Shepherd Vacation Rentals

Vacation Rentals in Shepherd

Fridge, microwave, oven, stovetop
Modern townhome minutes from Billings' best shopping, family friendly community!
10.0 out of 10, Exceptional, (9)
"The location is great, the apartment is clean and neat! Beds were comfortable, therapeutic shower heads! You won’t regret staying here!"
The price is $135
$254 total
includes taxes & fees
Jun 3 - Jun 4
Modern townhome minutes from Billings' best shopping, family friendly community!
TV, offices
Downtown 2 bedroom Loft apartment unit 5
10.0 out of 10, Exceptional, (1)
"Very clean, nice little loft apartment. The bed was super comfy. Everything was great except we had difficulty with the TV and it lacked a good choice of channels. We also didn't think to bring liquid hand soap for the bathroom , so we had to use the dish soap in the kitchen. Very minor inconveniences ,so overall still a 5 star experience, highly recommend over spending money on hotel rooms."
The price is $86
$163 total
includes taxes & fees
Jun 3 - Jun 4
Downtown 2 bedroom Loft apartment unit 5
Outdoor spa tub
Centrally located, huge shaded patio with hot tub! Entire place to yourself!
10.0 out of 10, Exceptional, (18)
"Amazing owners! They were amazing to deal with for concerns or questions and extended are stay on the spot! Beautiful home, wonderful enviornment and provided anything you can think of! From child necessities with spoons or cups, to razors, hair ties and pads! So much space for the price and the relaxing paradise they created with the lighting and decks in the back yard! This home made our vacation and will be coming back as soon as we can!"
The price is $199
$369 total
includes taxes & fees
Jun 9 - Jun 10
Centrally located, huge shaded patio with hot tub! Entire place to yourself!
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Terrace/patio
Peaceful Cul-De-Sac Home, 1 Min. Drive To Zoo MT!
10.0 out of 10, Exceptional, (26)
"Great property. Beds were comfortable and house layout was perfect for a mix genertaion family stay. The large backyard was great for yard games and relaxing. Close to new costco, schells and loads of eating options."
Peaceful Cul-De-Sac Home, 1 Min. Drive To Zoo MT!
Outdoor dining
Tranquil 5 bedroom home with large deck and yard
10.0 out of 10, Exceptional, (23)
"Host was fantastic. House is in nice condition. Location is great for metra. Very quiet and safe area. Great stay even for the grandkids. "
The price is $269
$517 total
includes taxes & fees
May 19 - May 20
Tranquil 5 bedroom home with large deck and yard
Fridge, microwave, oven, stovetop
Beautiful new construction 3-bedroom duplex townhome-
10.0 out of 10, Exceptional, (29)
"I think if a traveler has planned activities in the Heights area, this property is perfect. It's beautiful, new "home" in a nice neighborhood that is currently at the end of the street in which it is quiet and away from the bright lights of the city. Although that being said, it is also located close to shopping and restaurants. Travelling to/from the airport is a breeze. Side note: it was perfect for viewing the Aurora Borealis!"
The price is $170
$334 total
includes taxes & fees
May 20 - May 21
Beautiful new construction 3-bedroom duplex townhome-
Exterior
Spacious and Stylish New Home in a Great Neighborhood
10.0 out of 10, Exceptional, (37)
"House is exceedingly spacious with multiple gathering areas including dining room, breakfast nook, living room and downstairs play area. We had a large family group and at no time did we feel crowded. Bedroom set ups are convenient and offer privacy. Kitchen and pantry were bonuses and allowed us to eat in each day. Would highly recommend."
Spacious and Stylish New Home in a Great Neighborhood
Fridge, microwave, oven, stovetop
Bo’s Central Studio with Washer, Dryer & HOT TUB
10.0 out of 10, Exceptional, (1)
"Great little place to stay. Super communication! Planning on staying again for our next visit."
Bo’s Central Studio with Washer, Dryer & HOT TUB
Fridge, microwave, oven, stovetop
Renovated home in vintage neighborhood, close to airport, hospitals, & downtown.
10.0 out of 10, Exceptional, (35)
"Check in process was seamless, property was very clean and looks just like the pictures do online; owners thought of everything right down to the last detail; communication with property owner was prompt, friendly, very accommodating; and the location was perfect - less than 5 min from airport, downtown, colleges and easy access to west end. Would stay here again."
Renovated home in vintage neighborhood, close to airport, hospitals, & downtown.
Terrace/patio
Yellowstone Valley Overlook - 10 acres 5 minutes from Billings
10.0 out of 10, Exceptional, (13)
"We chose this place because of its proximity to our family in West Billings. The home is older but impeccably clean and nicely updated. Everyone was very comfortable here. We fell in love with the expansive views both day and night.. just gorgeous!"
Yellowstone Valley Overlook - 10 acres 5 minutes from Billings
2 bedrooms, WiFi, bed sheets
Ground level 2 bedroom loft apartment
10.0 out of 10, Exceptional, (2)
"Great location in downtown Billings. Very clean! And convenient parking!"
The price is $86
$163 total
includes taxes & fees
Jun 3 - Jun 4
Ground level 2 bedroom loft apartment
Property grounds
Cozy Cabin with Incredible 360 views & Starlink Internet!
10.0 out of 10, Exceptional, (20)
"We came out to pick up our daughter from college. House is amazing with beautiful views. Would definitely book again. Thank you for sharing your home."
The price is $500
$617 total
includes taxes & fees
May 20 - May 21
Cozy Cabin with Incredible 360 views & Starlink Internet!
Fridge, microwave, oven, stovetop
801 North 25 Street · Cozy cottage in the heart of the big city
10.0 out of 10, Exceptional, (1)
"Great little older home -quiet neighborhood ~and is in a great location to downtown businesses, Metro Park etc. Hosts were very responsive too. Thank you!"
801 North 25 Street · Cozy cottage in the heart of the big city
Iron/ironing board, WiFi, bed sheets
Cozy Chic Studio close to downtown pet friendly
10.0 out of 10, Exceptional, (2)
"I was in town for a work conference. My sister came with me to help watch my dogs, and our host was the most accommodating! A small, beautiful space which was perfect for our stay. It was very clean and very cute! I would recommend this stay again!"
The price is $75
$135 total
includes taxes & fees
May 21 - May 22
Cozy Chic Studio close to downtown pet friendly
Property grounds
Big Sky Retreat
10.0 out of 10, Exceptional, (5)
"We were so happy to have a place large enough to accommodate all the board members for on around the state. The place was spacious and relaxing -perfect for our needs!! Although we didn’t use it because of temperature, the back patio was lovely!! Would definitely recommend!!!"
The price is $235
$476 total
includes taxes & fees
May 28 - May 29
Big Sky Retreat
Property grounds
Parkside Bungalow minutes from downtown, hospitals, MSUB and Rocky.
10.0 out of 10, Exceptional, (3)
"I really enjoyed opening the curtains and looking at the beautiful grass, watch the lil birds and squirrel while sipping my coffee..it was quiet easy safe and secure"
Parkside Bungalow minutes from downtown, hospitals, MSUB and Rocky.
Fridge, microwave, oven, stovetop
39 South 12th Street · Quaint new renovation perfect for your large group
10.0 out of 10, Exceptional, (1)
"Great experience all around!"
39 South 12th Street · Quaint new renovation perfect for your large group
Fridge, microwave, oven, stovetop
Cozy one bedroom apartment in a beautiful neighborhood near airport and hospital
9.8 out of 10, Exceptional, (7)
"The apartment is nice and cozy, as well as tucked away. I really enjoyed our stay, and wish we could have stayed longer. Highly recommend."
The price is $75
$130 total
includes taxes & fees
May 20 - May 21
Cozy one bedroom apartment in a beautiful neighborhood near airport and hospital
Exterior
Cheerful three-bed home in new neighborhood
9.8 out of 10, Exceptional, (15)
"Great stay - this was for work."
The price is $165
$302 total
includes taxes & fees
May 19 - May 20
Cheerful three-bed home in new neighborhood
Smart TV
Spacious 4-Bedroom Haven in the Heart of Billings: Your Ideal Home Awaits!
9.6 out of 10, Exceptional, (4)
"This great house in Billings, Montana, is located in a historic neighborhood and close to convenience ... grocery stores, coffee shops, an awesome steak and seafood restaurant just across the street. Nice house with large backyard, plenty of room and space for enjoying time with family."
The price is $141
$328 total
includes taxes & fees
May 22 - May 23
Spacious 4-Bedroom Haven in the Heart of Billings: Your Ideal Home Awaits!
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See all available properties in Shepherd
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.

