Title: Old Bennington Vacation Rentals from CA $336: Short-Term Rentals for 2026 | Expedia.ca [Hotels in Old Bennington](https://expedia.ca/Old-Bennington-Hotels.d553248635976385350.Travel-Guide-Hotels)[Old Bennington Car Rentals](https://expedia.ca/Car-Rentals-In-Old-Bennington.d553248635976385350.Car-Rental-Guide)[Old Bennington Vacation Packages](https://expedia.ca/Old-Bennington.d553248635976385350.Destination-Travel-Guides) ![The monument commemorates the Battle of Bennington during the American Revolutionary War. You can purchase a ticket for 5$ and ride the elevator 2/3 of the way up and see the beautiful sights from all around. A beautiful place to visit. ](https://images.trvl-media.com/place/6115862/1f7f8703-3956-45d5-b009-d10e981d0f35.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Justin Hunter ![](https://images.trvl-media.com/place/6115862/1f7f8703-3956-45d5-b009-d10e981d0f35.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=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 two months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976385350&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=553248635976385350&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=553248635976385350&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 Old Bennington vacation rentals ![TV, books](https://images.trvl-media.com/lodging/34000000/33740000/33734600/33734584/defca110.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33740000/33734600/33734584/614084d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33740000/33734600/33734584/79c166d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33740000/33734600/33734584/6958837e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Cottage Retreat [](https://www.expedia.ca/Cambridge-Hotels-Peaceful-Cottage-Retreat.h33734584.Hotel-Information) cambridge 9.8/10 Exceptional (47 reviews) "Perfect little stay. Best parts of being out in the middle of the woods that also has great cell service. Everything you'd need to enjoy a couple days out in " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Victor L. CA $170 CA $257 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Cambridge-Hotels-Peaceful-Cottage-Retreat.h33734584.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40230000/40226600/40226569/c4a5d927.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/41000000/40230000/40226600/40226569/ba382757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40230000/40226600/40226569/98acb809.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/41000000/40230000/40226600/40226569/fc1c3458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas! [](https://www.expedia.ca/Hoosick-Falls-Hotels-Cozy-Ski-Retreat-With-New-Pet-Yard-And-Many-Upgrades-Close-To-3-Ski-Areas.h40226569.Hotel-Information) Hoosick Falls 9.8/10 Exceptional (102 reviews) "The host was very responsive and helpful. The property itself was also fantastic, with plenty of amenities and kept very clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jon CA $158 CA $424 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Hoosick-Falls-Hotels-Cozy-Ski-Retreat-With-New-Pet-Yard-And-Many-Upgrades-Close-To-3-Ski-Areas.h40226569.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/04000126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/dec25c2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/ed219351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, Netflix, streaming services](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/64548e51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den [](https://www.expedia.ca/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-Den.h36778065.Hotel-Information) Dover 9.2/10 Wonderful (21 reviews) "So cute and in such a great area! It was a perfect stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jaden F. CA $87 CA $437 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-Den.h36778065.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89710000/89700500/89700465/w906h683x59y0-81ea00c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89710000/89700500/89700465/w505h683x260y0-3895f5aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/90000000/89710000/89700500/89700465/w904h683x60y0-62d4a56d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89710000/89700500/89700465/w905h683x60y0-69b1532d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Stay at Birds of a Feather Farm & Spa [](https://www.expedia.ca/Shaftsbury-Hotels-Peaceful-Country-Getaway-Birds-Of-A-Feather-Farm.h89700465.Hotel-Information) Shaftsbury 9.8/10 Exceptional (31 reviews) "Great place!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margaret D. CA $135 CA $336 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Shaftsbury-Hotels-Peaceful-Country-Getaway-Birds-Of-A-Feather-Farm.h89700465.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733841/53935e7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733841/c3b9e910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733841/751785ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733841/7239287a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown | Waterfront | Walk to Shops [](https://www.expedia.ca/Williamstown-Hotels-Downtown-Waterfront-Walk-To-Shops.h101733841.Hotel-Information) Williamstown 10/10 Exceptional (7 reviews) "Perfect setup for anyone visiting Williamstown." