Title: Rupert Vacation Home Rentals from CA $338: Search Top Private Vacation Homes for Rent | Expedia.ca

  

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# Rupert Vacation Rentals

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## Check prices for these dates

In two weeks

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Rupert Vacation Homes

![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)

![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)

![TV, table tennis](https://images.trvl-media.com/lodging/121000000/120660000/120654400/120654306/7c361d34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120660000/120654400/120654306/ddd735fe.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."

CA $170

CA $725 total

includes taxes & fees

Oct 29 - Oct 30

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

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

![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89710000/89700500/89700465/w804h679x109y0-cf6621ad.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

(27)

"Amazing… our stay was just what we needed. Everything you can think of was included at Peaceful Stay at Birds of a Feather Farm & Spa. The bed was super comfy, the towels were great, cannot say enough about this place. Highly recommend! "

CA $132

CA $338 total

includes taxes & fees

Oct 13 - Oct 14

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

![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)

### 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. "

CA $340

CA $889 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Arlington-Hotels-Bear-Pass-Mountain-View-4-Bedroom-Home.h107440119.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 $570 total

includes taxes & fees

Oct 13 - Oct 14

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75030000/75026900/75026827/0a277e72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/76000000/75030000/75026900/75026827/11631c79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/76000000/75030000/75026900/75026827/a1b3a50d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75030000/75026900/75026827/2e9d1fd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming

South Londonderry

9.4/10

Exceptional

(3)

"A warm house that can take care of family and friends. The sky view in the Spa is as great as the view on the ski station. The host was very responsive as well."

CA $262

CA $676 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/South-Londonderry-Hotels-Mtn-View-Hot-Tub-Magic-View-In-Scenic-Vermont.h75026827.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)

![Terrace/patio](https://images.trvl-media.com/lodging/43000000/42540000/42537200/42537185/c29423c2_edited_fe0b.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

10/10

Exceptional

(16)

"Wish i had a longer time to stay but views were great and don't forget to hit up the battenkill river!"

CA $250

CA $445 total

includes taxes & fees

Oct 12 - Oct 13

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

![Property grounds](https://images.trvl-media.com/lodging/95000000/94790000/94786100/94786075/4f52e53a.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)

### Ski in Ski out Condo! Pool access

Stratton

9.0/10

Wonderful

(2)

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

CA $256

CA $759 total

includes taxes & fees

Oct 14 - Oct 15

[](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/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)

![Dining](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/089820b3.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

9.8/10

Exceptional

(18)

"Easy booking, clean home, great location and the owner very easy to get in touch with."

CA $235

CA $877 total

includes taxes & fees

Oct 14 - Oct 15

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

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106680000/106675000/106674947/7571a0ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106680000/106675000/106674947/9489c106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106680000/106675000/106674947/29b5b165.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/107000000/106680000/106675000/106674947/ee72a250.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

Londonderry

CA $354

CA $696 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Londonderry-Hotels-Enjoy-This-Authentic-And-Cozy-VT-Barn-With-Brand-New-Hot-Tub.h106674947.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/108000000/107780000/107773500/107773414/685ca63e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107780000/107773500/107773414/0a8b549f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107780000/107773500/107773414/a319f8f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107780000/107773500/107773414/3e12872e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Killington Retreat | Deck-Fire Pit-Mountain Views!

Clarendon

9.0/10

Wonderful

(4)

"This place is a perfect rustic getaway with easy convenience to town. The host was great. Spacious and super relaxing with nice view out back. "

CA $339

CA $741 total

includes taxes & fees

Oct 25 - Oct 26

[](https://www.expedia.ca/North-Clarendon-Hotels-OPEN-Custom-Vacation-Retreat-In-Killington-Valley.h107773414.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)

![Pool](https://images.trvl-media.com/lodging/108000000/107450000/107442100/107442045/b376ced0.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)

![Interior](https://images.trvl-media.com/lodging/108000000/107450000/107442100/107442045/72524433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bear Pass - Mountain View by RedAwning

Sunderland

9.6/10

Exceptional

(4)

"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"

CA $351

CA $920 total

includes taxes & fees

Oct 13 - Oct 14

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

![1 bedroom, internet, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/5f732777.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"

CA $123

CA $367 total

includes taxes & fees

Oct 21 - Oct 22

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

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107990000/107988600/107988560/db2c83c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107990000/107988600/107988560/2817b467_edited_f25f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107990000/107988600/107988560/3b36d0f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/108000000/107990000/107988600/107988560/789d3160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 4-bedroom Ski house in Stratton with Shuttle or walk to slope.

