Title: Underwood Vacation Home Rentals from CA $206: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Underwood](https://expedia.ca/Underwood-Hotels.d553248635975850309.Travel-Guide-Hotels)[Vacation Rentals in Underwood](https://expedia.ca/Underwood-Vacation-Rentals.d553248635975850309.Travel-Guide-VacationRentals)[Underwood Car Rentals](https://expedia.ca/Car-Rentals-In-Underwood.d553248635975850309.Car-Rental-Guide)[Underwood Vacation Packages](https://expedia.ca/Underwood.d553248635975850309.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Underwood 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 Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975850309&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635975850309&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635975850309&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635975850309&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Underwood Vacation Homes ![Interior](https://images.trvl-media.com/lodging/114000000/113720000/113712400/113712351/d9182ae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113720000/113712400/113712351/1fd81405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113720000/113712400/113712351/cf0a019c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113720000/113712400/113712351/aa57ee08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC Charlestown 10/10 Exceptional (10) "The property was clean and quiet. Great location in a nice residential neighborhood. Very close to Charlestown State Park where we did some hiking." CA $133 CA $206 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Charlestown-Hotels-Charming-1-Bedroom-Carriage-House-In-Delightful-Charlestown-With-WiFi.h113712351.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119730000/119725100/119725096/b73c6725.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119730000/119725100/119725096/9d505787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119730000/119725100/119725096/4959c5f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/120000000/119730000/119725100/119725096/83150810.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleeps 4, Rustic, Secluded Lexington 10/10 Exceptional (1) "The cabin and property were very clean and easy to find. We loved the back yard for chilling around after we got back from the event we were attending. Host was very friendly and had good communication. Will stay again if we are back in the area! " CA $154 CA $319 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Sleeps-4.h119725096.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/104000000/103270000/103267800/103267789/362c9167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103270000/103267800/103267789/d3d917d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103270000/103267800/103267789/84d6ec45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103270000/103267800/103267789/0b366879.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison! Hanover 9.8/10 Exceptional (30) "The house was clean, great location. Would stay again" CA $163 CA $349 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Hanover-Hotels-The-Hanover-Hideaway-Minutes-From-Hanover-College.h103267789.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117850000/117847400/117847348/d7223d3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117850000/117847400/117847348/c5202b6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/118000000/117850000/117847400/117847348/8893f899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117850000/117847400/117847348/37491b21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Nature Cabin | Private Escape in the Forest Hanover 9.8/10 Exceptional (6) "Very nice place, the hike to the falls was pretty neat as well. Close to everything, yet still secluded. " CA $116 CA $297 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Hanover-Hotels-Modern-Nature-Cabin-Private-Escape-In-The-Forest.h117847348.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116560000/116559000/116558914/f18feb16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116560000/116559000/116558914/4061eb9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116560000/116559000/116558914/75caca1c.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/117000000/116560000/116559000/116558914/cd0f17ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Emerald Lake Retreat Charlestown Charlestown 10/10 Exceptional (2) "This a great place for families to gather. It's very spacious and clean and comfortable. And though it's in a quiet and peaceful area with a small lake at the base of the property, places to eat and get groceries are just a short drive away. There's a wonderful seating area around a firepit, too!" CA $183 CA $629 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Charlestown-Hotels-Emerald-Lake-Retreat-Charlestown.h116558914.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/88000000/87670000/87666800/87666782/f91ae846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87670000/87666800/87666782/46e84095.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87670000/87666800/87666782/eb9f1e93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/88000000/87670000/87666800/87666782/d26bc5c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King Bedroom, Outdoor Cabana w/ Bed Swing, Quiet House Minutes to D/T Louisville Jeffersonville 9.6/10 Exceptional (15) "This house was very cute and very cozy. Shower pressure good. All rooms very clean. Bed comfortable enough for two large-bodied folks. Cute backyard. Kitchen clean. Location good - close enough to Louisville to do whatever you want!" CA $147 CA $409 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Louisville-Hotels-King-Bedroom.h87666782.