Title: Winchester, MD Condos for Rent | Expedia.com [Hotels in Winchester](https://expedia.com/Winchester-Hotels.d553248635975872164.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.com/Winchester-Vacation-Rentals.d553248635975872164.Travel-Guide-VacationRentals)[Car Rentals in Winchester](https://expedia.com/Car-Rentals-In-Winchester.d553248635975872164.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.com/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_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=553248635975872164&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=553248635975872164&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=553248635975872164&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=553248635975872164&startDate=2026-07-03&endDate=2026-07-05&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) ![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) ![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/69000000/68700000/68695100/68695039/1fd66fa9.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.com/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. $348 nightly $358 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Wilmington-Hotels-Two-Story-Condo-In-Luxury-Townhouse-Free-Parking.h68695039.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) ![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) ![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) ### Free Breakfast. Outdoor Pool. 10 Min from University of Delaware! [](https://www.expedia.com/Newark-Hotels-Free-Breakfast-Outdoor-Pool-10-Min-From-University-Of-Delaware.h106012168.Hotel-Information) Newark $168 nightly $184 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/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) ![2 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/107000000/106270000/106262200/106262164/9102ba59.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) ![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.com/Newark-Hotels-Free-Breakfast-Pool-10-Min-Drive-To-The-University-Of-Delaware.h106262164.Hotel-Information) Newark $233 nightly $256 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/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) ![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) ![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) ### Perfect for Groups! | Pool + Gym + Free Breakfast [](https://www.expedia.com/Newark-Hotels-Perfect-For-Groups-Pool-Gym-Free-Breakfast.h115333130.Hotel-Information) Newark $243 nightly $267 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/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.com/Hotel-Search?startDate=2026-03-24&endDate=2026-03-25®ionId=553248635975872164&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_553248635975872164) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America®ionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=CABIN) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America®ionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=VACATION_HOME) Condos [](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America®ionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=CONDO) Apartments [](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America®ionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=APARTMENT) Cottages [](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America®ionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=COTTAGE) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+Maryland%2C+United+States+of+America®ionId=553248635975872164&latLong=39.670667%2C-75.86994&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Condos.d553248635975872164-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Condos.d553248635975872164-aaCondos.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![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 "Love staying at this property. Everyone is friendly and helpful. " [](https://expedia.com/Wilmington-Hotels-Embassy-Suites-Newark-WilmingtonSouth.h327586.Hotel-Information) ![Staybridge Suites Wilmington Downtown by IHG](https://images.trvl-media.com/lodging/82000000/81880000/81875700/81875625/268c99c5_y.jpg) ### Staybridge Suites Wilmington Downtown by IHG 10/10 Excellent "Room was perfect. Very clean and the bed was comfortable. The hotel was very quiet as well." [](https://expedia.com/Wilmington-Hotels-Staybridge-Suites-Wilmington-Downtown.h81875625.Hotel-Information) ![Extended Stay America Suites Newark