Title: Bennington Vacation Home Rentals from CA $234: Search Top Private Vacation Homes for Rent | Expedia.ca

 

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![Bennington Battle Monument showing heritage elements and a monument](https://images.trvl-media.com/place/6115862/2e3e8ead-6a83-4024-b6a2-6587d8a27940.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Bennington Vacation Rentals

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## Check prices for these dates

In two weeks

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select 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)

![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)

![Exterior](https://images.trvl-media.com/lodging/90000000/89710000/89700500/89700465/w1170h766x0y14-f10f6501.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

(28)

"Beautiful location and very cozy place to stay. Thank you!"

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

Kristin G.

CA $133

CA $342 total

includes taxes & fees

Dec 5 - Dec 6

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

![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120660000/120654400/120654306/70031fde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/121000000/120660000/120654400/120654306/897252fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120660000/120654400/120654306/87d09f59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120660000/120654400/120654306/4e668099.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 $196

CA $674 total

includes taxes & fees

Dec 15 - Dec 16

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

![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)

![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)

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

Bennington

8.6/10

Excellent

(34)

"Rustic but not too rustic, great location, excellent hot tub, plenty of blankets, well-appointed kitchen. Would definitely stay again. "

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

Ransom W.

CA $140

CA $382 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Bennington-Hotels-Two-Brooks-Lodge.h61478133.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 | Private kitchen](https://images.trvl-media.com/lodging/108000000/107450000/107440200/107440119/6d152cc2.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 $353

CA $909 total

includes taxes & fees

Nov 25 - Nov 26

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

![Interior](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/620d544b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/d295676b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/ae5164c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/cc74d03c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Stratton

7.8/10

Good

(52)

"Location was great, pool, hot tubs and sauna were great"

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

Lin M.

CA $135

CA $397 total

includes taxes & fees

Nov 25 - Nov 26

[](https://www.expedia.ca/Stratton-Hotels-Stratton-Mountain-Condo-With-Shared-Pool.h44577227.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/588d6d78.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)

### Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

Jamaica

9.6/10

Exceptional

(21)

"House was perfect and just what we were looking for! Very clean, great hot tub, loved the fire pit!Cassie was incredibly helpful with local recommendations and going above and beyond!Highly recommend!"

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

Neal T.

CA $290

CA $953 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Bondville-Hotels-The-Mountain-Escape.h96211209.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/95000000/94790000/94786100/94786075/02e05ec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/95000000/94790000/94786100/94786075/a42c90fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94790000/94786100/94786075/d87dec5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/95000000/94790000/94786100/94786075/4f52e53a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ski in Ski out Condo! Pool access

Stratton

8.8/10

Excellent

(3)

"Great location with plenty of space for the whole family. Highly recommend!"

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

Joseph S.

CA $269

CA $782 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Stratton-Hotels-Ski-In-Ski-Out-Condo-Pool-Access.h94786075.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)

![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/92000000/91760000/91754400/91754323/dd3af0de.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)

![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)

### Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Winhall

9.6/10

Exceptional

(30)

"It was exactly what we wanted. Fireplace , hot tub, and ample sleeping arrangements "

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

Craig F.

CA $282

CA $902 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Bondville-Hotels-Stratton-ChaletbrBeautiful-Pet-Friendly-Chalet-With-Hot-Tub.h91754323.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/626fc277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/31bb0c4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/ee4e71b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/0e44f29d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!

Jamaica

9.8/10

Exceptional

(27)

"EXCELLENT location managed by an amazing host who was very communicative and helpful!Hottub was perfect, plenty of sleeping and activities available at the house and in the immediate area (local food was AWESOME)."

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

s w.

