Title: Shepherd Vacation Home Rentals from CA $167: Search Top Private Vacation Homes for Rent | Expedia.ca

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## Check prices for these dates

In two weeks

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=3000445886&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=3000445886&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=3000445886&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=3000445886&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Shepherd vacation homes

![Interior](https://images.trvl-media.com/lodging/101000000/100420000/100416400/100416392/6d3a9cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/101000000/100420000/100416400/100416392/a80a3401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100420000/100416400/100416392/8c2923ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/101000000/100420000/100416400/100416392/0bd7c86e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relaxing, cozy and comfortable 

[](https://www.expedia.ca/Worden-Hotels-Relaxing.h100416392.Hotel-Information)

Worden

9.8/10

Exceptional

(18 reviews)

"Loved this stay!!! Very cozy and spacious!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sharlys D.

CA $106

CA $167 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Worden-Hotels-Relaxing.h100416392.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105570000/105564600/105564595/efd0a208.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/106000000/105570000/105564600/105564595/e1d9b7e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/106000000/105570000/105564600/105564595/a64f5b33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105570000/105564600/105564595/da60602e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Farmhouse Cottage @ Old Pine Retreats

[](https://www.expedia.ca/Billings-Hotels-Farmhouse-Cottage-Old-Pine-Retreats.h105564595.Hotel-Information)

Billings

10/10

Exceptional

(12 reviews)

"So charming and nicely decorated! Wonderful deck areas quiet area. Would definitely recommend and will be back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jessica L.

CA $138

CA $303 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Billings-Hotels-Farmhouse-Cottage-Old-Pine-Retreats.h105564595.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/38000000/37110000/37106100/37106037/d9f33de1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/38000000/37110000/37106100/37106037/ec48f83f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/38000000/37110000/37106100/37106037/f659d9fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/38000000/37110000/37106100/37106037/93a4c87a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Triangular Casa in Billings

[](https://www.expedia.ca/Billings-Hotels-Triangular-Casa-In-Billings.h37106037.Hotel-Information)

Central - Terry

9.6/10

Exceptional

(112 reviews)

"House was super clean! It was perfect for two couples to stay before headed to the airport. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

McKenzie

CA $91

CA $196 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Billings-Hotels-Triangular-Casa-In-Billings.h37106037.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/101000000/100170000/100161600/100161512/7fbcfb2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100170000/100161600/100161512/fd286604.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100170000/100161600/100161512/0a243a9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/101000000/100170000/100161600/100161512/b8a3b3a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rims view pet friendly home 

[](https://www.expedia.ca/Billings-Hotels-Rims-View-Pet-Friendly-Home.h100161512.Hotel-Information)

Rimrock

9.4/10

Exceptional

(61 reviews)

"It was a great stay and in a good neighborhood! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kaylen L.

CA $125

CA $284 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Billings-Hotels-Rims-View-Pet-Friendly-Home.h100161512.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/104000000/103560000/103557900/103557843/1ca17616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103560000/103557900/103557843/a1286988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/104000000/103560000/103557900/103557843/b7baf263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/104000000/103560000/103557900/103557843/6a433751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bo’s Urban Farm House.

[](https://www.expedia.ca/Billings-Hotels-Bos-Urban-Farm-House.h103557843.Hotel-Information)

Central - Terry

9.4/10

Exceptional

(18 reviews)

"This was a great place to stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christina W.

CA $137

CA $303 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Billings-Hotels-Bos-Urban-Farm-House.h103557843.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/110000000/109090000/109089100/109089053/8f3b9d71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/110000000/109090000/109089100/109089053/8a8720e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/110000000/109090000/109089100/109089053/ebd54be5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109090000/109089100/109089053/1cce345f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quiet 2BR w/ Backyard, Cozy Home and Covered Parking

[](https://www.expedia.ca/Billings-Hotels-Barbs-Cozy-Home-With-Office-And-Covered-Parking.h109089053.Hotel-Information)

Central - Terry

9.4/10

Exceptional

(21 reviews)

"Great value for the price on a quick trip to Billings."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tim K.

CA $124

CA $280 total

includes taxes & fees

Jan 17 - Jan 18

[](https://www.expedia.ca/Billings-Hotels-Barbs-Cozy-Home-With-Office-And-Covered-Parking.h109089053.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/122000000/121890000/121889800/121889797/6339fbc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121890000/121889800/121889797/9f5d770d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121890000/121889800/121889797/a910e815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121890000/121889800/121889797/d625b986.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhome • Hospital District • King Bed + Garage

[](https://www.expedia.ca/Billings-Hotels-Magic-City-Modern-Bright-2BR-Townhouse-Near-Downtown-Hospitals.h121889797.Hotel-Information)

Central - Terry

10/10

Exceptional

(2 reviews)

"The property was very clean and quiet and very well stocked with plenty of cleaning supplies kitchen utensils and necessities. Very Pet friendly, easy off street parking attached garage. Warm and welcoming."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carmela H.

