Title: Winston Vacation Rentals from CA $234: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248634983144235&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=553248634983144235&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=553248634983144235&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=553248634983144235&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 Winston vacation rentals

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111440000/111430300/111430260/9cf6e0a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111440000/111430300/111430260/d20da715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111440000/111430300/111430260/746d27ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111440000/111430300/111430260/3a3fb05c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Refined Modern Alpine Silos Cabin on 1,500 Acres / Private Mountain Retreat for4

[](https://www.expedia.ca/Townsend-Hotels-Cozy-Cabin-In-Serene-Townsend-With-WiFi-Access.h111430260.Hotel-Information)

Townsend

10/10

Exceptional

(5 reviews)

"Beautiful property and a true escape into the heart of Montana. What a wonderful place for us to celebrate our 30th anniversary. Thank you!!!!"

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

Sheila E.

CA $298

CA $545 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Townsend-Hotels-Cozy-Cabin-In-Serene-Townsend-With-WiFi-Access.h111430260.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/112000000/111440000/111430200/111430190/c28edaac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111440000/111430200/111430190/d0b3537e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111440000/111430200/111430190/bc97a287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/112000000/111440000/111430200/111430190/359f30b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Refined Modern Alpine Silos Cabin on 1,500 Private Acres/Mountain Retreat for 4

[](https://www.expedia.ca/Townsend-Hotels-Repurposed-Grain-Silos.h111430190.Hotel-Information)

Townsend

10/10

Exceptional

(1 review)

"Location awesome and clean cabin "

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

Meghan J.

CA $312

CA $563 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Townsend-Hotels-Repurposed-Grain-Silos.h111430190.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/24000000/23610000/23603400/23603383/426ce761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23610000/23603400/23603383/8624c2eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/24000000/23610000/23603400/23603383/4a4bd3fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/24000000/23610000/23603400/23603383/3fb7a996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ranch House in the Elkhorn Mountains

[](https://www.expedia.ca/East-Helena-Hotels-Ranch-House-In-Elkhorn-Mountains.h23603383.Hotel-Information)

Clancy

10/10

Exceptional

(117 reviews)

"Great remote location with views. Pet friendly & cozy!"

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

Holly G.

CA $187

CA $234 total

includes taxes & fees

Apr 18 - Apr 19

[](https://www.expedia.ca/East-Helena-Hotels-Ranch-House-In-Elkhorn-Mountains.h23603383.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/20000000/19920000/19912100/19912084/41739e0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/20000000/19920000/19912100/19912084/654b6db5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/20000000/19920000/19912100/19912084/22927364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/20000000/19920000/19912100/19912084/a4d12cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lee's apartment building on saddle mountain

[](https://www.expedia.ca/Helena-Hotels-Lees-Bunkhouse-On-Saddle-Mountain.h19912084.Hotel-Information)

Clancy

10/10

Exceptional

(64 reviews)

"So much thoughtful care was put into creating this bunkhouse retreat. We especially loved the friendly dogs that greeted us in the morning."

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

Audrey H.

CA $173

CA $315 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Helena-Hotels-Lees-Bunkhouse-On-Saddle-Mountain.h19912084.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76390000/76386700/76386630/a94d3f56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76390000/76386700/76386630/2ef80ea1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/77000000/76390000/76386700/76386630/9701cad8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Combined shower/tub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/77000000/76390000/76386700/76386630/dec416e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy townhouse close to Hospital & Capital

[](https://www.expedia.ca/Helena-Hotels-Cozy-Townhouse-Close-To-Hospital-Capital.h76386630.Hotel-Information)

Helena

10/10

Exceptional

(101 reviews)

"Perfect stay!"

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

Craig R.

CA $144

CA $288 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Helena-Hotels-Cozy-Townhouse-Close-To-Hospital-Capital.h76386630.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/92000000/91570000/91562200/91562139/w903h683x60y0-45219a3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91570000/91562200/91562139/w507h683x259y0-f48ce731.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91570000/91562200/91562139/w904h683x60y0-b90ee7ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91570000/91562200/91562139/w506h683x259y0-c6152df5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Style and comfort in Helena! Easy access to any part of Helena. No cleaning fees

[](https://www.expedia.ca/Helena-Hotels-Style-And-Comfort-In-Helena-Easy-Access-To-Any-Part-Of-Helena.h91562139.Hotel-Information)

Helena

10/10

Exceptional

(63 reviews)

"Very nice place, look even better in real life."

