Title: Winchester Condo Rentals from CA $76 | Expedia.ca [Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d183815.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d183815.Travel-Guide-VacationRentals)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d183815.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d183815.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 $76 - ![](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=183815&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=183815&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=183815&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=183815&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) No exact matches found, but these alternatives could be just right ## Recommended hotels in Winchester ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42800/42751/9a21ae59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42800/42751/def57d46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42800/42751/295c5dbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/50000/42800/42751/d907acd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Seaman [](https://www.expedia.ca/Hillsboro-Hotels-Quality-Inn.h42751.Hotel-Information) 7.4/10 Good (293) "Very helpful and friendly staff! We were in the area for a few days of hiking. This was a convenient place to stay with a very affordable price especially since breakfast was included." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Douglas CA $105 CA $116 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Hillsboro-Hotels-Quality-Inn.h42751.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25500/25466/032fdf94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/30000/25500/25466/42be8c93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/25500/25466/eec37f34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/25500/25466/4c5e7bdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Maysville Kentucky [](https://www.expedia.ca/Maysville-Hotels-Days-Inn-By-Wyndham-Maysville-Kentucky.h25466.Hotel-Information) 7.0/10 Good (396) "Nothing fancy but out of the way and quiet " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) david CA $89 CA $99 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Maysville-Hotels-Days-Inn-By-Wyndham-Maysville-Kentucky.h25466.Hotel-Information) ![Standard Double Room](https://images.trvl-media.com/lodging/107000000/106620000/106617100/106617030/e77f7bca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room](https://images.trvl-media.com/lodging/107000000/106620000/106617100/106617030/907a3c89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room](https://images.trvl-media.com/lodging/107000000/106620000/106617100/106617030/02b76414.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106620000/106617100/106617030/be9d80ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel in West Union [](https://www.expedia.ca/West-Union-Hotels-Country-Nights-Inn.h106617030.Hotel-Information) 8.0/10 Very good (46) "For the price, one of the best stays I have had in a long time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt CA $90 CA $100 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/West-Union-Hotels-Country-Nights-Inn.h106617030.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/16000000/15590000/15589500/15589406/3a92440f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, River View | View from room](https://images.trvl-media.com/lodging/16000000/15590000/15589500/15589406/86b64341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/16000000/15590000/15589500/15589406/bad08db5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/16000000/15590000/15589500/15589406/77fc7144.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### French Quarter Inn [](https://www.expedia.ca/Maysville-Hotels-French-Quarter-Inn.h15589406.Hotel-Information) 8.8/10 Excellent (760) "Super clean room and amazing staff. Right by downtown maysville so we could walk everywhere " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roy CA $151 CA $169 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Maysville-Hotels-French-Quarter-Inn.h15589406.Hotel-Information) ![Standard Double Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/11000000/10260000/10253500/10253418/a7713e3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/11000000/10260000/10253500/10253418/36ac9893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/11000000/10260000/10253500/10253418/3fd9444f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/11000000/10260000/10253500/10253418/2e0deae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel in Aberdeen [](https://www.expedia.ca/Hillsboro-Hotels-Browns-Motel-Aberdeen.h10253418.Hotel-Information) 7.4/10 Good (265) "Very nice stay will stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arthur CA $69 CA $76 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Hillsboro-Hotels-Browns-Motel-Aberdeen.h10253418.Hotel-Information) ![Double Room, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/50000/49900/49881/e877f7ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/49900/49881/0f6d97cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/50000/49900/49881/9602261c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/1000000/50000/49900/49881/0cdec131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Maysville KY [](https://www.expedia.ca/Maysville-Hotels-Super-8-By-Wyndham-Maysville-KY.h49881.Hotel-Information) 7.0/10 Good (416) "Quiet area, easy parking " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dan CA $95 CA $106 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Maysville-Hotels-Super-8-By-Wyndham-Maysville-KY.h49881.