Title: Bennington County Vacation Home Rentals from CA $832: Search Top Private Vacation Homes for Rent | Expedia.ca [Bennington County Travel Guide](https://expedia.ca/Bennington-County.dx553248635996998200)[Bennington County Hotels](https://expedia.ca/Destinations-In-Bennington-County.d553248635996998200.Hotel-Destinations)[Vacation Rentals in Bennington County](https://expedia.ca/Destinations-In-Bennington-County.d553248635996998200.Vacation-Rental-Destinations)[Things to do in Bennington County](https://expedia.ca/Things-To-Do-In-Bennington-County.d553248635996998200.Travel-Guide-Activities)[Bennington County Car Rentals](https://expedia.ca/Destinations-In-Bennington-County.d553248635996998200.Car-Rental-Destinations)[Bennington County Vacations](https://expedia.ca/Bennington-County.d553248635996998200.Destination-Travel-Guides) ![Manchester featuring autumn colours](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/93000/93847-Southern-Vermont.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Bennington County Vacation Rentals ## Compare and save ![](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 Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635996998200&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635996998200&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635996998200&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635996998200&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Featured Vacation Homes in Bennington County ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38720000/38717800/38717786/01c94c8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/39000000/38720000/38717800/38717786/507b2941.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38720000/38717800/38717786/099331c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/39000000/38720000/38717800/38717786/4b450e76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing Sunderland 10/10 Exceptional (123) "House was accurately described. Kitchen was well-equipped. Village of Manchester is just a short drive away. Deck and hot tub were awesome!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kate m. [](https://www.expedia.ca/Arlington-Hotels-Manchester.h38717786.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/92000000/91760000/91754400/91754323/c7361572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91760000/91754400/91754323/1ae59db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/92000000/91760000/91754400/91754323/082693de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91760000/91754400/91754323/49345747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Your Vermont Mountain Haven Pet Friendly home with Hot tub! Winhall 9.8/10 Exceptional (25) "Family ski weekend. Our stay was very comfortable. Communication with host was phenomenal, always prompt and courteous Location is nice , very close to the ski resorts " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Virginia A. CA $269 CA $883 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Bondville-Hotels-Stratton-ChaletbrBeautiful-Pet-Friendly-Chalet-With-Hot-Tub.h91754323.Hotel-Information) ![](https://images.trvl-media.com/lodging/34000000/33560000/33556000/33555909/87ec4fff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33560000/33556000/33555909/015141d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/34000000/33560000/33556000/33555909/w3212h2129x0y4-5b0085cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33560000/33556000/33555909/723a62b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Converted Barn on Secluded 6.5 acres with Hot Tub Shaftsbury 10/10 Exceptional (230) "Beautiful property. Very relaxing, secluded. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary H. [](https://www.expedia.ca/Bennington-Hotels-Cozy-Converted-Barn-On-Secluded-65-Acres.h33555909.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/34000000/33400000/33394800/33394719/1a224f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/34000000/33400000/33394800/33394719/15810427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33400000/33394800/33394719/f2be4119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33400000/33394800/33394719/w7328h4887x0y0-dcee154c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful!! Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester Bromley Mountain 10/10 Exceptional (74) "Great spot for a quick visit to Manchester VT." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathan S. [](https://www.expedia.ca/Peru-Hotels-Beautiful-Bromley-Stratton-VT-Slopeside-Ski-Home.h33394719.