CA $99

CA $333 total

includes taxes & fees

Jan 30 - Jan 31

[](https://www.expedia.ca/Billings-Hotels-Magic-City-Modern-Bright-2BR-Townhouse-Near-Downtown-Hospitals.h121889797.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102700000/102693700/102693621/a78fc638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/103000000/102700000/102693700/102693621/f6253846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102700000/102693700/102693621/5867c127.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/103000000/102700000/102693700/102693621/bebf464d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Industrial Loft @ Old Pine Retreats

[](https://www.expedia.ca/Billings-Hotels-Industrial-Loft-Old-Pine-Retreats.h102693621.Hotel-Information)

Billings

10/10

Exceptional

(8 reviews)

"Awesome place with everything you need. Very clean. Highly recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Matt C.

CA $154

CA $323 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Billings-Hotels-Industrial-Loft-Old-Pine-Retreats.h102693621.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96110000/96106100/96106012/12733c12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96110000/96106100/96106012/8ea8c1f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/97000000/96110000/96106100/96106012/26f1b97b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/97000000/96110000/96106100/96106012/050674d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Billings-Hotels-Come-And-Stay-At-Emerald-Cottage.h96106012.Hotel-Information)

Billings

8.8/10

Excellent

(43 reviews)

"Great cozy place that is close to a alot to do "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James B.

CA $97

CA $240 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Billings-Hotels-Come-And-Stay-At-Emerald-Cottage.h96106012.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/99000000/98450000/98445700/98445613/0851f803.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/99000000/98450000/98445700/98445613/380f93d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/99000000/98450000/98445700/98445613/802e116a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98450000/98445700/98445613/68186149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bo’s Bungalow with Hot Tub and Sauna

[](https://www.expedia.ca/Billings-Hotels-Bos-Bungalow-With-Hot-Tub-And-Sauna.h98445613.Hotel-Information)

Central - Terry

9.6/10

Exceptional

(14 reviews)

"Feels like home"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael O.

CA $136

CA $268 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Billings-Hotels-Bos-Bungalow-With-Hot-Tub-And-Sauna.h98445613.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102690000/102684900/102684810/363cd4c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102690000/102684900/102684810/87894a38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102690000/102684900/102684810/42ea34c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102690000/102684900/102684810/11cc8f15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Boho Bungalow @ Old Pine Retreats

[](https://www.expedia.ca/Billings-Hotels-Boho-Bungalow-Old-Pine-Retreats.h102684810.Hotel-Information)

Billings

9.6/10

Exceptional

(20 reviews)

"Absolute gem, after 5 days on the road sight seeing this was the perfect spot to relax for a couple days."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mike W.

CA $124

CA $266 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Billings-Hotels-Boho-Bungalow-Old-Pine-Retreats.h102684810.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/116000000/115510000/115502400/115502388/e8a0f684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115510000/115502400/115502388/27235317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115510000/115502400/115502388/82a59ec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115510000/115502400/115502388/w1440h959x0y1-78bc0c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Lakehouse: Pool, Theater, Game Room, Lakefront

[](https://www.expedia.ca/Billings-Hotels-The-Lakehouse-Pool.h115502388.Hotel-Information)

Billings

9.8/10

Exceptional

(6 reviews)

"Had a great time! Great central location to all our adventures and excursions. Plenty of activities on the property too."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pauline M.

CA $157

CA $536 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Billings-Hotels-The-Lakehouse-Pool.h115502388.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110550000/110549600/110549508/w1080h1437x0y3-dc5cf5cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/111000000/110550000/110549600/110549508/w4320h3216x0y0-108877e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/111000000/110550000/110549600/110549508/w1080h971x0y9-8bb5e0b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/111000000/110550000/110549600/110549508/a7e504b7_edited_9395.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom townhome with WiFi, AC/Heat in delightful Billings

[](https://www.expedia.ca/Billings-Hotels-Charming-2-Bedroom-Townhome-With-WiFi.h110549508.Hotel-Information)

Billings

9.2/10

Wonderful

(17 reviews)

"Great place to stay while visiting family. The grandkids loved the local park and riding bikes on all the sidewalks! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

JOEL B.

