Title: Hillside Guest Houses from CA $200 | Expedia.ca [Hotels in Hillside](https://expedia.ca/Hillside-Hotels.d6348416.Travel-Guide-Hotels)[Vacation Rentals in Hillside](https://expedia.ca/Hillside-Vacation-Rentals.d6348416.Travel-Guide-VacationRentals)[Hillside Car Rentals](https://expedia.ca/Car-Rentals-In-Hillside.d6348416.Car-Rental-Guide)[Hillside Vacation Packages](https://expedia.ca/Hillside.d6348416.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=6348416&startDate=2026-04-03&endDate=2026-04-05&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=6348416&startDate=2026-04-10&endDate=2026-04-12&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=6348416&startDate=2026-04-24&endDate=2026-04-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=6348416&startDate=2026-05-22&endDate=2026-05-24&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Hillside guest houses ![Exterior](https://images.trvl-media.com/lodging/61000000/60390000/60380800/60380754/cc279ed8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, memory foam beds, individually furnished](https://images.trvl-media.com/lodging/61000000/60390000/60380800/60380754/78f481c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/61000000/60390000/60380800/60380754/53babf96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Studio Suite, 1 King Bed, Kitchen, Mountain View, No Pets Allowed](https://images.trvl-media.com/lodging/61000000/60390000/60380800/60380754/b371b0bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dark Sky Suites [](https://www.expedia.ca/Westcliffe-Hotels-Dark-Sky-Suites.h60380754.Hotel-Information) Westcliffe 9.0/10 Wonderful (158 reviews) "Really enjoyed our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $152 CA $189 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Westcliffe-Hotels-Dark-Sky-Suites.h60380754.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/31000000/30960000/30957900/30957886/aee1492c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/31000000/30960000/30957900/30957886/8fcb51a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30960000/30957900/30957886/7dd0b9cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior House, Multiple Bedrooms, Kitchen, Mountain View](https://images.trvl-media.com/lodging/31000000/30960000/30957900/30957886/efb824c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lamp Post Lodge [](https://www.expedia.ca/Westcliffe-Hotels-Lamp-Post-Lodge.h30957886.Hotel-Information) Westcliffe 9.4/10 Exceptional (85 reviews) "It was a really nice place. In our case there was no one else there so we were able to hang out in the main downstairs area which was pretty nice. The staff we needed help from were very responsive as well. I honestly would recommend staying here as the views from the front porch at night and during sunset are amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lidia CA $162 CA $200 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Westcliffe-Hotels-Lamp-Post-Lodge.h30957886.Hotel-Information) ![Family Studio Suite, Kitchen, Mountain View (Pet Free) | Mountain view](https://images.trvl-media.com/lodging/13000000/12430000/12425300/12425252/39a40719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Studio Suite, Kitchen, Mountain View (Pet Free)](https://images.trvl-media.com/lodging/13000000/12430000/12425300/12425252/11067608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic House, 4 Bedrooms, Kitchen, Mountain View (Pet Free)](https://images.trvl-media.com/lodging/13000000/12430000/12425300/12425252/6727dca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Studio Suite, Kitchen, Mountain View (Pet Free)](https://images.trvl-media.com/lodging/13000000/12430000/12425300/12425252/86debc10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hillside Colorado Cottages near Westcliffe [](https://www.expedia.ca/Hillside-Hotels-Hillside-Colorado-Cottages-Near-Westcliffe.h12425252.Hotel-Information) Hillside 9.8/10 Exceptional (92 reviews) "The cottage was great and the stars were awesome. I highly recommend staying here. We loved it.!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin CA $147 CA $209 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Hillside-Hotels-Hillside-Colorado-Cottages-Near-Westcliffe.h12425252.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=2026-04-07&endDate=2026-04-08®ionId=6348416&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&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%2FHillside-Guest-Houses.d6348416-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHillside-Guest-Houses.d6348416-aaGuestHouses.Travel-Guide-Accommodation) ## Top Hillside Hotel Reviews !['The Hideaway' - Tucked in the Beautiful Wet Mountain Valley.](https://images.trvl-media.com/lodging/34000000/33510000/33500700/33500699/150825d4_y.jpg) ### 'The Hideaway' - Tucked in the Beautiful Wet Mountain Valley. 