CA $299

CA $965 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Bondville-Hotels-Mountain-Oasis-Hot-Tub.h76905876.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)

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

![Interior](https://images.trvl-media.com/lodging/108000000/107450000/107442100/107442045/72524433.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)

### Bear Pass - Mountain View by RedAwning

Sunderland

9.6/10

Exceptional

(5)

"We loved our stay at Bear Pass! The kitchen was more than adequately stocked. The hous was great for our extended family and our 3 dogs"

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

Megan G.

CA $353

CA $943 total

includes taxes & fees

Nov 24 - Nov 25

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

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

### Two Brooks Lodge

Bennington

4.8/10

(3)

"Stayed at this property everything was as stated but then property manager made me pay cleaning fee and deposit through cash app , Then later Said I didn’t pay for property when I clearly did had receipts then after confronted by Expedia , He lies say I left the house a mess and that displaced half the water out of the hot tub that I didn’t use at all and didn’t do the dishes which I did , not to mentions I paid a cleaning fee either way . So this unprofessional listing gets keep the deposit...

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

Hunter

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

![Interior](https://images.trvl-media.com/lodging/121000000/120120000/120119000/120119000/b59ee24f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120120000/120119000/120119000/bf994535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/121000000/120120000/120119000/120119000/09390848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/121000000/120120000/120119000/120119000/23b2b069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 3 Bedroom Condo in the Heart of Manchester VT

Manchester

CA $360

CA $836 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Manchester-Center-Hotels-Cozy-3-Bedroom.h120119000.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/63000000/62960000/62953900/62953803/94310558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/63000000/62960000/62953900/62953803/b3486e4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/63000000/62960000/62953900/62953803/3b2bff89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/63000000/62960000/62953900/62953803/2cb10fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 6 bed 7 Bath close to ski & shop w/ hot tub at Greybourne House in Manchester VT

Manchester Center

10/10

Exceptional

(51)

"This is our second time renting the Greybourne house. The house is just as amazing as we remembered it - spacious, clean, well stocked and located within a short drive to Stratton, Okemo or Killington. Allison is a great host - very responsive and helpful. We can't wait to return again next year."

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

Masha S.

CA $1,073

CA $2,568 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Manchester-Center-Hotels-6-Bed-7-Bath-VT-Retreat-Rent-A-Former-BB-Greybourne-House.h62953803.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113720000/113710300/113710276/w1273h951x0y9-bf795020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113720000/113710300/113710276/w1423h949x1y5-23f99f41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113720000/113710300/113710276/w1420h947x0y5-a2305446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113720000/113710300/113710276/337813ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Condo Stratton Mountain

Stratton

CA $1,409

CA $2,096 total

includes taxes & fees

Nov 22 - Nov 23

[](https://www.expedia.ca/Stratton-Hotels-Luxury-Slopeside-Ski-Inski-Out-Getaway-With-Hot-Tub.h113710276.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/5dc2bebc.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/ade792b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/14ecae77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/f0c8191e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Florida Mountain Log Cabin

Florida

10/10

Exceptional

(4)

"Place was super clean. Beds were comfortable. Location was great."

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

Tristan e.

CA $258

CA $476 total

includes taxes & fees

Nov 23 - Nov 24

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

![Interior](https://images.trvl-media.com/lodging/88000000/87140000/87136000/87135975/4e6773ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/88000000/87140000/87136000/87135975/0d26f53b.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/88000000/87140000/87136000/87135975/1f2d7230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/88000000/87140000/87136000/87135975/cf58af9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Whimsical Room & Private Bathroom in Historic Inn

Chester Depot

8.8/10

Excellent

(9)

"After a long month of work I needed a weekend in VT to calm the nerves. This was a beautiful spot to be in, glad I was here!"

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

Paul S.

CA $139

CA $234 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Chester-Hotels-Whimsical-Room-Private-Bathroom-In-Historic-Inn.h87135975.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

(99)

"Quiet and relaxing property "

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

Michelle S.

