Shepherd Vacation Rentals

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Vacation Rentals in Shepherd

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."
United States
Carl T.
$178 nightly
The price is $192
Nov 10 - Nov 11
Total with taxes and fees
Come and stay at Emerald Cottage, your mini home away from home.
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."
United States
Laura
$153 nightly
The price is $165
Nov 2 - Nov 3
Total with taxes and fees
Triangular Casa in Billings
Rims view pet friendly home
9.6 out of 10, Exceptional, (54)
"Great place "
United States
Frank N.
$188 nightly
The price is $203
Oct 28 - Oct 29
Total with taxes and fees
Rims view pet friendly home
Bo’s Urban Farm House.
9.4 out of 10, Exceptional, (16)
"Cute house, dog friendly, and not too far from downtown restaurants and breweries!"
United States
Nikki M.
$203 nightly
The price is $219
Oct 28 - Oct 29
Total with taxes and fees
Bo’s Urban Farm House.
Charming 2-bedroom townhome with WiFi, AC/Heat in delightful Billings
9.4 out of 10, Exceptional, (13)
"Nice property conveniently located near restaurants, shopping, and only a short drive from historic downtown. Cute fenced yard was perfect for our dogs! The property has everything we needed for a fun, yet relaxing trip! "
United States
David B.
$192 nightly
The price is $207
Nov 4 - Nov 5
Total with taxes and fees
Charming 2-bedroom townhome with WiFi, AC/Heat in delightful Billings
Rustic Cottage Cozy & Charming
9.6 out of 10, Exceptional, (63)
"Great stay! The hot tub added an excellent touch to the house! Was very spacious!"
United States
Katelyn D.
$257 nightly
The price is $278
Oct 25 - Oct 26
Total with taxes and fees
Rustic Cottage Cozy & Charming
Centrally located 4Bedroom, 5 BEDs & 2Bath; Beautiful backyard
9.8 out of 10, Exceptional, (44)
"Wonderful place that is centrally located. The kids loved the backyard and the house was spacious. Definitely would stay again."
United States
Sara B.
Centrally located 4Bedroom, 5 BEDs & 2Bath; Beautiful backyard
Barb’s Cozy Home with Office and Covered Parking!
2.0 star property
9.6 out of 10, Exceptional, (19)
"Awesome and management. Would gladly stay there again. "
United States
Rodney H.
$197 nightly
The price is $213
Oct 25 - Oct 26
Total with taxes and fees
Barb’s Cozy Home with Office and Covered Parking!
Renovated home in vintage neighborhood, close to airport, hospitals, & downtown.
10.0 out of 10, Exceptional, (82)
"The house was amazing! We loved staying there and would stay again! "
United States
Sara M.
Renovated home in vintage neighborhood, close to airport, hospitals, & downtown.
Bo's Rusty Relic Billings |Hot Tub | Rustic decor | Central Billings
9.6 out of 10, Exceptional, (40)
"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. "
United States
amy t.
$211 nightly
The price is $228
Oct 27 - Oct 28
Total with taxes and fees
Bo's Rusty Relic Billings |Hot Tub | Rustic decor | Central Billings
6 Mi to Zoomontana: Family Home w/ Fenced Yard
3.0 star property
6 Mi to Zoomontana: Family Home w/ Fenced Yard
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! "
United States
Ashley A.
$315 nightly
The price is $341
Oct 27 - Oct 28
Total with taxes and fees
Centrally located, huge shaded patio with hot tub! Entire place to yourself!
Bo’s Central Hangout with HOT TUB & Washer/Dryer
9.2 out of 10, Wonderful, (14)
"Property was great-clean and convenient!"
United States
Amy J.
$315 nightly
The price is $341
Oct 27 - Oct 28
Total with taxes and fees
Bo’s Central Hangout with HOT TUB & Washer/Dryer
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"
United States
Samuel David
Charming Montana Home w/ Grill: 6 Mi to Lake Elmo!
Bo’s Bungalow with Hot Tub and Sauna
9.6 out of 10, Exceptional, (12)
"Was perfect for our 2 day stay in Billings!"
United States
Tiffany G.
$175 nightly
The price is $189
Oct 26 - Oct 27
Total with taxes and fees
Bo’s Bungalow with Hot Tub and Sauna
Pets & Kids Love this Montana Dream Home!
10.0 out of 10, Exceptional, (42)
"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!
Modern West-End Haven
9.6 out of 10, Exceptional, (66)
"We loved all the space and the quiet neighborhood. "
United States
Casey S.
Modern West-End Haven
Yellowstone Valley Overlook - 10 acres 5 minutes from Billings
10.0 out of 10, Exceptional, (29)
"This house was great for my whole family to stay in during graduation. Would definitely recommend!! "
United States
Shelby F.
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!"
United States
Shawn W.
$409 nightly
The price is $442
Oct 27 - Oct 28
Total with taxes and fees
Enjoy the saltwater hot tub and gas fire pit in this 5 bedroom 2.5 bath house
Bo's Old West Landing w/Hot Tub and Sunrise Views
10.0 out of 10, Exceptional, (20)
"Nice and cozy place to stay in! "
United States
Jose G.
$295 nightly
The price is $319
Nov 1 - Nov 2
Total with taxes and fees
Bo's Old West Landing w/Hot Tub and Sunrise Views
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

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 $165 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.

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?

Triangular Casa in Billings: This vacation home rental near Shepherd offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind.

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.