Title: Windsor Vacation Home Rentals from CA $159: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d3000450148.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d3000450148.Travel-Guide-VacationRentals)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d3000450148.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d3000450148.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) # Windsor Vacation Rentals ![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 Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=3000450148&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=3000450148&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=3000450148&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=3000450148&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Windsor Vacation Homes ![Exterior](https://images.trvl-media.com/lodging/69000000/68100000/68094800/68094783/4ec9cf5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68100000/68094800/68094783/fb295368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/69000000/68100000/68094800/68094783/405bbe50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video library, stereo](https://images.trvl-media.com/lodging/69000000/68100000/68094800/68094783/7f0f8b4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Properties vacation rental Windsor 9.8/10 Exceptional (64) "Exactly as stated. Very clean very comfortable and very good communication with the host. We enjoyed our weekend. Hope to stay again soon thank you so much." CA $174 CA $436 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Windsor-Hotels-Waterfront-Properties-Vacation-Rental.h68094783.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114590000/114586800/114586752/db526167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114590000/114586800/114586752/5bc2bf25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114590000/114586800/114586752/9a44f998.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114590000/114586800/114586752/d97d5c1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2-bedroom cabin in Vestal NY Vestal 9.6/10 Exceptional (13) " Beautiful landcape, quiet and secluded." CA $216 CA $361 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Vestal-Hotels-Cozy-2-Bedroom-Cabin-In-Vestal-NY.h114586752.Hotel-Information) ![House, Private Bathroom, River View (Equinunk) | Exterior](https://images.trvl-media.com/lodging/116000000/115020000/115015300/115015258/b3f718f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Private Bathroom, River View (Equinunk) | Shared kitchen](https://images.trvl-media.com/lodging/116000000/115020000/115015300/115015258/8e29809e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Private Bathroom, River View (Equinunk) | Garden](https://images.trvl-media.com/lodging/116000000/115020000/115015300/115015258/fe81fb1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Private Bathroom, River View (Equinunk) | Garden](https://images.trvl-media.com/lodging/116000000/115020000/115015300/115015258/cb8e098a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Equinunk Equinunk CA $405 CA $664 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Equinunk-Hotels-Equinunk.h115015258.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/118000000/117570000/117568800/117568775/6ee47c25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117570000/117568800/117568775/09a0afbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117570000/117568800/117568775/cbda3fdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/118000000/117570000/117568800/117568775/310a1d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ska'no'ne -Peaceful Living 1-bedroom house with central HVAC & WiFi on 13+ acres Nineveh 10/10 Exceptional (2) "Beautiful location, clean, host was very helpful answering questions about the property / surrounding area." CA $188 CA $550 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Nineveh-Hotels-Skanone-Peaceful-Living-1-Bedroom-House-With-Central-HVAC-WiFi-On-13-Acres.h117568775.Hotel-Information) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119690000/119680300/119680277/1563249c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119690000/119680300/119680277/e8f53f2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119690000/119680300/119680277/9075c888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119690000/119680300/119680277/7d715690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Flagview Lodge - Cozy Apartment with a View Sidney 10/10 Exceptional (2) "Beautiful, quiet and great views" CA $138 CA $381 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Sidney-Hotels-Flagview-Lodge-Cozy-Apartment-With-A-View.h119680277.