Holiday Rentals in Shepherd

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Holiday Rentals in Shepherd

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

9.2 out of 10, Wonderful, (20)
"Very comfy and welcoming home. Was a great place to unwind, relax, and have a home cook meal after getting off from work. Excellent communication from the host. "
The price is €223
includes taxes & fees
3 Mar - 4 Mar
Come and stay at Emerald Cottage, your mini home away from home.

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, (7)
"This place is amazing. The owners have thought of everything. We had 5 guys stay there to plan a church event. The place was perfect. From the coffee pods to the charging stations by the beds. This house has ever area we needed. There was a huge dinning room we used a conference table to the living room downstairs we watched the game. I can’t recommend this place enough."
The price is €457
includes taxes & fees
2 Mar - 3 Mar
Enjoy the saltwater hot tub and gas fire pit in this 5 bedroom 2.5 bath house

Parkside Bungalow minutes from downtown, hospitals, MSUB and Rocky.

9.8 out of 10, Exceptional, (9)
"This home was in a convenient part of town that is close to downton and other attractions. Cute and well kept. Home sits at the back of the yard for a cozy feel off the main road."
The price is €273
includes taxes & fees
28 Feb - 1 Mar
Parkside Bungalow minutes from downtown, hospitals, MSUB and Rocky.

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 €335
includes taxes & fees
3 Mar - 4 Mar
Big Sky Retreat

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

10.0 out of 10, Exceptional, (31)
"Great place to stay! Hot tub was lovely. House was very clean with anything you need. Easy to find. Great location. Definitely be back in the future. "
The price is €316
includes taxes & fees
2 Mar - 3 Mar
Centrally located, huge shaded patio with hot tub! Entire place to yourself!

Triangular Casa in Billings

9.8 out of 10, Exceptional, (80)
"Super cute little place, very clean and well stocked. Beds were comfortable!"
The price is €145
includes taxes & fees
2 Mar - 3 Mar
Triangular Casa in Billings

Peaceful Cul-De-Sac Home, 1 Min. Drive To Zoo MT!

10.0 out of 10, Exceptional, (42)
"House well maintained clean and all appliances work"
Peaceful Cul-De-Sac Home, 1 Min. Drive To Zoo MT!

Downtown Studio Loft Apartment Unit 7

9.0 out of 10, Wonderful, (7)
"Great experience , fantastic communication with owners before during and after. Great space for work and relaxation. "
The price is €135
includes taxes & fees
1 Mar - 2 Mar
Downtown Studio Loft Apartment Unit 7

Rims view pet friendly home

9.6 out of 10, Exceptional, (23)
"Easy to get to and out of the way of heavy traffic. Overall a good experience. "
The price is €222
includes taxes & fees
3 Mar - 4 Mar
Rims view pet friendly home

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

10.0 out of 10, Exceptional, (56)
"Fantastic stay at this cozy and incredibly comfortable and well appointed home. The weather was super cold but the house with the gas fireplaces kept us comfortable for the two weeks we were at the home. Highly recommend. "
Renovated home in vintage neighborhood, close to airport, hospitals, & downtown.

Peaceful 2-bedroom apartment across from Pioneer park w/WiFi in Billings

10.0 out of 10, Exceptional, (4)
"This is a great rental. Good location, great floor plan, well supplied & responsive host. Liked the supplies provided, fragrance free. "
The price is €179
includes taxes & fees
2 Mar - 3 Mar
Peaceful 2-bedroom apartment across from Pioneer park w/WiFi in Billings

Billings Home w/ Trampoline, Gas Grill & Fire Pit!

9.2 out of 10, Wonderful, (7)
"Great home with 2 living spaces. Well stocked and cared for. Lily was a great host. Thanks"
Billings Home w/ Trampoline, Gas Grill & Fire Pit!