Shepherd Vacation Rental Travel Info

Popular accommodation
Shepherd cabins
Known landmarks
Town & Country Lanes and Lounge
International airport
Billings, MT (BIL-Logan Intl.)

Other types of properties in Shepherd you may be interested in

Lobby
Ledgestone Hotel Billings
2.5 star property
9.4 out of 10, Exceptional, (1008)
"Room was clean and staff was very friendly. We have stayed there several time and have had good service. "
The price is $125
$137 total
includes taxes & fees
May 19 - May 20
Ledgestone Hotel Billings
Fireplace
Hilltop Inn by Riversage
3.0 star property
9.0 out of 10, Wonderful, (1294)
"We will stay here any time again. Very nice, clean and comfortable hotel. "
The price is $112
$123 total
includes taxes & fees
May 30 - May 31
Hilltop Inn by Riversage
Deluxe Room, 1 King Bed (Executive King) | In-room safe, blackout drapes, iron/ironing board, free WiFi
Kelly Inn Billings Montana
2.5 star property
8.2 out of 10, Very Good, (1246)
"Clean. Quiet. Sink outside of toilet/shower, which is handy. Excellent variety at breakfast. Has a pool and hot tub, though we did not try them out. $10 more than the nearby Super 8 or Econolodge. But worth it. Would stay again. "
The price is $105
$116 total
includes taxes & fees
May 19 - May 20
Kelly Inn Billings Montana
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.

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 $69 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?

Beautiful new construction 3-bedroom duplex townhome-: This vacation home near Shepherd offers a patio, a garden, and air-conditioning 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. You and your friends and family can relax into your vacation with amenities like a spa tub.

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.

Recent reviews of Shepherd properties
Expedia verified reviews

Baymont by Wyndham Billings

Baymont by Wyndham Billings

3/5 Okay
"Staff and room were good. Bed was so so for the wife. For me the tv didn't work and staff wasn't much help "
A verified traveler stayed at Baymont by Wyndham Billings
Posted 1 day ago
Baymont by Wyndham Billings