Title: Rupert Vacation Rentals from CA $428: Short-Term Rentals for 2026 | Expedia.ca

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![Vermont Foliage](https://images.trvl-media.com/place/3000459728/0596c53e-acf8-4425-a7ad-1840b2dc5352.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/3000459728/0596c53e-acf8-4425-a7ad-1840b2dc5352.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 24 - Jul 26](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Rupert vacation rentals

![Interior](https://images.trvl-media.com/lodging/108000000/107160000/107157400/107157394/4f7d918f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/108000000/107160000/107157400/107157394/fe27a3fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107160000/107157400/107157394/ecf344dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107160000/107157400/107157394/4cb3a4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful country cabin with hot tub and outdoor shower in Londonderry

[](https://www.expedia.ca/Londonderry-Hotels-Beautiful-Country-Cabin-With-Hot-Tub-And-Outdoor-Shower-In-Londonderry.h107157394.Hotel-Information)

Londonderry

10/10

Exceptional

(3 reviews)

"Stay is very cozy and rustic. Be prepared for house to be cold when you show up. Host is very responsive and accommodating."

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

Michael D.

CA $206

CA $506 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Londonderry-Hotels-Beautiful-Country-Cabin-With-Hot-Tub-And-Outdoor-Shower-In-Londonderry.h107157394.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/83000000/82950000/82945200/82945159/c01ec95e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/83000000/82950000/82945200/82945159/0a9e241b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82950000/82945200/82945159/18e42197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/83000000/82950000/82945200/82945159/1e1c1bc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!

[](https://www.expedia.ca/Fort-Ann-Hotels-Waterfront-Cottage-With-Fireplace-20-Min-From-Lake-George.h82945159.Hotel-Information)

Fort Ann

10/10

Exceptional

(24 reviews)

"Wonderful stay at a GREAT property!Couldn't ask for more!"

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

Robert H.

[](https://www.expedia.ca/Fort-Ann-Hotels-Waterfront-Cottage-With-Fireplace-20-Min-From-Lake-George.h82945159.Hotel-Information)

![Children's area](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/1b417e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/2da73c3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/965a693c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/c7526449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Bromley Retreat

[](https://www.expedia.ca/Peru-Hotels-Charming-One-Bedroom-Condo-On-Bromley-Mountain.h107448633.Hotel-Information)

Bromley Mountain

9.6/10

Exceptional

(12 reviews)

"Great location, steps to the Plaza trail, clean and well stocked with kitchen gear, towels etc. The furniture is a little dated but overall a great place to stay! Loved it!"

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

Barb C.

CA $126

CA $454 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Peru-Hotels-Charming-One-Bedroom-Condo-On-Bromley-Mountain.h107448633.Hotel-Information)

![TV, books](https://images.trvl-media.com/lodging/34000000/33740000/33734600/33734584/defca110.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/34000000/33740000/33734600/33734584/aed40cd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33740000/33734600/33734584/6958837e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33740000/33734600/33734584/79c166d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful Cottage Retreat

[](https://www.expedia.ca/Cambridge-Hotels-Peaceful-Cottage-Retreat.h33734584.Hotel-Information)

cambridge

9.8/10

Exceptional

(47 reviews)

"Perfect little stay. Best parts of being out in the middle of the woods that also has great cell service. Everything you'd need to enjoy a couple days out in "

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

Victor L.

CA $173

CA $262 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Cambridge-Hotels-Peaceful-Cottage-Retreat.h33734584.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89710000/89700500/89700465/w906h683x59y0-81ea00c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/90000000/89710000/89700500/89700465/w904h683x60y0-62d4a56d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Interior](https://images.trvl-media.com/lodging/90000000/89710000/89700500/89700465/w506h639x259y44-0fd7b2c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Shaftsbury

9.8/10

Exceptional

(32 reviews)

"Great place!!"

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

Margaret D.

CA $137

CA $342 total

includes taxes & fees

Apr 3 - Apr 4

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

![TV, stereo](https://images.trvl-media.com/lodging/108000000/107780000/107773500/107773414/b288df60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107780000/107773500/107773414/e70842b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, stereo](https://images.trvl-media.com/lodging/108000000/107780000/107773500/107773414/99cb431b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107780000/107773500/107773414/fdc22138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Clarendon

9.0/10

Wonderful

(4 reviews)

"Beautiful house! It had everything we needed for a fun and relaxing week. "

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

Joshua

CA $157

CA $534 total

includes taxes & fees

Apr 4 - Apr 5

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

![Exterior](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/a4954c3c.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)

![A heated pool](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/cea2d009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Stratton

7.8/10

Good

(57 reviews)

"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 $103

CA $343 total

includes taxes & fees

Apr 7 - Apr 8

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

![Exterior](https://images.trvl-media.com/lodging/104000000/103590000/103582500/103582490/1b33e3b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/104000000/103590000/103582500/103582490/2382fc0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103590000/103582500/103582490/e1e135fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103590000/103582500/103582490/w1179h1473x0y0-1190758b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Romantic Riverbed Treehouse - hot tub & new sauna!