CA $163

CA $434 total

includes taxes & fees

Nov 25 - Nov 26

[](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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100730000/100720400/100720354/6ba9f20d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/101000000/100730000/100720400/100720354/eca16f90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/101000000/100730000/100720400/100720354/04d66d5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/101000000/100730000/100720400/100720354/7ec1e2c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed

Whitingham

10/10

Exceptional

(14)

"Extended family of 10 stayed 6 nights and all had a great stay. Beds were comfortable, house was very clean with everything you need to enjoy yourself and was in good repair. "

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

Jacklyn D.

CA $380

CA $833 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Whitingham-Hotels-14mi-To-Mt-Snow-Arcade.h100720354.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)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101090000/101085500/101085488/d6227626.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)

![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)

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

Dover

10/10

Exceptional

(5)

"We enjoyed our stay."

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

Anonymous traveller

CA $163

CA $611 total

includes taxes & fees

Nov 24 - Nov 25

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

![Interior](https://images.trvl-media.com/lodging/99000000/98550000/98541400/98541375/bb2d115e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/99000000/98550000/98541400/98541375/26f9bcd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/99000000/98550000/98541400/98541375/cba45686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/99000000/98550000/98541400/98541375/154d7e92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Cavendish Guesthouse

Cavendish

9.8/10

Exceptional

(7)

"Just as described with Everything we needed. Very comfy and roomy. Loved the private feeling and backyard. Would highly recommend to anyone wanting to stay in this area of Vermont."

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

deborah m.

CA $221

CA $389 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Cavendish-Hotels-Cozy-Cavendish-Bunk-Minutes-To-Okemo.h98541375.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=2025-12-05&endDate=2025-12-06&regionId=6057349&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true)

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## 

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## Find vacation rentals that suit your style

Cabins

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Private vacation homes

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Aparthotels

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Apartments

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Condos

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Cottages

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Chalets

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Villas

[](https://www.expedia.ca/Hotel-Search?destination=Bennington%2C+Vermont%2C+United+States+of+America&regionId=6057349&latLong=42.883412%2C-73.213441&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-22&d2=2026-02-22&lodging=VILLA)

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## Top Bennington Hotel Reviews

![Cozy, welcoming, 3-bedroom cabin abutting the Green Mountain National Forest!](https://images.trvl-media.com/lodging/121000000/120280000/120270600/120270546/2b68251c_y.jpg)

### Cozy, welcoming, 3-bedroom cabin abutting the Green Mountain National Forest!

10/10 Excellent

"This Cozy Cabin was amazing. Chris and Nicole were great hosts who were very responsive and courteous to make our trip as relaxing as we needed. They left detailed instructions on how the place operated and made sure the place was ready to go for when we arrived. If you want to get away for some peace and quiet whether it be for a day or a week, I highly recommend this spot. We would absolutely book with them again!! "

[](https://expedia.ca/Bennington-Hotels-Cozy.h120270546.Hotel-Information)

![Harwood Hill Motel](https://images.trvl-media.com/lodging/13000000/12360000/12354600/12354542/ffee6d77_y.jpg)

### Harwood Hill Motel

10/10 Excellent

"Comfortable room, microwave and fridge, great staff- a sense of being at home. "

[](https://expedia.ca/Bennington-Hotels-Harwood-Hill-Motel.h12354542.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 place for the price! Clean and comfortable. "

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

![Best Western Bennington](https://images.trvl-media.com/lodging/1000000/20000/16400/16323/5ad1b90e_y.jpg)

### Best Western Bennington

8/10 Good

"Room was clean and comfortable, but, there was an odor I didn’t like. We opened the windows to try and clear it, after that I think we just got used to it."

