Title: Top Bennington Cabin Rentals | Expedia.ca [Hotels in Bennington](https://expedia.ca/Bennington-Hotels.d553248635975849202.Travel-Guide-Hotels)[Vacation Rentals in Bennington](https://expedia.ca/Bennington-Vacation-Rentals.d553248635975849202.Travel-Guide-VacationRentals)[Bennington Car Rentals](https://expedia.ca/Car-Rentals-In-Bennington.d553248635975849202.Car-Rental-Guide)[Bennington Vacation Packages](https://expedia.ca/Bennington.d553248635975849202.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) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635975849202&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 two months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635975849202&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=553248635975849202&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=553248635975849202&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Bennington cabin rentals ![Exterior](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861216/69ae0b45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861216/7e37ae4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861216/1890b370.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861216/8a9acad2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin on the Ridge [](https://www.expedia.ca/Canaan-Hotels-A-Cozy.h95861216.Hotel-Information) Madison 10/10 Exceptional (15 reviews) "Nice cabin" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathan M. CA $135 CA $292 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Canaan-Hotels-A-Cozy.h95861216.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861214/a0c42af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861214/b4ee3898.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861214/c694ee0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95870000/95861300/95861214/976c07d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin on the Ridge: The Sequel [](https://www.expedia.ca/Canaan-Hotels-The-Areas-First-New-Construction-Short-Term-Rental-Tailored-For-You.h95861214.Hotel-Information) Madison 10/10 Exceptional (17 reviews) "Our stay was amazing! Loved this cozy cabin in the woods! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alison F. CA $135 CA $265 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Canaan-Hotels-The-Areas-First-New-Construction-Short-Term-Rental-Tailored-For-You.h95861214.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840024/1978aa9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840024/897874f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840024/c52282e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117850000/117840100/117840024/374ba0ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mulberry Secluded Cabin at Lost Trails [](https://www.expedia.ca/Madison-Hotels-Mulberry-Cabin-At-Lost-Trails.h117840024.Hotel-Information) Madison Township 10/10 Exceptional (1 review) "Mulberry Cabin at Lost Trails was great! The cabin was cozy and felt pretty private (even though the other cabins are within view). The bed was super comfy, and they did a great job making sure the cabin had everything one might need on a trip away from home. It was also very close to all things Madison, so it felt very convenient. We would definitely stay there again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily I. CA $143 CA $237 total includes taxes & fees Feb 19 - Feb 20 [](https://www.expedia.ca/Madison-Hotels-Mulberry-Cabin-At-Lost-Trails.h117840024.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91880000/91872200/91872159/2f835b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91880000/91872200/91872159/d9eead6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91880000/91872200/91872159/00284b98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/92000000/91880000/91872200/91872159/562e1144.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Cozy Cabin 10 minutes from Historic downtown Madison [](https://www.expedia.ca/Madison-Hotels-Peaceful-Cozy-Cabin-10-Minutes-From-Historic-Downtown-Madison.h91872159.Hotel-Information) Madison 9.6/10 Exceptional (20 reviews) "My wife and I enjoyed our stay here while checking out Madison. Great location, nicely decorated. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Justin L. CA $245 CA $394 total includes taxes & fees Feb 19 - Feb 20 [](https://www.expedia.ca/Madison-Hotels-Peaceful-Cozy-Cabin-10-Minutes-From-Historic-Downtown-Madison.h91872159.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=2026-03-04&endDate=2026-03-05®ionId=553248635975849202&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_553248635975849202) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.ca/Hotel-Search?destination=Bennington%2C+Indiana%2C+United+States+of+America®ionId=553248635975849202&latLong=38.858948%2C-85.140509&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Bennington%2C+Indiana%2C+United+States+of+America®ionId=553248635975849202&latLong=38.858948%2C-85.140509&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Bennington%2C+Indiana%2C+United+States+of+America®ionId=553248635975849202&latLong=38.858948%2C-85.140509&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Bennington%2C+Indiana%2C+United+States+of+America®ionId=553248635975849202&latLong=38.858948%2C-85.140509&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=VACATION_HOME) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Bennington%2C+Indiana%2C+United+States+of+America®ionId=553248635975849202&latLong=38.858948%2C-85.140509&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&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%2FBennington-Cabins.d553248635975849202-aaCabins.