Title: Winterstown Vacation Home Rentals from CA $332: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Winterstown](https://expedia.ca/Winterstown-Hotels.d553248634999179274.Travel-Guide-Hotels)[Vacation Rentals in Winterstown](https://expedia.ca/Winterstown-Vacation-Rentals.d553248634999179274.Travel-Guide-VacationRentals)[Winterstown Car Rentals](https://expedia.ca/Car-Rentals-In-Winterstown.d553248634999179274.Car-Rental-Guide)[Winterstown Vacation Packages](https://expedia.ca/Winterstown.d553248634999179274.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) # Winterstown 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 [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248634999179274&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248634999179274&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248634999179274&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=553248634999179274&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) ## Our top choices for Winterstown vacation homes ![Room](https://images.trvl-media.com/lodging/124000000/123360000/123354300/123354213/f5d2f2df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123360000/123354300/123354213/8c2a2f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/124000000/123360000/123354300/123354213/e839ea20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/124000000/123360000/123354300/123354213/c9231531.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in York [](https://www.expedia.ca/York-Hotels-2BR-Home-Near-Shopping-Restaurants.h123354213.Hotel-Information) CA $136 CA $501 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/York-Hotels-2BR-Home-Near-Shopping-Restaurants.h123354213.Hotel-Information) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/31000000/30090000/30087600/30087541/5a97e472.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30090000/30087600/30087541/738295ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/31000000/30090000/30087600/30087541/3ccb8b31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Onsite parking](https://images.trvl-media.com/lodging/31000000/30090000/30087600/30087541/w4128h2210x0y112-fd3adc82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Willow Street [](https://www.expedia.ca/Lancaster-Hotels-River-Rock-Room-At-Muse-House-Secluded-Luxury-In-Horse-Country.h30087541.Hotel-Information) 9.8/10 Exceptional (271) "Very comfortable and cozy place that stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terri H. CA $308 CA $389 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Lancaster-Hotels-River-Rock-Room-At-Muse-House-Secluded-Luxury-In-Horse-Country.h30087541.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/111000000/110380000/110375600/110375567/8b690638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/111000000/110380000/110375600/110375567/c1b020c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110380000/110375600/110375567/a21fc377.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/111000000/110380000/110375600/110375567/57a7719f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Columbia [](https://www.expedia.ca/Columbia-Hotels-FarmhouseHOT-TUBFireplaceKing-Bed4-Bedroom.h110375567.Hotel-Information) 9.8/10 Exceptional (9) "We loved the house. Beautifully decorated, very clean, good mattresses... lol (it matters) loved the location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vera CA $224 CA $553 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Columbia-Hotels-FarmhouseHOT-TUBFireplaceKing-Bed4-Bedroom.h110375567.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/116000000/115920000/115912400/115912345/de2e0841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/116000000/115920000/115912400/115912345/cf04091a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115920000/115912400/115912345/1d72197c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115920000/115912400/115912345/d9ce2a06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Pequea [](https://www.expedia.ca/Pequea-Hotels-Enola-Trail-Getaway-Bikesrural.h115912345.Hotel-Information) 10/10 Exceptional (2) "I had a great time and the place was very beautiful and peaceful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittany R. CA $201 CA $602 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Pequea-Hotels-Enola-Trail-Getaway-Bikesrural.h115912345.Hotel-Information) ![Comfort House | Living area](https://images.trvl-media.com/lodging/106000000/105460000/105458400/105458380/86247c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort House | Living area](https://images.trvl-media.com/lodging/106000000/105460000/105458400/105458380/0c16953c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105460000/105458400/105458380/9a23fd64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort House | Private kitchen](https://images.trvl-media.com/lodging/106000000/105460000/105458400/105458380/7edcd842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in York [](https://www.expedia.ca/York-Hotels-The-Carew-House.h105458380.Hotel-Information) CA $178 CA $427 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/York-Hotels-The-Carew-House.h105458380.