CA $160

CA $300 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Billings-Hotels-Charming-2-Bedroom-Townhome-With-WiFi.h110549508.Hotel-Information)

![Sport court](https://images.trvl-media.com/lodging/113000000/112950000/112942700/112942627/514ef8bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/113000000/112950000/112942700/112942627/818a8244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/113000000/112950000/112942700/112942627/24bda36a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sauna](https://images.trvl-media.com/lodging/113000000/112950000/112942700/112942627/e8a24590.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bo’s 3BR Retreat • Hot Tub • Sauna • Den Suite

[](https://www.expedia.ca/Billings-Hotels-Bos-Rusty-Western-Duplex-Unit.h112942627.Hotel-Information)

Central - Terry

10/10

Exceptional

(1 review)

"It was just a quick trip for us but it was nice to have a place to stay all together. We enjoyed the hot tub and sauna. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer A.

CA $188

CA $401 total

includes taxes & fees

Jan 17 - Jan 18

[](https://www.expedia.ca/Billings-Hotels-Bos-Rusty-Western-Duplex-Unit.h112942627.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95810000/95801800/95801709/93431571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/96000000/95810000/95801800/95801709/a18868e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/96000000/95810000/95801800/95801709/0de5edf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95810000/95801800/95801709/1d000a9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Billings-Hotels-Centrally-Located.h95801709.Hotel-Information)

West End

10/10

Exceptional

(48 reviews)

"Very nice stay . "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lori K.

CA $218

CA $456 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Billings-Hotels-Centrally-Located.h95801709.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/96000000/95820000/95810300/95810238/55d81a38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95820000/95810300/95810238/fce12461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95820000/95810300/95810238/d6635024.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/96000000/95820000/95810300/95810238/d8a6ac3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Big Sky Retreat

[](https://www.expedia.ca/Billings-Hotels-Big-Sky-Retreat.h95810238.Hotel-Information)

Billings

10/10

Exceptional

(16 reviews)

"It was a lovely place in a quiet neighborhood. It allowed us access to the hospital area where we were daily & a respite for our family to rest."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer W.

CA $246

CA $558 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Billings-Hotels-Big-Sky-Retreat.h95810238.Hotel-Information)

![Smart TV, DVD player, video library](https://images.trvl-media.com/lodging/110000000/109730000/109729500/109729484/d67775de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109730000/109729500/109729484/9937ba7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109730000/109729500/109729484/d22df63d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109730000/109729500/109729484/854e7588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely 4-bedroom house in Lockwood with large yard and covered patio!

[](https://www.expedia.ca/Billings-Hotels-Lovely-4-Bedroom-House-In-Lockwood-With-Large-Yard-And-Covered-Patio.h109729484.Hotel-Information)

Billings

9.6/10

Exceptional

(5 reviews)

"House was perfect for our group. Beds were comfortable. Communication from property manager was accurate and on point."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amber R.

CA $250

CA $306 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Billings-Hotels-Lovely-4-Bedroom-House-In-Lockwood-With-Large-Yard-And-Covered-Patio.h109729484.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/99000000/98450000/98445700/98445615/001de358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/99000000/98450000/98445700/98445615/3eabb805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98450000/98445700/98445615/fd4b14dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/99000000/98450000/98445700/98445615/f1461ae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bo’s White House with Fenced Yard

[](https://www.expedia.ca/Billings-Hotels-Bos-White-House-With-Fenced-Yard.h98445615.Hotel-Information)

Central - Terry

9.6/10

Exceptional

(24 reviews)

"Clean, convenient and perfect for our family!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mindy J.

CA $170

CA $382 total

includes taxes & fees

Jan 22 - Jan 23

[](https://www.expedia.ca/Billings-Hotels-Bos-White-House-With-Fenced-Yard.h98445615.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/111730000/111721800/111721793/1b890805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111730000/111721800/111721793/7077911c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111730000/111721800/111721793/7ee5907b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111730000/111721800/111721793/250244a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pet-Friendly 3BR Billings Home with Fenced Yard, Gym Near Hospitals & Downtown

[](https://www.expedia.ca/Billings-Hotels-Home-Away-From-Home-With-Large-Private-Yard.h111721793.Hotel-Information)

Central - Terry

10/10

Exceptional

(7 reviews)

"Great communication with Jon, checked up on our stay and was very helpful and attentive"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Anonymous traveller

CA $203

CA $420 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Billings-Hotels-Home-Away-From-Home-With-Large-Private-Yard.h111721793.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108480000/108476400/108476339/696bf13d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108480000/108476400/108476339/08f9f5aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/109000000/108480000/108476400/108476339/80e9d7aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/109000000/108480000/108476400/108476339/388cdb69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 3-bedroom townhome in Billings 

[](https://www.expedia.ca/Billings-Hotels-Charming-3-Bedroom-Townhome-In-Billings.h108476339.Hotel-Information)

Billings

10/10

Exceptional

(14 reviews)

"Nice place. As described. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Russ M.

