Title: Rupert Vacation Home Rentals from CA $315: 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

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Rupert 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)

![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)

![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)

### 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 $113

CA $315 total

includes taxes & fees

Dec 2 - Dec 3

[](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)

![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)

![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)

### 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 $634 total

includes taxes & fees

Dec 8 - Dec 9

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

![Interior](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/cc74d03c.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)

### 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 $138

CA $399 total

includes taxes & fees

Dec 2 - Dec 3

[](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 $271

CA $1,063 total

includes taxes & fees

Dec 3 - Dec 4

[](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)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106680000/106675000/106674947/eeebd729.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

8.0/10

Very good

(1)

"I was "sold" & excited when I saw the pictures online bc the barn looked really neat. Although the barn was a neat concept, the pictures ARE NOT accurate, it is not as updated as pictured & it was VERY DISAPPOINTING. I now understand the non-refundable policy bc what you see online is definitely NOT what you walked into when you opened the door & they don't want to have to give people their back. Although we had fun, the accommodations were VERY misleading & disappointing. "

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

Christine M.

CA $355

CA $698 total

includes taxes & fees

Dec 2 - Dec 3

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

![TV, books](https://images.trvl-media.com/lodging/108000000/107450000/107442100/107442045/7ad5d53b.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 $351

CA $916 total

includes taxes & fees

Dec 2 - Dec 3

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

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/107000000/106900000/106898600/106898502/ab4b59d0.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 $334

CA $647 total

includes taxes & fees

Dec 2 - Dec 3

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

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

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 $217

CA $689 total

includes taxes & fees

Dec 2 - Dec 3

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

![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)

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

shushan

9.6/10

Exceptional

(20)

"Lovely home. Very pet friendly. "

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

Kimberly D.

CA $314

CA $526 total

includes taxes & fees

Dec 2 - Dec 3

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

![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)

![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

9.6/10

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 $273

CA $887 total

includes taxes & fees

Dec 2 - Dec 3

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

![Dining](https://images.trvl-media.com/lodging/73000000/72290000/72281200/72281108/ea3b874b.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)

![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)

### Family-friendly A-Frame near Stratton, Bromley & Magic — hot tub retreat in the quiet, peaceful woods

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 !"

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

Michael C.

CA $454

CA $1,006 total

includes taxes & fees

Dec 2 - Dec 3

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

![Interior](https://images.trvl-media.com/lodging/79000000/78350000/78346600/78346551/2d863e5d.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)

"Beautiful place. We had a great time. "

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

Laurel W.

CA $405

CA $869 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Wallingford-Hotels-Cozy-220-Year-Colonial-With-A-Spectacular-View.h78346551.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 | Pool](https://images.trvl-media.com/lodging/108000000/107450000/107440200/107440119/f28aa52b.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 | 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. "

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

Manish

CA $351

CA $904 total

includes taxes & fees

Dec 3 - Dec 4

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

9.6/10

Exceptional

(4)

"Host was accommodating with responses."

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

Michael S.

CA $287

CA $704 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/South-Londonderry-Hotels-Mtn-View-Hot-Tub-Magic-View-In-Scenic-Vermont.h75026827.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/77000000/76910000/76905900/76905876/0e44f29d.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)

![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)

### 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 $287

CA $1,124 total

includes taxes & fees

Dec 3 - Dec 4

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91550000/91543200/91543112/13eea7cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/92000000/91550000/91543200/91543112/c8cba7dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91550000/91543200/91543112/81431cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91550000/91543200/91543112/2298eb68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton

Stratton

10/10

Exceptional

(14)

"This house was amazing! The house was beautifully furnished and clean, and the workout equipment in the barn and the hot tub were great! We rented this with our extended family, and everyone agreed that this was one of the nicest houses that we have stayed in! We would definitely stay here again!"

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

Vicki W.

CA $672

CA $1,410 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/West-Wardsboro-Hotels-Cozy-Home-Mins-From-Stratton-Mount-Snow.h91543112.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)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120120000/120119000/120119000/ca1442d5.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)

![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 $319

CA $793 total

includes taxes & fees

Dec 3 - Dec 4

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

![Interior](https://images.trvl-media.com/lodging/114000000/113720000/113710300/113710276/337813ed.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)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113720000/113710300/113710276/w1393h936x1y12-5bebcec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Condo Stratton Mountain

Stratton

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

![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)

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

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

Winhall

10/10

Exceptional

(8)

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

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

Eitan S.

CA $673

CA $1,436 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Bondville-Hotels-Spacious-Mountain-Retreat.h111931794.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/114000000/113430000/113421000/113420944/2a83473d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113430000/113421000/113420944/77de0f67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/114000000/113430000/113421000/113420944/c5222d31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113430000/113421000/113420944/35cee95a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gorgeous couples barn with WiFi & hot tub in lovely Londonderry

Londonderry

10/10

Exceptional

(1)

CA $799

CA $1,294 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Londonderry-Hotels-Gorgeous-Couples-Barn-With-WiFi-Hot-Tub-In-Lovely-Londonderry.h113420944.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=2025-12-15&endDate=2025-12-16&regionId=3000459728&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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Limited-time deals: save up to 50% on select hotels

[Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_3000459728)

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[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FRupert-Private-Vacation-Homes.d3000459728-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FRupert-Private-Vacation-Homes.d3000459728-aaPrivateVacationHomes.Travel-Guide-Accommodation)

