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Compare 105 Vacation Homes in Shepherd with updated reviews, rates, and availability.

Modern West-End Haven
Private kitchen
Modern West-End Haven
9.6 out of 10, Exceptional, (55)
"Nicely appointed, great size rooms, spacious shared space. Location is great too - located in a quiet neighborhood and easy access to the main road."
Modern West-End Haven
Bo's Howard Hideaway Rustic Cottage | Fenced Yard
Living room, gas fireplace, tv, and rustic decor
Bo's Howard Hideaway Rustic Cottage | Fenced Yard
9.8 out of 10, Exceptional, (37)
"We stayed 2 nights and loved it. House was clean, well maintained and perfectly decorated to give it that “homey” feeling that is missing in a lot of VRBO homes. The pet friendly lawn is well groomed and fenced nicely. My service animal loved it. We will definitely book here again next time we come to Billings. "
The price is SAR 417
SAR 780 total
includes taxes & fees
19 Nov - 20 Nov
Bo's Howard Hideaway Rustic Cottage | Fenced Yard
Rims view pet friendly home
Living area
Rims view pet friendly home
9.6 out of 10, Exceptional, (19)
"Everything was great. We will be back!!"
The price is SAR 372
SAR 852 total
includes taxes & fees
18 Nov - 19 Nov
Rims view pet friendly home
Renovated home in vintage neighborhood, close to airport, hospitals, & downtown.
Summer!
Renovated home in vintage neighborhood, close to airport, hospitals, & downtown.
10.0 out of 10, Exceptional, (51)
"Nice home in nice neighborhood. Great for talking walks."
Renovated home in vintage neighborhood, close to airport, hospitals, & downtown.
Spacious 4-Bedroom Haven in the Heart of Billings: Your Ideal Home Awaits!
Room
Spacious 4-Bedroom Haven in the Heart of Billings: Your Ideal Home Awaits!
9.8 out of 10, Exceptional, (16)
"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 545
SAR 1,339 total
includes taxes & fees
11 Dec - 12 Dec
Spacious 4-Bedroom Haven in the Heart of Billings: Your Ideal Home Awaits!
NEW Mid-Century 4 Bed 2Bath Home w/ PlayRoom
Living area
NEW Mid-Century 4 Bed 2Bath Home w/ PlayRoom
2.0 star property
10.0 out of 10, Exceptional, (2)
"The property was nice, in a quite neighborhood. The home brought back memories of my childhood as it was a similar floor plan."
The price is SAR 639
SAR 1,578 total
includes taxes & fees
25 Nov - 26 Nov
NEW Mid-Century 4 Bed 2Bath Home w/ PlayRoom
Spacious and Stylish New Home in a Great Neighborhood
Exterior
Spacious and Stylish New Home in a Great Neighborhood
10.0 out of 10, Exceptional, (47)
"We booked this home for the trip to celebrate our daughter's wedding at Camelot Ranch. It was close to the venue and large enough for family and friends. The owners allows us to hoat the rehearsal dinner there as well. It was clean and a beautiful home and had everything we needed during our stay. "
Spacious and Stylish New Home in a Great Neighborhood
Parkside Bungalow minutes from downtown, hospitals, MSUB and Rocky.
Exterior
Parkside Bungalow minutes from downtown, hospitals, MSUB and Rocky.
9.8 out of 10, Exceptional, (8)
"Plenty of space. Nice shower. Everything we needed was accessible. "
Parkside Bungalow minutes from downtown, hospitals, MSUB and Rocky.
Retro Abode, 3Bed 1Bath w/ Garage
Living area
Retro Abode, 3Bed 1Bath w/ Garage
2.0 star property
8.8 out of 10, Excellent, (3)
"Awesome home with big, fenced back yard. The communication from the host was the best I’ve ever had. Very accommodating and going out of her way to assist. Very clean, close to the airport, would 100% stay here again. "
The price is SAR 488
SAR 1,156 total
includes taxes & fees
18 Nov - 19 Nov
Retro Abode, 3Bed 1Bath w/ Garage
Stunning 4 Bedroom Home - Prime Location
Dining
Stunning 4 Bedroom Home - Prime Location
9.4 out of 10, Exceptional, (41)
"The stay was good. Housekeeping could have been a bit better, but it wasn't horrible."
