Title: Old Bennington Vacation Home Rentals from CA $343: Search Top Private Vacation Homes for Rent | Expedia.ca

  

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# Old Bennington Vacation Rentals

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## Check prices for these dates

Next weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976385350&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976385350&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 one month

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976385350&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976385350&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)

## Browse Select Old Bennington Vacation Homes

![Interior](https://images.trvl-media.com/lodging/90000000/89710000/89700500/89700465/w505h683x260y0-3895f5aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/90000000/89710000/89700500/89700465/8b601be5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89710000/89700500/89700465/w1170h766x0y14-f10f6501.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/90000000/89710000/89700500/89700465/w904h683x60y0-e1f9911a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful Stay at Birds of a Feather Farm & Spa

Shaftsbury

9.8/10

Exceptional

(27)

"We absolutely loved this stay. The space was gorgeous and cozy. Fully equipped kitchen we were able to cook dinner in. The location about 45 minutes from Stratton where we skied, but was well worth the drive. Would absolutely stay here again. Thanks again Laurie! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cassidy L.

CA $138

CA $343 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Shaftsbury-Hotels-Peaceful-Country-Getaway-Birds-Of-A-Feather-Farm.h89700465.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/12b81391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/6c6cf45f.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/91000000/90260000/90251100/90251080/3dfce73f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/5a5c7823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Florida Mountain Log Cabin

Florida

10/10

Exceptional

(4)

"We loved our 1 night stay here - it is a super cute log cabin with comfortable beds and very clean! Our favorite part was the fire pit for smores and the kids especially loved the cozy swings! Host was very accessible. Definitely recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kate R.

CA $257

CA $474 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/North-Adams-Hotels-Florida-Mountain-Log-Cabin.h90251080.Hotel-Information)

![Microwave, coffee/tea maker, cookware/dishes/utensils, spices](https://images.trvl-media.com/lodging/121000000/120660000/120654400/120654306/3b04fd47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120660000/120654400/120654306/70af61b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120660000/120654400/120654306/b1b7bd30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/121000000/120660000/120654400/120654306/81e10fa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain Dream Escape

Sandgate

10/10

Exceptional

(1)

"Beautiful location and home! The apartment was beautifully decorated and so cozy. The hot tub was a great place for stargazing! It was wonderful for our anniversary weekend but would also be great for a longer stay.Great communication with hosts and they were super helpful when we had a minor issue with check in."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Morgan C.

CA $164

CA $717 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Arlington-Hotels-Mountain-Dream-Escape.h120654306.Hotel-Information)

![Smart TV, fireplace, table tennis](https://images.trvl-media.com/lodging/102000000/101090000/101085500/101085488/f5e61b15.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)

![Interior](https://images.trvl-media.com/lodging/102000000/101090000/101085500/101085488/ab4d2539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101090000/101085500/101085488/d6227626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.

Dover

10/10

Exceptional

(5)

"We had an amazing stay at this ski house! The property was absolutely perfect for our group of 8. Spacious, clean, and beautifully designed with plenty of room for everyone. The location couldn’t have been better—just a short drive to the ski resort. Highly recommend this place for anyone looking for a comfortable and convenient ski getaway. We'll definitely be back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

katey

CA $162

CA $609 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/West-Dover-Hotels-Fantastic-Location-Mt-Snow-Ski-Off.h101085488.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/62000000/61480000/61478200/61478133/aac07fd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/62000000/61480000/61478200/61478133/e8d7246a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/62000000/61480000/61478200/61478133/775a6169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/62000000/61480000/61478200/61478133/c178e2db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

Bennington

8.6/10

Excellent

(34)

"We had a lovely stay. The brook on the property is beautiful and peaceful. It was close to town but felt miles away."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sarah P.

CA $140

CA $377 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Bennington-Hotels-Two-Brooks-Lodge.h61478133.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/43000000/42540000/42537200/42537185/55ac514e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/43000000/42540000/42537200/42537185/81fb197a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/43000000/42540000/42537200/42537185/9eac2ae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42540000/42537200/42537185/2a8a3947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views

shushan

9.6/10

Exceptional

(19)

"Perfect location. Excellent host, very helpful , great communications. we will come back!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Batla F.