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/61000000/60640000/60630900/60630894/a0843be8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/61000000/60640000/60630900/60630894/9fe402e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/61000000/60640000/60630900/60630894/ddfb168f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, computer monitors](https://images.trvl-media.com/lodging/61000000/60640000/60630900/60630894/11923dc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Only 5 minutes away from Stratton Mountain Winhall 10/10 Exceptional (11) "Great family house. Well amenitized" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lawrence S. [](https://www.expedia.ca/Bennington-Hotels-Only-5-Minutes-Away-From-Stratton-Mountain.h60630894.Hotel-Information) ![4 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/99000000/98530000/98523400/98523369/841c7df4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98530000/98523400/98523369/e9e87b94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/99000000/98530000/98523400/98523369/b8e3bda9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/99000000/98530000/98523400/98523369/b1def777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Friendly Stratton Home for All Seasons, 7 min to ski mountain Winhall 10/10 Exceptional (5) "I hesitate to even write this review because I'd rather no one know about this excellent house and property manager. I assure you the pictures do not do this place justice. You can tell it's loved home and not just a furnished rental. The kids had tons of activities to play and do, which allowed the adults to actually have a conversation. 12 people slept comfortably. We were well taken care of by Adriane and certainly hope to return. 3 3 " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea G. [](https://www.expedia.ca/Bondville-Hotels-Family-Friendly-Stratton-Home-For-All-Seasons.h98523369.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/34000000/33920000/33911300/33911259/d7cd7df3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33920000/33911300/33911259/55bbd441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33920000/33911300/33911259/e181e2d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/34000000/33920000/33911300/33911259/f5a56fda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more! Manchester 10/10 Exceptional (67) "We had a lovely stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer M. [](https://www.expedia.ca/Manchester-Hotels-Cool-Barn-Renovation-With-Views-5-Mins-To-Hikes.h33911259.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109090000/109080100/109080071/c88b308c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109090000/109080100/109080071/b7855b46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/110000000/109090000/109080100/109080071/fdb02425.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109090000/109080100/109080071/ca1fa36f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secluded Mountain Retreat: Gorgeous Views, Five Mins to Stratton, Sauna, Firepit Winhall 9.4/10 Exceptional (11) "No hassles great place as described in listing. Clean and has all necessary amenities. Would happily stay there again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott M. [](https://www.expedia.ca/Bondville-Hotels-Gorgeous-Views.h109080071.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89640000/89634800/89634796/bbecd038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/90000000/89640000/89634800/89634796/c72f28e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, computer monitors](https://images.trvl-media.com/lodging/90000000/89640000/89634800/89634796/77551dd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89640000/89634800/89634796/a56e5279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Your own Private Lake - Breathtaking Views - Gym - Sauna - Hot Tub Peru 10/10 Exceptional (33) "To celebrate my daughters college graduation I booked this property for the family and a few friends. The weather was cold and rainy the whole trip but we made the best of it. The house is massive and all the amenities inside were great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tara S. [](https://www.expedia.ca/Peru-Hotels-Your-Own-Private-Lake-Breathtaking-Views-Gym-Sauna-Hot-Tub.h89634796.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30330000/30326300/30326217/6b8075fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/31000000/30330000/30326300/30326217/9d668ecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, music library, stereo](https://images.trvl-media.com/lodging/31000000/30330000/30326300/30326217/516c0413.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30330000/30326300/30326217/66e26208.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unexpected Style in a Cosy, Convenient In-Town Apartment Manchester Center 9.8/10 Exceptional (79) "Very lovely place and lovely owners. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller [](https://www.expedia.ca/Manchester-Center-Hotels-Unexpected-Style-In-A-Cosy.h30326217.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/be6cf63b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/089820b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/5df4ccf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/3cf333b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mountain Escape! Jamaica 9.6/10 Exceptional (20) "Easy booking, clean home, great location and the owner very easy to get in touch with." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris M. CA $196 CA $832 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Bondville-Hotels-The-Mountain-Escape.h96211209.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83010000/83009000/83008945/4bf8d9dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83010000/83009000/83008945/38b0ad71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/84000000/83010000/83009000/83008945/184d307d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83010000/83009000/83008945/25055ab8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 3 bedroom house on 16 quiet acres, Mtn views, Close to Manchester Sandgate 9.2/10 Wonderful (31) "Very quiet location. Beds were comfortable and the cottage was very clean. The host was very hospitable and easy to get a hold of. We had a very relaxing week. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Martha B. [](https://www.expedia.ca/Arlington-Hotels-Cozy-3-Bedroom-House-On-16-Quiet-Acres.h83008945.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/92000000/91120000/91112800/91112738/2ae097b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91120000/91112800/91112738/ad75a7b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91120000/91112800/91112738/a2cff916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91120000/91112800/91112738/a0cf421e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bright Modern Secluded Vermont Home: Trout Pond + Trails, 5 Mins to Williamstown Pownal 10/10 Exceptional (25) "The property was beautiful! The kids enjoyed fishing in the pond with their grandpa. The hosts were nice enough to let us have a small impromptu family cookout and were very helpful when we accidentally locked ourselves out. It was a great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Natasha L. [](https://www.expedia.ca/Pownal-Hotels-Lovely-Secluded-Vermont-Home-Stocked-Pond.h91112738.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/86000000/85100000/85092400/85092329/20c7b10e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/86000000/85100000/85092400/85092329/c9ba1e84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/86000000/85100000/85092400/85092329/4db5630a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/86000000/85100000/85092400/85092329/00f415a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep 20, 6BR/6BA home on #1 TripAdvisor resort - ski, pool, dogs Manchester 9.8/10 Exceptional (17) "Spacious house and beautiful grounds." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller [](https://www.expedia.ca/Manchester-Hotels-Ski-VT-Sleep-20-Dogs-Welcome-Big-Home-On-30-Acre-Wilburton-Resort-In-Manchester-Discounted-Ski-Tix-At-Bromley-Add-Private-Indoor-Pool-For-Extra.h85092329.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89660000/89653500/89653480/abf3380f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89660000/89653500/89653480/8ccd2c78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89660000/89653500/89653480/aca5282b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89660000/89653500/89653480/eb160eba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secluded Cottage Peru 10/10 Exceptional (6) "We enjoyed our stay, we needed to be close to the local ski mountains and the house is just that." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emanuel K. [](https://www.expedia.ca/Peru-Hotels-Cedar-Chalet-Romantic-Getaway.h89653480.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33560000/33550200/33550168/5b3aa8c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/34000000/33560000/33550200/33550168/04b74b05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33560000/33550200/33550168/4f0c50a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/34000000/33560000/33550200/33550168/7756a2a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Free Nights\* , Hot Tub,Sauna,Stratton Shuttle, Stratton Mountain 10/10 Exceptional (55) "We had a great time and enjoyed the location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard B. [](https://www.expedia.ca/Stratton-Hotels-Stratton-Mountain-Ski-House-Add-Free-Non-Holiday-Weeknight-With-Weekend-Bookied.h33550168.