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FBennington-Cabins.d553248635975849202-aaCabins.Travel-Guide-Accommodation) ## Top Bennington Hotel Reviews ![The Chandler Hotel](https://images.trvl-media.com/lodging/94000000/93090000/93082900/93082881/8a800e75_y.jpg) ### The Chandler Hotel 10/10 Excellent "The rooms and hotel are very clean and so classy! We love it!" [](https://expedia.ca/Madison-Hotels-The-Chandler-Hotel.h93082881.Hotel-Information) ![Belterra Casino Resort](https://images.trvl-media.com/lodging/2000000/1160000/1152900/1152807/04047b8f_y.jpg) ### Belterra Casino Resort 10/10 Excellent "Room was very nice. Bathroom was parfect" [](https://expedia.ca/Madison-Hotels-Belterra-Casino-Resort.h1152807.Hotel-Information) ![Ramada by Wyndham Sparta/At Speedway](https://images.trvl-media.com/lodging/1000000/980000/972800/972772/3310105f_y.jpg) ### Ramada by Wyndham Sparta/At Speedway 10/10 Excellent "Clean reoom amd friendly steff" [](https://expedia.ca/Carrollton-Hotels-Ramada-By-Wyndham-SpartaAt-Speedway.h972772.Hotel-Information) ![Fairfield Inn & Suites Madison Historic Eagle Cotton Mill](https://images.trvl-media.com/lodging/62000000/61410000/61401300/61401267/d00884c3_y.jpg) ### Fairfield Inn & Suites Madison Historic Eagle Cotton Mill 10/10 Excellent "Beautiful hotel. Clean, friendly staff, great beds. " [](https://expedia.ca/Madison-Hotels-Fairfield-Inn-Suites-Madison.h61401267.Hotel-Information) ![1800’s restored log cabin on 26 private rolling wooded acres with sunset views](https://images.trvl-media.com/lodging/56000000/55230000/55220500/55220439/47bc91ad_y.jpg) ### 1800’s restored log cabin on 26 private rolling wooded acres with sunset views 10/10 Excellent "We arrived at the cabin at dark. The cabin appeared very cute. The host provided the arrival info via email. The cabin was very cute and very clean. Everything was provided and all instructions as well. My husband an I were there for a peaceful getaway from the city. The cabin met all of our needs and more!" [](https://expedia.ca/Madison-Hotels-1800s-Restored-Log-Cabin-On-26-Private-Rolling-Wooded-Acres-With-Sunset-Views.h55220439.Hotel-Information) ![Hillcrest Motel By OYO Aurora IN Near Lawrenceburg](https://images.trvl-media.com/lodging/96000000/95330000/95324500/95324415/a4989d95_y.jpg) ### Hillcrest Motel By OYO Aurora IN Near Lawrenceburg 10/10 Excellent "Perfect for travelers, budget minded visitors, anyone that just needs a warm bed, hot water, and a peaceful night sleep. Bed and pillows were super comfortable. Friendly staff. No frills, none needed. A solid place to stay. " [](https://expedia.ca/Aurora-Hotels-Hillcrest-Motel.h95324415.Hotel-Information) ![Hillside Inn](https://images.trvl-media.com/lodging/1000000/900000/894200/894180/816c8f88_y.jpg) ### Hillside Inn 10/10 Excellent "Great views conveniently located staff helpful and friendly " [](https://expedia.ca/Madison-Hotels-Hillside-Inn.h894180.Hotel-Information) ![Empire House Hotel](https://images.trvl-media.com/lodging/5000000/4490000/4486800/4486724/dfef9c62_y.jpg) ### Empire House Hotel 10/10 Excellent "The owner was super nice and made us feel like we were family." [](https://expedia.ca/Lawrenceburg-Hotels-Empire-House-Hotel.h4486724.Hotel-Information) ![Comfort Inn Madison near Clifty Falls](https://images.trvl-media.com/lodging/1000000/870000/869500/869431/18222049_y.jpg) ### Comfort Inn Madison near Clifty Falls 10/10 Excellent "Excellent " [](https://expedia.ca/Madison-Hotels-Comfort-Inn.h869431.Hotel-Information) ## Find out more about Bennington ## Bennington Cabin Rentals information | Number of reviews | 52 | | ----------------- | ---------------- | | Accommodation | 19 Cabin Rentals | | Lowest Price | CA $237 | | Highest Price | CA $394 | ## Frequently asked questions ### What are the best cabins near Bennington? ### Are there cheap cabins in Bennington? ### What are the best mountain cabins near Bennington? ### What are the best river cabins near Bennington? ### What are the best cabins with pools near Bennington? ### What are some great Bennington cabins? ### What are the best weekend cabin rentals in Bennington? ### What are the best cabin prices in Bennington? ### Can I find log cabins in Bennington? ### What are the highest-rated cabins in Bennington? ### Why should I book a cabin in Bennington? ### What are the top nature cabins in Bennington? ### What are some of the best cabins near Hollywood Casino in Bennington? ## Explore a world of travel with Expedia - 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