Title: Bennington County Villas | Expedia.ca [Bennington County Travel Guide](https://expedia.ca/Bennington-County.dx553248635996998200)[Bennington County Hotels](https://expedia.ca/Destinations-In-Bennington-County.d553248635996998200.Hotel-Destinations)[Vacation Rentals in Bennington County](https://expedia.ca/Destinations-In-Bennington-County.d553248635996998200.Vacation-Rental-Destinations)[Things to do in Bennington County](https://expedia.ca/Things-To-Do-In-Bennington-County.d553248635996998200.Travel-Guide-Activities)[Bennington County Car Rentals](https://expedia.ca/Destinations-In-Bennington-County.d553248635996998200.Car-Rental-Destinations)[Bennington County Vacations](https://expedia.ca/Bennington-County.d553248635996998200.Destination-Travel-Guides) ![One of my favorite old 1800s covered bridges I got to enjoy today was the silk bridge. You can still travel on it but it is only wide enough for one car at a time. A beautiful piece of history in Bennington, VT](https://images.trvl-media.com/place/6057349/7bd67ef4-7fc5-4afd-9bc5-d9f99ad76823.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Justin Hunter ![](https://images.trvl-media.com/place/6057349/7bd67ef4-7fc5-4afd-9bc5-d9f99ad76823.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 [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248635996998200&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 two months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=553248635996998200&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=553248635996998200&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=553248635996998200&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Bennington County ![Bennington Battle Monument featuring landscape views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94635-Bennington-Battle-Monument.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Bennington [](https://expedia.ca/Bennington-Villas.d6057349-aaVillas.Travel-Guide-Accommodation) ![Manchester featuring autumn colours](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/93000/93847-Southern-Vermont.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Manchester Center [](https://expedia.ca/Manchester-Center-Villas.d129382-aaVillas.Travel-Guide-Accommodation) ![Wilmington which includes a city and autumn leaves](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/93000/93855-Southern-Vermont.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Wilmington [](https://expedia.ca/Wilmington-Villas.d175314-aaVillas.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/e2767a284e244a74354bf6af58485fe3.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Peru [](https://expedia.ca/Peru-Villas.d180927-aaVillas.Travel-Guide-Accommodation) ![Mount Equinox which includes forests, tranquil scenes and landscape views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94691-Mount-Equinox.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Arlington [](https://expedia.ca/Arlington-Villas.d74695-aaVillas.Travel-Guide-Accommodation) ![Manchester which includes a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/93000/93936-Manchester.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Manchester [](https://expedia.ca/Manchester-Villas.d129374-aaVillas.Travel-Guide-Accommodation) ## Our top choices for Bennington County villas ![Exterior](https://images.trvl-media.com/lodging/103000000/102750000/102743000/102742957/1741a11e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102750000/102743000/102742957/62a54626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/103000000/102750000/102743000/102742957/562a8a78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/103000000/102750000/102743000/102742957/af3e97cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vermont Vacation Villa—Grapevine Getaway [](https://www.expedia.ca/Pownal-Hotels-Vermont-Vacation-VillaGrapevine-Getaway.h102742957.Hotel-Information) Pownal 9.4/10 Exceptional (3 reviews) "The villa was great! The house is very spacious and clean. We really enjoyed our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jenna S. [](https://www.expedia.ca/Pownal-Hotels-Vermont-Vacation-VillaGrapevine-Getaway.h102742957.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111560000/111554200/111554121/f53f347c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111560000/111554200/111554121/b9f5b861.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111560000/111554200/111554121/20f43dd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111560000/111554200/111554121/95160014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Haven for Families | Deck | Shuttle | Views [](https://www.expedia.ca/Bondville-Hotels-Mountain-Haven-For-Families-Deck-Shuttle-Views.h111554121.Hotel-Information) Winhall 10/10 Exceptional (1 review) "We had a lovely stay at Tommy's condo. The place is larger and even more cheery than the photos make it seem. We had a great time relaxing and cooking after a few great days of skiing with our cousins. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura B. [](https://www.expedia.ca/Bondville-Hotels-Mountain-Haven-For-Families-Deck-Shuttle-Views.h111554121.Hotel-Information) ![Villa (6 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93590000/93589200/93589188/e3a2bb56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (6 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93590000/93589200/93589188/54b717f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (6 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93590000/93589200/93589188/160d7df3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (6 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93590000/93589200/93589188/66a0c698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous Victorian-style House w/ Hilltop Pool! [](https://www.expedia.ca/Rupert-Hotels-Gorgeous-Victorian-Style-House-W-Hilltop-Pool.h93589188.Hotel-Information) Rupert [](https://www.expedia.ca/Rupert-Hotels-Gorgeous-Victorian-Style-House-W-Hilltop-Pool.h93589188.