[](https://www.expedia.ca/Londonderry-Hotels-Romantic-Riverbed-Treehouse-Hot-Tub-New-Sauna.h103582490.Hotel-Information)

londonderry

9.0/10

Wonderful

(6 reviews)

"Great little space"

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

John

CA $261

CA $902 total

includes taxes & fees

Apr 13 - Apr 14

[](https://www.expedia.ca/Londonderry-Hotels-Romantic-Riverbed-Treehouse-Hot-Tub-New-Sauna.h103582490.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74110000/74100100/74100040/98181c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74110000/74100100/74100040/74c7fd79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74110000/74100100/74100040/cda234b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74110000/74100100/74100040/76d59ca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

[](https://www.expedia.ca/Stratton-Hotels-Mountain-View-Condo-With-Fast-WiFi.h74100040.Hotel-Information)

Stratton

7.4/10

Good

(21 reviews)

"A great weekend. The property was clean and comfortable."

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

Joan P.

CA $185

CA $538 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Stratton-Hotels-Mountain-View-Condo-With-Fast-WiFi.h74100040.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/90000000/89550000/89541000/89540910/f8d749ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/90000000/89550000/89541000/89540910/57d42e68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/90000000/89550000/89541000/89540910/dc8751a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/90000000/89550000/89541000/89540910/bf43c699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely ski-in/out condo steps from ski lift with trails and amazing views

[](https://www.expedia.ca/Stratton-Hotels-Lovely-Ski-Inout-Condo-Steps-From-Ski-Lift-With-Trails-And-Amazing-Views.h89540910.Hotel-Information)

Stratton

8.4/10

Very good

(32 reviews)

"We loved staying at the townhome. It was a welcome place to stay while we traveled around, enjoying fall. It was very comfortable and the village amenities were great."

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

John N.

CA $99

CA $428 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Stratton-Hotels-Lovely-Ski-Inout-Condo-Steps-From-Ski-Lift-With-Trails-And-Amazing-Views.h89540910.Hotel-Information)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/107000000/106680000/106675000/106674947/3e9df2f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/107000000/106680000/106675000/106674947/4c677d14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106680000/106675000/106674947/098ed9b5.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)

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

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

Londonderry

7.0/10

Good

(2 reviews)

"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 $352

CA $694 total

includes taxes & fees

Apr 7 - Apr 8

[](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/104000000/103490000/103490000/103489995/3081d55f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103490000/103490000/103489995/00165d5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103490000/103490000/103489995/ff9732b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103490000/103490000/103489995/179138f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Insanely romantic treehouse perched next to a stream and rolling hills.

[](https://www.expedia.ca/Londonderry-Hotels-Insanely-Romantic-Treehouse-Perched-Next-To-A-Stream-And-Rolling-Hills.h103489995.Hotel-Information)

Londonderry

10/10

Exceptional

(2 reviews)

"Very nice secluded treehouse. We would definitely recommend!"

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

Beth H.

CA $549

CA $1,239 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Londonderry-Hotels-Insanely-Romantic-Treehouse-Perched-Next-To-A-Stream-And-Rolling-Hills.h103489995.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/90000000/89070000/89068200/89068117/245ee0c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/90000000/89070000/89068200/89068117/2f6c29d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89070000/89068200/89068117/db97c90e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89070000/89068200/89068117/2ffb8ff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!

[](https://www.expedia.ca/Londonderry-Hotels-Summit-View-Cottage-Close-To-Stratton-Mountain.h89068117.Hotel-Information)

Londonderry

10/10

Exceptional

(10 reviews)

"Great location, well-designed house, and a beautiful view."

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

Marcel P.

CA $343

CA $888 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Londonderry-Hotels-Summit-View-Cottage-Close-To-Stratton-Mountain.h89068117.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/39000000/38840000/38839300/38839270/423b678f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/39000000/38840000/38839300/38839270/0a4efcb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/39000000/38840000/38839300/38839270/c28fac4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/39000000/38840000/38839300/38839270/1e5eab43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious apartment in beautiful, historic Arlington VT

[](https://www.expedia.ca/Bennington-Hotels-Spacious-Apartment-In-Beautiful.h38839270.Hotel-Information)

Arlington

10/10

Exceptional

(61 reviews)

"This home was spacious, super clean, and in a great location. "

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

Des C.