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120190000/120180800/120180786/e8f8d585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120190000/120180800/120180786/7e58b28a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120190000/120180800/120180786/b62d07f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/121000000/120190000/120180800/120180786/c8746cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BRAND NEW fully renovated upstairs apartment in the heart of downtown Greene, NY Greene 10/10 Exceptional (3) "Stayed in the Luxe Loft for our friends' wedding. Cute and clean, and nice location. " CA $166 CA $297 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Greene-Hotels-BRAND-NEW-Fully-Renovated-Upstairs-Apartment-In-The-Heart-Of-Downtown-Greene.h120180786.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84070000/84066800/84066782/3cc5f554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/85000000/84070000/84066800/84066782/w851h683x86y0-c5b950b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/85000000/84070000/84066800/84066782/4234e45f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/85000000/84070000/84066800/84066782/f8b60aad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Summer Escape w/ Hot Tub, Games, Fire Pit & Scenic Hilltop Views! Thompson 10/10 Exceptional (10) "Perfect place to bring the family for a quiet ski holiday. " CA $223 CA $402 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Susquehanna-Hotels-Family-Escape-Games.h84066782.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/96000000/95980000/95973000/95972963/e6773e7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95980000/95973000/95972963/25f5cf26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/96000000/95980000/95973000/95972963/a67248a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95980000/95973000/95972963/afacc4ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy little house in Johnson City Johnson City 8.8/10 Excellent (12) "Good place to stay for graduation weekend. " CA $113 CA $159 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Johnson-City-Hotels-Cozy-Little-House-In-Johnson-City.h95972963.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106570000/106568900/106568888/4932ddec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106570000/106568900/106568888/cf964e65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106570000/106568900/106568888/499b8611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106570000/106568900/106568888/9ff131a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilltop, relax and enjoy nature's aviary atop the Endless Mountains. Hallstead 8.8/10 Excellent (8) "Wanted a quiet rural location for family conversation, a good view, and great food. This was a perfect location and truly enjoyed by all. " CA $300 CA $509 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Hallstead-Hotels-Hilltop.h106568888.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/102000000/101540000/101536700/101536684/c3203180.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/102000000/101540000/101536700/101536684/ad905130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101540000/101536700/101536684/88996b55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101540000/101536700/101536684/d196755c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Angler and Hunter's delight - Upper Delaware River Equinunk 9.4/10 Exceptional (3) "We absolutely loved our stay. The place was clean, warm, spacious, and suited our needs perfectly. We will definitely look to rent it again if we are welcomed back! 😊" CA $405 CA $741 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Equinunk-Hotels-Angler-And-Hunters-Delight-Upper-Delaware-River.h101536684.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119490000/119488000/119487991/8c77ffe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119490000/119488000/119487991/f8cc6638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119490000/119488000/119487991/842a589a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119490000/119488000/119487991/b9186221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Cabin O&W Trail Lakewood CA $402 CA $582 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Lakewood-Hotels-OW-Cabin-Lakewood-Lodge.h119487991.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/115000000/114470000/114461000/114460961/3c36e01f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/115000000/114470000/114461000/114460961/2c7255db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114470000/114461000/114460961/w1704h1142x4y0-dedf828f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/115000000/114470000/114461000/114460961/5dc868af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 7-bedroom House in Vestal Vestal CA $2,789 CA $4,199 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Vestal-Hotels-Spacious-7-Bedroom-House-In-Vestal.h114460961.Hotel-Information) ![House, Private Bathroom, Mountain View (Hale Eddy) | Exterior](https://images.trvl-media.com/lodging/116000000/115020000/115015400/115015355/20cbbe17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Private Bathroom, Mountain View (Hale Eddy) | Garden](https://images.trvl-media.com/lodging/116000000/115020000/115015400/115015355/01eb7c88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Private Bathroom, Mountain View (Hale Eddy) | Shared kitchen](https://images.trvl-media.com/lodging/116000000/115020000/115015400/115015355/3de51a7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Private Bathroom, Mountain View (Hale Eddy) | Lounge](https://images.trvl-media.com/lodging/116000000/115020000/115015400/115015355/26221ab8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hale Eddy Hancock CA $300 CA $553 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Hancock-Hotels-Hale-Eddy.h115015355.