Title: Bennington Cottages from CA $403 | Expedia.ca [Hotels in Bennington](https://expedia.ca/Bennington-Hotels.d11921.Travel-Guide-Hotels)[Vacation Rentals in Bennington](https://expedia.ca/Bennington-Vacation-Rentals.d11921.Travel-Guide-VacationRentals)[Flights to Bennington](https://expedia.ca/Cheap-Flights-To-Bennington.d11921.Travel-Guide-Flights)[Bennington Car Rentals](https://expedia.ca/Car-Rentals-In-Bennington.d11921.Car-Rental-Guide)[Bennington Vacation Packages](https://expedia.ca/Bennington.d11921.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) # Search Bennington Cottage Rentals from CA $403 - ![](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=11921&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=11921&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=11921&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=11921&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 Bennington cottages ![Property grounds](https://images.trvl-media.com/lodging/115000000/114350000/114347300/114347249/c9927c74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114350000/114347300/114347249/32163bc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114350000/114347300/114347249/w906h683x59y0-8a316277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114350000/114347300/114347249/w507h683x259y0-5a689048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Wilton [](https://www.expedia.ca/Wilton-Hotels-Cottage-Beside-A-Waterfall.h114347249.Hotel-Information) 9.8/10 Exceptional (10) "What a unique place to stay with a waterfall in the backyard! Quiet, beautiful grounds on the property. Clean, private and well appointed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marcella J. CA $222 CA $403 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Wilton-Hotels-Cottage-Beside-A-Waterfall.h114347249.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/89000000/88310000/88302100/88302089/ad9f4a52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88310000/88302100/88302089/4ec9c961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/89000000/88310000/88302100/88302089/c66c8a42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/89000000/88310000/88302100/88302089/2b3f76c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Rindge [](https://www.expedia.ca/Rindge-Hotels-2-Bed.h88302089.Hotel-Information) 10/10 Exceptional (22) "The cottage was a great place to stay. Very conveniently located to where we wanted to travel to. It has a great view of the lake, very clean and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole B. CA $243 CA $510 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Rindge-Hotels-2-Bed.h88302089.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=2025-12-24&endDate=2025-12-25®ionId=11921&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.ca/Hotel-Search?destination=Bennington%2C+New+Hampshire%2C+United+States+of+America®ionId=11921&latLong=42.996892%2C-71.91643&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Bennington%2C+New+Hampshire%2C+United+States+of+America®ionId=11921&latLong=42.996892%2C-71.91643&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Bennington%2C+New+Hampshire%2C+United+States+of+America®ionId=11921&latLong=42.996892%2C-71.91643&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Bennington%2C+New+Hampshire%2C+United+States+of+America®ionId=11921&latLong=42.996892%2C-71.91643&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Bennington%2C+New+Hampshire%2C+United+States+of+America®ionId=11921&latLong=42.996892%2C-71.91643&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=CABIN) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Bennington%2C+New+Hampshire%2C+United+States+of+America®ionId=11921&latLong=42.996892%2C-71.91643&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&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-Cottages.d11921-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FBennington-Cottages.d11921-aaCottages.Travel-Guide-Accommodation) ## Top Bennington Hotel Reviews ![Riverhouse by Weekender (Formerly Jack Daniels Inn)](https://images.trvl-media.com/lodging/4000000/3880000/3878900/3878809/5d62062a_y.jpg) ### Riverhouse by