Stratton

10/10

Exceptional

(7)

"Awesome."

CA $1,443

CA $2,805 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Stratton-Hotels-Charming-4-Bedroom-Ski-House-In-Stratton-With-Shuttle-Or-Walk-To-Slope.h107988560.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/120000000/119350000/119345400/119345369/344bf597.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119350000/119345400/119345369/3516607a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/120000000/119350000/119345400/119345369/50226a67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119350000/119345400/119345369/391773c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tranquil farmhouse in Manchester - perfect for ski or summer fun!

Manchester

CA $469

CA $966 total

includes taxes & fees

Oct 15 - Oct 16

[](https://www.expedia.ca/Manchester-Center-Hotels-Tranquil-Farmhouse-In-Manchester-Perfect-For-Ski-Or-Summer-Fun.h119345369.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)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/77000000/76910000/76905900/76905876/2d0018d0.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)

### Mountain Oasis - 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)."

CA $206

CA $839 total

includes taxes & fees

Oct 14 - Oct 15

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

![Property grounds](https://images.trvl-media.com/lodging/79000000/78350000/78346600/78346551/1b14341b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/79000000/78350000/78346600/78346551/61a344ee.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/79000000/78350000/78346600/78346551/ca6ca59e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78350000/78346600/78346551/0ee53554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 220 Year Colonial with a spectacular view

Tinmouth

9.6/10

Exceptional

(5)

"The pictures do no justice to the homely beauty of the Tinmouth house. Every room is a treasure and it’s amenities are lovely. My friends and I are already planning a return visit."

CA $384

CA $841 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Wallingford-Hotels-Cozy-220-Year-Colonial-With-A-Spectacular-View.h78346551.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)

![Exterior](https://images.trvl-media.com/lodging/110000000/109090000/109080100/109080071/ca1fa36f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109090000/109080100/109080071/a78d98f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Secluded Mountain Retreat: Gorgeous Views, Five Mins to Stratton, Sauna, Firepit

Winhall

9.2/10

Wonderful

(10)

"No hassles great place as described in listing. Clean and has all necessary amenities. Would happily stay there again "

CA $377

CA $1,004 total

includes taxes & fees

Oct 16 - Oct 17

[](https://www.expedia.ca/Bondville-Hotels-Gorgeous-Views.h109080071.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72290000/72281200/72281108/775424f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/73000000/72290000/72281200/72281108/a019d42d.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/73000000/72290000/72281200/72281108/f3a0ed0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/73000000/72290000/72281200/72281108/ea3b874b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### This house is a 4 bedroom(s), 2.5 bathrooms, located in Jamaica, VT.

Jamaica

9.0/10

Wonderful

(6)

"Great location. House was recently updated but has some older charm in parts. Fun and cozy. Hot tub was great the first day but smell seemed off the next day. Perhaps more chlorine was needed. Great time , great trip. Pet friendly is a bonus and the house looks never used so the cleaning crew is doing great work. Will rent again next year perhaps !"

CA $539

CA $1,108 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Jamaica-Hotels-This-House-Is-A-4-Bedroom.h72281108.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/114000000/113430000/113421900/113421884/e50a37f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113430000/113421900/113421884/6c6e04a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113430000/113421900/113421884/4f6dfe14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/114000000/113430000/113421900/113421884/6b78a6fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming mountain retreat with pool, fire pit, glamping loft, and endless views

Weston

9.8/10

Exceptional

(7)

"Our family's stay at this stunning Vermont retreat was nothing short of exceptional! From the moment we arrived, we were blown away by the beauty comfort and cleanliness of this farmhouse-style home. The location is truly ideal, nestled in the Green Mountain National forest. The house itself is a dream. The kitchen was a joy to cook in, and the spacious dining room with its breathtaking views made every meal special. With multiple living spaces, we had plenty of space to relax and unwind after a...