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100150000/100141600/100141505/7bca613a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100150000/100141600/100141505/4719d150.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100150000/100141600/100141505/ea29ae6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100150000/100141600/100141505/8cede083.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Angler and Nature's delight - West Branch Delaware Hancock 9.6/10 Exceptional (7) "We enjoyed the weekend getaway with family. The house was very cozy and the hostess was very kind. Thank you very much. " CA $300 CA $616 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Hancock-Hotels-Angler-And-Natures-Delight-West-Branch-Delaware.h100141505.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=2025-10-22&endDate=2025-10-23®ionId=3000450148&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%2FWindsor-Private-Vacation-Homes.d3000450148-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Private-Vacation-Homes.d3000450148-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Windsor Hotel Reviews ![Comfort Inn Apalachin / Binghamton W Route 17](//images.trvl-media.com/lodging/7000000/6090000/6089300/6089257/17457ac2_y.jpg) ### Comfort Inn Apalachin / Binghamton W Route 17 10/10 Excellent "As expected " [](https://expedia.ca/Binghamton-Hotels-Comfort-Inn.h6089257.Hotel-Information) ![Tru by Hilton Binghamton Vestal](//images.trvl-media.com/lodging/40000000/39220000/39216000/39215951/470185cc_y.jpg) ### Tru by Hilton Binghamton Vestal 10/10 Excellent "Hotel was clean and new. The staff was great. It seemed like they actually cared and weren’t miserable with their jobs, like they actually wanted to be there and not somewhere else." [](https://expedia.ca/Binghamton-Hotels-Tru-By-Hilton-Vestal-Binghamton.h39215951.Hotel-Information) ![Red Roof Inn Binghamton - Johnson City](//images.trvl-media.com/lodging/1000000/20000/17600/17574/83a1809c_y.jpg) ### Red Roof Inn Binghamton - Johnson City 10/10 Excellent "Room is clean" [](https://expedia.ca/Binghamton-Hotels-Red-Roof-Inn-Binghamton-Johnson-City.h17574.Hotel-Information) ![Comfort Inn Binghamton I-81](//images.trvl-media.com/lodging/1000000/20000/12700/12618/1dc4ae83_y.jpg) ### Comfort Inn Binghamton I-81 10/10 Excellent "Everything was good." [](https://expedia.ca/Binghamton-Hotels-Comfort-Inn-Binghamton-I-81.h12618.Hotel-Information) ![Comfort Inn & Suites](//images.trvl-media.com/lodging/1000000/30000/24900/24801/b9bd1c4c_y.jpg) ### Comfort Inn & Suites 10/10 Excellent "excellent service" [](https://expedia.ca/Binghamton-Hotels-SureStay-Plus-Hotel-By-Best-Western-Johnson-City.h24801.Hotel-Information) ![Holiday Inn Binghamton Downtown by IHG](//images.trvl-media.com/lodging/1000000/10000/3300/3239/5fa30304_y.jpg) ### Holiday Inn Binghamton Downtown by IHG 10/10 Excellent "Perfect " [](https://expedia.ca/Binghamton-Hotels-Holiday-Inn-Binghamton-Downtown.h3239.Hotel-Information) ![Hampton Inn & Suites Binghamton/Vestal](//images.trvl-media.com/lodging/1000000/330000/328200/328162/8778b6e3_y.jpg) ### Hampton Inn & Suites Binghamton/Vestal 10/10 Excellent "Very nice staff, very accommodating. Property and room was very clean and quiet. Good breakfast as well. Would definitely stay again!" [](https://expedia.ca/Binghamton-Hotels-Hampton-Inn-Suites-BinghamtonVestal.h328162.Hotel-Information) ![Courtyard Marriott Binghamton](//images.trvl-media.com/lodging/1000000/450000/448100/448082/dcd26ad4_y.jpg) ### Courtyard Marriott Binghamton 10/10 Excellent "Outstanding staff, friendly, knowledgeable, and attentive. Clean and comfortable room. " [](https://expedia.ca/Binghamton-Hotels-Courtyard-Marriott-Binghamton.h448082.Hotel-Information) ![Holiday Inn Express Hotel & Suites Vestal by IHG](//images.trvl-media.com/lodging/2000000/1890000/1889100/1889075/5a6d3b7d_y.jpg) ### Holiday Inn Express Hotel & Suites Vestal by IHG 10/10 Excellent "clean room" [](https://expedia.ca/Binghamton-Hotels-Holiday-Inn-Express-Hotel-Suites-Vestal.h1889075.Hotel-Information) ## Find out more about Windsor ## Windsor Vacation Homes information | Number of reviews | 115 | | --- | --- | | Accommodation | 127 Vacation Homes | | Lowest Price | CA $159 | | Highest Price | CA $4,199 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [5 Star Hotels in Binghamton](https://www.expedia.ca/5Star-Binghamton-Hotels.s50-0-d6034018.Travel-Guide-Filter-Hotels) - [B&B in Afton](https://www.expedia.ca/Afton-Bed-And-Breakfast.d553248634998894706-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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