Christiana Wilmington](https://images.trvl-media.com/lodging/1000000/120000/119100/119061/02a2e620_y.jpg) ### Extended Stay America Suites Newark Christiana Wilmington 2/10 Terrible "Property was not maintained well at all and the grounds had dog droppings everywhere. The garbage cans on property were full and some over flowing as well. The room was dirty and dusty. Can’t really call it a breakfast when you only serve stale pastries and very strong coffee." [](https://expedia.com/Wilmington-Hotels-Extended-Stay-America-Suites-Newark-Christiana-Wilmington.h119061.Hotel-Information) ![Red Roof Inn & Suites Newark - University](https://images.trvl-media.com/lodging/1000000/10000/8500/8462/72a36958_y.jpg) ### Red Roof Inn & Suites Newark - University 6/10 Okay "Average stay.... comfortable bed.... no breakfast.... apparently no washroom in the lobby area.... (After a long drive, and just before the checking in process, it is reasonable to ask to use a washroom, no?)" [](https://expedia.com/Wilmington-Hotels-Red-Roof-Inn-Suites-Newark-University.h8462.Hotel-Information) ![Holiday Inn Express & Suites Wilmington-Newark by IHG ](https://images.trvl-media.com/lodging/1000000/20000/14200/14182/f97697a5_y.jpg) ### Holiday Inn Express & Suites Wilmington-Newark by IHG 10/10 Excellent "Room was clean, check in was quick and easy, complimentary breakfast had many options" [](https://expedia.com/Wilmington-Hotels-Holiday-Inn-Express-Hotel-Suites-Wilmington-Newark.h14182.Hotel-Information) ![Hyatt Place Wilmington Riverfront](https://images.trvl-media.com/lodging/35000000/34930000/34927700/34927626/5d36bf4b_y.jpg) ### Hyatt Place Wilmington Riverfront 8/10 Good "Clean" [](https://expedia.com/Wilmington-Hotels-Hyatt-Place-Wilmington-Riverfront.h34927626.Hotel-Information) ![Comfort Inn & Suites Newark - Wilmington](https://images.trvl-media.com/lodging/1000000/20000/12000/11904/c9c370cc_y.jpg) ### Comfort Inn & Suites Newark - Wilmington 10/10 Excellent "Staff was friendly and bed was comfortable after a long day. " [](https://expedia.com/Wilmington-Hotels-Comfort-Inn-Suites-Newark-Wilmington.h11904.Hotel-Information) ![Baymont by Wyndham Newark at University of Delaware](https://images.trvl-media.com/lodging/1000000/50000/42000/41973/b4ea9c0d_y.jpg) ### Baymont by Wyndham Newark at University of Delaware 4/10 Poor "The male check-in agent was rude. To watch TV, you need to connect the smart TV to WiFi, as you would with a laptop. That is fine; however, you must pay $5 to access the WiFi. It's not free. The engineered floor in the room buckled and creaked, waking the other person at night. Plumbing from other rooms next door and above were extremely loud. The Candlewood down the street is a better choice at this price point. We will not be back. " [](https://expedia.com/Wilmington-Hotels-Baymont-By-Wyndham-Newark-At-University-Of-Delaware.h41973.Hotel-Information) ![DoubleTree by Hilton Downtown Wilmington - Legal District](https://images.trvl-media.com/lodging/1000000/30000/20900/20863/3de63e00_y.jpg) ### DoubleTree by Hilton Downtown Wilmington - Legal District 4/10 Poor "There was poor service , the hotel is under renovation and I didn’t have a room key. I either had to stay in my room or go to the front desk everytime I wanted to get back in my room. The WiFi did not work. I continuously was woken up because there was no do not disturb signs. Also when I went to check out , I had to wait 15 min because no one was at the front desk. " [](https://expedia.com/Wilmington-Hotels-DoubleTree-By-Hilton-Downtown-Wilmington-Legal-District.h20863.Hotel-Information) ## Find out more about Winchester ## Winchester Condo Rentals information | Number of reviews | 10,461 | | ----------------- | ---------------- | | Accommodation | 11 Condo Rentals | | Lowest Price | $72 | | Highest Price | $223 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [B&B in Elk Mills ](https://www.expedia.com/Elk-Mills-Bed-And-Breakfast.d3000347868-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Aparthotels in Elk Mills ](https://www.expedia.com/Elk-Mills-Apart-Hotels.d3000347868-aaApartHotels.Travel-Guide-Accommodation) - [Cabin Rentals in Elk Mills ](https://www.expedia.com/Elk-Mills-Cabins.d3000347868-aaCabins.Travel-Guide-Accommodation) - [Fair Hill Hotels ](https://www.expedia.com/Fair-Hill-Hotels.d553248635975847229.Travel-Guide-Hotels) - [Elk Mills Hotels ](https://www.expedia.com/Elk-Mills-Hotels.d3000347868.Travel-Guide-Hotels) - 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