Holiday Rentals in Shepherd

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Holiday Rentals in Shepherd

Rims view pet friendly home

9.6 out of 10, Exceptional, (50)
"Great place "
The price is €176
includes taxes & fees
8 Oct - 9 Oct
Rims view pet friendly home

Renovated home in vintage neighborhood, close to airport, hospitals, & downtown.

10.0 out of 10, Exceptional, (80)
"The house was amazing! We loved staying there and would stay again! "
Renovated home in vintage neighborhood, close to airport, hospitals, & downtown.

Triangular Casa in Billings

9.6 out of 10, Exceptional, (100)
"This property was nicely furnished, clean and well maintained…the beds were comfortable too…also easy to access, thanks. And close to lots of shopping areas. We enjoyed a leisurely breakfast and then went about our day with the knowledge of a comfortable stay at the end of our day."
The price is €155
includes taxes & fees
30 Oct - 31 Oct
Triangular Casa in Billings

Barb’s Cozy Home with Office and Covered Parking!

2.0 star property
9.6 out of 10, Exceptional, (17)
"Great stay in quiet neighborhood! Sweet little yard which was perfect for our dogs. Would recommend for a small family with pets. "
The price is €191
includes taxes & fees
9 Oct - 10 Oct
Barb’s Cozy Home with Office and Covered Parking!

Centrally located 4Bedroom, 5 BEDs & 2Bath; Beautiful backyard

9.8 out of 10, Exceptional, (42)
"Wonderful place that is centrally located. The kids loved the backyard and the house was spacious. Definitely would stay again."
Centrally located 4Bedroom, 5 BEDs & 2Bath; Beautiful backyard

Charming Montana Home w/ Grill: 6 Mi to Lake Elmo!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great nice place to stay"
Charming Montana Home w/ Grill: 6 Mi to Lake Elmo!

6 Mi to Zoomontana: Family Home w/ Fenced Yard

3.0 star property
6 Mi to Zoomontana: Family Home w/ Fenced Yard

Rustic Cottage Cozy & Charming

9.6 out of 10, Exceptional, (62)
"Great place. Easy to find, close to everything. Perfect home base for us and our pups "
The price is €228
includes taxes & fees
8 Oct - 9 Oct
Rustic Cottage Cozy & Charming

Bo’s Urban Farm House.

9.4 out of 10, Exceptional, (14)
"Nice property. Had wanted more yard space for dogs but wonderful parks nearby so worked out great. Thank you"
The price is €189
includes taxes & fees
8 Oct - 9 Oct
Bo’s Urban Farm House.

Custer Cottage / Fenced Yard

9.8 out of 10, Exceptional, (14)
"It was a great place to spend the night on my way west."
The price is €237
includes taxes & fees
8 Oct - 9 Oct
Custer Cottage / Fenced Yard

Come and stay at Emerald Cottage, your mini home away from home.

9.0 out of 10, Wonderful, (39)
"Owners were very responsive. Neighorhood super quiet. Easy to get to places."
The price is €170
includes taxes & fees
8 Oct - 9 Oct
Come and stay at Emerald Cottage, your mini home away from home.

Centrally located, huge shaded patio with hot tub! Entire place to yourself!

10.0 out of 10, Exceptional, (46)
"The house was perfect and the location was the best for all of our appointments! "
The price is €300
includes taxes & fees
8 Oct - 9 Oct
Centrally located, huge shaded patio with hot tub! Entire place to yourself!

Bo's Old West Landing w/Hot Tub and Sunrise Views

10.0 out of 10, Exceptional, (19)
"Nice and cozy place to stay in! "
The price is €220
includes taxes & fees
8 Oct - 9 Oct
Bo's Old West Landing w/Hot Tub and Sunrise Views

Bo's Rusty Relic Billings |Hot Tub | Rustic decor | Central Billings

9.6 out of 10, Exceptional, (39)
"I enjoyed staying at this property. It was clean and comfortable. It was nice to have the hot tub, which was also kept clean and worked well. The location is close to downtown and hospitals. The neighborhood is lots of older homes with some of them in good condition and some of them pretty rundown. "
Bo's Rusty Relic Billings |Hot Tub | Rustic decor | Central Billings

Bo’s Old West Abode with Hot Tub and Sauna

8.4 out of 10, Very good, (16)
"Great place and responsive owner. Love the hot tub."
The price is €174
includes taxes & fees
14 Oct - 15 Oct
Bo’s Old West Abode with Hot Tub and Sauna

Billings Abode w/ Grill: Walk to Park & Shops

3.0 star property
10.0 out of 10, Exceptional, (1)
"A very nice aroma inside , very clean bathroom & kitchen"
Billings Abode w/ Grill: Walk to Park & Shops

Bo’s White House with Fenced Yard

9.4 out of 10, Exceptional, (19)
"Comfortable and welcoming, we enjoyed our stay!"
The price is €296
includes taxes & fees
13 Oct - 14 Oct
Bo’s White House with Fenced Yard

Tranquil 5 bedroom home with large deck and yard

10.0 out of 10, Exceptional, (43)
"Perfect house, beautiful yard and great location"
Tranquil 5 bedroom home with large deck and yard

Yellowstone Valley Overlook - 10 acres 5 minutes from Billings

10.0 out of 10, Exceptional, (28)
"This house was great for my whole family to stay in during graduation. Would definitely recommend!! "
Yellowstone Valley Overlook - 10 acres 5 minutes from Billings

Enjoy the saltwater hot tub and gas fire pit in this 5 bedroom 2.5 bath house

2.0 star property
10.0 out of 10, Exceptional, (22)
"Was clean and great set up!"
Enjoy the saltwater hot tub and gas fire pit in this 5 bedroom 2.5 bath house
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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Top Shepherd Hotel Reviews

Find out more about Shepherd

Find out more about Shepherd

Everything you need to know about Shepherd holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Shepherd holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Shepherd holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Shepherd holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Shepherd holiday rentals we have selected for you start as low as €155 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Shepherd rentals

At Expedia, we put the best Shepherd holiday 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 holiday.

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. 

Frequently asked questions

Can I find a holiday rental in Shepherd?

Yes, there are holiday rentals close to the most popular sights in Shepherd, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Shepherd has to offer?

Rims view pet friendly home : This holiday home rental outside of Shepherd offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Shepherd?

While exploring the area, visit family-friendly sights like Reef Indoor Water Park, or get outside and enjoy nature at Yellowstone River. In the wider area, you’ll find Lake Elmo State Park and MetraPark.

What are holiday rentals like in Shepherd?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Shepherd. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for families.