Title: Bennington Vacation Home Rentals from CA $355: Search Top Private Vacation Homes for Rent | 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) # Bennington Vacation Rentals - ![](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 vacation homes ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97320000/97317700/97317603/a9ea01f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97320000/97317700/97317603/fc7ddd03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/98000000/97320000/97317700/97317603/b4c71f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, table tennis](https://images.trvl-media.com/lodging/98000000/97320000/97317700/97317603/8ebf8854.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Keene 9.6/10 Exceptional (21) "Nice house in a nice location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rob B. CA $175 CA $384 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Keene-Hotels-Downtown-Hot-Tub-Escape.h97317603.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/84000000/83650000/83646200/83646193/b9fc7156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83650000/83646200/83646193/fb70970c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/84000000/83650000/83646200/83646193/df35eed0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/84000000/83650000/83646200/83646193/5109ce7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Antrim 9.6/10 Exceptional (15) "The hot tub was great and the peace and quiet was very nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian B. CA $186 CA $355 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Antrim-Hotels-Relaxing-Hot-Tub-Getaway.h83646193.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112360000/112353800/112353728/d9a796b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112360000/112353800/112353728/6d559fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112360000/112353800/112353728/691107c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112360000/112353800/112353728/8616febc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Sutton 10/10 Exceptional (9) "House is very clean and comfortable. Kitchen well appointed, Nice location with view of Blaisdell Lake. Several state parks and Lake Sunapee nearby" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy B. CA $219 CA $528 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Bradford-Hotels-Charming-Year-Round-2-Bedroom-2-Bath-House.h112353728.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/96000000/95250000/95248300/95248213/40fe2c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/96000000/95250000/95248300/95248213/51651967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, table tennis, books](https://images.trvl-media.com/lodging/96000000/95250000/95248300/95248213/37b0a71e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95250000/95248300/95248213/55385485.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Antrim 9.0/10 Wonderful (10) "Stayed 3 nights while visiting relatives. Teen loved the Xbox. Had everything we could possibly need. Would definitely stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dena S. CA $186 CA $355 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Antrim-Hotels-Private-Hot-Tub-Suite.h95248213.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/102000000/101310000/101308900/101308872/6d1aaefe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101310000/101308900/101308872/38a37d4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101310000/101308900/101308872/241ee0c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/102000000/101310000/101308900/101308872/2bcb25bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Antrim 9.8/10 Exceptional (9) "Clean, lots of space, helpful host, hot tub was also nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Howard H. CA $248 CA $558 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Antrim-Hotels-12-Ppl-Two-Hot-Tubs.h101308872.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/75000000/74160000/74153700/74153605/4f8e6e77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74160000/74153700/74153605/fa175e1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74160000/74153700/74153605/1343f198.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74160000/74153700/74153605/65c29758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Dublin 10/10 Exceptional (25) "Good place to stay during a wedding week" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Veronique S. CA $416 CA $792 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Dublin-Hotels-5-Bedroom-Cozy-New-England-Home-Cobb-Meadow-House.h74153605.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120113400/120113372/6117961a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120120000/120113400/120113372/3f95b6ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120120000/120113400/120113372/f1fe4f71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120120000/120113400/120113372/34c826b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Stoddard 10/10 Exceptional (1) "Place was clean, cozy & very relaxing.. accommodating & communicative host provided us with necessary info for great week! Beautiful lake & landscape was great viewing during surprise snowstorm! Our Thanksgiving week was wonderful as we enjoyed lovely, quiet area in spacious 4 bdrm/2 bath home! Will definitely consider returning" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeannie M. CA $280 CA $639 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Washington-Hotels-Lakeside-Escape-4BR2BA-Retreat-2hrs-From-Boston.h120113372.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117920000/117913300/117913271/ae0971bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117920000/117913300/117913271/4e846ae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117920000/117913300/117913271/8d9f525d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/118000000/117920000/117913300/117913271/f38617c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Keene 10/10 Exceptional (2) "Thanks to Bill and Angela. We had a wonderful few days staying in your clean, quiet, and very comfortable home. We often choose VRBOs for our travels, whether in the U.S. or abroad—Freiburg, Paris, Bangkok—and this has truly been one of the best experiences.The highlight: this home is the most well-equipped place we’ve ever stayed in—everything we could possibly need was provided, and more. Complete in every way!On top of that, the location is perfect—close to shopping, hiking, fishing, and even... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Xilin J. CA $308 CA $856 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Keene-Hotels-The-Leverett-House-In-Charming-Keene.h117913271.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=2025-12-23&endDate=2025-12-24®ionId=11921&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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-Private-Vacation-Homes.d11921-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FBennington-Private-Vacation-Homes.d11921-aaPrivateVacationHomes.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) ![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) ![Blue Bear Inn](https://images.trvl-media.com/lodging/84000000/83540000/83534300/83534288/cf8853ef_y.jpg) ### Blue Bear Inn 10/10 Excellent "We loved our stay at Blue Bear from a wonderful dinner in front of the fireplace to walks around the property to a very cheery tavern. The owners are so kind and bend over backwards to provide you with a tremendous stay. We were charmed and really had a relaxing 3 days/nights. " [](https://expedia.ca/Francestown-Hotels-Blue-Bear-Inn.h83534288.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 Vacation Homes information | Number of reviews | 89 | | ----------------- | ----------------- | | Accommodation | 71 Vacation Homes | | Lowest Price | CA $355 | | Highest Price | CA $856 | ## 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) - [Antrim Hotels ](https://www.expedia.ca/Antrim-Hotels.d183552.Travel-Guide-Hotels) - 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