CA $250

CA $446 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Cambridge-Hotels-Cozy-Rustic-Cabin-In-The-Hamlet-Of-Shushan-NY.h42537185.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/41000000/40230000/40226600/40226569/fc1c3458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/41000000/40230000/40226600/40226569/73c9709a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/41000000/40230000/40226600/40226569/dd5fd351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/41000000/40230000/40226600/40226569/cf853f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Hoosick Falls

9.8/10

Exceptional

(97)

"Loved the location - very quiet! The house has everything you could possibly need and was very clean. It worked out perfectly for my visit to the area and I would definitely stay here again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Susan T.

CA $180

CA $453 total

includes taxes & fees

Nov 23 - Nov 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)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106900000/106898600/106898502/d8599065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/107000000/106900000/106898600/106898502/fe8a8bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/107000000/106900000/106898600/106898502/0468eeaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Printers](https://images.trvl-media.com/lodging/107000000/106900000/106898600/106898502/3b0ade3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Amanita Dome. All-inclusive food and drinks.

Cambridge

CA $278

CA $582 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Cambridge-Hotels-Amanita-Dome-All-Inclusive-Food-And-Drinks.h106898502.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/96000000/95790000/95781300/95781269/c32df624.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/96000000/95790000/95781300/95781269/5ef15262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/96000000/95790000/95781300/95781269/2f960126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95790000/95781300/95781269/8175facf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Mount Snow Gnarvana - Balcony, Loft, Pet-Friendly, Walk to Hiking

Dover

10/10

Exceptional

(20)

"Super nice place (very clean and modern) in a quiet area."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pete N.

CA $170

CA $574 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/West-Dover-Hotels-Modern-Gnarvana-Townhome-Quick-Walk-To-Mount-Snow-Balcony-Fireplace-Loft-Pets.h95781269.Hotel-Information)

![Smart TV, fireplace, video games, offices](https://images.trvl-media.com/lodging/103000000/102820000/102812000/102811958/8aaaacd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102820000/102812000/102811958/307f6098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, offices](https://images.trvl-media.com/lodging/103000000/102820000/102812000/102811958/0d65b608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102820000/102812000/102811958/1dfd6f1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

Wilmington

10/10

Exceptional

(17)

"We had a wonderful stay! The house is beautiful and more than comfortable accommodated our group. Everything is so well thought out. We loved all of the games!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dawn S.

CA $274

CA $789 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Wilmington-Hotels-Newly-Updated-Vermont-Getaway-For-All-Occasions.h102811958.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/61000000/60770000/60763800/60763766/w507h683x259y0-1d5f8c7e.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)

### North Getaway Cottage

Williamstown

9.4/10

Exceptional

(23)

"This home was perfect for five of us to reconnect after many years! Williamstown was beautiful and suited our needs. We enjoyed both the nearby Clark Museum and Mass MOCA, as well as Mt. Greylock. Since all of us were coming from different directions, we had five cars and thankfully, this house has plenty of parking. I’d recommend this VRBO highly, especially for family of students at Williams College."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jenny LaBate P.

CA $283

CA $622 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Williamstown-Hotels-Vacation-Getaway-Or-Remote-Workschool-Location.h60763766.Hotel-Information)

![House, 3 Bedrooms | Exterior](https://images.trvl-media.com/lodging/108000000/107450000/107440200/107440119/76a5118e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 3 Bedrooms | Property grounds](https://images.trvl-media.com/lodging/108000000/107450000/107440200/107440119/36f3f404.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 3 Bedrooms | Living area](https://images.trvl-media.com/lodging/108000000/107450000/107440200/107440119/bd3444bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 3 Bedrooms | Pool](https://images.trvl-media.com/lodging/108000000/107450000/107440200/107440119/f28aa52b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bear Pass - Mountain View 4 Bedroom Home by RedAwning

Arlington

8.0/10

Very good

(1)

"Cozy cottage. Very clean and everything you need is there. Nice kitchen and fireplace. Lots of room and 3 bathrooms as well. Reasonably close to the ski mountains. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Manish

CA $348

CA $901 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Arlington-Hotels-Bear-Pass-Mountain-View-4-Bedroom-Home.h107440119.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/63000000/62990000/62985400/62985395/7c2790a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/63000000/62990000/62985400/62985395/57a23301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/63000000/62990000/62985400/62985395/aa5180d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/63000000/62990000/62985400/62985395/850b5756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun

Wilmington

10/10

Exceptional

(52)

"We were a group of 11 and we had a great weekend. Comfortable to stay and plenty to do!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Olivia R.

