Title: South Williamson Vacation Home Rentals from CA $262: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in South Williamson](https://expedia.ca/South-Williamson-Hotels.d6140179.Travel-Guide-Hotels)[Vacation Rentals in South Williamson](https://expedia.ca/South-Williamson-Vacation-Rentals.d6140179.Travel-Guide-VacationRentals)[Flights to South Williamson](https://expedia.ca/Cheap-Flights-To-South-Williamson.d6140179.Travel-Guide-Flights)[South Williamson Car Rentals](https://expedia.ca/Car-Rentals-In-South-Williamson.d6140179.Car-Rental-Guide)[South Williamson Vacation Packages](https://expedia.ca/South-Williamson.d6140179.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) # South Williamson 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 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6140179&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6140179&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=6140179&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=6140179&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) ## Browse Select South Williamson Vacation Homes ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110170000/110168300/110168226/ddab4e3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110170000/110168300/110168226/693fd7a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110170000/110168300/110168226/54dbe3cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110170000/110168300/110168226/72e6d782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walking distance to gas station/riding passes, and the famous Sherry Bo’s diner Delbarton 9.8/10 Exceptional (7) "Everything was wonderful, made traveling to a family reunion easy." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $143 CA $262 total includes taxes & fees Dec 6 - Dec 7 [](https://www.expedia.ca/Delbarton-Hotels-Walking-Distance-To-Gas-Stationriding-Passes.h110168226.Hotel-Information) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113800000/113797600/113797514/b201b654.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113800000/113797600/113797514/0be5e53f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113800000/113797600/113797514/2c2cf3d9_edited_db1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113800000/113797600/113797514/5320ebfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mama Bears den “The perfect location to visit the Hatfield and McCoy trails” Sarah Ann 10/10 Exceptional (7) "We throughly enjoyed our stay. Gary is an excellent host. We’ll definitely stay again when we are in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica R. CA $126 CA $288 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Sarah-Ann-Hotels-Charming-4-Bedroom-House-Close-To-The-Trails-In-Historic-Sarah-Ann.h113797514.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103440000/103430400/103430332/895e8489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103440000/103430400/103430332/4b8d2e2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103440000/103430400/103430332/c8a2c01f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103440000/103430400/103430332/cde8f352.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Papa Bear's Den!! “The perfect location to visit the trails” Sarah Ann 10/10 Exceptional (13) "The house is a great location to trail ride. Ample space for our group of 9\. There was a hornet nest on the side of the house but Gary was quick to take care of it. We would stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly C. CA $126 CA $288 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Sarah-Ann-Hotels-Papa-Bears-DenHatfield-Mccoy-Trail-House.h103430332.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96090000/96085000/96084938/w3833h2160x4y0-50fcba8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96090000/96085000/96084938/0994cb04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96090000/96085000/96084938/bf7c7689.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96090000/96085000/96084938/90983bd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*The Decked out Den\* Delbarton 10/10 Exceptional (15) "Excellent place to stay! Very cozy! Having the garage for side by sides was a huge plus! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SANDRA N. CA $140 CA $341 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Delbarton-Hotels-The-Decked-Out-Den.h96084938.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/75000000/74440000/74431200/74431186/1fc94c70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/75000000/74440000/74431200/74431186/66d63bfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74440000/74431200/74431186/211ebc89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74440000/74431200/74431186/e2d56724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheppard's Holler: Your WV Adventure Home lenore 10/10 Exceptional (5) "It was a great place to stay, quiet and peaceful. The lake was right up the road and the whole house just felt like home. The owners were very nice and helpful. Anytime I needed something they were there to answer any questions I had. Would definitely stay there again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christy CA $161 CA $364 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Sheppards-Holler-Your-WV-Adventure-Home.h74431186.