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121820000/121813800/121813713/6890d518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121820000/121813800/121813713/b2fe2775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/122000000/121820000/121813800/121813713/7bb3ba51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121820000/121813800/121813713/6cbedfca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Shrewsbury [](https://www.expedia.ca/Shrewsbury-Hotels-The-Quiet-House-On-Main-Street-Minutes-From-Everywhere.h121813713.Hotel-Information) CA $204 CA $332 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Shrewsbury-Hotels-The-Quiet-House-On-Main-Street-Minutes-From-Everywhere.h121813713.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116480000/116471300/116471291/705b325c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116480000/116471300/116471291/bea783c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/117000000/116480000/116471300/116471291/c1d365fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116480000/116471300/116471291/88de84be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in York [](https://www.expedia.ca/Wrightsville-Hotels-The-BoatHouse-Waterfront.h116471291.Hotel-Information) 10/10 Exceptional (4) "Great house and great location! Wished we could’ve stayed longer ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly S. CA $308 CA $598 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Wrightsville-Hotels-The-BoatHouse-Waterfront.h116471291.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/79000000/78720000/78716600/78716504/34ef69ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78720000/78716600/78716504/3766d06c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/79000000/78720000/78716600/78716504/f381bf12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78720000/78716600/78716504/9d1ff4ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Conestoga [](https://www.expedia.ca/Conestoga-Hotels-The-Conestoga-Cottage.h78716504.Hotel-Information) 9.8/10 Exceptional (15) "Very nice stay in this beautiful home and neighborhood. Peaceful and quiet with all everything we needed for our stay without being in the busy, downtown area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) L B. CA $470 CA $820 total includes taxes & fees Dec 31 - Jan 1, 2026 [](https://www.expedia.ca/Conestoga-Hotels-The-Conestoga-Cottage.h78716504.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/106000000/105400000/105399600/105399576/109ca995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105400000/105399600/105399576/b6c89300.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105400000/105399600/105399576/8c64da31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105400000/105399600/105399576/ebde0439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in York [](https://www.expedia.ca/York-Hotels-The-Carew-House-Historic-Three-Story-Home.h105399576.Hotel-Information) 4.0/10 (4) "Our family of adult children and grandchildren enjoyed staying together in this location. There was plenty of comfortable seating, and the kitchen was fairly well stocked. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margaret H. CA $172 CA $409 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/York-Hotels-The-Carew-House-Historic-Three-Story-Home.h105399576.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=2025-12-27&endDate=2025-12-28®ionId=553248634999179274&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.ca/Hotel-Search?destination=Winterstown%2C+Pennsylvania%2C+United+States+of+America®ionId=553248634999179274&latLong=39.835379%2C-76.618023&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Winterstown%2C+Pennsylvania%2C+United+States+of+America®ionId=553248634999179274&latLong=39.835379%2C-76.618023&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Winterstown%2C+Pennsylvania%2C+United+States+of+America®ionId=553248634999179274&latLong=39.835379%2C-76.618023&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Winterstown%2C+Pennsylvania%2C+United+States+of+America®ionId=553248634999179274&latLong=39.835379%2C-76.618023&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Winterstown%2C+Pennsylvania%2C+United+States+of+America®ionId=553248634999179274&latLong=39.835379%2C-76.618023&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=CABIN) ![](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%2FWinterstown-Private-Vacation-Homes.d553248634999179274-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinterstown-Private-Vacation-Homes.d553248634999179274-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Winterstown Hotel Reviews ![Days Inn & Suites by Wyndham Lancaster Amish Country](https://images.trvl-media.com/lodging/2000000/1100000/1098100/1098098/dcbdbb0b_y.jpg) ### Days Inn & Suites by Wyndham Lancaster Amish Country 10/10 Excellent "The room