CA $406

CA $1,033 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Wilmington-Hotels-Vermont-Family-Winter-Oasis.h62985395.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/108000000/107450000/107442100/107442045/da47d03a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/108000000/107450000/107442100/107442045/a9772811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/108000000/107450000/107442100/107442045/7ad5d53b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/108000000/107450000/107442100/107442045/b376ced0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bear Pass - Mountain View by RedAwning

Sunderland

9.6/10

Exceptional

(5)

"We had a great stay at Bear Pass. The size of the house was perfect for our family. The kitchen was fully stocked with anything you might need. There was plenty of sleeping options, with 3 bedrooms and a fully furnished basement with 2 twin beds and a sitting area with a couch, and a bathroom. The property is large and would be very nice to enjoy in the warmer months. The house is located near several mountains that made for great skiing. We went to Bromley and it was about a 20-25 min drive....

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Betsy S.

CA $352

CA $939 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Arlington-Hotels-NEW-LISTING-Bear-Pass-Mountain-View.h107442045.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102380000/102376700/102376668/w1179h785x0y1-23221d69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102380000/102376700/102376668/79fe342e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/103000000/102380000/102376700/102376668/7ae24bbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/103000000/102380000/102376700/102376668/550afcf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

Dover

10/10

Exceptional

(7)

"Great house for skiing, within 5 minutes of Mt Snow and the shuttle seems very convenient. The house was great for 8 of us with plenty of room. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

CA $623

CA $1,195 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/West-Dover-Hotels-Amazing-4-Bedroom-Location-In-Mt-Snow-Village-With-Your-Own-Private-Hot-Tub.h102376668.Hotel-Information)

![Panoramic House | Private kitchen](https://images.trvl-media.com/lodging/84000000/83790000/83780800/83780792/6511d75d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic House](https://images.trvl-media.com/lodging/84000000/83790000/83780800/83780792/106aa7f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic House | Private kitchen](https://images.trvl-media.com/lodging/84000000/83790000/83780800/83780792/f721b80c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83790000/83780800/83780792/79e95625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Two Brooks Lodge

Bennington

4.8/10

(3)

"Strong dog smell, dirty shabby condition of interior surfaces. Obvious makeshift repairs, spongy floors, torn, flaking couch. Kitchen counter had multiple burn marks and some sticky substance, corner held down with duct tape. Screen door off tracks, laying against wall. Wife was stung by insect in the unit, had to go to hospital. We moved out after only 3 hours, and literally slept in the car rather than go back. Owner uncaring, rude and greedy. Slow to return security deposit. I've...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

John

[](https://www.expedia.ca/Bennington-Hotels-Two-Brooks-Lodge.h83780792.Hotel-Information)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/67000000/66450000/66445500/66445494/faf3a698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/67000000/66450000/66445500/66445494/6e2b1c37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/67000000/66450000/66445500/66445494/2a9286d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66450000/66445500/66445494/d27ad1fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mill Magic at Mount Snow! Vacation Home Perfect for Any Season!

Dover

9.8/10

Exceptional

(7)

"Very convenient to the ski mountain. When grandson left his iPad the owner was kind enough to mail it back to us, thanks so much!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary L.

CA $524

CA $972 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/West-Dover-Hotels-Mill-Magic-At-Mount-Snow-Vacation-Home-Perfect-For-Any-Season.h66445494.Hotel-Information)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119840000/119839400/119839325/041ae366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/120000000/119840000/119839400/119839325/7100f666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/120000000/119840000/119839400/119839325/856ca28a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119840000/119839400/119839325/67ac66a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Completely Updated 3 bdrm Home- Minutes from Mt. Snow and the Hermitage Club

Wilmington

CA $671

CA $1,318 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Wilmington-Hotels-Completely-Updated-3-Bdrm-Home-Minutes-From-Mt-Snow-And-The-Hermitage-Club.h119839325.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=2025-11-15&endDate=2025-11-16&regionId=553248635976385350&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Top Old Bennington Hotel Reviews

![Willows Motel Williamstown](//images.trvl-media.com/lodging/2000000/1760000/1753400/1753359/a5e72142_y.jpg)

### Willows Motel Williamstown

10/10 Excellent

"The owner/manager serves fresh fruit , berries and nuts on the buffet, along with yogurt, pastries and bagels from Panera."

