028100/112028058/076ca1a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/113000000/112030000/112028100/112028058/b50c64b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/113000000/112030000/112028100/112028058/98bb4771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112030000/112028100/112028058/6ff9c3fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Golf course Views -Cozy 2-bedroom condo in charming Wilmington Wilmington [](https://www.expedia.ca/Wilmington-Hotels-Golf-Course-Views-Cozy-2-Bedroom-Condo-In-Charming-Wilmington.h112028058.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88510000/88500800/88500752/f248a309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88510000/88500800/88500752/e31bee7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/89000000/88510000/88500800/88500752/7912b3e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/89000000/88510000/88500800/88500752/fece2263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clean cozy one bedroom condo in Wilmington Wilmington 8.0/10 Very good (1) "This property was a great place to stay that was close/on to the River Front. The space was clean and had all of the necessities for my two week stay. I think my favorite part was that the parking garage had a dedicated spot, so you didn’t have to worry about street parking." [](https://www.expedia.ca/Wilmington-Hotels-Clean-Cozy-One-Bedroom-Condo-In-Wilmington.h88500752.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=2025-10-08&endDate=2025-10-09®ionId=553248635975872164&adults=2&lodging=CONDO&sort=RECOMMENDED&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%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 ![Sheraton Suites Wilmington Downtown](//images.trvl-media.com/lodging/1000000/10000/4700/4693/72ec9ef5_y.jpg) ### Sheraton Suites Wilmington Downtown 10/10 Excellent "Great Hotel" [](https://expedia.ca/Wilmington-Hotels-Sheraton-Suites-Wilmington-Downtown.h4693.Hotel-Information) ![DoubleTree by Hilton Downtown Wilmington - Legal District](//images.trvl-media.com/lodging/1000000/30000/20900/20863/5399b02a_y.jpg) ### DoubleTree by Hilton Downtown Wilmington - Legal District 10/10 Excellent "The service was great! The hotel was clean and comfortable. " [](https://expedia.ca/Wilmington-Hotels-DoubleTree-By-Hilton-Downtown-Wilmington-Legal-District.h20863.Hotel-Information) ![Hyatt Place Wilmington Riverfront](//images.trvl-media.com/lodging/35000000/34930000/34927700/34927626/a064dc72_y.jpg) ### Hyatt Place Wilmington Riverfront 10/10 Excellent "Great location" [](https://expedia.ca/Wilmington-Hotels-Hyatt-Place-Wilmington-Riverfront.h34927626.Hotel-Information) ![Superlodge](//images.trvl-media.com/lodging/32000000/31680000/31678600/31678576/6f92e079_y.jpg) ### Superlodge 10/10 Excellent "It was quiet" [](https://expedia.ca/Wilmington-Hotels-Superlodge.h31678576.Hotel-Information) ![Courtyard By Marriott New Castle](//images.trvl-media.com/lodging/98000000/97870000/97861600/97861549/a9d0f8e2_y.jpg) ### Courtyard By Marriott New Castle 10/10 Excellent "Centrally located" [](https://expedia.ca/Courtyard-By-Marriott-New-Castle.h97861549.Hotel-Information) ![Red Roof Inn Perryville](//images.trvl-media.com/lodging/1000000/20000/11300/11260/a62f5bd3_y.jpg) ### Red Roof Inn Perryville 10/10 Excellent "Clean hotel. New room" [](https://expedia.ca/Perryville-Hotels-Red-Roof-Inn-Perryville.h11260.Hotel-Information) ![Staybridge Suites Wilmington Downtown by IHG](//images.trvl-media.com/lodging/82000000/81880000/81875700/81875625/d8ff2a29_y.jpg) ### Staybridge Suites Wilmington Downtown by IHG 10/10 Excellent "The stay was perfect for a quick trip 2-night stay in and out. When we needed towels we texted them and housekeeping was there in 5 minutes. When I needed a Togo plate because our Uber was coming quicker than we thought - a staff member went out of his way to find one (he didn’t have to do that but did). Thank you for great customer service and we will be back!" [](https://expedia.ca/Wilmington-Hotels-Staybridge-Suites-Wilmington-Downtown.h81875625.Hotel-Information) ![Red Roof Inn & Suites Newark - University](//images.trvl-media.com/lodging/1000000/10000/8500/8462/a9782baa_y.jpg) ### Red Roof Inn & Suites Newark - University 10/10 Excellent "Nice staff " [](https://expedia.ca/Wilmington-Hotels-Red-Roof-Inn-Suites-Newark-University.h8462.Hotel-Information) ![Sonesta Select Newark Christiana Mall](//images.trvl-media.com/lodging/1000000/10000/2100/2091/5b01ae08_y.jpg) ### Sonesta Select Newark Christiana Mall 10/10 Excellent "Everything was very clean... staff was phenomal as always !!!" [](https://expedia.ca/Wilmington-Hotels-Sonesta-Select-Newark.h2091.Hotel-Information) ## Find out more about Winchester ## Winchester Condo Rentals information | Number of reviews | 15 | | --- | --- | | Accommodation | 9 Condo Rentals | | Lowest Price | CA $224 | | Highest Price | CA $489 | ## 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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