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/73000000/72620000/72614800/72614757/3da5824c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72620000/72614800/72614757/5d367bdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/73000000/72620000/72614800/72614757/a2a81142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72620000/72614800/72614757/da64d05b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14 Delbarton 9.8/10 Exceptional (40) "Very clean, had all of the amenities you would need, plenty of parking space, will definitely stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian L. CA $238 CA $365 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Delbarton-Hotels-Newly-Remodeled-3-Bedroom.h72614757.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78750000/78743600/78743563/da6113f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78750000/78743600/78743563/dd7acf91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78750000/78743600/78743563/a449a6a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78750000/78743600/78743563/462ac1da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 miles from Buffalo Mountain Trail 8 Devil Anse Delbarton 9.6/10 Exceptional (8) "The place was beautifully decorated and included all the amenities we needed. Stephanie was very responsive and helpful with any questions we had. We will definitely be staying here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy L S. CA $279 CA $474 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Delbarton-Hotels-2-Miles-From-Buffalo-Mountain-Trail-8-Devil-Anse.h78743563.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110740000/110736300/110736294/c7453790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110740000/110736300/110736294/2b1987bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/111000000/110740000/110736300/110736294/194395f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110740000/110736300/110736294/7945e1b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access Chattaroy 9.8/10 Exceptional (8) "Loved the house had a great experience would definitely stay again" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Gregory S. CA $210 CA $389 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Williamson-Hotels-Buffalo-Playhouse-W-Game-Room-Easy-Trail-Access.h110736294.Hotel-Information) ![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/114000000/113560000/113551500/113551451/40e46d63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113560000/113551500/113551451/w1286h939x2y0-dc37256a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/114000000/113560000/113551500/113551451/df5d8bb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113560000/113551500/113551451/df0c2450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games! Matewan 8.4/10 Very good (5) "It' not worth it. I wish I would have heeded the negative reviews. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy D. CA $362 CA $673 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Benchmark-Hideout-LLC.h113551451.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114870000/114864400/114864315/c50bbee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114870000/114864400/114864315/w907h684x59y0-2ef34b69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114870000/114864400/114864315/w506h684x259y0-01c80c61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114870000/114864400/114864315/w905h684x59y0-76007381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large spacious house with ample parking for large groups. Delbarton 10/10 Exceptional (1) "We absolutely loved this home. Plenty of rooms and parking for our rides and a nice garage to empty in so we didn’t drag mud and dirt everywhere. Love the decorating fall touches made you feel welcomed. Definitely will be back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Martha CA $627 CA $1,153 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Delbarton-Hotels-The-Big-House.h114864315.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=2025-12-17&endDate=2025-12-18®ionId=6140179&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=South+Williamson%2C+Kentucky%2C+United+States+of+America®ionId=6140179&latLong=37.662566%2C-82.286794&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=CABIN) Apartments [](https://www.expedia.ca/Hotel-Search?destination=South+Williamson%2C+Kentucky%2C+United+States+of+America®ionId=6140179&latLong=37.662566%2C-82.286794&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=APARTMENT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=South+Williamson%2C+Kentucky%2C+United+States+of+America®ionId=6140179&latLong=37.662566%2C-82.286794&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=South+Williamson%2C+Kentucky%2C+United+States+of+America®ionId=6140179&latLong=37.662566%2C-82.286794&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=South+Williamson%2C+Kentucky%2C+United+States+of+America®ionId=6140179&latLong=37.662566%2C-82.286794&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=VACATION_HOME) Chalets [](https://www.expedia.ca/Hotel-Search?destination=South+Williamson%2C+Kentucky%2C+United+States+of+America®ionId=6140179&latLong=37.662566%2C-82.286794&adults=2&startDate=2026-03-03&d1=2026-03-03&endDate=2026-03-06&d2=2026-03-06&lodging=CHALET) ![](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%2FSouth-Williamson-Private-Vacation-Homes.d6140179-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouth-Williamson-Private-Vacation-Homes.d6140179-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top South Williamson Hotel Reviews ![The Landmark Hotel](https://images.trvl-media.com/lodging/12000000/11010000/11006900/11006837/734943c8_y.jpg) ### The Landmark Hotel 10/10 Excellent "Staff excellent, room great and very clean, bathroom a little small" [](https://expedia.ca/Prestonsburg-Hotels-The-Landmark-Hotel.h11006837.Hotel-Information) ![Hampton Inn Pikeville](https://images.trvl-media.com/lodging/2000000/1780000/1772100/1772037/75141e91_y.jpg) ### Hampton Inn Pikeville 10/10 Excellent "Front desk staff very friendly and accommodating " [](https://expedia.ca/Prestonsburg-Hotels-Hampton-Inn-Pikeville.h1772037.Hotel-Information) ![The Red Dog Chalet Couples Retreat w/ Hot Tub ](https://images.trvl-media.com/lodging/92000000/91010000/91005200/91005164/37cac28b_y.jpg) ### The Red Dog Chalet Couples Retreat w/ Hot Tub 10/10 Excellent "Wow from the moment we arrived, I felt an immediate sense of peace and comfort. This place has a warmth that can’t be created by décor alone—it’s clear that a lot of care, intention, and kindness have gone into every corner of it. Everything was so clean, private, & location was great! House was super close to trails and a couple little towns. Communication with the host was great! They made us feel well taken care of and welcomed. It felt a lot less like a rental and more like being a guest in someone’s cherished retreat. Looking forward to returning one day! Thank you to Shawn and Tonya! " [](https://expedia.ca/Williamson-Hotels-Red-Dog-Chalet-Couples-Getaway.h91005164.Hotel-Information) ![Daniel Boone Motor Inn](https://images.trvl-media.com/lodging/14000000/13280000/13279500/13279412/bbf28123_y.jpg) ### Daniel Boone Motor Inn 10/10 Excellent "Friendly and professional check-in person. Room ok for the night and the price. Wonderful restaurant right next door. " [](https://expedia.ca/Prestonsburg-Hotels-Daniel-Boone-Motor-Inn.h13279412.Hotel-Information) ![Holiday Inn Express Hotel & Suites Pikeville by IHG](https://images.trvl-media.com/lodging/2000000/1440000/1440000/1439954/e3c62ae5_y.jpg) ### Holiday Inn Express Hotel & Suites Pikeville by IHG 10/10 Excellent "Yes and the staff is amazing!! " [](https://expedia.ca/Prestonsburg-Hotels-Holiday-Inn-Express-Hotel-Suites-Pikeville.h1439954.Hotel-Information) ![Brookshire Inn](https://images.trvl-media.com/lodging/12000000/11630000/11629500/11629485/21a85563_y.jpg) ### Brookshire Inn 10/10 Excellent "Surprisingly nice." [](https://expedia.ca/Prestonsburg-Hotels-Brookshire-Inn.h11629485.Hotel-Information) ![Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts](https://images.trvl-media.com/lodging/110000000/109010000/109005500/109005436/16d10a8c_y.jpg) ### Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts 10/10 Excellent "Worked out very nice for our stay. " [](https://expedia.ca/Pikeville-Hotels-Rustic-Retreat-At-Backwoods-Bungalow-Secluded-Cabin-With-Modern-Comforts.h109005436.Hotel-Information) ![Comfort Inn Pikeville](https://images.trvl-media.com/lodging/119000000/118740000/118737300/118737243/ba147f79_y.jpg) ### Comfort Inn Pikeville 10/10 Excellent "Room was very clean. Breakfast was good as well. Lots of restaurants in the area along with stores. " [](https://expedia.ca/Pikeville-Hotels-Comfort-Inn-Pikeville.h118737243.Hotel-Information) ![Holiday Inn Express Hotel & Suites by IHG](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222186/4143c8ac_y.jpg) ### Holiday Inn Express Hotel & Suites by IHG 10/10 Excellent "Riom was clean. Needed amenties provided. Staff was excellent and provided rooms for tbe handicap needs for two of us as needed. " [](https://expedia.ca/Logan-Hotels-Holiday-Inn-Express-Hotel-Suites.h1222186.Hotel-Information) ## Find out more about South Williamson ## South Williamson Vacation Homes information | Number of reviews | 99 | | ----------------- | ----------------- | | Accommodation | 59 Vacation Homes | | Lowest Price | CA $262 | | Highest Price | CA $1,153 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [1 Star Hotels in Ivel ](https://www.expedia.ca/1Star-Ivel-Hotels.s10-0-d3000438715.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Canada ](https://www.expedia.ca/5Star-Canada-Hotels.s50-0-d3000438405.Travel-Guide-Filter-Hotels) - [Aflex Hotels ](https://www.expedia.ca/Aflex-Hotels.d553248635975874521.Travel-Guide-Hotels) - [Apartments in Belfry ](https://www.expedia.ca/Belfry-Apartments.d3000438350-aaApartments.Travel-Guide-Accommodation) - [Cheap Hotels in Belfry ](https://www.expedia.ca/Belfry-Hotels-Cheap-Hotels.0-0-d3000438350-tCheapHotels.Travel-Guide-Filter-Hotels) - 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