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120520000/120515800/120515715/c6e1c096.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120520000/120515800/120515715/77e21cd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/121000000/120520000/120515800/120515715/95af341c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120520000/120515800/120515715/bad7713d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Tiny House in Scottsburg Scottsburg CA $97 CA $210 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Scottsburg-Hotels-Cozy-Tiny-House-In-Scottsburg.h120515715.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100540000/100531600/100531502/110469ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/101000000/100540000/100531600/100531502/20e6b172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100540000/100531600/100531502/0cd997b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100540000/100531600/100531502/b33682f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country home with beautiful views and access to hiking, biking, and horse trails Henryville 10/10 Exceptional (25) "Can’t say enough good things about this place!" CA $209 CA $345 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Country-Home-With-Beautiful-Views-And-Access-To-Hiking.h100531502.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119450000/119449900/119449835/w1282h855x1y3-cc657c39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119450000/119449900/119449835/5f40814e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119450000/119449900/119449835/3ad59ba1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119450000/119449900/119449835/w1282h853x1y1-c24cbc10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lanning House: 3-bedroom house in fabulous downtown Salem with AC Salem "This is a lovingly restored historical property with many beautiful original features, like the staircase & railings. The little town is so nice, and the people are friendly. We came down from Georgia to help a family member move into the home they just bought and needed a comfortable place to stay after moving stuff all day. We all decided we need to come for a longer time so we can check out all the interesting historical site nearby. We ate out every day & only used the coffee maker but the... CA $170 CA $393 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Salem-Hotels-The-Lanning-House-3-Bedroom-House-In-Fabulous-Downtown-Salem-With-AC.h119449835.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/119000000/118010000/118009800/118009792/98cd2165.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118010000/118009800/118009792/f53a6ab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118010000/118009800/118009792/b2bbad1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118010000/118009800/118009792/35332752.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison Hanover 8.0/10 Very good (2) "The property is very spacious, private and on a beautiful lot. We did have concerns, however, on the upkeep. The home could use some TLC. All it would take would be a good thorough cleaning, a couple more window drapes and lighting. We have brought this to the attention of the property manager and hopefully the issues will be addressed. There is so much potential and enough gathering space for larger groups.Just a short drive to Madison and Clifty Falls. Great location." CA $278 CA $661 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hanover-Hotels-The-Hanover-Haven-Slice-Of-Paradise-10-Minutes-To-Downtown-Madison.h118009792.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99410000/99400300/99400234/fb194f53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99410000/99400300/99400234/w1815h2420x0y0-ab25b462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99410000/99400300/99400234/cc78a0e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/100000000/99410000/99400300/99400234/13bac10b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relaxing 7- bedroom Retreat Center at Englishton Park. 250 acres, hiking trails Lexington 10/10 Exceptional (1) "My partner and I hoped for a peaceful getaway to hike and chose this place. As soon as we drove in, it seemed like nothing we’d quite seen. It’s walled like a park with an expansive front yard area, but it’s private. There are really cute old buildings. It was like we had the place to ourselves. There’s a kitchen and plenty of room in the sleeping building. Things were really clean and nice with a coffee welcome tray. Took a walk up to a little lake, and then hiked into the woods -... CA $506 CA $1,087 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Scottsburg-Hotels-Modern-Accommodations.h99400234.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119640000/119636500/119636467/06ede29f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/120000000/119640000/119636500/119636467/2618182b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/120000000/119640000/119636500/119636467/bcec7834.