Title: Shepherd Vacation Rentals from $151: Search Short-Term Rentals | Expedia.com

[Shepherd Travel Guide](https://expedia.com/Shepherd.dx3000445886)[Hotels in Shepherd](https://expedia.com/Shepherd-Hotels.d3000445886.Travel-Guide-Hotels)[Flights to Shepherd](https://expedia.com/Cheap-Flights-To-Shepherd.d3000445886.Travel-Guide-Flights)[Car Rentals in Shepherd](https://expedia.com/Car-Rentals-In-Shepherd.d3000445886.Car-Rental-Guide)[Shepherd Vacation Packages](https://expedia.com/Shepherd.d3000445886.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=3000445886&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=3000445886&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=3000445886&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 31 - Aug 2](https://www.expedia.com/Hotel-Search?regionId=3000445886&startDate=2026-07-31&endDate=2026-08-02&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.com/Hotel-Search?destination=Shepherd%2C+Montana%2C+United+States+of+America&regionId=3000445886&latLong=45.943569%2C-108.342346&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=VACATION_HOME)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Shepherd%2C+Montana%2C+United+States+of+America&regionId=3000445886&latLong=45.943569%2C-108.342346&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=CONDO)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Shepherd%2C+Montana%2C+United+States+of+America&regionId=3000445886&latLong=45.943569%2C-108.342346&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=APARTMENT)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Shepherd%2C+Montana%2C+United+States+of+America&regionId=3000445886&latLong=45.943569%2C-108.342346&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Shepherd%2C+Montana%2C+United+States+of+America&regionId=3000445886&latLong=45.943569%2C-108.342346&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=COTTAGE)

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## Top Shepherd Hotel Reviews

![DoubleTree by Hilton Hotel Billings](https://images.trvl-media.com/lodging/1000000/30000/26200/26156/a6a96f91_y.jpg)

### DoubleTree by Hilton Hotel Billings

10/10 Excellent

"Awesome bar, the bar tender was a gem!!"

[](https://expedia.com/Billings-Hotels-DoubleTree-By-Hilton-Hotel-Billings.h26156.Hotel-Information)

![Northern Hotel](https://images.trvl-media.com/lodging/1000000/10000/8000/7928/bfd76645_y.jpg)

### Northern Hotel

10/10 Excellent

"Great hotel to stay at! Beds were comfy, great location, loved the restaurants and the staff were so helpful!!! The only downside is that the rooms(or maybe just my room?) dont have a refrigerator. Since I was relying on my son to get around town I would have liked to have a fridge for snacks and leftovers. I would totally stay there again though!"

[](https://expedia.com/Billings-Hotels-Northern-Hotel.h7928.Hotel-Information)

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

### Woodspring Suites Billings

8/10 Good

"Close to I90 and Sam’s Club and Cabela’s."

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

![Billings Hotel and Convention Center](https://images.trvl-media.com/lodging/1000000/30000/28000/27953/48c9f963_y.jpg)

### Billings Hotel and Convention Center

10/10 Excellent

"Yes "

[](https://expedia.com/Billings-Hotels-Billings-Hotel-And-Convention-Center.h27953.Hotel-Information)

![Kelly Inn Billings Montana](https://images.trvl-media.com/lodging/1000000/30000/27500/27421/60aece69_y.jpg)

### Kelly Inn Billings Montana

10/10 Excellent

"Room was very clean and comfy. The space for a basic room was roomy too. I would recommend this property espically if you have a dog or dogs."

[](https://expedia.com/Billings-Hotels-Kelly-Inn-Billings-Montana.h27421.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

"The room was clean, all staff were knowledgeable and friendly. It was a great stay."

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

![Howard Johnson by Wyndham Billings](https://images.trvl-media.com/lodging/1000000/10000/5300/5217/ad6cee64_y.jpg)

### Howard Johnson by Wyndham Billings

2/10 Terrible

"One of the worst hotels ever. Hot tubs empty, you have to pay $5 per person extra to use slide. Shower had lots of hair in it. The pull out sofa bed was unusable. "

[](https://expedia.com/Billings-Hotels-Howard-Johnson-By-Wyndham-Billings.h5217.Hotel-Information)

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

### Dude Rancher Lodge

6/10 Okay

"Disappointing. Room very very small. Expensive. Advertisement overrated what you were getting. Will not consider next time when traveling to Billings "

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

![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

10/10 Excellent

"There was plenty do for the kids to keep them entertain them without devices."

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

## Find out more about Shepherd

**Everything you need to know about Shepherd vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Shepherd vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Shepherd vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Shepherd vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Shepherd. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Shepherd in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $151 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Shepherd rentals**

At Expedia, we put the best Shepherd vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Shepherd rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Shepherd vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Shepherd. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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

## Frequently asked questions

### Can I find a vacation rental in Shepherd?

### What are some of the best vacation home rentals that Shepherd has to offer?

### What can I see and do in Shepherd?

### What are vacation rentals like in Shepherd?

### Expedia's Latest Trends

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General

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