Shepherd Holiday Rentals from €126: Search Short-Term Rentals

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

Hot Tub | Pets | Fenced Yard | Quiet Neighboorhood : This holiday home rental outside of Shepherd offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Shepherd holiday rentals

1. Lovely 4-bedroom house in Lockwood with large yard and covered patio!

Billings

Dustin

includes taxes & fees

19 Aug - 20 Aug

2. Industrial Loft @ Old Pine Retreats

Billings

Nicholas M.

includes taxes & fees

15 Sept - 16 Sept

3. Farmhouse Cottage @ Old Pine Retreats

Billings

Jessica L.

includes taxes & fees

15 Sept - 16 Sept

4. The Lakehouse: Pool, Theater, Game Room, Lakefront

Billings Heights

maggie g.

includes taxes & fees

8 Sept - 9 Sept

5. Triangular Casa in Billings

Central - Terry

Robert

includes taxes & fees

23 Aug - 24 Aug

6. Hot Tub | Pets | Fenced Yard | Quiet Neighboorhood

Central - Terry

Chad B.

includes taxes & fees

18 Aug - 19 Aug

7. Bo’s Urban Farm House | 2bed | 1 bath | Large Yard

Central - Terry

Christina W.

8. Beautiful 4 bedroom home in Billings

West End

Stacy S.

includes taxes & fees

18 Aug - 19 Aug

View all properties

Find holiday rentals that suit your style

Apartments

Condos

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Shepherd Hotel Reviews

FairBridge Inn Express Billings Airport

10/10 Excellent

"Very well run, clean, super friendly and helpful staff!! I was really impressed!"

Big Horn Resort, an Ascend Collection Hotel

8/10 Good

"Our room was loud with noise outside and air inside all night long. Bed was not the most comfortable. Needed a new bed we thought it’s seen it days. Kids liked the pool and arcade. Front desk was super nice guy explained everything. He was great."

Kelly Inn Billings Montana

10/10 Excellent

"Over all the hotel was great. Room decor is dated, colors are dark with dim lighting in hallways. Pool and hot tub were good, water slide seemed very flimsy, adults could not use it as you have to climb up through ledges with meeting around it, but fine for the kiddos. Rooms were clean, breakfast was good, there was 1 morning they ran out of the eggs when we were there (stayed 3 nights) but were more by the time we left the breakfast area. Staff were very nice. Area of hotel was safe and over all area was quiet at night. Would stay here again."

Howard Johnson by Wyndham Billings

8/10 Good

"I got two rooms for 11th through the 16th the ac worked fine but when heat was turned on the smell was terrible so I turned on the ac only other that there was a blood or some sort of reddish orange colored stain on our bed comforter the wife wouldn’t dare go near it got a new one downstairs the staff was nice but the only bad thing I thought was people parking in handicap with no sticker and I got a prosthetic and a boot to wear from a foot injury there was only one handicap spot"

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 €126 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?

Hot Tub | Pets | Fenced Yard | Quiet Neighboorhood: This holiday home rental outside of Shepherd offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Shepherd?

While exploring the area, visit family-friendly sights like Four Dances Recreation Area, or get outside and enjoy nature at Yellowstone River. In the wider area, you’ll find Lake Elmo State Park and First Interstate Arena at 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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Shepherd holiday rentals