10/10 Excellent "Our stay at The Hideaway was amazingly quiet and peacful! My wife and I, and our two dogs, spent three days relaxing, taking afternoon walks and stargazing at this beautiful location.As we drove up the small valley to The Hideaway we stopped to take photos of the small deer herd and as we pulled into the driveway we were greeted by another small herd.The Hideaway was very clean and had all the appliances and amenities we could ask for. The stove and refrigerator were spotless and fresh and worked perfectly; making our cooking times so enjoyable.My wife commented several times that staying at The Hideaway was just as comfortable as being in our own home. The large windows in the sun and great rooms let all the brilliant sunshine in and enjoying an afternoon breeze while playing pool was fantastic!A quick drive back down the valley into Westcliffe was a great opportunity to see more deer and enjoy handmade chocolates from Lux and amazing sandwiches at the Dutch Pantry & Deli (we're always sure to visit both places any time we're in Westcliff).When we left The Hideaway we experienced a beautiful drive north on 271/143 into Canon City and had a great lunch at Big Burger World.Visiting Westcliffe is always fun and staying at The Hideaway made our short vacation even more special!" [](https://expedia.ca/Westcliffe-Hotels-The-Hideaway-Tucked-In-The-Beautiful-Wet-Mountain-Valley.h33500699.Hotel-Information) ![Quiet, Cozy and Quaint Log Cabin Living!](https://images.trvl-media.com/lodging/46000000/45150000/45145700/45145647/d0454195_y.jpg) ### Quiet, Cozy and Quaint Log Cabin Living! 10/10 Excellent "Perfect spot for a secluded getaway. Everything just as described and great instructions for everything involved with the stay." [](https://expedia.ca/Cotopaxi-Hotels-Quiet.h45145647.Hotel-Information) ![Hillside Colorado Cottages near Westcliffe](https://images.trvl-media.com/lodging/13000000/12430000/12425300/12425252/39a40719_y.jpg) ### Hillside Colorado Cottages near Westcliffe 10/10 Excellent "We enjoyed our stay in the beautiful cabin. It had lots of charm and character and was very clean. Highly recommend " [](https://expedia.ca/Hillside-Hotels-Hillside-Colorado-Cottages-Near-Westcliffe.h12425252.Hotel-Information) ![Spruce Mountain Getaway ~ Aspen House](https://images.trvl-media.com/lodging/96000000/95880000/95876700/95876671/ef92ef1c_y.jpg) ### Spruce Mountain Getaway \~ Aspen House 10/10 Excellent "Everything went wonderful, what a cute spot to stay!" [](https://expedia.ca/Cotopaxi-Hotels-Cozy-Quiet-Mountain-Gem.h95876671.Hotel-Information) ![Ravens Starry Nights 3rm Suite, Kitchenette, Soaking Tub, Patio Fire Pit & Grill](https://images.trvl-media.com/lodging/38000000/37420000/37413200/37413162/daad749a_y.jpg) ### Ravens Starry Nights 3rm Suite, Kitchenette, Soaking Tub, Patio Fire Pit & Grill 10/10 Excellent "This is one of the best places to stay! Comfortable, clean, and pet friendly!!! I would recommend this property to anyone traveling to Westcliffe." [](https://expedia.ca/Westcliffe-Hotels-Ravens-Starry-Nights-3rm-Suite.h37413162.Hotel-Information) ![Lamp Post Lodge](https://images.trvl-media.com/lodging/31000000/30960000/30957900/30957886/aee1492c_y.jpg) ### Lamp Post Lodge 10/10 Excellent "It was a really nice place. In our case there was no one else there so we were able to hang out in the main downstairs area which was pretty nice. The staff we needed help from were very responsive as well. I honestly would recommend staying here as the views from the front porch at night and during sunset are amazing!" [](https://expedia.ca/Westcliffe-Hotels-Lamp-Post-Lodge.h30957886.Hotel-Information) ![Secluded Creekside Cabin](https://images.trvl-media.com/lodging/46000000/45150000/45143300/45143295/cf244b5d_y.jpg) ### Secluded Creekside Cabin 10/10 Excellent "We had a great time! It was a perfect time of year for us to visit Cutty’s. We look for places that are less crowded and quieter and this cabin checked those boxes for us. We also hiked around a little and it was amazing having National Forest so close. " [](https://expedia.ca/Coaldale-Hotels-Secluded-Creek-Cabin.h45143295.Hotel-Information) ![Single Level w/ Hot Tub and patios with 360° Views!](https://images.trvl-media.com/lodging/28000000/27140000/27130900/27130889/f80db0b1_y.jpg) ### Single Level w/ Hot Tub and patios with 360° Views! 10/10 Excellent "Exceptional Accommodations, nestled at the base of most beautiful mountainRange in the sweetest little town in Colorado! Comfortable, peaceful and thoughtfully assembled. We will be back to enjoy this wonderful home again-soon!" [](https://expedia.ca/Westcliffe-Hotels-Pet-Friendly-Ranch-W-StarLink-Hot-Tub-Special-Until-April.h27130889.Hotel-Information) ![Get Away From it All at Whiskey Rapids ✷ Dog Friendly!](https://images.trvl-media.com/lodging/67000000/66910000/66904200/66904134/f8be7533_y.jpg) ### Get Away From it All at Whiskey Rapids ✷ Dog Friendly! 10/10 Excellent "Great host, beautiful location, cozy cute cabin, many extra amenities for guests pleasure and convenience! We would definitely stay here again!" [](https://expedia.ca/Howard-Hotels-Get-Away-From-It-All-At-Whiskey-Rapids-Dog-Friendly.h66904134.Hotel-Information) ## Find out more about Hillside ## Hillside Guest Houses information | Number of reviews | 177 | | ----------------- | -------------- | | Accommodation | 0 Guest Houses | | Lowest Price | CA $200 | | Highest Price | CA $209 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [5 Star Hotels in Canon City ](https://www.expedia.ca/5Star-Canon-City-Hotels.s50-0-d6649.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Royal Gorge ](https://www.expedia.ca/5Star-Royal-Gorge-Hotels.s50-0-d553248635056398895.Travel-Guide-Filter-Hotels) - [B&B in Baca Grande ](https://www.expedia.ca/Baca-Grande-Bed-And-Breakfast.d6314-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Baca Grande Hotels ](https://www.expedia.ca/Baca-Grande-Hotels.d6314.Travel-Guide-Hotels) - [Villas in Baca Grande ](https://www.expedia.ca/Baca-Grande-Villas.d6314-aaVillas.Travel-Guide-Accommodation) - 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