Weekender (Formerly Jack Daniels Inn) 10/10 Excellent "The room had extra amenities besides a Keurig, refrigerator, and microwave. These included make-up removal wipes, hand lotion, and seasonal decor plus a working desk and dining table. The owners of Riverhouse also equipped the lobby with coffee and tea, mini bagels with butter and cream cheese, granola bars, fresh fruit, and yogurt. Brochures of local attractions were on display. The friendly owners of Riverhouse made me feel right at home! Thank you!" [](https://expedia.ca/Keene-Hotels-Jack-Daniels-Motor-Inn.h3878809.Hotel-Information) ![Keene Elm City Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/20000/14500/14439/35530261_y.jpg) ### Keene Elm City Hotel, an Ascend Collection Hotel 10/10 Excellent "Room was clean and smelled good, no unpleasant odors. Check-in very polite and helpful." [](https://expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information) ![Blue Bear Inn](https://images.trvl-media.com/lodging/84000000/83540000/83534300/83534288/cf8853ef_y.jpg) ### Blue Bear Inn 10/10 Excellent "We’ve stayed multiple times and plan to come back. Nice place, nice folks." [](https://expedia.ca/Francestown-Hotels-Blue-Bear-Inn.h83534288.Hotel-Information) ![Monadnock Inn](https://images.trvl-media.com/lodging/2000000/1960000/1952400/1952388/de4bc344_y.jpg) ### Monadnock Inn 10/10 Excellent "Lovely 19th century property. The owners were very charming, and the cats inspected us and approved of us. Ok. Full disclosure. We bribed the cats with treats. " [](https://expedia.ca/Jaffrey-Hotels-Monadnock-Inn.h1952388.Hotel-Information) ![Colby Hill Inn](https://images.trvl-media.com/lodging/22000000/21960000/21950200/21950172/e8f3fb96_y.jpg) ### Colby Hill Inn 10/10 Excellent "Everything about our stay was exemplary! From the wonderful hosting,lovely room,cleanliness,and absolutely spectacular dining. We really look forward to returning in the future. Thank you Jeff and Bruce" [](https://expedia.ca/Henniker-Hotels-Colby-Hill-Inn.h21950172.Hotel-Information) ![Fairfield Inn & Suites by Marriott Keene Downtown](https://images.trvl-media.com/lodging/1000000/810000/803300/803226/41372bd7_y.jpg) ### Fairfield Inn & Suites by Marriott Keene Downtown 10/10 Excellent "Staff are warm and friendly" [](https://expedia.ca/Keene-Hotels-Fairfield-Inn-Suites-By-Marriott-Keene-Downtown.h803226.Hotel-Information) ![Courtyard by Marriott Keene Downtown](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555821/7bc7321f_y.jpg) ### Courtyard by Marriott Keene Downtown 10/10 Excellent "Clean room" [](https://expedia.ca/Keene-Hotels-Courtyard-By-Marriott-Keene-Downtown.h3555821.Hotel-Information) ![Best Western Plus Keene Hotel](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-984046b8_y.jpg) ### Best Western Plus Keene Hotel 10/10 Excellent "Staff was accommodating. Got a Free upgrade to my room" [](https://expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information) ![Hampton Inn & Suites Keene](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/189b6d07_y.jpg) ### Hampton Inn & Suites Keene 10/10 Excellent "Beautiful room. Breakdadt was good, staff very friendly" [](https://expedia.ca/Keene-Hotels-Hampton-Inn-Suites-Keene.h70958919.Hotel-Information) ## Find out more about Bennington ## Bennington Cottages information | Number of reviews | 31 | | ----------------- | ----------- | | Accommodation | 38 Cottages | | Lowest Price | CA $403 | | Highest Price | CA $510 | ## Frequently asked questions ### Why book your cottage in Bennington with Expedia? ### How can I find cheap cottages in Bennington? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [B&B in Antrim ](https://www.expedia.ca/Antrim-Bed-And-Breakfast.d183552-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Castles in Antrim ](https://www.expedia.ca/Antrim-Castles.d183552-aaCastles.Travel-Guide-Accommodation) - [Cheap Hotels in Antrim ](https://www.expedia.ca/Antrim-Hotels-Cheap-Hotels.0-0-d183552-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Antrim ](https://www.expedia.ca/Antrim-Hotels-Luxury-Hotel.0-0-d183552-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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