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

gage h.

CA $244

CA $297 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Helena-Hotels-Style-And-Comfort-In-Helena-Easy-Access-To-Any-Part-Of-Helena.h91562139.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/91000000/90160000/90159500/90159449/w1547h1030x0y9-0930983b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90160000/90159500/90159449/c2f56e7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/91000000/90160000/90159500/90159449/01c6fa1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/91000000/90160000/90159500/90159449/69e5f364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Helena Townhouse next to Skelton Park (Dog and kid friendly)

[](https://www.expedia.ca/Helena-Hotels-Helena-Townhouse-Next-To-Skelton-Park.h90159449.Hotel-Information)

Helena

10/10

Exceptional

(70 reviews)

"Enjoyed my stay, very pet friendly. "

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

Linda S.

CA $156

CA $244 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Helena-Hotels-Helena-Townhouse-Next-To-Skelton-Park.h90159449.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/127000000/126590000/126588700/126588690/7180be76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/127000000/126590000/126588700/126588690/e51635d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/127000000/126590000/126588700/126588690/dd2c2a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/127000000/126590000/126588700/126588690/31370665.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### South Hills - Sleeps 12+ - Sauna, Gym, Air Hockey

[](https://www.expedia.ca/Helena-Hotels-South-Hills-Sleeps-12-Sauna.h126588690.Hotel-Information)

Helena

CA $408

CA $1,000 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Helena-Hotels-South-Hills-Sleeps-12-Sauna.h126588690.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89670000/89664200/89664171/aeb98490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/90000000/89670000/89664200/89664171/69b2f6e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/90000000/89670000/89664200/89664171/e9e34ac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/90000000/89670000/89664200/89664171/50e3dbf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Suite 32 - King Suite

[](https://www.expedia.ca/Helena-Hotels-Suite-32-King-Suite.h89664171.Hotel-Information)

Helena

9.8/10

Exceptional

(17 reviews)

"Nice place to stay that avoids the hotel vibe."

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

Erik

CA $161

CA $211 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Helena-Hotels-Suite-32-King-Suite.h89664171.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/92000000/91900000/91890200/91890156/5b3689a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91900000/91890200/91890156/41e4efab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/92000000/91900000/91890200/91890156/926d6631.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/92000000/91900000/91890200/91890156/fbb1f0a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### PERFECT 2 bedroom, 1 bath Condo

[](https://www.expedia.ca/Helena-Hotels-PERFECT-2-Bedroom.h91890156.Hotel-Information)

Helena

9.6/10

Exceptional

(31 reviews)

"Great place definitely recommend for larger groups! Very clean and in a good neighborhood. Owner was very communicative and friendly. "

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

Alyssa H.

CA $210

CA $429 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Helena-Hotels-PERFECT-2-Bedroom.h91890156.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/120000000/119310000/119306100/119306003/408ecae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/120000000/119310000/119306100/119306003/f6ca1d47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119310000/119306100/119306003/w1357h896x0y7-9baeceaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/120000000/119310000/119306100/119306003/c1c33d8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Trails, Tails & Town – Pet-Friendly Stay Near It All

[](https://www.expedia.ca/Helena-Hotels-Trails.h119306003.Hotel-Information)

Helena

10/10

Exceptional

(4 reviews)

"Awesome great place!"

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

Valarie S.

CA $205

CA $252 total

includes taxes & fees

Apr 25 - Apr 26

[](https://www.expedia.ca/Helena-Hotels-Trails.h119306003.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78410000/78405500/78405459/52a6e1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78410000/78405500/78405459/d44e699c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78410000/78405500/78405459/3159b771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78410000/78405500/78405459/cef792bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment next to Cathedral in Historic Downtown Helena

[](https://www.expedia.ca/Helena-Hotels-Apartment-Next-To-Cathedral-In-Historic-Downtown-Helena.h78405459.Hotel-Information)

Helena

9.0/10

Wonderful

(33 reviews)

"Great place to stay that is right next to downtown! It was very clean when we arrived! Overall, great place to stay!"