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=2026-02-26&endDate=2026-02-27®ionId=553248635996998200&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_553248635996998200) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Bennington+County%2C+Vermont%2C+United+States+of+America®ionId=553248635996998200&latLong=42.878318%2C-73.197169&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=CABIN) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Bennington+County%2C+Vermont%2C+United+States+of+America®ionId=553248635996998200&latLong=42.878318%2C-73.197169&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Bennington+County%2C+Vermont%2C+United+States+of+America®ionId=553248635996998200&latLong=42.878318%2C-73.197169&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=APART_HOTEL) Condos [](https://www.expedia.ca/Hotel-Search?destination=Bennington+County%2C+Vermont%2C+United+States+of+America®ionId=553248635996998200&latLong=42.878318%2C-73.197169&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=CONDO) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Bennington+County%2C+Vermont%2C+United+States+of+America®ionId=553248635996998200&latLong=42.878318%2C-73.197169&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=APARTMENT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Bennington+County%2C+Vermont%2C+United+States+of+America®ionId=553248635996998200&latLong=42.878318%2C-73.197169&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=COTTAGE) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Bennington+County%2C+Vermont%2C+United+States+of+America®ionId=553248635996998200&latLong=42.878318%2C-73.197169&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=CHALET) Villas [](https://www.expedia.ca/Hotel-Search?destination=Bennington+County%2C+Vermont%2C+United+States+of+America®ionId=553248635996998200&latLong=42.878318%2C-73.197169&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=VILLA) ![](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-County-Villas.d553248635996998200-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FBennington-County-Villas.d553248635996998200-aaVillas.Travel-Guide-Accommodation) ## Top Bennington County Hotel Reviews ![Aspen At Manchester](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/6f88107a_y.jpg) ### Aspen At Manchester 10/10 Excellent "Room was spotless, staff was lovely when I called with a question and to confirm my reservation. Will definitely be staying here again. " [](https://expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information) ![Hampton Inn and Suites Manchester](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg) ### Hampton Inn and Suites Manchester 10/10 Excellent "Everything is good " [](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information) ![The Inn at Manchester](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/534fcc92_y.jpg) ### The Inn at Manchester 10/10 Excellent "What a lovely place! We loved the homey experience. The staff were kind and accommodating, breakfast was delicious, the bar was a nice place to unwind after a long day on the slopes and the room was spacious, clean and comfortable. Highly recommend, we will be back! " [](https://expedia.ca/Bennington-Hotels-The-Inn-At-Manchester.h1505817.Hotel-Information) ![The Olympia Lodge](https://images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/c701f02d_y.jpg) ### The Olympia Lodge 10/10 Excellent "Fantastic stay! Friendly staff, very cozy. " [](https://expedia.ca/Bennington-Hotels-The-Olympia-Lodge.h9257616.Hotel-Information) ![Toll Road Inn](https://images.trvl-media.com/lodging/8000000/7660000/7652200/7652200/94368990_y.jpg) ### Toll Road Inn 10/10 Excellent "best hotel " [](https://expedia.ca/Bennington-Hotels-Toll-Road-Inn.h7652200.Hotel-Information) ![The Reluctant Panther Inn and Restaurant](https://images.trvl-media.com/lodging/4000000/3910000/3908500/3908442/8359157a_y.jpg) ### The Reluctant Panther Inn and Restaurant 10/10 Excellent "Great room, nice staff." [](https://expedia.ca/Bennington-Hotels-The-Reluctant-Panther-Inn-And-Restaurant.h3908442.Hotel-Information) ![The Palmer House Resort, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/9c9da73f_y.jpg) ### The Palmer House Resort, an Ascend Collection Hotel 10/10 Excellent "excellent " [](https://expedia.ca/Bennington-Hotels-The-Palmer-House-Resort.h6028480.Hotel-Information) ![The Equinox Golf Resort & Spa](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0d30b96a_y.jpg) ### The Equinox Golf Resort & Spa 10/10 Excellent "." [](https://expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information) ![Sun Lodge](https://images.trvl-media.com/lodging/2000000/1160000/1157400/1157354/3e494820_y.jpg) ### Sun Lodge 10/10 Excellent "The renovation is fabulous and ski on ski off just perfect!" [](https://expedia.ca/Bennington-Hotels-The-Lodge-At-Bromley.h1157354.Hotel-Information) ## Find out more about Bennington County ## Bennington County Villas information | Number of reviews | 4 | | ----------------- | -------- | | Accommodation | 3 Villas | | Lowest Price | | | Highest Price | | ## Frequently asked questions ### Why book your villa in Bennington County with Expedia? ### How can I find cheap villas in Bennington County? ### What is there to do near my villa in Bennington County? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in West Arlington ](https://www.expedia.ca/4Star-West-Arlington-Hotels.s40-0-d553248635976385881.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Arlington ](https://www.expedia.ca/Arlington-Hotels-Boutique-Hotel.0-0-d74695-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Arlington ](https://www.expedia.ca/Arlington-Hotels-Hotel-With-Pool.0-0-d74695-tHotelwithPool.Travel-Guide-Filter-Hotels) - 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