Title: Shepherd Vacation Home Rentals from CA $181: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Shepherd](https://expedia.ca/Shepherd-Hotels.d3000445886.Travel-Guide-Hotels)[Vacation Rentals in Shepherd](https://expedia.ca/Shepherd-Vacation-Rentals.d3000445886.Travel-Guide-VacationRentals)[Shepherd Car Rentals](https://expedia.ca/Car-Rentals-In-Shepherd.d3000445886.Car-Rental-Guide)[Shepherd Vacation Packages](https://expedia.ca/Shepherd.d3000445886.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Shepherd Vacation Rentals ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=3000445886&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=3000445886&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=3000445886&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=3000445886&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Shepherd Vacation Homes ![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) ![Smart TV](https://images.trvl-media.com/lodging/101000000/100420000/100416400/100416392/9c1bafcb.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) ![Interior](https://images.trvl-media.com/lodging/101000000/100420000/100416400/100416392/6d3a9cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relaxing, cozy and comfortable Worden 9.8/10 Exceptional (18) "This place is a hidden gem. Totally cute and immaculate. We enjoyed sitting on the porch and watching a storm roll in." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $119 CA $181 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Worden-Hotels-Relaxing.h100416392.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/122000000/121630000/121622300/121622259/1dad69c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121630000/121622300/121622259/1a0ba551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/122000000/121630000/121622300/121622259/e2dd3bc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121630000/121622300/121622259/183bcbb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy, Stylish 2-Bedroom Retreat in Prime Location – Walk to Shops & Dining! West End 10/10 Exceptional (1) "We loved everything! Just the right size for the 4 of us for the weekend. Close to everywhere we wanted to go and close enough to come home and rest before round 2 of shopping! Send me a text and ill tell you more. Thank you so much for a very memorable weekend in billings that was long overdue!!! We'll defunately stay here again! We will tell all our friend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phyllis J. CA $100 CA $184 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Billings-Hotels-Cozy.h121622259.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100170000/100161600/100161512/92b6c400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100170000/100161600/100161512/ac462169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100170000/100161600/100161512/2a2ee13c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100170000/100161600/100161512/b2ae3769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rims view pet friendly home Rimrock 9.6/10 Exceptional (54) "Great place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frank N. CA $126 CA $285 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Billings-Hotels-Rims-View-Pet-Friendly-Home.h100161512.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) ![Interior](https://images.trvl-media.com/lodging/99000000/98450000/98445700/98445613/b45688b1.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/99000000/98450000/98445700/98445613/a55b1a89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bo’s Bungalow with Hot Tub and Sauna Central - Terry 9.6/10 Exceptional (12) "Was perfect for our 2 day stay in Billings!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiffany G. CA $132 CA $262 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Billings-Hotels-Bos-Bungalow-With-Hot-Tub-And-Sauna.h98445613.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/38000000/37110000/37106100/37106037/c858842d.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37110000/37106100/37106037/8c647923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37110000/37106100/37106037/d48bd1e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Triangular Casa in Billings Central - Terry 9.6/10 Exceptional (100) "This property was nicely furnished, clean and well maintained…the beds were comfortable too…also easy to access, thanks. And close to lots of shopping areas. We enjoyed a leisurely breakfast and then went about our day with the knowledge of a comfortable stay at the end of our day." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura CA $123 CA $231 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Billings-Hotels-Triangular-Casa-In-Billings.h37106037.Hotel-Information) ![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) ![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) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105570000/105564600/105564595/46ebdc8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105570000/105564600/105564595/5193fc13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Farmhouse Cottage @ Old Pine Retreats, Farmhouse Cottage @ Old Pine Retreats Billings 10/10 Exceptional (12) "Place was wonderful. It was clean had everything needed and amazing views. Hosts were kind enough to let us check in a little early and were very kind. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emma C. CA $181 CA $361 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Billings-Hotels-Farmhouse-Cottage-Old-Pine-Retreats.h105564595.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103560000/103557900/103557843/1665d158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103560000/103557900/103557843/cc4dab74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/104000000/103560000/103557900/103557843/d347826c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/104000000/103560000/103557900/103557843/12005741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bo’s Urban Farm House. Central - Terry 9.4/10 Exceptional (17) "Cute house, dog friendly, and not too far from downtown restaurants and breweries!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nikki M. CA $138 CA $301 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Billings-Hotels-Bos-Urban-Farm-House.h103557843.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102700000/102693700/102693621/5867c127.