The price is SAR 939
SAR 1,526 total
includes taxes & fees
10 Dec - 11 Dec
Stunning 4 Bedroom Home - Prime Location
Clean centrally located home
Terrace/patio
Clean centrally located home
9.4 out of 10, Exceptional, (22)
"There are few things that I might recommend; like a direction page for the remote control and how to work tv. also the way to use the retro microwave would be helpful. "
Clean centrally located home
Bo’s Cheerful Home with private HOT TUB
Main floor living room
Bo’s Cheerful Home with private HOT TUB
9.6 out of 10, Exceptional, (16)
"Close to downtown and some day trips we took"
The price is SAR 583
SAR 1,118 total
includes taxes & fees
17 Nov - 18 Nov
Bo’s Cheerful Home with private HOT TUB
Centrally located 4Bedroom, 5 BEDs & 2Bath; Beautiful backyard
Terrace/patio
Centrally located 4Bedroom, 5 BEDs & 2Bath; Beautiful backyard
9.8 out of 10, Exceptional, (21)
"It was a beautiful home! Very clean and the beds were comfortable. We had a wonderful time! "
Centrally located 4Bedroom, 5 BEDs & 2Bath; Beautiful backyard
Beautiful new construction 3-bedroom duplex townhome-
Living area
Beautiful new construction 3-bedroom duplex townhome-
10.0 out of 10, Exceptional, (40)
"We stopped here on our way to Glacier for a quick one night break. House had everything we needed and more. Great location. Was very clean and had all the amenities plus some. Would definitely recommend. "
The price is SAR 714
SAR 1,347 total
includes taxes & fees
1 Dec - 2 Dec
Beautiful new construction 3-bedroom duplex townhome-
720 N 31st · Timelessly restored home - entirely yours to enjoy
720 N 31st · 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"
720 N 31st · Timelessly restored home - entirely yours to enjoy
Bo’s Central Hangout with HOT TUB & Washer/Dryer
Main floor living room
Bo’s Central Hangout with HOT TUB & Washer/Dryer
10.0 out of 10, Exceptional, (5)
"Exactly what we were hoping for particularly with out 2 dogs."
The price is SAR 657
SAR 1,258 total
includes taxes & fees
17 Nov - 18 Nov
Bo’s Central Hangout with HOT TUB & Washer/Dryer
Big Sky Hotelier - Outstanding Sauna House
Exterior
Big Sky Hotelier - Outstanding Sauna House
9.0 out of 10, Wonderful, (10)
"The house was very simple but decent. Very comfortable beds! Kitchen had minimal dishes. Very convenient to the Metra which is where we were headed each day so that was great. We also messed up our dates and ended being late to leave and the owner was very kind about it, allowing us some extra time to pack up and rush out. Overall this was a decent place to stay."
Big Sky Hotelier - Outstanding Sauna House
Quaint sunny cottage that rests in the historical neighborhood of Billings
Living area
Quaint sunny cottage that rests in the historical neighborhood of Billings
10.0 out of 10, Exceptional, (14)
"Cute little historic home perfect for our small group."
The price is SAR 338
SAR 767 total
includes taxes & fees
16 Nov - 17 Nov
Quaint sunny cottage that rests in the historical neighborhood of Billings
Billings Home w/ Trampoline, Gas Grill & Fire Pit!
Billings Vacation Rental | 3BR | 2BA | 2,012 Sq Ft | Steps Required to Enter
Billings Home w/ Trampoline, Gas Grill & Fire Pit!
10.0 out of 10, Exceptional, (3)
"We were in town for all state band and the house was great for our family and dog. The house was very clean and very well stocked with kitchen items and linens and most importantly, blankets! My only comment would be the mattresses on the upstairs twin beds should be replaced. The rest of the bends were very comfortable "
Billings Home w/ Trampoline, Gas Grill & Fire Pit!
Charming Montana Home w/ Grill: 6 Mi to Lake Elmo!
Billings Vacation Rental | 2BR | 1BA | Stairs Required for Entry | 1,000 Sq Ft
Charming Montana Home w/ Grill: 6 Mi to Lake Elmo!
8.6 out of 10, Excellent, (21)
"This was such a cute and cozy home and worked great for our stay during our sons wedding "
Charming Montana Home w/ Grill: 6 Mi to Lake Elmo!
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

Ground level 2 bedroom loft apartment
Ground level 2 bedroom loft apartment
8.6 out of 10, Excellent, (12)
"Very nice property. Thank you. "
The price is SAR 244
SAR 529 total
includes taxes & fees
4 Dec - 5 Dec
Ground level 2 bedroom loft apartment
Renovated home in vintage neighborhood, close to airport, hospitals, & downtown.
Summer!
Renovated home in vintage neighborhood, close to airport, hospitals, & downtown.
10.0 out of 10, Exceptional, (51)
"Nice home in nice neighborhood. Great for talking walks."
Renovated home in vintage neighborhood, close to airport, hospitals, & downtown.
Modern West-End Haven
Private kitchen
Modern West-End Haven
9.6 out of 10, Exceptional, (55)
"Nicely appointed, great size rooms, spacious shared space. Location is great too - located in a quiet neighborhood and easy access to the main road."
Modern West-End Haven
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.