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/38000000/37660000/37650700/37650689/2814638d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/38000000/37660000/37650700/37650689/24b98731.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37660000/37650700/37650689/69487d2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/38000000/37660000/37650700/37650689/59eeb427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### UNBELIEVABLE MOUNTAIN VIEWS! Convenient to Manchester,skiing,outlets Sunderland 10/10 Exceptional (19) "As advertised: Beautiful Mountain vieews- Close to Manchester where there is plenty to do….. one of the best book sites we have ever found anywhere.Great hiking trails nearby and a solid history brings it all together beautifully." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda P. [](https://www.expedia.ca/Arlington-Hotels-UNBELIEVABLE-MOUNTAIN-VIEWS-Convenient-To-Manchester.h37650689.Hotel-Information) ![Smart TV, fireplace, foosball, stereo](https://images.trvl-media.com/lodging/39000000/38310000/38305000/38304922/f7060999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball, stereo](https://images.trvl-media.com/lodging/39000000/38310000/38305000/38304922/5f8fb54a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38310000/38305000/38304922/c12a4c6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38310000/38305000/38304922/446933f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shuttle or walk to village and lifts! The Powder Haus Chalet! Winhall 10/10 Exceptional (37) "Great house for a group of friends. Would happily stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cole S. [](https://www.expedia.ca/Bondville-Hotels-Shuttle-Or-Walk-To-Village-And-Lifts-The-Powder-Haus-Chalet.h38304922.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/110000000/109910000/109908500/109908467/dc0a8685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/110000000/109910000/109908500/109908467/9e696458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109910000/109908500/109908467/6f8754a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109910000/109908500/109908467/4a4c43bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Chalet 12 Min to Stratton, 7 Min to Bromley & 15 Min to Manchester Winhall 10/10 Exceptional (1) "We had the best Vermont weekend staying here! Megan's place is perfect across every dimension: a great location - close to Stratton and an easy drive to the town of Manchester, a well stocked kitchen, charming decor, a cozy living room with wood pellet fire, very comfortable beds and pillows, dry racks for ski gear in the basement, thoughtfully placed hooks throughout the home to hang ski coats and warm gloves, an incredibly thoughtful and thorough binder of recommendations on what to do, eat,... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adrian K. [](https://www.expedia.ca/Bondville-Hotels-Cozy-Chalet-12-Min-To-Stratton.h109908467.Hotel-Information) ![Smart TV, fireplace, DVD player, foosball](https://images.trvl-media.com/lodging/34000000/33750000/33743100/33743043/044deb93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33750000/33743100/33743043/f91e76fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33750000/33743100/33743043/1fd77908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33750000/33743100/33743043/285dfe4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious Rustic Chalet in Solitude Peru 9.8/10 Exceptional (52) "The house does not disappoint in any way! Beautifully kept and better in person than the photos. The fireplace was super cozy to gather around after skiing and the hot tub was perfect with lit pine trees around it. All the bedrooms are perfect with en-suite bathrooms. Kitchen easily accommodates the movement of five couples. Tony the owner was highly communicative and pleasant. Highly recommend this home!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mike d. [](https://www.expedia.ca/Peru-Hotels-Luxurious-Rustic-Contemporary-In-Solitude.h33743043.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=2025-11-01&endDate=2025-11-02®ionId=553248635996998200&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-County-Private-Vacation-Homes.d553248635996998200-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FBennington-County-Private-Vacation-Homes.d553248635996998200-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Bennington County Hotel Reviews ![South Shire](//images.trvl-media.com/lodging/77000000/76170000/76163200/76163190/0f420ffa_y.jpg) ### South Shire 10/10 Excellent "Quiet, peaceful stay!" [](https://expedia.ca/Bennington-Hotels-South-Shire.h76163190.Hotel-Information) ![The Olympia Lodge](//images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/c701f02d_y.jpg) ### The Olympia Lodge 10/10 Excellent "Very welcoming!!" [](https://expedia.ca/Bennington-Hotels-The-Olympia-Lodge.h9257616.Hotel-Information) ![Vantage Point Villas at Stratton Mountain Resort](//images.trvl-media.com/lodging/7000000/6610000/6602400/6602387/42aae2de_y.jpg) ### Vantage Point Villas at Stratton Mountain Resort 8/10 Good "Not enough heat" [](https://expedia.ca/Stratton-Hotels-Vantage-Point-Villas-At-Stratton-Mountain-Resort.h6602387.Hotel-Information) ![Four Winds Country Motel](//images.trvl-media.com/lodging/8000000/7650000/7640900/7640832/d22bae40_y.jpg) ### Four Winds Country Motel 10/10 Excellent "Clean room and property. Breakfast was good. Someone really boiled the eggs! " [](https://expedia.ca/Bennington-Hotels-Four-Winds-Country-Motel.h7640832.Hotel-Information) ![Kimpton Taconic Hotel by IHG](//images.trvl-media.com/lodging/2000000/1580000/1573000/1572989/72cb9377_y.jpg) ### Kimpton Taconic Hotel by IHG 10/10 Excellent "The is was our first trip to Manchester. What a great town! The hotel was lovely- easy parking, quiet, and quaint. The staff at the front desk were so helpful ! You could walk to town but it would be about a 20 min adventure… make sure you go to the North field book store~ wonderful!! And we had coffee and egg sandwich at their coffee shop around the corner." [](https://expedia.ca/Bennington-Hotels-Kimpton-Taconic-Hotel.h1572989.Hotel-Information) ![Hampton Inn and Suites Manchester](//images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg) ### Hampton Inn and Suites Manchester 10/10 Excellent "Rooms clean and comfortable. All staff pleasant and helpful. Weather was very nice and it was a very enjoyable stay. " [](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information) ![The Manchester View](//images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/b534a8c8_y.jpg) ### The Manchester View 10/10 Excellent "Beautiful setting outside town, clean room, friendly staff, continental breakfast." [](https://expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information) ![The Autumn Inn](//images.trvl-media.com/lodging/3000000/2390000/2381300/2381247/be4d3e05_y.jpg) ### The Autumn Inn 10/10 Excellent "Found this place to be comfortable and in respectable condition" [](https://expedia.ca/Bennington-Hotels-The-Autumn-Inn.h2381247.Hotel-Information) ![The Palmer House Resort, an Ascend Collection Hotel](//images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/b3cf5e7e_y.jpg) ### The Palmer House Resort, an Ascend Collection Hotel 10/10 Excellent "Unfortunately we didn't have time to enjoy all the facilities. Next time!" [](https://expedia.ca/Bennington-Hotels-The-Palmer-House-Resort.h6028480.Hotel-Information) ## Find out more about Bennington County ## Bennington County Vacation Homes information | Number of reviews | 843 | | --- | --- | | Accommodation | 227 Vacation Homes | | Lowest Price | CA $832 | | Highest Price | CA $883 | ## 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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[Lake Shaftsbury State Park](https://www.expedia.ca/Lake-Shaftsbury-State-Park-Shaftsbury.d553248621551385179.Vacation-Attraction) - [Mount Snow](https://www.expedia.ca/Mount-Snow-West-Dover.d6115918.Vacation-Attraction) - [Visit Shaftsbury](https://www.expedia.ca/Shaftsbury.dx184070) - [Sugar Shack](https://www.expedia.ca/Sugar-Shack-Arlington.d553248621532665335.Vacation-Attraction) - [Warlock's Woods](https://www.expedia.ca/Warlocks-Woods-Wilmington.d553248635996618389.Vacation-Attraction) - [Car rental Bennington](https://www.expedia.ca/Car-Rentals-In-Bennington.d6057349.Car-Rental-Guide) - [Economy Car Rentals near Back Draft](https://www.expedia.ca/Economy-Car-Rentals-In-Back-Draft.d553248635996618773-tEconomy.Car-Rental-Guide-Class) - [Enterprise Rental Cars in Woodford](https://www.expedia.ca/Enterprise-Car-Rentals-In-Woodford.d553248635975848582-c15.Car-Rental-Guide-Suppliers) - [Full-Size Car Rentals near Back Draft](https://www.expedia.ca/Fullsize-Car-Rentals-In-Back-Draft.d553248635996618773-tFullsize.Car-Rental-Guide-Class) - [Premium Car Rentals near Back Draft](https://www.expedia.ca/Premium-Car-Rentals-In-Back-Draft.d553248635996618773-tPremium.Car-Rental-Guide-Class) - [Suv Car Rentals near Warlock's Woods](https://www.expedia.ca/SUV-Car-Rentals-In-Warlocks-Woods.d553248635996618389-tSUV.Car-Rental-Guide-Class) - [Bennington Vacation Rentals](https://www.expedia.ca/Bennington-Vacation-Rentals.d6057349.Travel-Guide-VacationRentals) - [Things to do in Bennington](https://www.expedia.ca/Things-To-Do-In-Bennington.d6057349.Travel-Guide-Activities) - [Book Vacation Homes in Bennington County on Expedia.com](https://www.expedia.com/Bennington-County-Private-Vacation-Homes.d553248635996998200-aaPrivateVacationHomes.Travel-Guide-Accommodation)