Title: Shepherd Vacation Rentals from CA $210: 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=3000445886&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=3000445886&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=3000445886&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=3000445886&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)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Shepherd%2C+Montana%2C+United+States+of+America&regionId=3000445886&latLong=45.943569%2C-108.342346&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Shepherd%2C+Montana%2C+United+States+of+America&regionId=3000445886&latLong=45.943569%2C-108.342346&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=APARTMENT)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Shepherd%2C+Montana%2C+United+States+of+America&regionId=3000445886&latLong=45.943569%2C-108.342346&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=CONDO)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Shepherd%2C+Montana%2C+United+States+of+America&regionId=3000445886&latLong=45.943569%2C-108.342346&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=COTTAGE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Shepherd%2C+Montana%2C+United+States+of+America&regionId=3000445886&latLong=45.943569%2C-108.342346&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=CABIN)

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## Top Shepherd Hotel Reviews

![Big Horn Resort, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/2000000/1700000/1691200/1691126/60d9e74d_y.jpg)

### Big Horn Resort, an Ascend Collection Hotel

8/10 Good

" Not enough variety at breakfast and tables were not wiped off. "

[](https://expedia.ca/Billings-Hotels-Big-Horn-Resort.h1691126.Hotel-Information)

![FairBridge Inn Express Billings Airport](https://images.trvl-media.com/lodging/4000000/3710000/3703800/3703776/338e6689_y.jpg)

### FairBridge Inn Express Billings Airport

6/10 Okay

"Clean room great staff. No hot water for a shower"

[](https://expedia.ca/Billings-Hotels-Rodeway-Inn-Billings-Logan-Intl-Airport.h3703776.Hotel-Information)

![Best Western Plus Kelly Inn & Suites](https://images.trvl-media.com/lodging/2000000/1610000/1608100/1608100/w3837h2557x3y3-23c005b2_y.jpg)

### Best Western Plus Kelly Inn & Suites

10/10 Excellent

"Pool was fun, breakfast had good choices "

[](https://expedia.ca/Billings-Hotels-Best-Western-Plus-Kelly-Inn-Suites.h1608100.Hotel-Information)

![Ledgestone Suites Hotel Billings](https://images.trvl-media.com/lodging/8000000/7120000/7110900/7110813/ba3de35c_y.jpg)

### Ledgestone Suites Hotel Billings

10/10 Excellent

"Great location for needed travel services immediately available."

[](https://expedia.ca/Billings-Hotels-Ledgestone-Hotel-Billings.h7110813.Hotel-Information)

![Dude Rancher Lodge](https://images.trvl-media.com/lodging/1000000/40000/37900/37816/a5a39292_y.jpg)

### Dude Rancher Lodge

10/10 Excellent

"Staff is very nice,... walking distance to Kentucky Fried Chicken, Albertson's , Cirkle K💪💪💪👍👍👍"

[](https://expedia.ca/Billings-Hotels-Dude-Rancher-Lodge.h37816.Hotel-Information)

![Woodspring Suites Billings](https://images.trvl-media.com/lodging/107000000/106420000/106414300/106414287/766d13de_y.jpg)

### Woodspring Suites Billings

10/10 Excellent

"Everything was wonderful and the staff was so friendly."

[](https://expedia.ca/Billings-Hotels-Woodspring-Suites-Billings.h106414287.Hotel-Information)

![Boothill Inn And Suites](https://images.trvl-media.com/lodging/1000000/890000/889800/889709/cf5bd445_y.jpg)

### Boothill Inn And Suites

10/10 Excellent

"Great place to stay!!!!"

[](https://expedia.ca/Billings-Hotels-Boothill-Inn-And-Suites.h889709.Hotel-Information)

![Hyatt Place Billings](https://images.trvl-media.com/lodging/113000000/112740000/112736100/112736041/8e3a5242_y.jpg)

### Hyatt Place Billings

10/10 Excellent

"All the staff were excellent and extremely helpful. They were always friendly in wanting to make our stay exceptional and memorable. We plan to stay there again during our next trip to Billings."

[](https://expedia.ca/Billings-Hotels-Hyatt-Place-Billings.h112736041.Hotel-Information)

![Quality Inn](https://images.trvl-media.com/lodging/1000000/10000/800/749/bd36da01_y.jpg)

### Quality Inn

10/10 Excellent

"Great customer service, nice comfy sheets and yummy breakfast."

[](https://expedia.ca/Billings-Hotels-Quality-Inn.h749.Hotel-Information)

## Find out more about Shepherd

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 Shepherd. 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 Shepherd ](https://expedia.ca/Shepherd-Private-Vacation-Homes.d3000445886-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Shepherd ](https://expedia.ca/Shepherd-Apartments.d3000445886-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Shepherd ](https://expedia.ca/Shepherd-Cottages.d3000445886-aaCottages.Travel-Guide-Accommodation)
- [Motels in Shepherd ](https://expedia.ca/Shepherd-Motels.d3000445886-aaMotels.Travel-Guide-Accommodation)
- [Condo Rentals in Shepherd ](https://expedia.ca/Shepherd-Condos.d3000445886-aaCondos.Travel-Guide-Accommodation)
- [Cabin Rentals in Shepherd ](https://expedia.ca/Shepherd-Cabins.d3000445886-aaCabins.Travel-Guide-Accommodation)
- [Farmstay in Shepherd ](https://expedia.ca/Shepherd-Agritourism.d3000445886-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Shepherd ](https://expedia.ca/Shepherd-Bed-And-Breakfast.d3000445886-aaBedAndBreakfast.Travel-Guide-Accommodation)

## Frequently asked questions

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