Bo's Howard Hideaway Rustic Cottage | Fenced Yard

9.8 out of 10, Exceptional, (45)
"Place had a country cottage feel, with eye to detail. Decor was great and furnishings were comfortable. Hope to get back in the Summer so we can enjoy the amazing backyard. Hosts were easy to communicate with and provided feedback as needed. "
The price is €205
includes taxes & fees
2 Mar - 3 Mar
Bo's Howard Hideaway Rustic Cottage | Fenced Yard

Montana Mansion: Theater, Gym, Arcade, Billiards

2.0 star property
10.0 out of 10, Exceptional, (3)
"I met some of my family in Billings for Christmas, and this property was absolutely perfect for us. The large dining table allowed our group to eat and play games together, while having many rooms to spread out in and not feel crowded. The deck is fabulous and would be great in the warmer months. The younger family members loved the arcade games downstairs, and we all enjoyed watching movies together in the theater room and playing pool upstairs.Lots of beds, the linens and house were clean,...
The price is €433
includes taxes & fees
3 Mar - 4 Mar
Montana Mansion: Theater, Gym, Arcade, Billiards

Spacious 5 bed / 3 bath home with backyard

9.6 out of 10, Exceptional, (7)
"Was a great place to stay"
Spacious 5 bed / 3 bath home with backyard

Boho Bungalow @ Old Pine Retreats

8.4 out of 10, Very good, (5)
"Wish we stayed longer, very nice place"
The price is €192
includes taxes & fees
2 Mar - 3 Mar
Boho Bungalow @ Old Pine Retreats

Rimrock Retreat - Lovely Neighborhood Close to Hospitals, Colleges, & Downtown

10.0 out of 10, Exceptional, (6)
"This is the perfect house for a big family. We came to Billings for our parents 50th anniversary and it was great to be able to host dinner with plenty of room for everyone."
Rimrock Retreat - Lovely Neighborhood Close to Hospitals, Colleges, & Downtown

Timelessly restored home - entirely yours to enjoy

9.6 out of 10, Exceptional, (4)
"Very convenient and lovely older home. Need to guard your parking spot though! lol"
Timelessly restored home - entirely yours to enjoy

Spacious 4-Bedroom Haven in the Heart of Billings: Your Ideal Home Awaits!

9.8 out of 10, Exceptional, (17)
"Room for 7 of us to gather and chatter and sleep well and launch to a few Billings events - Harvest Fest and Miss Mansion Tour. "
The price is €327
includes taxes & fees
11 Mar - 12 Mar
Spacious 4-Bedroom Haven in the Heart of Billings: Your Ideal Home Awaits!

Pets & Kids Love this Montana Dream Home!

10.0 out of 10, Exceptional, (34)
"Best outfitted kitchen for pots and pans, utensils, table settings, spices and basic condiments. Wonderful to have 4 king beds plus a queen. The house was clean. The backyard is a park setting with a stream and lots of ducks. The kitchen and bathrooms are updated and very nice. My one suggestion would be to sweep out the garage. "
Pets & Kids Love this Montana Dream Home!
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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Other types of properties in Shepherd you may be interested in

Northern Hotel

4.0 star property
9.4 out of 10, Exceptional, (1003)
"Overall very nice "
The price is €177
includes taxes & fees
28 Feb - 1 Mar
Northern Hotel

Dude Rancher Lodge

3.0 star property
8.0 out of 10, Very good, (1005)
"Cute little old school hideway...hole in the wall gang"
The price is €91
includes taxes & fees
5 Mar - 6 Mar
Dude Rancher Lodge

Kelly Inn Billings Montana

2.5 star property
8.4 out of 10, Very good, (1517)
"We booked while on the road and with internet issues it double booked. The staff at check in w were super helpful to get it fixed. "
The price is €108
includes taxes & fees
12 Mar - 13 Mar
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.

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?

Parkside Bungalow minutes from downtown, hospitals, MSUB and Rocky. : This holiday home rental outside of Shepherd is in the city centre, and equipped with air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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.