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

Braden P.

CA $160

CA $325 total

includes taxes & fees

Apr 14 - Apr 15

[](https://www.expedia.ca/Helena-Hotels-Apartment-Next-To-Cathedral-In-Historic-Downtown-Helena.h78405459.Hotel-Information)

![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/90000000/89670000/89664200/89664145/4ebab3bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89670000/89664200/89664145/4ae74701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/90000000/89670000/89664200/89664145/3eb6054d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Combined shower/tub](https://images.trvl-media.com/lodging/90000000/89670000/89664200/89664145/c12f9119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin 25 - The Ski Lodge

[](https://www.expedia.ca/Helena-Hotels-Cabin-25-The-Ski-Lodge.h89664145.Hotel-Information)

Helena

8.8/10

Excellent

(6 reviews)

"Location and friendliness"

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

Isidor R.

CA $161

CA $211 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Helena-Hotels-Cabin-25-The-Ski-Lodge.h89664145.Hotel-Information)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108590000/108582500/108582473/43436a46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108590000/108582500/108582473/w1440h952x0y0-8c046ac6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/109000000/108590000/108582500/108582473/c1bda555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/109000000/108590000/108582500/108582473/f9ab852d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Giant View Home 

[](https://www.expedia.ca/Helena-Hotels-Giant-View-Home.h108582473.Hotel-Information)

Helena

10/10

Exceptional

(18 reviews)

"Convenient but tucked away location, so many windows made it beautiful in the snow!"

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

Lorien G.

CA $167

CA $420 total

includes taxes & fees

Apr 14 - Apr 15

[](https://www.expedia.ca/Helena-Hotels-Giant-View-Home.h108582473.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89670000/89664200/89664184/7001a91e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/90000000/89670000/89664200/89664184/a56ca388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/90000000/89670000/89664200/89664184/91cd9e47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/90000000/89670000/89664200/89664184/e667b2af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Suites 34 & 35 - Victorian Suites

[](https://www.expedia.ca/Helena-Hotels-Suites-34-35-Victorian-Suites.h89664184.Hotel-Information)

Helena

10/10

Exceptional

(3 reviews)

"Pet friendly and rooms are large. Plenty of room with the bedrooms upstairs and great location. Good location and walking friendly."

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

Donna F.

CA $209

CA $266 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Helena-Hotels-Suites-34-35-Victorian-Suites.h89664184.Hotel-Information)

![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/109000000/108350000/108344100/108344099/6262e914.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/109000000/108350000/108344100/108344099/37bea05b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/109000000/108350000/108344100/108344099/5295d32c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108350000/108344100/108344099/8f9727c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### This cozy house has been completely remodeled inside and features three bedrooms.

[](https://www.expedia.ca/Helena-Hotels-This-Cozy-House-Has-Been-Completely-Remodeled-Inside-And-Features-Three-Bedrooms.h108344099.Hotel-Information)

Helena

10/10

Exceptional

(3 reviews)

"The house was perfect for my family. Dogs had a fenced yard and the facilities were close to the college and golf course. "

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

Scott O.

CA $173

CA $225 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Helena-Hotels-This-Cozy-House-Has-Been-Completely-Remodeled-Inside-And-Features-Three-Bedrooms.h108344099.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89670000/89664200/89664150/cf3d21ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, cookware/dishes/utensils](https://images.trvl-media.com/lodging/90000000/89670000/89664200/89664150/bfc8d894.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/90000000/89670000/89664200/89664150/1b4d8d94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/90000000/89670000/89664200/89664150/76d82b82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin 26 - Coyboy Corner

[](https://www.expedia.ca/Helena-Hotels-Cabin-26-Coyboy-Corner.h89664150.Hotel-Information)

Helena

8.0/10

Very good

(1 review)

"Nice place would recommend. The only thing i wish they had was a better outside place to sit, maybe a patio set some where."