CA $204

CA $420 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Billings-Hotels-Charming-3-Bedroom-Townhome-In-Billings.h108476339.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-30&endDate=2026-01-31&regionId=3000445886&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Shepherd%2C+Montana%2C+United+States+of+America&regionId=3000445886&latLong=45.943569%2C-108.342346&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Shepherd%2C+Montana%2C+United+States+of+America&regionId=3000445886&latLong=45.943569%2C-108.342346&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=APARTMENT)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Shepherd%2C+Montana%2C+United+States+of+America&regionId=3000445886&latLong=45.943569%2C-108.342346&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=CONDO)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Shepherd%2C+Montana%2C+United+States+of+America&regionId=3000445886&latLong=45.943569%2C-108.342346&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=COTTAGE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Shepherd%2C+Montana%2C+United+States+of+America&regionId=3000445886&latLong=45.943569%2C-108.342346&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=CABIN)

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## Top Shepherd Hotel Reviews

![Ledgestone Suites Hotel Billings](https://images.trvl-media.com/lodging/8000000/7120000/7110900/7110813/b8f324a0_y.jpg)

### Ledgestone Suites Hotel Billings

10/10 Excellent

"Love staying here. Everyone very helpful and rooms clean and bed is comfortable "

[](https://expedia.ca/Billings-Hotels-Ledgestone-Hotel-Billings.h7110813.Hotel-Information)

![avid Hotels Billings West by IHG](https://images.trvl-media.com/lodging/97000000/96160000/96151600/96151537/ca447907_y.jpg)

### avid Hotels Billings West by IHG

10/10 Excellent

"Our stay was very enjoyable. Room was clean and quiet. The staff was friendly. "

[](https://expedia.ca/Billings-Hotels-Avid-Hotels-Billings-West.h96151537.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Billings](https://images.trvl-media.com/lodging/9000000/8800000/8796900/8796844/d645595f_y.jpg)

### La Quinta Inn & Suites by Wyndham Billings

10/10 Excellent

"Everything was great "

[](https://expedia.ca/Billings-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Billings.h8796844.Hotel-Information)

![Hyatt Place Billings](https://images.trvl-media.com/lodging/113000000/112740000/112736100/112736041/ddadd226_y.jpg)

### Hyatt Place Billings

10/10 Excellent

"the nicest hotel in billings! so impressed from the start to finish. so clean, so kind, so quiet! great location! WOW WOW WOW! lovely breakfast! just awesome!"

[](https://expedia.ca/Billings-Hotels-Hyatt-Place-Billings.h112736041.Hotel-Information)

![Billings Hotel and Convention Center](https://images.trvl-media.com/lodging/1000000/30000/28000/27953/1745d3d6_y.jpg)

### Billings Hotel and Convention Center

10/10 Excellent

"Staff"

[](https://expedia.ca/Billings-Hotels-Billings-Hotel-And-Convention-Center.h27953.Hotel-Information)

![Dude Rancher Lodge](https://images.trvl-media.com/lodging/1000000/40000/37900/37816/a1e00578_y.jpg)

### Dude Rancher Lodge

10/10 Excellent

"Yes"

[](https://expedia.ca/Billings-Hotels-Dude-Rancher-Lodge.h37816.Hotel-Information)

![Riversage Billings Inn](https://images.trvl-media.com/lodging/1000000/60000/50700/50673/0fcfcd43_y.jpg)

### Riversage Billings Inn

10/10 Excellent

"Nice, well maintained, clean, property. Very convenient for Billings Clinic. Affordable rates. Friendly staff. Various breakfast options. Plenty of coffee:)"

[](https://expedia.ca/Billings-Hotels-Riversage-Billings-Inn.h50673.Hotel-Information)

![Quality Inn](https://images.trvl-media.com/lodging/1000000/10000/800/749/e5ec115b_y.jpg)

### Quality Inn

10/10 Excellent

"The lady upfront during the day was very nice, it was a good stay few things stood out but overall it was a very recommended stay "

[](https://expedia.ca/Billings-Hotels-Quality-Inn.h749.Hotel-Information)

![Northern Hotel](https://images.trvl-media.com/lodging/1000000/10000/8000/7928/4fe8e929_y.jpg)

### Northern Hotel

10/10 Excellent

"Just a pleasant experience "

[](https://expedia.ca/Billings-Hotels-Northern-Hotel.h7928.Hotel-Information)

## Find out more about Shepherd

## Shepherd Vacation Homes information

| Number of reviews | 462                |
| ----------------- | ------------------ |
| Accommodation     | 118 Vacation Homes |
| Lowest Price      | CA $167            |
| Highest Price     | CA $536            |

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