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102700000/102693700/102693621/a61c3f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102700000/102693700/102693621/bebf464d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102700000/102693700/102693621/f6253846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Industrial Loft @ Old Pine Retreats Billings 10/10 Exceptional (8) "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 $181 CA $361 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Billings-Hotels-Industrial-Loft-Old-Pine-Retreats.h102693621.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102690000/102684900/102684810/87894a38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102690000/102684900/102684810/dad45860.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102690000/102684900/102684810/72a10a51.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) ### Boho Bungalow @ Old Pine Retreats Billings 9.6/10 Exceptional (20) "Absolute dream. Such a great getaway experience. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) April CA $153 CA $302 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Billings-Hotels-Boho-Bungalow-Old-Pine-Retreats.h102684810.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96110000/96106100/96106012/daa0aa50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/97000000/96110000/96106100/96106012/a3660a1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/97000000/96110000/96106100/96106012/3f7f132c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96110000/96106100/96106012/fc00de5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Come and stay at Emerald Cottage, your mini home away from home. Billings 9.0/10 Wonderful (39) "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 $119 CA $268 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Billings-Hotels-Come-And-Stay-At-Emerald-Cottage.h96106012.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) ![Smart TV](https://images.trvl-media.com/lodging/111000000/110550000/110549600/110549508/w4308h3216x0y0-db1f1873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110550000/110549600/110549508/b7c7a6ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom townhome with WiFi, AC/Heat in delightful Billings Billings 9.4/10 Exceptional (14) "Nice property conveniently located near restaurants, shopping, and only a short drive from historic downtown. Cute fenced yard was perfect for our dogs! The property has everything we needed for a fun, yet relaxing trip! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David B. CA $151 CA $289 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Billings-Hotels-Charming-2-Bedroom-Townhome-With-WiFi.h110549508.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) ![Smart TV](https://images.trvl-media.com/lodging/109000000/108480000/108476400/108476339/388cdb69.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) ![Interior](https://images.trvl-media.com/lodging/109000000/108480000/108476400/108476339/9a1bef24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom townhome in Billings Billings 10/10 Exceptional (14) "Nice place. As described. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Russ M. CA $225 CA $447 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Billings-Hotels-Charming-3-Bedroom-Townhome-In-Billings.h108476339.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98450000/98445700/98445615/e1d0d737.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/99000000/98450000/98445700/98445615/590edd63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/99000000/98450000/98445700/98445615/f4439bd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/99000000/98450000/98445700/98445615/548c91c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bo’s White House with Fenced Yard Central - Terry 9.4/10 Exceptional (21) "Comfortable and welcoming, we enjoyed our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jim P. CA $171 CA $379 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Billings-Hotels-Bos-White-House-With-Fenced-Yard.h98445615.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/96000000/95820000/95810300/95810238/1e278153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95820000/95810300/95810238/3e9c1285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/96000000/95820000/95810300/95810238/cab2a08d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95820000/95810300/95810238/66b1b3fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Big Sky Retreat Billings 10/10 Exceptional (14) "We were traveling for a family reunion and we were happy that Big Sky Retreat had 6 bedrooms. Enough room for everyone. Big screen TV, Nice cool AC. Would stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brent C. CA $186 CA $488 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Billings-Hotels-Big-Sky-Retreat.h95810238.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/112000000/111730000/111721800/111721793/250244a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111730000/111721800/111721793/0b759521.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) ### Pet-Friendly 3BR Billings Home with Fenced Yard, Gym Near Hospitals & Downtown Central - Terry 10/10 Exceptional (6) "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 $176 CA $377 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Billings-Hotels-Home-Away-From-Home-With-Large-Private-Yard.h111721793.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/96000000/95810000/95801800/95801709/e4fd872f.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) ![Children's area](https://images.trvl-media.com/lodging/96000000/95810000/95801800/95801709/2d369c79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95810000/95801800/95801709/d2de3bf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Centrally located, huge shaded patio with hot tub! Entire place to yourself! West End 10/10 Exceptional (46) "Very nice stay . " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lori K. CA $217 CA $455 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Billings-Hotels-Centrally-Located.h95801709.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/107000000/106420000/106411400/106411346/68869db5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106420000/106411400/106411346/6cad88c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/107000000/106420000/106411400/106411346/52fe7da3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106420000/106411400/106411346/0a6ff018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Montana Mansion: Theater, Gym, Arcade, Billiards Rimrock 9.4/10 Exceptional (11) "Wonderful large home that everyone enjoyed, very accommodating and clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph C. CA $253 CA $656 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Billings-Hotels-Montana-Mansion-Theater.h106411346.