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

Mark C.

CA $161

CA $211 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Helena-Hotels-Cabin-26-Coyboy-Corner.h89664150.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/94000000/93070000/93061100/93061024/414fcc08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/94000000/93070000/93061100/93061024/53c68eab.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/94000000/93070000/93061100/93061024/3e9e4c9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/94000000/93070000/93061100/93061024/79f02b5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Madison - newly remodeled, centrally located.

[](https://www.expedia.ca/Helena-Hotels-Madison-Newly-Remodeled.h93061024.Hotel-Information)

Helena

9.4/10

Exceptional

(11 reviews)

"We loved our stay here! "

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

Jennifer B.

CA $313

CA $586 total

includes taxes & fees

Apr 16 - Apr 17

[](https://www.expedia.ca/Helena-Hotels-Madison-Newly-Remodeled.h93061024.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76660000/76655800/76655780/2b508446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76660000/76655800/76655780/c654034a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/77000000/76660000/76655800/76655780/15b07154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/77000000/76660000/76655800/76655780/ed6c0246.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Nestled in the National Forest, just minutes from downtown

[](https://www.expedia.ca/Helena-Hotels-Nestled-In-The-National-Forest.h76655780.Hotel-Information)

Helena

9.4/10

Exceptional

(16 reviews)

"Beautiful location, scenery"

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

Rhonda H.

CA $313

CA $645 total

includes taxes & fees

Apr 15 - Apr 16

[](https://www.expedia.ca/Helena-Hotels-Nestled-In-The-National-Forest.h76655780.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108590000/108582500/108582471/36800eb7_edited_0b83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108590000/108582500/108582471/b128618b_edited_1690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108590000/108582500/108582471/f172b276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/109000000/108590000/108582500/108582471/121024e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious artist's studio loft apartment with view 

[](https://www.expedia.ca/Helena-Hotels-Spacious-Artists-Studio-Loft-Apartment-With-View.h108582471.Hotel-Information)

Helena

9.8/10

Exceptional

(8 reviews)

"We enjoyed this "

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

Mary L.

CA $125

CA $325 total

includes taxes & fees

Apr 10 - Apr 11

[](https://www.expedia.ca/Helena-Hotels-Spacious-Artists-Studio-Loft-Apartment-With-View.h108582471.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=2026-04-17&endDate=2026-04-18&regionId=553248634983144235&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

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Cabins

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Apartments

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Cottages

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Condos

[](https://www.expedia.ca/Hotel-Search?destination=Winston%2C+Montana%2C+United+States+of+America&regionId=553248634983144235&latLong=46.476607%2C-111.658862&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=CONDO)

Private vacation homes

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## Top Winston Hotel Reviews

![Americas Best Value Inn & Suites Helena](https://images.trvl-media.com/lodging/1000000/1000000/996300/996260/7a91dbbf_y.jpg)

### Americas Best Value Inn & Suites Helena

10/10 Excellent

"Very nice and quiet . "

[](https://expedia.ca/Helena-Hotels-Americas-Best-Value-Inn-Suites-Helena.h996260.Hotel-Information)

![Baymont by Wyndham Helena](https://images.trvl-media.com/lodging/1000000/20000/14400/14395/a34b5013_y.jpg)

### Baymont by Wyndham Helena

8/10 Good

"Everything was great… Hotel was a little run down and pretty loud. But that’s the only complaint for the money. "

[](https://expedia.ca/Helena-Hotels-Baymont-By-Wyndham-Helena.h14395.Hotel-Information)

![Hampton Inn Helena](https://images.trvl-media.com/lodging/1000000/900000/894600/894538/58fdc74e_y.jpg)

### Hampton Inn Helena

10/10 Excellent

"Good stay!"