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael P. CA $177 CA $391 total includes taxes & fees Feb 19 - Feb 20 [](https://www.expedia.ca/Williamstown-Hotels-Downtown-Waterfront-Walk-To-Shops.h101733841.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89510000/89505500/89505416/d4e277cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/90000000/89510000/89505500/89505416/31ffedca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/90000000/89510000/89505500/89505416/2e432a1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89510000/89505500/89505416/3e8858f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Getaway Near Mass MoCA, Great Hiking, Scenic Views [](https://www.expedia.ca/Stamford-Hotels-Getaway-Near-Mass-MoCA.h89505416.Hotel-Information) Stamford 10/10 Exceptional (28 reviews) "Nice property for a quick and simple check-in. Near MassMOCA, the Clark Art Institute and much more." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mario R. [](https://www.expedia.ca/Stamford-Hotels-Getaway-Near-Mass-MoCA.h89505416.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/6c6cf45f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/e012bbab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/972c3b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/5dc2bebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Florida Mountain Log Cabin [](https://www.expedia.ca/North-Adams-Hotels-Florida-Mountain-Log-Cabin.h90251080.Hotel-Information) Florida 10/10 Exceptional (4 reviews) "Place was super clean. Beds were comfortable. Location was great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tristan e. CA $251 CA $465 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/North-Adams-Hotels-Florida-Mountain-Log-Cabin.h90251080.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/102000000/101090000/101085500/101085488/4501ee4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101090000/101085500/101085488/3902b9c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101090000/101085500/101085488/bdac3cda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101090000/101085500/101085488/w1170h1596x0y468-0a8fb230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table. [](https://www.expedia.ca/West-Dover-Hotels-Fantastic-Location-Mt-Snow-Ski-Off.h101085488.Hotel-Information) Dover 10/10 Exceptional (11 reviews) "We enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $244 CA $704 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/West-Dover-Hotels-Fantastic-Location-Mt-Snow-Ski-Off.h101085488.Hotel-Information) ![Smart TV, fireplace, Netflix, streaming services](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/341be75e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/7665cd19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/e73412a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/26cdcbb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House [](https://www.expedia.ca/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-House.h36777699.Hotel-Information) Dover 9.8/10 Exceptional (22 reviews) "Decently-sized rooms, great lighting, plenty of space for families with kids to relax, enjoy the outdoor space, easy drive to Stratton and Wilmington. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SZU YIN C. CA $184 CA $649 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-House.h36777699.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/6f40afa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/ffa1709a.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) ![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) ### Cozy 3 bedroom condo 2.5 miles to Mount Snow [](https://www.expedia.ca/Bouvet-Island-Hotels-Vrbo-Property.h48188407.Hotel-Information) West Dover 9.2/10 Wonderful (50 reviews) "Great quiet location, kitchen had enough essentials for basic cooking to be easy. The king bed was comfortable and the living room is a great hangout spot." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Franklin C. CA $123 CA $404 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Bouvet-Island-Hotels-Vrbo-Property.h48188407.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733845/dfd30b97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733845/26d89405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733845/c5241605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101740000/101733900/101733845/74627ad9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2-Bdr Apt In Town, By the Water [](https://www.expedia.ca/Williamstown-Hotels-2-Bdr-Apt-In-Town.h101733845.Hotel-Information) Williamstown 9.6/10 Exceptional (12 reviews) "Clean, close to town, very convenient. On a busy road, so just be aware of that. But overall a good place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian L. CA $164 CA $385 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Williamstown-Hotels-2-Bdr-Apt-In-Town.h101733845.