[](https://expedia.ca/Bennington-Hotels-Best-Western-Bennington.h16323.Hotel-Information)

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

### Knotty Pine

10/10 Excellent

"Only stayed here for about 12 hrs. Very pleasant professional front desk. Clean room. "

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

![South Shire](https://images.trvl-media.com/lodging/77000000/76170000/76163200/76163190/0f420ffa_y.jpg)

### South Shire

10/10 Excellent

"The house is a beautiful New England structure with a variety of rooms to choose from. Our room, the Gold room was luxurious and spacious with great light during the day. The "private bath" is across the hall requiring proper dress to exit the room and enter the bathroom. It's a small point but different nonetheless than in in-room bath. The heating function was a bit tricky since it is an older hot water heat register that takes some time to heat up or down so you need to be mindful of time needed to adjust the room heat. A couple of notes for the management (I was in the hotel business for 20 years) relate to the living room/parlor furnishings. There is an enormouse floral arrangement in the center of the room between the seating arrangements that obstructs the view of the front window. I would suggest moving it to a corner of the room to allow other guests to enjoy the view to the outside and adding a second table and chairs to take advantage of the room and view. Other guests are required to sit in the restaurant away from the living room area and it felt isolated. Staff is casually under dressed for the surroundings of the inn. I would spruce them up a bit. The receptionist did not provide a greeting when we arrived and it felt we weren't welcomed adequately. Overall, however, it's a beautiful place to stay and just needs a little more attention to the guest experience. I'm happy to talk with anyone should they desire."

[](https://expedia.ca/Bennington-Hotels-South-Shire.h76163190.Hotel-Information)

![Hampton Inn Bennington](https://images.trvl-media.com/lodging/2000000/1200000/1192000/1191981/aadd5504_y.jpg)

### Hampton Inn Bennington

10/10 Excellent

"The breakfast was exceptional there was a lot of options to choose from the rooms are very clean we enjoyed our stay"

[](https://expedia.ca/Bennington-Hotels-Hampton-Inn-Bennington.h1191981.Hotel-Information)

![Bennington Motor Inn](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522906/0219b10e_y.jpg)

### Bennington Motor Inn

10/10 Excellent

"Great hotel for the price and convenient to downtown area.."

[](https://expedia.ca/Bennington-Hotels-Bennington-Motor-Inn.h1522906.Hotel-Information)

![Bennington Gem w/ Smart TV Near Historic District!](https://images.trvl-media.com/lodging/106000000/105900000/105898500/105898497/90671126_y.jpg)

### Bennington Gem w/ Smart TV Near Historic District!

6/10 Okay

"Two things can improved: 1). The bathroom needs to be renovated. It has a dirty look. 2). The security alarm was beeping irritatingly all the first night. This prevented us from getting anywhere near a good night sleep. I did not find the owner very responsive. He said someone would be there by 4 PM the next day"

[](https://expedia.ca/Bennington-Hotels-Bennington-Gem-W-Smart-TV-Near-Historic-District.h105898497.Hotel-Information)

## Find out more about Bennington

## Bennington Vacation Homes information

| Number of reviews | 364 |
| --- | --- |
| Accommodation | 249 Vacation Homes |
| Lowest Price | CA $234 |
| Highest Price | CA $2,568 |