## Top Rupert Hotel Reviews

![Sun Lodge](https://images.trvl-media.com/lodging/2000000/1160000/1157400/1157354/3e494820_y.jpg)

### Sun Lodge

10/10 Excellent

"Clean room, friendly staff… only setback is the bar closed early 😅"

[](https://expedia.ca/Bennington-Hotels-The-Lodge-At-Bromley.h1157354.Hotel-Information)

![The Reluctant Panther Inn and Restaurant](https://images.trvl-media.com/lodging/4000000/3910000/3908500/3908442/8359157a_y.jpg)

### The Reluctant Panther Inn and Restaurant

10/10 Excellent

"Very nice room. Went for our anniversary. Romantic setting "

[](https://expedia.ca/Bennington-Hotels-The-Reluctant-Panther-Inn-And-Restaurant.h3908442.Hotel-Information)

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

### The Inn at Manchester

10/10 Excellent

"Yes. The room was clean and beautiful!"

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

![Aspen At Manchester](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/6f88107a_y.jpg)

### Aspen At Manchester

10/10 Excellent

"Great location Everything updated Pleasant greeting in lobby"

[](https://expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information)

![Hampton Inn and Suites Manchester](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg)

### Hampton Inn and Suites Manchester

10/10 Excellent

"It was great. The room was wonderful and the staff great."

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

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

### The Equinox Golf Resort & Spa

10/10 Excellent

"Courteous staff Clean room"

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

![The Inn at Ormsby Hill](https://images.trvl-media.com/lodging/7000000/6030000/6025500/6025401/dda7c041_y.jpg)

### The Inn at Ormsby Hill

10/10 Excellent

"The Inn, the staff, and the town are excellent. Very convenient to all Manchester has to offer yet far enough away to enjoy peace. Room was excellent with fireplace and jet tub. Only detractor was footsteps above if your on a lower floor (yes realizing it’s an old inn and those type of things can be expected). Breakfast was great and the innkeepers are very attentive and personable. Would definitely stay there again. "

[](https://expedia.ca/Bennington-Hotels-The-Inn-At-Ormsby-Hill.h6025401.Hotel-Information)

![Kimpton Taconic Hotel by IHG](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572989/72cb9377_y.jpg)

### Kimpton Taconic Hotel by IHG

10/10 Excellent

"Staff was great. Our room was okay… broken blinds and lots of scuffs on walls"

[](https://expedia.ca/Bennington-Hotels-Kimpton-Taconic-Hotel.h1572989.Hotel-Information)

![The Palmer House Resort, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/9c9da73f_y.jpg)

### The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent

"Room was fantastic, had a lovely stay."

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

## Find out more about Rupert

## Rupert Vacation Homes information

| Number of reviews | 194 |
| --- | --- |
| Accommodation | 371 Vacation Homes |
| Lowest Price | CA $315 |
| Highest Price | CA $1,436 |

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-   [Vacation Homes in West Pawlet](https://www.expedia.ca/West-Pawlet-Private-Vacation-Homes.d553248635975851709-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Rv Parks in West Rupert](https://www.expedia.ca/West-Rupert-RV-Parks.d553248635976385904-aaRVParks.Travel-Guide-Accommodation)

-   [Flights to Manchester](https://www.expedia.ca/Cheap-Flights-To-Manchester.d129374.Travel-Guide-Flights)
-   [Flights to Sunderland](https://www.expedia.ca/Cheap-Flights-To-Sunderland.d6324879.Travel-Guide-Flights)

-   [Arlington Green Covered Bridge](https://www.expedia.ca/Arlington-Green-Covered-Bridge-Arlington.d6179917.Vacation-Attraction)
-   [Dorset Vacations](https://www.expedia.ca/Dorset.d184046.Destination-Travel-Guides)
-   [Emerald Lake State Park](https://www.expedia.ca/Emerald-Lake-State-Park-East-Dorset.d6265781.Vacation-Attraction)
-   [Golf Club at Equinox](https://www.expedia.ca/Golf-Club-At-Equinox-Manchester.d6179922.Vacation-Attraction)
-   [Mount Equinox](https://www.expedia.ca/Mount-Equinox-Arlington.d6330471.Vacation-Attraction)

-   [Car rental Manchester Center](https://www.expedia.ca/Car-Rentals-In-Manchester-Center.d129382.Car-Rental-Guide)
-   [Car rental Manchester](https://www.expedia.ca/Car-Rentals-In-Manchester.d129374.Car-Rental-Guide)
-   [Jace Rental Cars in Sandgate](https://www.expedia.ca/Jace-Car-Rentals-In-Sandgate.d553248635975871795-c1096.Car-Rental-Guide-Suppliers)
-   [Movida Rent A Car Rental Cars in Sandgate](https://www.expedia.ca/Movida-Rent-A-Car-Car-Rentals-In-Sandgate.d553248635975871795-c1083.Car-Rental-Guide-Suppliers)

-   [Manchester Vacation Rentals](https://www.expedia.ca/Manchester-Vacation-Rentals.d129374.Travel-Guide-VacationRentals)

-   [Book Vacation Homes in Rupert on Expedia.com](https://www.expedia.com/Rupert-Private-Vacation-Homes.d3000459728-aaPrivateVacationHomes.Travel-Guide-Accommodation)