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Check prices for these dates

Compare 104 Vacation Homes in Shepherd with updated reviews, rates, and availability.

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 SAR 416
SAR 831 total
includes taxes & fees
15 Mar - 16 Mar
Bo's Howard Hideaway Rustic Cottage | Fenced Yard

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 SAR 469
SAR 1,235 total
includes taxes & fees
10 Apr - 11 Apr
Spacious 4-Bedroom Haven in the Heart of Billings: Your Ideal Home Awaits!

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 SAR 371
SAR 851 total
includes taxes & fees
5 Apr - 6 Apr
Rims view pet friendly home

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

10.0 out of 10, Exceptional, (57)
"Exceptional house in a neighborhood I grew up in. Quality furnishings, comfortable beds, well stocked kitchen with high quality cookware. Attention to detail in every aspect of construction. Beautiful home away from home."
Renovated home in vintage neighborhood, close to airport, hospitals, & downtown.

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 SAR 829
SAR 1,831 total
includes taxes & fees
17 Mar - 18 Mar
Enjoy the saltwater hot tub and gas fire pit in this 5 bedroom 2.5 bath house

Triangular Casa in Billings

9.6 out of 10, Exceptional, (83)
"We were in Billings for a dance competition at the Metra. The location was minutes from the Metra and so convenient. The rooms are not directly next to each other so it feels more private and the beds were very comfortable. The kitchen was well stocked and perfect for a small group. Very clean and comfortable place! My only complaint is the nighttime traffic, but that did quiet by midnight and we were there on the weekend. "
The price is SAR 270
SAR 555 total
includes taxes & fees
14 Mar - 15 Mar
Triangular Casa in Billings

Gregory Hills Retreat - Pool - Hot tub - Massage Chair

9.6 out of 10, Exceptional, (12)
"Pleasant stay overall, there were only a couple misconceptions in regards to the pool/foosball table. The host was helpful, friendly, and easy to get a hold of. The hot tub was nice, and the house was very spacious for our big group. We appreciated the big dining room table and enjoyed our time there! "
Gregory Hills Retreat - Pool - Hot tub - Massage Chair

Modern West-End Haven

9.6 out of 10, Exceptional, (58)
"Overall clean and very roomy. Christmas tree was welcoming. Kitchen was well-stocked but could use someone to clean out old condiments. Very quiet neighborhood. Walking distance to coffee and local gym. "
Modern West-End Haven

Spacious 5 bed / 3 bath home with backyard

8.6 out of 10, Excellent, (8)
"Was a great place to stay"
Spacious 5 bed / 3 bath home with backyard

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!

Stunning custom comfy home in quiet NW Billings

10.0 out of 10, Exceptional, (3)
"Cute house. It fit all our needs perfectly. Really roomy, comfortable and clean. The host was quick with responses. "
Stunning custom comfy home in quiet NW Billings

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 SAR 660
SAR 1,511 total
includes taxes & fees
25 Mar - 26 Mar
Big Sky Retreat

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

Yellowstone Valley Overlook - 10 acres 5 minutes from Billings

10.0 out of 10, Exceptional, (22)
"We hosted a wonderful family gathering and the house was excellent! We loved the location, close to Billings but not in town, with great views. Our dog could use the doggy door to get to the fenced area, and everyone was comfortable in the clean, well-appointed rooms. There are lots of thoughtful touches, such as power strips, kitchen supplies, even a Christmas tree. We would stay again."
Yellowstone Valley Overlook - 10 acres 5 minutes from Billings

Delightful, new townhome downtown

9.8 out of 10, Exceptional, (14)
"This is our second time staying at this property and we love it! We are actually staying there again soon!! "
Delightful, new townhome downtown

Barb’s Cozy Home with Office and Covered Parking!

2.0 star property
8.8 out of 10, Excellent, (5)
"This was a great place to stay and in a nice neighborhood. The host had great communication and check in/out was very easy smooth. "
The price is SAR 334
SAR 689 total
includes taxes & fees
13 Mar - 14 Mar
Barb’s Cozy Home with Office and Covered Parking!

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 SAR 375
SAR 1,142 total
includes taxes & fees
10 Apr - 11 Apr
Parkside Bungalow minutes from downtown, hospitals, MSUB and Rocky.

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

10.0 out of 10, Exceptional, (33)
"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 SAR 626
SAR 1,284 total
includes taxes & fees
16 Mar - 17 Mar
Centrally located, huge shaded patio with hot tub! Entire place to yourself!

Montana Mansion: Theater, Gym, Arcade, Billiards

2.0 star property
10.0 out of 10, Exceptional, (4)
"We met up in Billings with extended family. The property had ample room. The kids loved the game room and pool table. We also enjoyed the use of the deck during the day when the sun was out. Everyone thought the property was perfect for the occasion. We will plan to use it again in the future."
The price is SAR 854
SAR 1,976 total
includes taxes & fees
25 Mar - 26 Mar
Montana Mansion: Theater, Gym, Arcade, Billiards

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 property types in Shepherd

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 SAR 416
SAR 831 total
includes taxes & fees
15 Mar - 16 Mar
Bo's Howard Hideaway Rustic Cottage | Fenced Yard

Triangular Casa in Billings

9.6 out of 10, Exceptional, (83)
"We were in Billings for a dance competition at the Metra. The location was minutes from the Metra and so convenient. The rooms are not directly next to each other so it feels more private and the beds were very comfortable. The kitchen was well stocked and perfect for a small group. Very clean and comfortable place! My only complaint is the nighttime traffic, but that did quiet by midnight and we were there on the weekend. "
The price is SAR 270
SAR 555 total
includes taxes & fees
14 Mar - 15 Mar
Triangular Casa in Billings

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 SAR 371
SAR 851 total
includes taxes & fees
5 Apr - 6 Apr
Rims view pet friendly 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.