CA $237

CA $336 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Bennington-Hotels-Spacious-Apartment-In-Beautiful.h38839270.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/f5d0c9b9.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/97000000/96220000/96211300/96211209/464b1801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/996bc915.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/ef649af5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Jamaica

9.6/10

Exceptional

(25 reviews)

"I stayed here for a few days in October with friends. We had some initial confusion with the door locks, but the hosts were able to resolve it quickly.Great location, tons of sleeping and living space, and the hot tub was a welcome addition. We had a great time and would recommend this spot."

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

Jonathan E.

CA $304

CA $1,243 total

includes taxes & fees

Apr 6 - Apr 7

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

![Exterior](https://images.trvl-media.com/lodging/127000000/126630000/126624000/126623945/a7755447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/127000000/126630000/126624000/126623945/9c1c0ada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, table tennis](https://images.trvl-media.com/lodging/127000000/126630000/126624000/126623945/0823414a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, table tennis](https://images.trvl-media.com/lodging/127000000/126630000/126624000/126623945/8c89167c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna

[](https://www.expedia.ca/Stratton-Hotels-Walk-To-Lifts.h126623945.Hotel-Information)

Stratton

8.0/10

Very good

(1 review)

"Great location and covered parking. "

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

Jonathan M.

CA $110

CA $272 total

includes taxes & fees

Apr 14 - Apr 15

[](https://www.expedia.ca/Stratton-Hotels-Walk-To-Lifts.h126623945.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/119000000/118760000/118754500/118754448/527e393f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/119000000/118760000/118754500/118754448/1a688f8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118760000/118754500/118754448/f0755ad3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118760000/118754500/118754448/d78262e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Home with Colonial Charm in Manchester

[](https://www.expedia.ca/Manchester-Center-Hotels-Historic-Home-With-Colonial-Charm-In-Manchester.h118754448.Hotel-Information)

Manchester

CA $153

CA $554 total

includes taxes & fees

Apr 15 - Apr 16

[](https://www.expedia.ca/Manchester-Center-Hotels-Historic-Home-With-Colonial-Charm-In-Manchester.h118754448.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/127000000/126780000/126773100/126773059/eec23673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/127000000/126780000/126773100/126773059/db0bd570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room](https://images.trvl-media.com/lodging/127000000/126780000/126773100/126773059/w2696h2025x0y0-2edb214d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/127000000/126780000/126773100/126773059/48833132.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quiet Apt. close to Okemo and Killington. Off Rt. 7 with private driveway.

[](https://www.expedia.ca/Wallingford-Hotels-Quiet-Apt-Close-To-Okemo-And-Killington-Off-Rt-7-With-Private-Driveway.h126773059.Hotel-Information)

Wallingford

CA $119

CA $242 total

includes taxes & fees

Apr 3 - Apr 4

[](https://www.expedia.ca/Wallingford-Hotels-Quiet-Apt-Close-To-Okemo-And-Killington-Off-Rt-7-With-Private-Driveway.h126773059.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/31000000/30450000/30441500/30441410/fbc19381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, Netflix, Hulu](https://images.trvl-media.com/lodging/31000000/30450000/30441500/30441410/209d0106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/31000000/30450000/30441500/30441410/e1b9d717.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/31000000/30450000/30441500/30441410/ba659a51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Vermont A-Frame Mountain Retreat

[](https://www.expedia.ca/Bondville-Hotels-The-Vermont-A-Frame-Mountain-Retreat.h30441410.Hotel-Information)

Winhall

9.8/10

Exceptional

(27 reviews)

"Great home, perfect weekend away at Stratton. Host was great and so was the property"

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

Kevin M.

CA $232

CA $780 total

includes taxes & fees

Apr 16 - Apr 17

[](https://www.expedia.ca/Bondville-Hotels-The-Vermont-A-Frame-Mountain-Retreat.h30441410.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/119000000/118930000/118925300/118925261/cacc5348.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118930000/118925300/118925261/58607bff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118930000/118925300/118925261/aedd8286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118930000/118925300/118925261/3485b063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Mountain Retreat w/ Chef’s Kitchen

[](https://www.expedia.ca/Manchester-Center-Hotels-Modern-Mountain-Retreat-W-Chefs-Kitchen.h118925261.Hotel-Information)

Manchester

CA $165

CA $569 total

includes taxes & fees

Apr 14 - Apr 15

[](https://www.expedia.ca/Manchester-Center-Hotels-Modern-Mountain-Retreat-W-Chefs-Kitchen.h118925261.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.