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/46000000/45480000/45471500/45471406/f020a98b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45480000/45471500/45471406/4c69da5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/46000000/45480000/45471500/45471406/0fb5f28d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/46000000/45480000/45471500/45471406/32848e1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Studio In Town, By the Water [](https://www.expedia.ca/Williamstown-Hotels-New-Studio-In-Town.h45471406.Hotel-Information) Williamstown 10/10 Exceptional (10 reviews) "Great location, we really enjoyed our stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lydia J. CA $164 CA $366 total includes taxes & fees Feb 21 - Feb 22 [](https://www.expedia.ca/Williamstown-Hotels-New-Studio-In-Town.h45471406.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/61000000/60770000/60763800/60763766/w907h683x58y0-59aad182.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/61000000/60770000/60763800/60763766/w510h683x258y0-04b5e846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, printers](https://images.trvl-media.com/lodging/61000000/60770000/60763800/60763766/w919h683x60y0-f3238385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/61000000/60770000/60763800/60763766/w524h683x260y0-f1656d72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### North Getaway Cottage [](https://www.expedia.ca/Williamstown-Hotels-Vacation-Getaway-Or-Remote-Workschool-Location.h60763766.Hotel-Information) Williamstown 9.2/10 Wonderful (24 reviews) "We stayed here on a beautiful fall weekend so that my son could tour William's college. It was perfect!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carole S. CA $276 CA $612 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Williamstown-Hotels-Vacation-Getaway-Or-Remote-Workschool-Location.h60763766.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) ![Interior](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/b7233da7.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) ![Game room](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/6ae09456.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 8.6/10 Excellent (35 reviews) "Great place with great amenities! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel R. CA $147 CA $493 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/West-Dover-Hotels-Ski-Inski-Out-Condo-With-Deck.h88639305.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/126000000/125190000/125189700/125189667/7d01424e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125190000/125189700/125189667/2b612985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/126000000/125190000/125189700/125189667/74d8d7b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125190000/125189700/125189667/e9e79509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Home in Pownal VT [](https://www.expedia.ca/Pownal-Hotels-Cozy-Home-In-Pownal-VT.h125189667.Hotel-Information) Pownal 10/10 Exceptional (1 review) "This home is super cozy and had all the amenities I needed after a long drive. I will be staying here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jess M. CA $141 CA $257 total includes taxes & fees Feb 25 - Feb 26 [](https://www.expedia.ca/Pownal-Hotels-Cozy-Home-In-Pownal-VT.h125189667.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38840000/38839300/38839270/423b678f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/39000000/38840000/38839300/38839270/1e5eab43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38840000/38839300/38839270/4bfc8590.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/39000000/38840000/38839300/38839270/c28fac4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious apartment in beautiful, historic Arlington VT [](https://www.expedia.ca/Bennington-Hotels-Spacious-Apartment-In-Beautiful.h38839270.Hotel-Information) Arlington 10/10 Exceptional (60 reviews) "This home was spacious, super clean, and in a great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Des C. CA $233 CA $330 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Bennington-Hotels-Spacious-Apartment-In-Beautiful.h38839270.Hotel-Information) ![Game room](https://images.trvl-media.com/lodging/114000000/113540000/113532000/113531990/8e8561f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113540000/113532000/113531990/208aec09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis](https://images.trvl-media.com/lodging/114000000/113540000/113532000/113531990/fedd25da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/114000000/113540000/113532000/113531990/63345c3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury ADA Unit - 101 [](https://www.expedia.ca/Wilmington-Hotels-Luxury-ADA-Unit-101.h113531990.Hotel-Information) Wilmington 10/10 Exceptional (1 review) "It was a beautiful place and clean and updated. Plenty of room for our party of four." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $467 CA $831 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Wilmington-Hotels-Luxury-ADA-Unit-101.h113531990.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/123000000/122140000/122136900/122136838/c64df1b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/123000000/122140000/122136900/122136838/edf0cab4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/123000000/122140000/122136900/122136838/4b9dab09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122140000/122136900/122136838/12dc02ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Penthouse Apartment on Park Street [](https://www.expedia.ca/Adams-Hotels-Penthouse-Apartment-On-Park-Street.h122136838.Hotel-Information) Adams 9.6/10 Exceptional (14 reviews) "Clean property, easy check in, and the owner was super communicative. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda W. CA $198 CA $382 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Adams-Hotels-Penthouse-Apartment-On-Park-Street.h122136838.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111620000/111617300/111617282/a7aa8c7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111620000/111617300/111617282/w1170h872x0y1-36a5295b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball, books](https://images.trvl-media.com/lodging/112000000/111620000/111617300/111617282/35059cf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/112000000/111620000/111617300/111617282/b38d80d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Recently Renovated Spacious 4BR with POOL, GAME ROOM, LAKE minutes to MOUNT SNOW [](https://www.expedia.ca/Wilmington-Hotels-Recently-Renovated-Spacious-4BR-With-HOT-TUB.h111617282.Hotel-Information) Wilmington [](https://www.expedia.ca/Wilmington-Hotels-Recently-Renovated-Spacious-4BR-With-HOT-TUB.h111617282.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/107000000/106350000/106340500/106340463/05e277ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/107000000/106350000/106340500/106340463/b95960d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106350000/106340500/106340463/3a06a1fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/107000000/106350000/106340500/106340463/c115e0f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Green Mountain Getaway [](https://www.expedia.ca/Bennington-Hotels-Green-Mountain-Getaway.h106340463.Hotel-Information) Bennington 9.6/10 Exceptional (18 reviews) "Very clean property. The location was very convenient to the Main Street of Bennington. Easy check in process. Would definitely stay here again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Meredith Y. CA $211 CA $467 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Bennington-Hotels-Green-Mountain-Getaway.h106340463.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=553248635976385350&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=VR_SPRING_PROMO_553248635976385350) ## 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=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&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=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=APARTMENT) 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=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=VILLA) 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=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=CABIN) 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=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=CONDO) 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=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=COTTAGE) 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=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&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=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&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-Vacation-Rentals.d553248635976385350.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOld-Bennington-Vacation-Rentals.d553248635976385350.Travel-Guide-VacationRentals) ## Top Old Bennington Hotel Reviews ![Farm Road Estate](https://images.trvl-media.com/lodging/89000000/88740000/88730700/88730696/4a7d2d8e_y.jpg) ### Farm Road Estate 10/10 Excellent "Very nice on site restaurant. Front desk staff very helpful." [](https://expedia.ca/West-Dover-Hotels-Farm-Road-Estate.h88730696.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 "Pleasant staff, comfortable room (with porch), winter swimming and sauna, excellent breakfast-great location when visiting MassMoca." [](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 "The room was spotless and well suited to our needs. Staff was great especially Mike, the bartender. Can't wait to see you again soon." [](https://expedia.ca/Wilmington-Hotels-White-House-Inn.h2937372.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 "Spotless and front desk staff...friendly and accommodating " [](https://expedia.ca/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information) ![Big Bears Lodge](https://images.trvl-media.com/lodging/17000000/16430000/16427600/16427587/5147c108_y.jpg) ### Big Bears Lodge 10/10 Excellent "The hosts were very nice and accommodating. The room was very comfortable. The breakfast each morning was great! And I also enjoyed the common area lounge and hot tub. Would definitely stay at the Big Bears Lodge again! " [](https://expedia.ca/West-Dover-Hotels-Big-Bears-Lodge.h16427587.Hotel-Information) ![Fairfield Inn & Suites by Marriott Williamstown](https://images.trvl-media.com/lodging/36000000/35100000/35099400/35099355/5d49dcf2_y.jpg) ### Fairfield Inn & Suites by Marriott Williamstown 10/10 Excellent "Great rooms, excellent service, perfect location! " [](https://expedia.ca/Williamstown-Hotels-Fairfield-Inn-Suites-By-Marriott-Williamstown.h35099355.Hotel-Information) ![The Williams Inn](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg) ### The Williams Inn 10/10 Excellent "A beautiful hotel to stay at while visiting the Williams campus. Our room had a nice view of the woods. Rooms were clean and with comfortable