CA $926

CA $1,453 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Weston-Hotels-Charming-Ski-House-With-Heated-Plunge-Pool-In-Peaceful-Weston.h113421884.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/111940000/111931800/111931794/eb951a0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books, music library](https://images.trvl-media.com/lodging/112000000/111940000/111931800/111931794/37921a0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111940000/111931800/111931794/60a8a164.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111940000/111931800/111931794/5fde27da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

Winhall

10/10

Exceptional

(6)

"Great location, large space for family, good amenities, love the fireplace and coffee set up."

CA $483

CA $1,197 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Bondville-Hotels-Spacious-Mountain-Retreat.h111931794.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=2025-10-23&endDate=2025-10-24&regionId=3000459728&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true)

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## Top Rupert Hotel Reviews

![The Equinox Golf Resort & Spa](//images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0d30b96a_y.jpg)

### The Equinox Golf Resort & Spa

10/10 Excellent

"Beautiful hotel! "

[](https://expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.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

"Very courteous staff"

[](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.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

"Good time"

[](https://expedia.ca/Bennington-Hotels-The-Palmer-House-Resort.h6028480.Hotel-Information)

![The Manchester View](//images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/b534a8c8_y.jpg)

### The Manchester View

10/10 Excellent

"Clean comfortable room! The lady at front desk very friendly and helpful. I liked the porch,with chairs out the back of room that I could sit and just enjoy the beautiful scenery of the green mountains."

[](https://expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information)

![Bromley View Inn](//images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/85d1c6cb_y.jpg)

### Bromley View Inn

10/10 Excellent

"Older ski mountain motel, kind of a homey feeling. Our stay was very quiet and comfortable. Would stay again"

[](https://expedia.ca/Bennington-Hotels-Bromley-View-Inn.h1502963.Hotel-Information)

![The Inn at Manchester](//images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/534fcc92_y.jpg)

### The Inn at Manchester

10/10 Excellent

"All was great, fantastic staff and owners!"

[](https://expedia.ca/Bennington-Hotels-The-Inn-At-Manchester.h1505817.Hotel-Information)

![The Olympia Lodge](//images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/c701f02d_y.jpg)

### The Olympia Lodge

10/10 Excellent

"The lodge is not extravagant, but the breakfast is. The hosts are knowledgeable and friendly. They make you feel like you are a relatives, not a hotel.."

[](https://expedia.ca/Bennington-Hotels-The-Olympia-Lodge.h9257616.Hotel-Information)

![The Black Bear Lodge at Stratton Mountain Resort](//images.trvl-media.com/lodging/1000000/810000/800800/800765/a75b732a_y.jpg)

### The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent

"The mountain view was nice. "

[](https://expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information)

![Weathervane Motel](//images.trvl-media.com/lodging/11000000/10430000/10429400/10429394/17ddc189_y.jpg)

### Weathervane Motel

10/10 Excellent

"Needed a place to stay overnight before the Peru Fair. Arrived a little later in the evening, but was greeted with a friendly smile and checked in immediately. Room was clean, way bigger than I expected, and had everything I needed for an overnight stay. It was dark when I arrived and when I left, but parking area was very well lit and I enjoyed a nice quiet night. Great price and a huge value for the area. "

[](https://expedia.ca/Bennington-Hotels-Weathervane-Motel.h10429394.Hotel-Information)

## Find out more about Rupert

## Rupert Vacation Homes information

| Number of reviews | 160 |
| --- | --- |
| Accommodation | 416 Vacation Homes |
| Lowest Price | CA $338 |
| Highest Price | CA $2,805 |

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