was very clean . The coffee at breakfast time had an amaxing taste . Front desk help during check in was very friendly " [](https://expedia.ca/Lancaster-Hotels-Days-Inn-Suites-By-Wyndham-Lancaster-Amish-Country.h1098098.Hotel-Information) ![Wingate by Wyndham - York](https://images.trvl-media.com/lodging/2000000/1790000/1781100/1781078/8e099e68_y.jpg) ### Wingate by Wyndham - York 10/10 Excellent "It is so quiet at this hotel. I am very fond of this hotel due to its history and the fine quality of the structure and its design, inside and out. " [](https://expedia.ca/York-Hotels-Wingate-By-Wyndham-York.h1781078.Hotel-Information) ![The Yorktowne Hotel, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/30000/22100/22028/e3d67c13_y.jpg) ### The Yorktowne Hotel, Tapestry Collection by Hilton 10/10 Excellent "The room was very clean and comfortable. The staff was very friendly and accommodating. Wish the restaurant stayed open past 10 PM. " [](https://expedia.ca/York-Hotels-The-Yorktowne-Hotel.h22028.Hotel-Information) ![Sleep Inn & Suites of Lancaster County](https://images.trvl-media.com/lodging/1000000/110000/105600/105546/3d5ae048_y.jpg) ### Sleep Inn & Suites of Lancaster County 10/10 Excellent "this is my new go to hotel whenever I’m in Lancaster for work. It was exactly what I needed and the staff was so friendly and they were willing to give me a late check out." [](https://expedia.ca/Lancaster-Hotels-Sleep-Inn-Suites-Of-Lancaster-County.h105546.Hotel-Information) ![Hampton Inn by Hilton York](https://images.trvl-media.com/lodging/1000000/10000/4100/4035/16a90314_y.jpg) ### Hampton Inn by Hilton York 10/10 Excellent "The reception staff member, Ida, offered exceptional customer care. She was very friendly and even remembered customers’ names when greeting them, which made me feel truly valued. In the past, I’ve often experienced staff who appear friendly but simply and conveniently respond with “I’m sorry, we don’t have that” or “not available” without even checking when I ask for something simple like hot water, fresh coffee, or a complimentary comb. Ida is completely different. She always responded with solutions such as “I will…,” “Let me try…,” or “We can do…”—showing genuine effort and care. You will definitely feel respected and cared for when interacting with Ida. BTW, As for the property itself, I deducted one star only because of minor facility issues. The renovation seems nearly complete, but a few areas still need finishing touches—for example, decorative poster marks in the elevator that haven’t been fully cleaned yet." [](https://expedia.ca/York-Hotels-Hampton-Inn-By-Hilton-York.h4035.Hotel-Information) ![Wyndham Garden York](https://images.trvl-media.com/lodging/1000000/20000/17200/17101/aebbb9f4_y.jpg) ### Wyndham Garden York 10/10 Excellent "Everything was great!" [](https://expedia.ca/York-Hotels-Wyndham-Garden-York.h17101.Hotel-Information) ![Homewood Suites By Hilton York](https://images.trvl-media.com/lodging/3000000/2440000/2432800/2432721/df344403_y.jpg) ### Homewood Suites By Hilton York 10/10 Excellent "My stay was awesome can’t wait for my next stay " [](https://expedia.ca/York-Hotels-Homewood-Suites-By-Hilton-York.h2432721.Hotel-Information) ![Tru by Hilton York](https://images.trvl-media.com/lodging/20000000/19660000/19654100/19654052/624fc091_y.jpg) ### Tru by Hilton York 10/10 Excellent "Very clean. Stff was wonderful. Breakfast was great." [](https://expedia.ca/York-Hotels-Tru-By-Hilton-York.h19654052.Hotel-Information) ![Candlewood Suites York by IHG](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700182/b9099528_y.jpg) ### Candlewood Suites York by IHG 10/10 Excellent "Jay and staff were wonderful to work with and would go above and beyond to make sure the stay was comfortable. Jay was able to move us to the top floor when asked when Expedia did not pass along the information when requested. Highly recommend to anyone to stay at this location. " [](https://expedia.ca/York-Hotels-Candlewood-Suites-York.h16700182.Hotel-Information) ## Find out more about Winterstown ## Winterstown Vacation Homes information | Number of reviews | 304 | | ----------------- | ----------------- | | Accommodation | 95 Vacation Homes | | Lowest Price | CA $332 | | Highest Price | CA $602 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Cheap Hotels in Dallastown ](https://www.expedia.ca/Dallastown-Hotels-Cheap-Hotels.0-0-d3000454567-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in York County ](https://www.expedia.ca/Destinations-In-York-County-Couples-Resorts-Hotels.0-0-d553248635083914460-tCouplesResortsHotels.Hotel-Filter-Destinations) - [Historic Hotels in York County ](https://www.expedia.ca/Destinations-In-York-County-Historic-Hotel.0-0-d553248635083914460-tHistoricHotel.Hotel-Filter-Destinations) - [Hotels with Hot Tubs in York County ](https://www.expedia.ca/Destinations-In-York-County-Hotels-With-Hot-Tubs.0-0-d553248635083914460-tHotelsWithHotTubs.Hotel-Filter-Destinations) - 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