beds. The common areas of the hotel were beautiful and cozy with the fireplaces going. Easy check in and out with friendly staff." [](https://expedia.ca/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information) ![Chalet 239](https://images.trvl-media.com/lodging/102000000/101290000/101284000/101283909/c6beb381_y.jpg) ### Chalet 239 10/10 Excellent "Clean room Staff very nice" [](https://expedia.ca/West-Dover-Hotels-Chalet-239.h101283909.Hotel-Information) ![Deerfield Valley Inn](https://images.trvl-media.com/lodging/100000000/99800000/99792300/99792254/c6676368_y.jpg) ### Deerfield Valley Inn 10/10 Excellent "Quiet clean easy access" [](https://expedia.ca/West-Dover-Hotels-120-Vermont-Rte-100.h99792254.Hotel-Information) ## Find out more about Old Bennington You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded. As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Old Bennington. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do. ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Old Bennington ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals ](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals ](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals ](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals ](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals ](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals ](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Tofino Vacation Rentals ](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals) - [Calgary Vacation Rentals ](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals) - [Costa Rica Vacation Rentals ](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations) - [Vancouver Island Vacation Rentals ](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals) - [Puerto Vallarta Vacation Rentals ](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals) - [Hawaii Vacation Rentals ](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Toronto Vacation Rentals ](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals) - [Banff Vacation Rentals ](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals) - [Penticton Vacation Rentals ](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals) - [Osoyoos Vacation Rentals ](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals) - [Mont Tremblant Vacation Rentals ](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals) - [Big White Ski Resort Vacation Rentals ](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals) - [Ontario Vacation Rentals ](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations) - [British Columbia Vacation Rentals ](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations) - [Prince Edward Island Vacation Rentals ](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations) - [QuĂ©bec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals) - [Vacation Homes in Old Bennington ](https://expedia.ca/Old-Bennington-Private-Vacation-Homes.d553248635976385350-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Condo Rentals in Old Bennington ](https://expedia.ca/Old-Bennington-Condos.d553248635976385350-aaCondos.Travel-Guide-Accommodation) - [Apartments in Old Bennington ](https://expedia.ca/Old-Bennington-Apartments.d553248635976385350-aaApartments.Travel-Guide-Accommodation) - [Cottages in Old Bennington ](https://expedia.ca/Old-Bennington-Cottages.d553248635976385350-aaCottages.Travel-Guide-Accommodation) - [Chalets in Old Bennington ](https://expedia.ca/Old-Bennington-Chalets.d553248635976385350-aaChalets.Travel-Guide-Accommodation) - [B&B in Old Bennington ](https://expedia.ca/Old-Bennington-Bed-And-Breakfast.d553248635976385350-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Old Bennington ](https://expedia.ca/Old-Bennington-Cabins.d553248635976385350-aaCabins.Travel-Guide-Accommodation) - [Resorts in Old Bennington ](https://expedia.ca/Old-Bennington-Resort-Hotels.d553248635976385350-aaResortHotels.Travel-Guide-Accommodation) - [Motels in Old Bennington ](https://expedia.ca/Old-Bennington-Motels.d553248635976385350-aaMotels.Travel-Guide-Accommodation) - [Aparthotels in Old Bennington ](https://expedia.ca/Old-Bennington-Apart-Hotels.d553248635976385350-aaApartHotels.Travel-Guide-Accommodation) - [Villas in Old Bennington ](https://expedia.ca/Old-Bennington-Villas.d553248635976385350-aaVillas.Travel-Guide-Accommodation) - [Farmstay in Old Bennington ](https://expedia.ca/Old-Bennington-Agritourism.d553248635976385350-aaAgritourism.Travel-Guide-Accommodation) - [Lodges in Old Bennington ](https://expedia.ca/Old-Bennington-Lodges.d553248635976385350-aaLodges.Travel-Guide-Accommodation) - [Guest Houses in Old Bennington ](https://expedia.ca/Old-Bennington-Guest-Houses.d553248635976385350-aaGuestHouses.Travel-Guide-Accommodation) - [Inns in Old Bennington ](https://expedia.ca/Old-Bennington-Inns.d553248635976385350-aaInns.Travel-Guide-Accommodation) - [RV Parks in Old Bennington ](https://expedia.ca/Old-Bennington-RV-Parks.d553248635976385350-aaRVParks.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find a vacation rental in Old Bennington? ### What are some of the best vacation home rentals in Old Bennington? ### What’s there to see and do in Old Bennington? ### What’s a vacation rental in Old Bennington like? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app