Title: Old Bennington Condo Rentals from CA $423 | Expedia.ca [Hotels in Old Bennington](https://expedia.ca/Old-Bennington-Hotels.d553248635976385350.Travel-Guide-Hotels)[Vacation Rentals in Old Bennington](https://expedia.ca/Old-Bennington-Vacation-Rentals.d553248635976385350.Travel-Guide-VacationRentals)[Old Bennington Car Rentals](https://expedia.ca/Car-Rentals-In-Old-Bennington.d553248635976385350.Car-Rental-Guide)[Old Bennington Vacation Packages](https://expedia.ca/Old-Bennington.d553248635976385350.Destination-Travel-Guides) ![2017](https://images.trvl-media.com/place/6115862/c54b3750-17e2-410d-8469-3dda6fc27801.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Emily Whalen # Search Condos Rentals in Old Bennington from CA $423 - ![](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 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976385350&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976385350&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976385350&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 four months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976385350&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Old Bennington condo rentals ![Beach](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/6f40afa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/1eaaf157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/32130af3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/4cb3cf17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 3 bedroom condo 2.5 miles to Mount Snow [](https://www.expedia.ca/Bouvet-Island-Hotels-Vrbo-Property.h48188407.Hotel-Information) West Dover 9.0/10 Wonderful (44) "We were unable to stay as when we went in the condo, we found the condo damp, musty, dusty, very worn, extremely outdated and uncomfortable. We left and found different accommodations for the weekend at Chateau 239 which I highly recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diana W. CA $136 CA $423 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Bouvet-Island-Hotels-Vrbo-Property.h48188407.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/fce63aae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/f9e6e0c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/6ae09456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/ef38effc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities [](https://www.expedia.ca/West-Dover-Hotels-Ski-Inski-Out-Condo-With-Deck.h88639305.Hotel-Information) Dover 8.8/10 Excellent (32) "Very nice accommodations and location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael M. CA $98 CA $459 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/West-Dover-Hotels-Ski-Inski-Out-Condo-With-Deck.h88639305.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/110000000/109530000/109523700/109523693/7fb4bc1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109530000/109523700/109523693/177f68b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109530000/109523700/109523693/dc09a805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/110000000/109530000/109523700/109523693/a8feff84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom condo in serene Wilmington - Your home away from home! [](https://www.expedia.ca/Wilmington-Hotels-Charming-3-Bedroom-Condo-In-Serene-Wilmington-Your-Home-Away-From-Home.h109523693.Hotel-Information) Wilmington 10/10 Exceptional (1) "Beautiful condo that is spacious in a quiet spot" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda CA $496 CA $895 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Wilmington-Hotels-Charming-3-Bedroom-Condo-In-Serene-Wilmington-Your-Home-Away-From-Home.h109523693.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112140000/112132700/112132680/2353b0c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/113000000/112140000/112132700/112132680/779de217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/113000000/112140000/112132700/112132680/cfd29ad9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/113000000/112140000/112132700/112132680/eb052a31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW Ski in/out condo with Mt views, hot tub, porch, gym & wifi! [](https://www.expedia.ca/West-Dover-Hotels-NEW-Ski-Inout-Condo-With-Mt-Views.h112132680.Hotel-Information) Dover 10/10 Exceptional (1) "Excellent stay super close to the mtn. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt B. CA $315 CA $663 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/West-Dover-Hotels-NEW-Ski-Inout-Condo-With-Mt-Views.h112132680.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/90000000/89400000/89393600/89393580/5f100515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89400000/89393600/89393580/83b1d65c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/90000000/89400000/89393600/89393580/0e09eb60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89400000/89393600/89393580/58b14015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat) [](https://www.expedia.ca/West-Dover-Hotels-Family-Mount-Snow-Condo-4-Mins-Walk-From-Sundance-Lift.h89393580.Hotel-Information) Dover 9.4/10 Exceptional (18) "Clean, comfortable, convenient! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary C. CA $379 CA $918 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/West-Dover-Hotels-Family-Mount-Snow-Condo-4-Mins-Walk-From-Sundance-Lift.h89393580.