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83440000/83430400/83430307/e31f6eae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83440000/83430400/83430307/04b0f1d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, travel crib, free WiFi](https://images.trvl-media.com/lodging/84000000/83440000/83430400/83430307/2a1aef1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83440000/83430400/83430307/f7a8cd73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cheerful three-bed home in new neighborhood Billings 9.8/10 Exceptional (29) "Nice, quiet neighborhood. Clean, updated house. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher CA $207 CA $389 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Billings-Hotels-Modern-Cottage-Home.h83430307.Hotel-Information) ![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) ![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) ![Exterior](https://images.trvl-media.com/lodging/110000000/109730000/109729500/109729484/9c72fc2a.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) ### Lovely 4-bedroom house in Lockwood with large yard and covered patio! Billings 9.6/10 Exceptional (4) "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 $251 CA $306 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Billings-Hotels-Lovely-4-Bedroom-House-In-Lockwood-With-Large-Yard-And-Covered-Patio.h109729484.Hotel-Information) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/99000000/98450000/98445700/98445638/2600166a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/99000000/98450000/98445700/98445638/803d6f14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98450000/98445700/98445638/259dcee6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/99000000/98450000/98445700/98445638/f6865aef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bo’s Cheerful Home with private HOT TUB Central - Terry 9.2/10 Wonderful (20) "Quick weekend trip. House was great, kids loved the hot tub." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael L. CA $215 CA $413 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Billings-Hotels-Bos-Cheerful-Home-With-Private-HOT-TUB.h98445638.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=2025-11-12&endDate=2025-11-13®ionId=3000445886&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FShepherd-Private-Vacation-Homes.d3000445886-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FShepherd-Private-Vacation-Homes.d3000445886-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Shepherd Hotel Reviews ![Ledgestone Suites Hotel Billings](//images.trvl-media.com/lodging/8000000/7120000/7110900/7110813/b8f324a0_y.jpg) ### Ledgestone Suites Hotel Billings 10/10 Excellent "Nice, new property" [](https://expedia.ca/Billings-Hotels-Ledgestone-Hotel-Billings.h7110813.Hotel-Information) ![Big Horn Resort, an Ascend Collection Hotel](//images.trvl-media.com/lodging/2000000/1700000/1691200/1691126/a41c232e_y.jpg) ### Big Horn Resort, an Ascend Collection Hotel 10/10 Excellent "👍" [](https://expedia.ca/Billings-Hotels-Big-Horn-Resort.h1691126.Hotel-Information) ![Super 8 by Wyndham Billings](//images.trvl-media.com/lodging/1000000/460000/459600/459516/db35e6b1_y.jpg) ### Super 8 by Wyndham Billings 10/10 Excellent "," [](https://expedia.ca/Billings-Hotels-Super-8-By-Wyndham-Billings.h459516.Hotel-Information) ![Hilltop Inn by Riversage](//images.trvl-media.com/lodging/1000000/200000/199900/199849/6adf0770_y.jpg) ### Hilltop Inn by Riversage 10/10 Excellent "We always stay here when travelling in the Billings area. Very convenient. Property is nice since it was renovated. " [](https://expedia.ca/Billings-Hotels-Hilltop-Inn-By-Riversage.h199849.Hotel-Information) ![Quality Inn](//images.trvl-media.com/lodging/1000000/10000/800/749/e5ec115b_y.jpg) ### Quality Inn 10/10 Excellent "As always, super friendly, clean and a pleasure to stay at. Love the breakfast and large hot tub." [](https://expedia.ca/Billings-Hotels-Quality-Inn.h749.Hotel-Information) ![Hyatt Place Billings](//images.trvl-media.com/lodging/113000000/112740000/112736100/112736041/ddadd226_y.jpg) ### Hyatt Place Billings 10/10 Excellent "Great stay" [](https://expedia.ca/Billings-Hotels-Hyatt-Place-Billings.h112736041.Hotel-Information) ![avid Hotels Billings West by IHG](//images.trvl-media.com/lodging/97000000/96160000/96151600/96151537/ca447907_y.jpg) ### avid Hotels Billings West by IHG 10/10 Excellent "Nice motel and convenient" [](https://expedia.ca/Billings-Hotels-Avid-Hotels-Billings-West.h96151537.Hotel-Information) ![Riversage Billings Inn](//images.trvl-media.com/lodging/1000000/60000/50700/50673/0fcfcd43_y.jpg) ### Riversage Billings Inn 10/10 Excellent "Easy access to hospital! Felt very safe in the area! Pets were welcome which was wonderful!" [](https://expedia.ca/Billings-Hotels-Riversage-Billings-Inn.h50673.Hotel-Information) ![Howard Johnson by Wyndham Billings](//images.trvl-media.com/lodging/1000000/10000/5300/5217/e2287f23_y.jpg) ### Howard Johnson by Wyndham Billings 10/10 Excellent "Clean but old.." [](https://expedia.ca/Billings-Hotels-Howard-Johnson-By-Wyndham-Billings.h5217.Hotel-Information) ## Find out more about Shepherd ## Shepherd Vacation Homes information | Number of reviews | 451 | | --- | --- | | Accommodation | 112 Vacation Homes | | Lowest Price | CA $181 | | Highest Price | CA $656 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [5 Star Hotels in Billings](https://www.expedia.ca/5Star-Billings-Hotels.s50-0-d583.Travel-Guide-Filter-Hotels) - [Apartments in Acton](https://www.expedia.ca/Acton-Apartments.d770577855379517440-aaApartments.Travel-Guide-Accommodation) - [B&B in Acton](https://www.expedia.ca/Acton-Bed-And-Breakfast.d770577855379517440-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Motels in Acton](https://www.expedia.ca/Acton-Motels.d770577855379517440-aaMotels.Travel-Guide-Accommodation) - [Ballantine Hotels](https://www.expedia.ca/Ballantine-Hotels.d553248634983099000.Travel-Guide-Hotels) - [Farmstay in Billings](https://www.expedia.ca/Billings-Agritourism.d583-aaAgritourism.Travel-Guide-Accommodation) - 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