Title: Old Bennington, VT Condos for Rent | Expedia.com [Hotels in Old Bennington](https://expedia.com/Old-Bennington-Hotels.d553248635976385350.Travel-Guide-Hotels)[Vacation Rentals in Old Bennington](https://expedia.com/Old-Bennington-Vacation-Rentals.d553248635976385350.Travel-Guide-VacationRentals)[Flights to Old Bennington](https://expedia.com/Cheap-Flights-To-Old-Bennington.d553248635976385350.Travel-Guide-Flights)[Car Rentals in Old Bennington](https://expedia.com/Car-Rentals-In-Old-Bennington.d553248635976385350.Car-Rental-Guide)[Old Bennington Vacation Packages](https://expedia.com/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_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Mar 6 - Mar 8](https://www.expedia.com/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.com/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.com/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.com/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 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) ![Interior](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/4cb3cf17.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) ### Cozy 3 bedroom condo 2.5 miles to Mount Snow [](https://www.expedia.com/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. $256 nightly $289 total Mar 3 - Mar 4 Total with taxes and fees [](https://www.expedia.com/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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/f9e6e0c6.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.com/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. $324 nightly $366 total Mar 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/West-Dover-Hotels-Ski-Inski-Out-Condo-With-Deck.h88639305.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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89400000/89393600/89393580/83b1d65c.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.com/West-Dover-Hotels-Family-Mount-Snow-Condo-4-Mins-Walk-From-Sundance-Lift.h89393580.Hotel-Information) Dover 9.4/10 Exceptional (20 reviews) "Property was perfect for proximity to the mountain, restaurants and stores. Perfect family spot for a ski vacay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) amy $837 nightly $946 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/West-Dover-Hotels-Family-Mount-Snow-Condo-4-Mins-Walk-From-Sundance-Lift.h89393580.Hotel-Information) ![Smart TV, fireplace, DVD player, table tennis](https://images.trvl-media.com/lodging/89000000/88340000/88336100/88336065/48fac1ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88340000/88336100/88336065/db3e5818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, table tennis](https://images.trvl-media.com/lodging/89000000/88340000/88336100/88336065/70a2b5d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, table tennis](https://images.trvl-media.com/lodging/89000000/88340000/88336100/88336065/807c46da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SKI-IN TOWNHOME MT. SNOW, SHUTTLE, FIREPLACE, RENOVATED END UNIT, BEARS CROSSING [](https://www.expedia.com/West-Dover-Hotels-Ski-In.h88336065.Hotel-Information) Dover 10/10 Exceptional (12 reviews) "Cozy place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Preeti Y. $636 nightly $719 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/West-Dover-Hotels-Ski-In.h88336065.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113670000/113669700/113669661/c1d5b2bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/114000000/113670000/113669700/113669661/6001b8b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113670000/113669700/113669661/3a08a9f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113670000/113669700/113669661/d98d5986.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Expansive 2BR | Sleeps 10 | Ski-In [](https://www.expedia.com/West-Dover-Hotels-Expansive-2BR-Sleeps-10-Ski-In.h113669661.Hotel-Information) West Dover $936 nightly $1,033 total Mar 4 - Mar 5 Total with taxes and fees [](https://www.expedia.com/West-Dover-Hotels-Expansive-2BR-Sleeps-10-Ski-In.h113669661.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) ![Living area](https://images.trvl-media.com/lodging/114000000/113670000/113669700/113669647/7f1a0683.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) ![Exterior](https://images.trvl-media.com/lodging/114000000/113670000/113669700/113669647/4b73e340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR Loft With Views | Ski-In Access [](https://www.expedia.com/West-Dover-Hotels-2BR-Loft-With-Views-Ski-In-Access.h113669647.Hotel-Information) West Dover $998 nightly $1,101 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/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.com/Hotel-Search?startDate=2026-03-07&endDate=2026-03-08®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.com/deals?rfrr=AA_SPRING_PROMO_553248635976385350) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America®ionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=CABIN) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America®ionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=APART_HOTEL) Villas [](https://www.expedia.com/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America®ionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=VILLA) Apartments [](https://www.expedia.com/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America®ionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=APARTMENT) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America®ionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=VACATION_HOME) Condos [](https://www.expedia.com/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America®ionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=CONDO) Cottages [](https://www.expedia.com/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America®ionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=COTTAGE) Chalets [](https://www.expedia.com/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America®ionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOld-Bennington-Condos.d553248635976385350-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOld-Bennington-Condos.d553248635976385350-aaCondos.Travel-Guide-Accommodation) ## Top Old Bennington Hotel Reviews ![Deerfield Valley Inn](https://images.trvl-media.com/lodging/100000000/99800000/99792300/99792254/c6676368_y.jpg) ### Deerfield Valley Inn 10/10 Excellent "We had a nice room that was very comfortable. the owner was very friendly and accomodating." [](https://expedia.com/West-Dover-Hotels-120-Vermont-Rte-100.h99792254.Hotel-Information) ![Howard Johnson by Wyndham Williamstown](https://images.trvl-media.com/lodging/2000000/1500000/1498700/1498642/f5e7ded9_y.jpg) ### Howard Johnson by Wyndham Williamstown 10/10 Excellent "Clean, comfortable, well run" [](https://expedia.com/Williamstown-Hotels-Howard-Johnson-By-Wyndham-Williamstown.h1498642.Hotel-Information) ![Hotel Vervana, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/3000000/2580000/2577700/2577695/b33626c2_y.jpg) ### Hotel Vervana, Trademark Collection by Wyndham 10/10 Excellent "Great rooms. Friendly staff. " [](https://expedia.com/Bennington-Hotels-Paradise-Inn.h2577695.Hotel-Information) ![Knotty Pine](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106200/439bea3f_y.jpg) ### Knotty Pine 10/10 Excellent "Clean rooms and wonderful stay. Thank you!" [](https://expedia.com/Bennington-Hotels-Knotty-Pine.h119106200.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 "clean comfortable rook friendly stgaff" [](https://expedia.com/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information) ![The Williams Inn](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg) ### The Williams Inn 10/10 Excellent "Absolutely wonderful!" [](https://expedia.com/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information) ![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.com/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.com/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 "Very unique inn with a classic New England feel" [](https://expedia.com/Wilmington-Hotels-White-House-Inn.h2937372.Hotel-Information) ## Find out more about Old Bennington ## Old Bennington Condo Rentals information | Number of reviews | 8,816 | | ----------------- | ----------------- | | Accommodation | 101 Condo Rentals | | Lowest Price | $84 | | Highest Price | $248 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [B&B in Bennington ](https://www.expedia.com/Bennington-Bed-And-Breakfast.d6057349-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Bennington Hotels ](https://www.expedia.com/Bennington-Hotels.d6057349.Travel-Guide-Hotels) - [Motels in Bennington ](https://www.expedia.com/Bennington-Motels.d6057349-aaMotels.Travel-Guide-Accommodation) - 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