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108730000/108721700/108721615/w712h1265x0y12-ec403e11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Penthouse, Pool View | In-room dining](https://images.trvl-media.com/lodging/109000000/108730000/108721700/108721615/2b88dced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Penthouse, Pool View | Terrace/patio](https://images.trvl-media.com/lodging/109000000/108730000/108721700/108721615/69d05e53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108730000/108721700/108721615/fd95e93e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beverly hills inn [](https://www.expedia.ca/Aberdeen-Hotels-Beverly-Hills-Inn.h108721615.Hotel-Information) 8.6/10 Excellent (158) "Nice place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah [](https://www.expedia.ca/Aberdeen-Hotels-Beverly-Hills-Inn.h108721615.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102370000/102364300/102364247/88c47787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102370000/102364300/102364247/104d5e0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102370000/102364300/102364247/51cd9be1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102370000/102364300/102364247/71bf2a83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Green Township [](https://www.expedia.ca/Glamping-Cabin-Huge-Window-Cliff-And-Animal-Views.h102364247.Hotel-Information) 10/10 Exceptional (2) "We had a great stay, we loved the horse and goats. It was peaceful and beautiful, exactly what we needed! Will definitely stay again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Callie J. CA $95 CA $157 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Glamping-Cabin-Huge-Window-Cliff-And-Animal-Views.h102364247.Hotel-Information) ![Standard Room, 2 Double Beds](https://images.trvl-media.com/lodging/3000000/2980000/2974700/2974636/cc123f7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2980000/2974700/2974636/58587985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Vending machine](https://images.trvl-media.com/lodging/3000000/2980000/2974700/2974636/7fbbd396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry room](https://images.trvl-media.com/lodging/3000000/2980000/2974700/2974636/bc324d75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel in Hillsboro [](https://www.expedia.ca/Hillsboro-Hotels-Paragon-Inn-Hillsboro.h2974636.Hotel-Information) 7.6/10 Good (196) "Clean nice big room nice tv a very nice lady checked me in " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erica CA $103 CA $114 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Hillsboro-Hotels-Paragon-Inn-Hillsboro.h2974636.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88520000/88513400/88513333/577eb255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88520000/88513400/88513333/955a42e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88520000/88513400/88513333/39d85310.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/89000000/88520000/88513400/88513333/a137c6a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Green Township [](https://www.expedia.ca/Glamping-Cabin-Creek-View.h88513333.Hotel-Information) 9.8/10 Exceptional (8) "Had a wonderful time! Bathrooms and cabin were very clean and it was very quiet. Just what we needed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristen W. CA $95 CA $157 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Glamping-Cabin-Creek-View.h88513333.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120490000/120485600/120485520/35891546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120490000/120485600/120485520/9898241f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120490000/120485600/120485520/d49d38c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/121000000/120490000/120485600/120485520/ffcaf553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Green Township [](https://www.expedia.ca/Rome-Hotels-Sleeps-4-Private-Bathroom-Stunning-Views.h120485520.Hotel-Information) 10/10 Exceptional (1) CA $186 CA $213 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Rome-Hotels-Sleeps-4-Private-Bathroom-Stunning-Views.h120485520.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42800/42776/2ed795d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/50000/42800/42776/0ea60812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/50000/42800/42776/a6618963.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42800/42776/5d81eeda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Hillsboro [](https://www.expedia.ca/Hillsboro-Hotels-Days-Inn-By-Wyndham-Hillsboro.h42776.Hotel-Information) 7.2/10 Good (278) "Room very clean and comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $135 CA $148 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Hillsboro-Hotels-Days-Inn-By-Wyndham-Hillsboro.h42776.Hotel-Information) ![Free continental breakfast on weekends](https://images.trvl-media.com/lodging/1000000/330000/327900/327877/9f1bcd38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/330000/327900/327877/777bd4b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/330000/327900/327877/173e70c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Whirlpool Suites](https://images.trvl-media.com/lodging/1000000/330000/327900/327877/6ad0170c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Countryside Inn & Suites [](https://www.expedia.ca/Hillsboro-Hotels-Countryside-Inn-Suites.h327877.Hotel-Information) 7.2/10 Good (549) "Great place, just the breakfast could've been better " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SHAWN CA $119 CA $134 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Hillsboro-Hotels-Countryside-Inn-Suites.h327877.