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## Find vacation rentals that suit your style

Private vacation homes

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Cabins

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Condos

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Cottages

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Aparthotels

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Apartments

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Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America&regionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=CHALET)

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## Top Rupert Hotel Reviews

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

### Hampton Inn and Suites Manchester

8/10 Good

"Great business center and laundry facilities. "

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

![The Black Bear Lodge at Stratton Mountain Resort](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/ac6aa3fb_y.jpg)

### The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent

"Amazing hotel"

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

![Aspen At Manchester](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/cbf700aa_y.jpg)

### Aspen At Manchester

10/10 Excellent

"Excellent location, v"

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

![Four Winds Country Motel](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640832/c7e6e735_y.jpg)

### Four Winds Country Motel

6/10 Okay

"Basic place to stay. Fine for one night. Bathroom was clean. Bed was comfortable. "

[](https://expedia.ca/Bennington-Hotels-Four-Winds-Country-Motel.h7640832.Hotel-Information)

![The Manchester View](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/738a0d56_y.jpg)

### The Manchester View

10/10 Excellent

"The "

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

![The Reluctant Panther Inn and Restaurant](https://images.trvl-media.com/lodging/4000000/3910000/3908500/3908442/b36aec9e_y.jpg)

### The Reluctant Panther Inn and Restaurant

10/10 Excellent

"It feels like home when we stay here. The staff is friendly and welcoming. Our room was upgraded and we loved the fireplace and jacuzzi tub! Breakfast is delivered right to your room in a lovely picnic basket. This was our second stay. We will definitely be back. "

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

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

### Weathervane Motel

6/10 Okay

"Took 5 minutes for w"

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

![The Equinox Golf Resort & Spa](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/fddf0cb9_y.jpg)

### The Equinox Golf Resort & Spa

10/10 Excellent

"We love the Equinox. We usually stay here during ski season. Always looking forward to rest after a long day of ski. Amenities are amazing, the restaurant and bar are great to eat and hangout. "

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

![Toll Road Inn](https://images.trvl-media.com/lodging/8000000/7660000/7652200/7652200/94368990_y.jpg)

### Toll Road Inn

10/10 Excellent

"While located on a main road into Manchester, we didn’t notice any traffic noise and the back view looks like you’re in the middle of the forest. The room was excellently suited to our needs. We especially enjoyed having two comfortable chairs and a small table to use. Good size and comfortable beds. Very clean. Staff was very friendly and helpful ."

[](https://expedia.ca/Bennington-Hotels-Toll-Road-Inn.h7652200.Hotel-Information)

## Find out more about Rupert

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Rupert. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Rupert ](https://expedia.ca/Rupert-Private-Vacation-Homes.d3000459728-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Rupert ](https://expedia.ca/Rupert-Cottages.d3000459728-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Rupert ](https://expedia.ca/Rupert-Apartments.d3000459728-aaApartments.Travel-Guide-Accommodation)
- [Condo Rentals in Rupert ](https://expedia.ca/Rupert-Condos.d3000459728-aaCondos.Travel-Guide-Accommodation)
- [Cabin Rentals in Rupert ](https://expedia.ca/Rupert-Cabins.d3000459728-aaCabins.Travel-Guide-Accommodation)
- [Chalets in Rupert ](https://expedia.ca/Rupert-Chalets.d3000459728-aaChalets.Travel-Guide-Accommodation)
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- [Motels in Rupert ](https://expedia.ca/Rupert-Motels.d3000459728-aaMotels.Travel-Guide-Accommodation)
- [RV Parks in Rupert ](https://expedia.ca/Rupert-RV-Parks.d3000459728-aaRVParks.Travel-Guide-Accommodation)
- [Guest Houses in Rupert ](https://expedia.ca/Rupert-Guest-Houses.d3000459728-aaGuestHouses.Travel-Guide-Accommodation)
- [Lodges in Rupert ](https://expedia.ca/Rupert-Lodges.d3000459728-aaLodges.Travel-Guide-Accommodation)
- [Aparthotels in Rupert ](https://expedia.ca/Rupert-Apart-Hotels.d3000459728-aaApartHotels.Travel-Guide-Accommodation)
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- [Inns in Rupert ](https://expedia.ca/Rupert-Inns.d3000459728-aaInns.Travel-Guide-Accommodation)

## Frequently asked questions

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