[](https://expedia.ca/Williamstown-Hotels-Willows-Motel-Williamstown.h1753359.Hotel-Information)

![Valley Craft Ales](//images.trvl-media.com/lodging/90000000/89220000/89214100/89214004/c9afe648_y.jpg)

### Valley Craft Ales

10/10 Excellent

"Great location! Good value!"

[](https://expedia.ca/Wilmington-Hotels-Valley-Craft-Ales.h89214004.Hotel-Information)

![Knotty Pine](//images.trvl-media.com/lodging/120000000/119110000/119106200/119106200/439bea3f_y.jpg)

### Knotty Pine

10/10 Excellent

"Friendly and accommodating staff named Madeline and Christy. Requested a Room change due to noise. So sweet of them to take great care of us. Bed was comfy, bedding clean and fresh. Plenty of hot water and well-maintained grounds. Breakfast items were a treat…cheese, applesauce, granola bars, cartons of real apple juice, FAIRLIFE milk, fresh mandarin oranges n apples, mini donuts, English muffins, bagels, yogurts, and more. ALL Very nice!! "

[](https://expedia.ca/Bennington-Hotels-Knotty-Pine.h119106200.Hotel-Information)

![The Porches Inn at Mass MoCA](//images.trvl-media.com/lodging/8000000/7670000/7662400/7662392/dcf42e0d_y.jpg)

### The Porches Inn at Mass MoCA

10/10 Excellent

"peaceful"

[](https://expedia.ca/North-Adams-Hotels-The-Porches-Inn.h7662392.Hotel-Information)

![The Williams Inn](//images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg)

### The Williams Inn

10/10 Excellent

"Lovely property, friendly, helpful staff. Modern, large rooms. Pretty decor."

[](https://expedia.ca/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information)

![Hotel Downstreet, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/10000/3000/2943/73bb1216_y.jpg)

### Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Good value. A good place."

[](https://expedia.ca/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information)

![The White House Inn](//images.trvl-media.com/lodging/3000000/2940000/2937400/2937372/fe9c2db1_y.jpg)

### The White House Inn

10/10 Excellent

"We had a great time. Sound proofing between the rooms wasn't good but that is what you get with a grand old historical inn. "

[](https://expedia.ca/Wilmington-Hotels-White-House-Inn.h2937372.Hotel-Information)

![Inn At Mount Snow](//images.trvl-media.com/lodging/110000000/109060000/109054300/109054249/2a223f80_y.jpg)

### Inn At Mount Snow

10/10 Excellent

"All good nice place and staff"

[](https://expedia.ca/West-Dover-Hotels-Inn-At-Mount-Snow.h109054249.Hotel-Information)

![Hotel Vervana, Trademark Collection by Wyndham](//images.trvl-media.com/lodging/3000000/2580000/2577700/2577695/b33626c2_y.jpg)

### Hotel Vervana, Trademark Collection by Wyndham

10/10 Excellent

"The property was clean and quiet. Staff was friendly and helpful. The only thought for improvement would be to light up their sign as it was hard to find in the dark. "

[](https://expedia.ca/Bennington-Hotels-Paradise-Inn.h2577695.Hotel-Information)

## Find out more about Old Bennington

## Old Bennington Vacation Homes information

| Number of reviews | 299 |
| --- | --- |
| Accommodation | 323 Vacation Homes |
| Lowest Price | CA $343 |
| Highest Price | CA $1,318 |

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-   [Bennington Vacation Rentals](https://www.expedia.ca/Bennington-Vacation-Rentals.d6057349.Travel-Guide-VacationRentals)

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-   [Book Vacation Homes in Old Bennington on Expedia.com](https://www.expedia.com/Old-Bennington-Private-Vacation-Homes.d553248635976385350-aaPrivateVacationHomes.Travel-Guide-Accommodation)