[](https://expedia.ca/Helena-Hotels-Hampton-Inn-Helena.h894538.Hotel-Information)

![Super 8 by Wyndham Helena](https://images.trvl-media.com/lodging/1000000/60000/50600/50566/297ac670_y.jpg)

### Super 8 by Wyndham Helena

4/10 Poor

"The breakfast food scarce. The food that was supposed to be hot, was cold. There was an almost empty roll of toilet paper in the bathroom with no replacement roll. The workout room was under renovation. They did not give a receipt when checking out but said one would be emailed (which I haven't received) They required me to provide a credit card for wifi which I indicated I don't use."

[](https://expedia.ca/Helena-Hotels-Super-8-By-Wyndham-Helena.h50566.Hotel-Information)

![Best Western Helena/Capitol Hotel](https://images.trvl-media.com/lodging/1000000/50000/40100/40040/4374d125_y.jpg)

### Best Western Helena/Capitol Hotel

10/10 Excellent

"Overall, a great experience. The staff was friendly, knowledgeable and welcoming."

[](https://expedia.ca/Helena-Hotels-Jorgensons-Inn-Suites.h40040.Hotel-Information)

![Comfort Suites Helena Airport](https://images.trvl-media.com/lodging/5000000/4170000/4161600/4161570/4247b008_y.jpg)

### Comfort Suites Helena Airport

10/10 Excellent

"Clean room, good breakfast, warm hot tub!"

[](https://expedia.ca/Helena-Hotels-Comfort-Suites-Helena-Airport.h4161570.Hotel-Information)

![Days Inn by Wyndham Helena](https://images.trvl-media.com/lodging/1000000/30000/21600/21508/415c026e_y.jpg)

### Days Inn by Wyndham Helena

8/10 Good

"Good breakfast made to order"

[](https://expedia.ca/Helena-Hotels-Days-Inn-By-Wyndham-Helena.h21508.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Helena](https://images.trvl-media.com/lodging/1000000/20000/19200/19156/c963e798_y.jpg)

### La Quinta Inn & Suites by Wyndham Helena

8/10 Good

"Rooms were clean and the staff were very helpful. "

[](https://expedia.ca/Helena-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Helena.h19156.Hotel-Information)

![Holiday Inn Express Hotel & Suites Helena by IHG](https://images.trvl-media.com/lodging/5000000/4240000/4236100/4236001/b8ae90d8_y.jpg)

### Holiday Inn Express Hotel & Suites Helena by IHG

10/10 Excellent

"Hot, fresh breakfast with lots of options. Friendly staff."

[](https://expedia.ca/Helena-Hotels-Holiday-Inn-Express-Hotel-Suites-Helena.h4236001.Hotel-Information)

## Find out more about Winston

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 Winston. 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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- [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

- [Vacation Homes in Winston ](https://expedia.ca/Winston-Private-Vacation-Homes.d553248634983144235-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cabin Rentals in Winston ](https://expedia.ca/Winston-Cabins.d553248634983144235-aaCabins.Travel-Guide-Accommodation)
- [Apartments in Winston ](https://expedia.ca/Winston-Apartments.d553248634983144235-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Winston ](https://expedia.ca/Winston-Cottages.d553248634983144235-aaCottages.Travel-Guide-Accommodation)
- [Condo Rentals in Winston ](https://expedia.ca/Winston-Condos.d553248634983144235-aaCondos.Travel-Guide-Accommodation)
- [Aparthotels in Winston ](https://expedia.ca/Winston-Apart-Hotels.d553248634983144235-aaApartHotels.Travel-Guide-Accommodation)
- [Motels in Winston ](https://expedia.ca/Winston-Motels.d553248634983144235-aaMotels.Travel-Guide-Accommodation)
- [Lodges in Winston ](https://expedia.ca/Winston-Lodges.d553248634983144235-aaLodges.Travel-Guide-Accommodation)
- [Inns in Winston ](https://expedia.ca/Winston-Inns.d553248634983144235-aaInns.Travel-Guide-Accommodation)
- [Farmstay in Winston ](https://expedia.ca/Winston-Agritourism.d553248634983144235-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Winston ](https://expedia.ca/Winston-Bed-And-Breakfast.d553248634983144235-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Winston ](https://expedia.ca/Winston-Guest-Houses.d553248634983144235-aaGuestHouses.Travel-Guide-Accommodation)

## Frequently asked questions

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