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-   [Hotels & Resorts for Couples in Sunderland](https://www.expedia.ca/Sunderland-Hotels-Couples-Resorts-Hotels.0-0-d6324879-tCouplesResortsHotels.Travel-Guide-Filter-Hotels)
-   [Historic Hotels in Sunderland](https://www.expedia.ca/Sunderland-Hotels-Historic-Hotel.0-0-d6324879-tHistoricHotel.Travel-Guide-Filter-Hotels)
-   [Hotels with a Pool in Sunderland](https://www.expedia.ca/Sunderland-Hotels-Hotel-With-Pool.0-0-d6324879-tHotelwithPool.Travel-Guide-Filter-Hotels)
-   [Hotels with smoking rooms in Sunderland](https://www.expedia.ca/Sunderland-Hotels-Hotels-With-Smoking-Rooms.0-0-d6324879-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Sunderland](https://www.expedia.ca/Sunderland-Hotels-Luxury-Hotel.0-0-d6324879-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Mountain Hotels in Sunderland](https://www.expedia.ca/Sunderland-Hotels-Mountain-Hotels.0-0-d6324879-tMountainHotels.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in Sunderland](https://www.expedia.ca/Sunderland-Hotels-Pet-Friendly-Hotel.0-0-d6324879-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in Sunderland](https://www.expedia.ca/Sunderland-Hotels-Spa-Hotel.0-0-d6324879-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Sunderland Hotels](https://www.expedia.ca/Sunderland-Hotels.d6324879.Travel-Guide-Hotels)
-   [B&B in Woodford](https://www.expedia.ca/Woodford-Bed-And-Breakfast.d553248635975848582-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Guest Houses in Woodford](https://www.expedia.ca/Woodford-Guest-Houses.d553248635975848582-aaGuestHouses.Travel-Guide-Accommodation)
-   [Cheap Hotels in Woodford](https://www.expedia.ca/Woodford-Hotels-Cheap-Hotels.0-0-d553248635975848582-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Woodford Hotels](https://www.expedia.ca/Woodford-Hotels.d553248635975848582.Travel-Guide-Hotels)
-   [Inns in Woodford](https://www.expedia.ca/Woodford-Inns.d553248635975848582-aaInns.Travel-Guide-Accommodation)
-   [Lodges in Woodford](https://www.expedia.ca/Woodford-Lodges.d553248635975848582-aaLodges.Travel-Guide-Accommodation)
-   [Motels in Woodford](https://www.expedia.ca/Woodford-Motels.d553248635975848582-aaMotels.Travel-Guide-Accommodation)
-   [Vacation Homes in Woodford](https://www.expedia.ca/Woodford-Private-Vacation-Homes.d553248635975848582-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Resorts in Woodford](https://www.expedia.ca/Woodford-Resort-Hotels.d553248635975848582-aaResortHotels.Travel-Guide-Accommodation)

-   [Flights to Arlington](https://www.expedia.ca/Cheap-Flights-To-Arlington.d74695.Travel-Guide-Flights)
-   [Flights to Pownal](https://www.expedia.ca/Cheap-Flights-To-Pownal.d184068.Travel-Guide-Flights)
-   [Flights to Sunderland](https://www.expedia.ca/Cheap-Flights-To-Sunderland.d6324879.Travel-Guide-Flights)
-   [Flights from Kingston to Southern Vermont](https://www.expedia.ca/lp/flights/180034/6057348/kingston-to-southern-vermont)
-   [Flights from Readsboro](https://www.expedia.ca/lp/flights/3000459721/flights-from-readsboro)

-   [Arlington Green Covered Bridge](https://www.expedia.ca/Arlington-Green-Covered-Bridge-Arlington.d6179917.Vacation-Attraction)
-   [Visit Bennington County](https://www.expedia.ca/Bennington-County.dx553248635996998200)
-   [Green Mountain National Forest](https://www.expedia.ca/Green-Mountain-National-Forest-Vermont.d6115904.Vacation-Attraction)
-   [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)
-   [Southern Vermont Vacations](https://www.expedia.ca/Southern-Vermont.d6057348.Destination-Travel-Guides)
-   [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)

-   [Avis Rental Cars in Southern Vermont](https://www.expedia.ca/Avis-Car-Rentals-In-Southern-Vermont.d6057348-c41.Car-Rental-Guide-Suppliers)
-   [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)
-   [National Car Rental Rental Cars in Southern Vermont](https://www.expedia.ca/National-Car-Rental-Car-Rentals-In-Southern-Vermont.d6057348-c42.Car-Rental-Guide-Suppliers)
-   [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)

-   [Book Vacation Homes in Bennington on Expedia.com](https://www.expedia.com/Bennington-Private-Vacation-Homes.d6057349-aaPrivateVacationHomes.Travel-Guide-Accommodation)