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76020000/76018600/76018506/7688dddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76020000/76018600/76018506/7d092c0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76020000/76018600/76018506/48e1f2d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76020000/76018600/76018506/bc458322.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Green Township [](https://www.expedia.ca/Glamping-Cabin-Huge-Window-Tree-House-Feel.h76018506.Hotel-Information) 9.0/10 Wonderful (19) "The perfect place to connect with nature and enjoy a beautiful landscape the attention was great the beautiful place the super comfortable cabin I would come back again" ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) Víctor Manuel CA $95 CA $157 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Glamping-Cabin-Huge-Window-Tree-House-Feel.h76018506.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/119000000/118720000/118717500/118717477/cbdcb775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/119000000/118720000/118717500/118717477/ddd8e206.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/119000000/118720000/118717500/118717477/ded58851.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double or Twin Room, Multiple Beds](https://images.trvl-media.com/lodging/119000000/118720000/118717500/118717477/63d02c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Benchmark Inn [](https://www.expedia.ca/Augusta-Hotels-The-Benchmark-Inn.h118717477.Hotel-Information) 8.0/10 Very good (3) "Clean room, very cozy and sweet atmosphere. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Krissy CA $236 CA $253 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Augusta-Hotels-The-Benchmark-Inn.h118717477.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17100/17042/a3c5644e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17100/17042/2cb77fb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/20000/17100/17042/a76a3c13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/17100/17042/3b12bfc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Maysville [](https://www.expedia.ca/Maysville-Hotels-Quality-Inn-Maysville-Area.h17042.Hotel-Information) 6.2/10 (189) "Clean place staff awesome and mazing " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) martin CA $95 CA $106 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Maysville-Hotels-Quality-Inn-Maysville-Area.h17042.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/117000000/116090000/116089600/116089592/bc1ad9c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116090000/116089600/116089592/d46c5797.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116090000/116089600/116089592/18bd1ad5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/117000000/116090000/116089600/116089592/5cb126b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in West Union [](https://www.expedia.ca/West-Union-Hotels-Bear-Necessities-Cabin-What-Else-Do-You-Need.h116089592.Hotel-Information) 10/10 Exceptional (9) "Great little spot! Cabin is super nice inside and out." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason M. CA $117 CA $222 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/West-Union-Hotels-Bear-Necessities-Cabin-What-Else-Do-You-Need.h116089592.Hotel-Information) ![Desk, rollaway beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/13000000/12320000/12312900/12312815/dddaa1ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry](https://images.trvl-media.com/lodging/13000000/12320000/12312900/12312815/1487731b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Vending machine](https://images.trvl-media.com/lodging/13000000/12320000/12312900/12312815/338af286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self parking](https://images.trvl-media.com/lodging/13000000/12320000/12312900/12312815/753be967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel in Hillsboro [](https://www.expedia.ca/Hillsboro-Hotels-Greystone-Motel.h12312815.Hotel-Information) 6.6/10 (176) "Nice and quiet pet friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erica CA $87 CA $96 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Hillsboro-Hotels-Greystone-Motel.h12312815.Hotel-Information) ![Fridge, microwave, oven](https://images.trvl-media.com/lodging/94000000/93230000/93220800/93220705/b07c0f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/94000000/93230000/93220800/93220705/45f80f00_edited_4f35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/94000000/93230000/93220800/93220705/093e3d48_edited_f80b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93230000/93220800/93220705/d767802c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Peebles [](https://www.expedia.ca/Peebles-Hotels-Country-Cabin-In-Amish-Country.h93220705.Hotel-Information) 9.8/10 Exceptional (13) "Great place to stay if you enjoy the countryside. We saw deer, squirrels, a bunny rabbit, and a groundhog. Property manager very responsive. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joyce H. CA $145 CA $261 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Peebles-Hotels-Country-Cabin-In-Amish-Country.h93220705.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/112000000/111010000/111005600/111005555/181bf8a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111010000/111005600/111005555/ad042fdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels, toilet paper](https://images.trvl-media.com/lodging/112000000/111010000/111005600/111005555/23f5ab1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111010000/111005600/111005555/04d9fe4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Hillsboro [](https://www.expedia.ca/Hillsboro-Hotels-The-Angler.h111005555.Hotel-Information) 9.6/10 Exceptional (8) "Clean and great for a couple of fisherman enjoying the lake and surrounding area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jerry P. CA $138 CA $175 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Hillsboro-Hotels-The-Angler.h111005555.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=183815&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%2FWinchester-Condos.d183815-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Condos.d183815-aaCondos.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![Rustic Cabin with modern amenities and 1 acre stocked Fishing Lake !](https://images.trvl-media.com/lodging/30000000/29920000/29913200/29913121/43ca7232_y.jpg) ### Rustic Cabin with modern amenities and 1 acre stocked Fishing Lake ! 10/10 Excellent "Cabin was nice and clean and well stocked. Loved that all rooms are on the same level." [](https://expedia.ca/Hillsboro-Hotels-Newly-Built-Rustic-3-Bedroom-Cabin-With-A-One-Acre-Fishing-Lake.h29913121.Hotel-Information) ![Brown's Motel Aberdeen](https://images.trvl-media.com/lodging/11000000/10260000/10253500/10253418/4ca9fc0f_y.jpg) ### Brown's Motel Aberdeen 10/10 Excellent "Rooms where very clean and nice staff was amazing " [](https://expedia.ca/Hillsboro-Hotels-Browns-Motel-Aberdeen.h10253418.Hotel-Information) ![French Quarter Inn](https://images.trvl-media.com/lodging/16000000/15590000/15589500/15589406/w1000h451x0y0-8ba0d251_y.jpg) ### French Quarter Inn 10/10 Excellent "Super clean room and amazing staff. Right by downtown maysville so we could walk everywhere " [](https://expedia.ca/Maysville-Hotels-French-Quarter-Inn.h15589406.Hotel-Information) ![Quality Inn Seaman](https://images.trvl-media.com/lodging/1000000/50000/42800/42751/def57d46_y.jpg) ### Quality Inn Seaman 8/10 Good "Staff very polite. The rail in the shower was loose but i had forgotten to mention it when there. No other issues." [](https://expedia.ca/Hillsboro-Hotels-Quality-Inn.h42751.Hotel-Information) ![Beverly hills inn](https://images.trvl-media.com/lodging/109000000/108730000/108721700/108721615/2ca35418_y.jpg) ### Beverly hills inn 10/10 Excellent "Perfect place " [](https://expedia.ca/Aberdeen-Hotels-Beverly-Hills-Inn.h108721615.Hotel-Information) ![Meadowview Guest House -Couple's Hot Tub Getaway-1 Bedroom Studio](https://images.trvl-media.com/lodging/91000000/90770000/90764700/90764643/3d0b43d9_y.jpg) ### Meadowview Guest House -Couple's Hot Tub Getaway-1 Bedroom Studio 10/10 Excellent "Very welcoming, clean and very good communicatio." [](https://expedia.ca/Hillsboro-Hotels-Cozy-Meadowview-Guest-House-1-Bedroom-Studio-5-Minutes-To-Downtown-Hillsboro.h90764643.Hotel-Information) ![Paragon Inn Hillsboro](https://images.trvl-media.com/lodging/3000000/2980000/2974700/2974636/8a89f8e6_y.jpg) ### Paragon Inn Hillsboro 10/10 Excellent "Room was exactly as pictured. Clean, no odors, and very pleased! Thank you so much!" [](https://expedia.ca/Hillsboro-Hotels-Paragon-Inn-Hillsboro.h2974636.Hotel-Information) ![Super 8 by Wyndham Maysville KY](https://images.trvl-media.com/lodging/1000000/50000/49900/49881/e877f7ea_y.jpg) ### Super 8 by Wyndham Maysville KY 10/10 Excellent "Staff was nice " [](https://expedia.ca/Maysville-Hotels-Super-8-By-Wyndham-Maysville-KY.h49881.Hotel-Information) ![Cozy private getaway built for couples to reconnect !! ](https://images.trvl-media.com/lodging/100000000/99850000/99846400/99846345/c709cc75_y.jpg) ### Cozy private getaway built for couples to reconnect !! 10/10 Excellent "This was our second time staying and both times we absolutely loved it! The cabin is cozy and perfect for two people and the surrounding area is beautiful. " [](https://expedia.ca/West-Union-Hotels-Cozy-Private-Getaway-Built-For-Couples-To-Reconnect.h99846345.Hotel-Information) ## Find out more about Winchester ## Winchester Condo Rentals information | Number of reviews | 3,773 | | ----------------- | --------------- | | Accommodation | 0 Condo Rentals | | Lowest Price | CA $76 | | Highest Price | CA $261 | ## Frequently asked questions ### Why book your condo in Winchester with Expedia? ### How can I find cheap condos in Winchester? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [5 Star Hotels in Peebles ](https://www.expedia.ca/5Star-Peebles-Hotels.s50-0-d6195740.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Sardinia ](https://www.expedia.ca/5Star-Sardinia-Hotels.s50-0-d553248634983507551.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Aberdeen ](https://www.expedia.ca/Aberdeen-Hotels-Cheap-Hotels.0-0-d6344064-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Aberdeen ](https://www.expedia.ca/Aberdeen-Hotels-Hotel-With-Pool.0-0-d6344064-tHotelwithPool.Travel-Guide-Filter-Hotels) - 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