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119640000/119636500/119636467/930c4e86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Discounted rate for a 1 king, 2 queen house overlooking the Ohio River Hanover CA $283 CA $557 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Hanover-Hotels-Family-Friendly-2-Bedroom-House-Overlooking-The-Ohio-River-In-Charming-Hanover.h119636467.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96970000/96968500/96968455/eb138ce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, computer monitors, printers](https://images.trvl-media.com/lodging/97000000/96970000/96968500/96968455/8c773d49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/97000000/96970000/96968500/96968455/8e6def08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96970000/96968500/96968455/14055af9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 12Mins To Louisville, Gameroom, Patio&Grill - RusticElephant Jeffersonville 8.0/10 Very good (2) "Very easy. Check-in place was very clean. It was close to Louisville, Kentucky and to my friend's place. Would definitely stay here again when I visit." CA $226 CA $646 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Louisville-Hotels-12MINSTOLOUVILLE.h96968455.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=2025-10-30&endDate=2025-10-31®ionId=553248635975850309&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&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%2FUnderwood-Private-Vacation-Homes.d553248635975850309-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FUnderwood-Private-Vacation-Homes.d553248635975850309-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Underwood Hotel Reviews ![Red Roof Inn Charlestown](//images.trvl-media.com/lodging/115000000/114290000/114282400/114282362/ae4d5b67_y.jpg) ### Red Roof Inn Charlestown 10/10 Excellent "This RRI has friendly staff at a well-maintained facility in a small-town location. Unfortunately, the pool was closed, but all basic services were excellent. I plan to stay there again when I return to the Greater Louisville area." [](https://expedia.ca/Charlestown-Hotels-Charlestown-Inn.h114282362.Hotel-Information) ![Hometowne Inn & Suites](//images.trvl-media.com/lodging/7000000/6260000/6257700/6257614/2fce4363_y.jpg) ### Hometowne Inn & Suites 10/10 Excellent "Rooms were clean. Very quiet. Shower was nice. The AC worked well. I wish they didn’t shut it off when we left but I get it. Convenient location. Good rates." [](https://expedia.ca/Madison-Hotels-Campbells-Motel.h6257614.Hotel-Information) ![Holiday Inn Express & Suites Louisville N - Jeffersonville by IHG](//images.trvl-media.com/lodging/58000000/57370000/57361000/57360996/36596159_y.jpg) ### Holiday Inn Express & Suites Louisville N - Jeffersonville by IHG 10/10 Excellent "Excellent hotel when having events at the Kentucky exposition center. " [](https://expedia.ca/Louisville-Hotels-Holiday-Inn-Express-Suites-Louisville-N-Jeffersonville.h57360996.Hotel-Information) ![Hilton Garden Inn Jeffersonville Louisville North](//images.trvl-media.com/lodging/77000000/76420000/76418000/76417931/a3e348c4_y.jpg) ### Hilton Garden Inn Jeffersonville Louisville North 10/10 Excellent "Victor, your desk man was great! Very nice and knowledgeable, a great choice to serve your guest. Give that man a raise." [](https://expedia.ca/Louisville-Hotels-Hilton-Garden-Inn-Jeffersonville.h76417931.Hotel-Information) ![Days Inn & Suites by Wyndham Sellersburg](//images.trvl-media.com/lodging/2000000/1550000/1546000/1545948/e4427dc2_y.jpg) ### Days Inn & Suites by Wyndham Sellersburg 10/10 Excellent "Room was spotless, as was entire property. Easy access in and out and right off the highway. Couldn’t ask for a better pick." [](https://expedia.ca/Sellersburg-Hotels-Days-Inn-Suites-By-Wyndham-Sellersburg.h1545948.Hotel-Information) ![Ramada by Wyndham Sellersburg/Louisville North](//images.trvl-media.com/lodging/1000000/660000/659000/658960/dbc92ac1_y.jpg) ### Ramada by Wyndham Sellersburg/Louisville North 10/10 Excellent "Nice clean and safe place." [](https://expedia.ca/Sellersburg-Hotels-Ramada-By-Wyndham-SellersburgLouisville-North.h658960.Hotel-Information) ![Hampton Inn & Suites Scottsburg](//images.trvl-media.com/lodging/1000000/430000/424900/424884/c303f3a0_y.jpg) ### Hampton Inn & Suites Scottsburg 10/10 Excellent "Matt at the front desk was awesome. The room was clean and comfortable. Very easy to get around the area. Would stay her again anytime." [](https://expedia.ca/Madison-Hotels-Hampton-Inn-Suites-Scottsburg.h424884.Hotel-Information) ![Red Roof Inn Scottsburg](//images.trvl-media.com/lodging/1000000/920000/914300/914213/699ae220_y.jpg) ### Red Roof Inn Scottsburg 10/10 Excellent "Pet friendly and very friendly staff" [](https://expedia.ca/Madison-Hotels-Red-Roof-Inn-Scottsburg.h914213.Hotel-Information) ![Holiday Inn Express & Suites Scottsburg by IHG](//images.trvl-media.com/lodging/1000000/120000/116900/116863/26236ff4_y.jpg) ### Holiday Inn Express & Suites Scottsburg by IHG 10/10 Excellent "Clean room | Staff | Pet-friendly | Air conditioning" [](https://expedia.ca/Madison-Hotels-Holiday-Inn-Express-Suites-Scottsburg.h116863.Hotel-Information) ## Find out more about Underwood ## Underwood Vacation Homes information | Number of reviews | 86 | | --- | --- | | Accommodation | 61 Vacation Homes | | Lowest Price | CA $206 | | Highest Price | CA $1,087 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - 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