Shepherd Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Vacation Rentals in Shepherd

Rims view pet friendly home

Rimrock
9.6 out of 10, Exceptional, (57)
"Very clean awesome stay!"
United States
Jessie S.
The price is ¥13,980
¥31,706 total
includes taxes & fees
Dec 15 - Dec 16
Rims view pet friendly home

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

2.0 star property
West End
10.0 out of 10, Exceptional, (25)
"Was clean and great set up!"
United States
Shawn W.
The price is ¥28,863
¥68,749 total
includes taxes & fees
Dec 8 - Dec 9
Enjoy the hot tub and gas fire pit in this 5 bedroom 2.5 bath house

Triangular Casa in Billings

Central - Terry
9.6 out of 10, Exceptional, (106)
"Wonderful little house. Very comforting and close to everything "
United States
jack k.
The price is ¥11,603
¥23,436 total
includes taxes & fees
Dec 8 - Dec 9
Triangular Casa in Billings

Custer Cottage / Fenced Yard

Billings
9.8 out of 10, Exceptional, (17)
"Very nice home in a good location."
United States
Charles P.
The price is ¥26,406
¥45,630 total
includes taxes & fees
Dec 8 - Dec 9
Custer Cottage / Fenced Yard

Pets & Kids Love this Montana Dream Home!

Billings
10.0 out of 10, Exceptional, (45)
"We really enjoyed the spaciousness of the home and the cozy environment you have created. It was perfect for our stay needs and you were so accommodating. "
United States
Vickie G.
Pets & Kids Love this Montana Dream Home!

Tranquil 5 bedroom home with large deck and yard

Billings
10.0 out of 10, Exceptional, (44)
"We had a wonderful stay and it was really close to the airport. "
United States
Krystal F.
Tranquil 5 bedroom home with large deck and yard

Modern West-End Haven

Billings
9.6 out of 10, Exceptional, (67)
"Great stay. "
United States
Kris K.
Modern West-End Haven

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

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

Barb’s Cozy Home with Office and Covered Parking!

2.0 star property
Central - Terry
9.4 out of 10, Exceptional, (21)
"Great value for the price on a quick trip to Billings."
United States
Tim K.
The price is ¥15,519
¥33,368 total
includes taxes & fees
Dec 8 - Dec 9
Barb’s Cozy Home with Office and Covered Parking!

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

Central - Terry
10.0 out of 10, Exceptional, (21)
"Nice and cozy place to stay in! "
United States
Jose G.
The price is ¥18,950
¥38,416 total
includes taxes & fees
Dec 8 - Dec 9
Bo's Old West Landing w/Hot Tub and Sunrise Views

Billings Abode w/ Grill: Walk to Park & Shops

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

6 Mi to Zoomontana: Family Home w/ Fenced Yard

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

Bo’s Urban Farm House.

Central - Terry
9.4 out of 10, Exceptional, (18)
"This was a great place to stay. "
United States
Christina W.
Bo’s Urban Farm House.

Wfh-friendly Billings Apt ~ 1 Mi to Downtown!

3.0 star property
Central - Terry
8.0 out of 10, Very Good, (6)
"Perfect location and easy everything."
United States
Ewan
Wfh-friendly Billings Apt ~ 1 Mi to Downtown!

Montana Mansion: Theater, Gym, Arcade, Billiards

2.0 star property
Rimrock
9.2 out of 10, Wonderful, (12)
"Wonderful large home that everyone enjoyed, very accommodating and clean. "
United States
Joseph C.
The price is ¥23,237
¥66,531 total
includes taxes & fees
Dec 17 - Dec 18
Montana Mansion: Theater, Gym, Arcade, Billiards

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

West End
10.0 out of 10, Exceptional, (47)
"Very nice stay . "
United States
Lori K.
The price is ¥24,437
¥51,051 total
includes taxes & fees
Dec 8 - Dec 9
Centrally located, huge shaded patio with hot tub! Entire place to yourself!

Bo’s Bungalow with Hot Tub and Sauna

Central - Terry
9.6 out of 10, Exceptional, (13)
"Was perfect for our 2 day stay in Billings!"
United States
Tiffany G.
The price is ¥15,199
¥30,004 total
includes taxes & fees
Dec 8 - Dec 9
Bo’s Bungalow with Hot Tub and Sauna

Bo’s White House with Fenced Yard

Central - Terry
9.6 out of 10, Exceptional, (24)
"Comfortable and welcoming, we enjoyed our stay!"
United States
Jim P.
The price is ¥19,039
¥42,371 total
includes taxes & fees
Dec 9 - Dec 10
Bo’s White House with Fenced Yard

Yellowstone Valley Overlook - 10 acres 5 minutes from Billings

Billings
10.0 out of 10, Exceptional, (30)
"Absolutely amazing views!! Beautiful house and great host!! Thank you!"
United States
lala w.
Yellowstone Valley Overlook - 10 acres 5 minutes from Billings

Luxury Living Next Door to Hospital

2.0 star property
Downtown Billings
9.6 out of 10, Exceptional, (4)
"Great little place to stay."
United States
Allison N.
The price is ¥23,921
¥52,756 total
includes taxes & fees
Dec 14 - Dec 15
Luxury Living Next Door to Hospital
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Shepherd Hotel Reviews

Find out more about Shepherd

Search for holiday rentals in Shepherd on Expedia! You can easily find your home rentals, villas, holiday apartments in Shepherd using one of the methods below:

  • View our selection of featured holiday rentals in Shepherd
  • Use the map to find apartments and other holiday homes in the Shepherd neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Shepherd while they last

Look no further and take a look at our great range of rental properties in Shepherd!

Frequently asked questions

Can I find a vacation rental in Shepherd?

Yes, we have vacation rentals near top sights in Shepherd, or you can go with a more secluded option if you're looking for relaxation.

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

Rims view pet friendly home : This vacation home rental near Shepherd offers a fireplace, a patio, and a barbecue grill 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 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 larger area, you’ll find Lake Elmo State Park and MetraPark.

What are vacation rentals like in Shepherd?

Vacation rentals are privately owned properties you can book for several days or more in Shepherd. Vacation rentals offer extras such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy lobbies while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for family trips or small group gatherings.