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113670000/113669700/113669647/725998cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/114000000/113670000/113669700/113669647/7f1a0683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113670000/113669700/113669647/4b73e340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113670000/113669700/113669647/1caf4b92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR Loft With Views | Ski-In Access [](https://www.expedia.ca/West-Dover-Hotels-2BR-Loft-With-Views-Ski-In-Access.h113669647.Hotel-Information) West Dover CA $906 CA $1,128 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/West-Dover-Hotels-2BR-Loft-With-Views-Ski-In-Access.h113669647.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=2025-12-28&endDate=2025-12-29®ionId=553248635976385350&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America®ionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America®ionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America®ionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=CABIN) Villas [](https://www.expedia.ca/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America®ionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=VILLA) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America®ionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America®ionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America®ionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=VACATION_HOME) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America®ionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&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%2FOld-Bennington-Condos.d553248635976385350-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOld-Bennington-Condos.d553248635976385350-aaCondos.Travel-Guide-Accommodation) ## Top Old Bennington Hotel Reviews ![Valley Craft Ales](https://images.trvl-media.com/lodging/90000000/89220000/89214100/89214004/c9afe648_y.jpg) ### Valley Craft Ales 10/10 Excellent "Very easy check in process. They let us know due to it being a pub, it would be loud, but it was very quiet and easy to sleep! The pub area was lovely and had a huge chimney fire for everyone to enjoy and keep warm. The room was clean and well kept! Great experience! " [](https://expedia.ca/Wilmington-Hotels-Valley-Craft-Ales.h89214004.Hotel-Information) ![Hotel Downstreet, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/73bb1216_y.jpg) ### Hotel Downstreet, an Ascend Collection Hotel 10/10 Excellent "Hot tub was relaxing. Parking was easy. Restaurant within walking distance. If you forget anything dollar general close." [](https://expedia.ca/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information) ![Knotty Pine](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106200/439bea3f_y.jpg) ### Knotty Pine 10/10 Excellent "Yes" [](https://expedia.ca/Bennington-Hotels-Knotty-Pine.h119106200.Hotel-Information) ![The Williams Inn](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg) ### The Williams Inn 10/10 Excellent "Room was very clean. Didn’t have breakfast. Staff was friendly and check in was quick. " [](https://expedia.ca/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information) ![Maple Terrace Motel](https://images.trvl-media.com/lodging/14000000/13280000/13279000/13278987/c64cd286_y.jpg) ### Maple Terrace Motel 10/10 Excellent "Very clean. Perfect for what we needed " [](https://expedia.ca/Williamstown-Hotels-Maple-Terrace-Motel.h13278987.Hotel-Information) ![Hampton Inn Bennington](https://images.trvl-media.com/lodging/2000000/1200000/1192000/1191981/aadd5504_y.jpg) ### Hampton Inn Bennington 10/10 Excellent "Yes" [](https://expedia.ca/Bennington-Hotels-Hampton-Inn-Bennington.h1191981.Hotel-Information) ![Best Western Bennington](https://images.trvl-media.com/lodging/1000000/20000/16400/16323/5ad1b90e_y.jpg) ### Best Western Bennington 10/10 Excellent "Yes" [](https://expedia.ca/Bennington-Hotels-Best-Western-Bennington.h16323.Hotel-Information) ![The Porches Inn at Mass MoCA](https://images.trvl-media.com/lodging/8000000/7670000/7662400/7662392/dcf42e0d_y.jpg) ### The Porches Inn at Mass MoCA 10/10 Excellent "My room was so big! Very clean, huge bathroom, claw foot tub. Highly recommend this place. It had a great vibe. Was not industrial like a hotel, had a very clean and comforting feeling, like you were visiting a relative. I stayed here for my brother’s wedding at MoCA. Great experience all around. Definitely will be back. " [](https://expedia.ca/North-Adams-Hotels-The-Porches-Inn.h7662392.Hotel-Information) ![The White House Inn](https://images.trvl-media.com/lodging/3000000/2940000/2937400/2937372/fe9c2db1_y.jpg) ### The White House Inn 10/10 Excellent "Retro and sweet. Nice staff. No elevator. " [](https://expedia.ca/Wilmington-Hotels-White-House-Inn.h2937372.Hotel-Information) ## Find out more about Old Bennington ## Old Bennington Condo Rentals information | Number of reviews | 86 | | ----------------- | ----------------- | | Accommodation | 101 Condo Rentals | | Lowest Price | CA $423 | | Highest Price | CA $1,128 | ## 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) - [Pet-Friendly Hotels in Arlington ](https://www.expedia.ca/Arlington-Hotels-Pet-Friendly-Hotel.0-0-d74695-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - 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