Title: Hillside Vacation Rentals from CA $209: Short-Term Rentals for 2026 | Expedia.ca

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# Hillside Vacation Rentals

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## Check prices for these dates

Tonight

[Jan 1 - Jan 2](https://www.expedia.ca/Hotel-Search?regionId=6348416&startDate=2026-01-01&endDate=2026-01-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 2 - Jan 3](https://www.expedia.ca/Hotel-Search?regionId=6348416&startDate=2026-01-02&endDate=2026-01-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6348416&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6348416&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Hillside vacation rentals

![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)

![Exterior](https://images.trvl-media.com/lodging/13000000/12430000/12425300/12425252/bf76f6fe.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/13000000/12430000/12425300/12425252/09732c04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/13000000/12430000/12425300/12425252/1903c546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Hillside

[](https://www.expedia.ca/Hillside-Hotels-Hillside-Colorado-Cottages-Near-Westcliffe.h12425252.Hotel-Information)

9.6/10

Exceptional

(86)

"Quiet and beautiful setting. Cabin had everything we needed. Very relaxing atmosphere "

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

Karl

CA $146

CA $209 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Hillside-Hotels-Hillside-Colorado-Cottages-Near-Westcliffe.h12425252.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/96000000/95880000/95876700/95876671/cd85e264.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95880000/95876700/95876671/a7208561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/96000000/95880000/95876700/95876671/bf7065c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/96000000/95880000/95876700/95876671/41e71880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cotopaxi

[](https://www.expedia.ca/Cotopaxi-Hotels-Cozy-Quiet-Mountain-Gem.h95876671.Hotel-Information)

10/10

Exceptional

(32)

"We had a fantastic stay! Everything was exactly as described, and made for an awesome weekend getaway."

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

Charles L.

CA $154

CA $322 total

includes taxes & fees

Jan 4 - Jan 5

[](https://www.expedia.ca/Cotopaxi-Hotels-Cozy-Quiet-Mountain-Gem.h95876671.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105800000/105791200/105791170/079ef504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105800000/105791200/105791170/b1b43fe0.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/106000000/105800000/105791200/105791170/d401a7c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105800000/105791200/105791170/49b837e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Howard

[](https://www.expedia.ca/Howard-Hotels-Buckskin-Joes-Cabin.h105791170.Hotel-Information)

9.8/10

Exceptional

(9)

"Clean and private home! Great for enjoying nature, your family, and the mountain air. "

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

Kelsey S.

CA $171

CA $430 total

includes taxes & fees

Jan 5 - Jan 6

[](https://www.expedia.ca/Howard-Hotels-Buckskin-Joes-Cabin.h105791170.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/125000000/124150000/124146000/124145968/906da3c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124150000/124146000/124145968/f1255fb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/125000000/124150000/124146000/124145968/827ee595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower](https://images.trvl-media.com/lodging/125000000/124150000/124146000/124145968/61c47f1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Howard

[](https://www.expedia.ca/Howard-Hotels-Motel-Room-On-Ark-River-2-Beds-15-Min-To-Salida.h124145968.Hotel-Information)

CA $154

CA $191 total

includes taxes & fees

Jan 4 - Jan 5

[](https://www.expedia.ca/Howard-Hotels-Motel-Room-On-Ark-River-2-Beds-15-Min-To-Salida.h124145968.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74890000/74889800/74889759/6e252eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74890000/74889800/74889759/88468d5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74890000/74889800/74889759/a541b7b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/75000000/74890000/74889800/74889759/2cb2159b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Howard

[](https://www.expedia.ca/Howard-Hotels-Secluded-Riverfront-Retreat-Whot-Tub.h74889759.Hotel-Information)

9.6/10

Exceptional

(151)

"Such a nice relaxing stay at a great Colorado getaway. We had a wonderful time."

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

Drew H.

CA $549

CA $665 total

includes taxes & fees

Jan 3 - Jan 4

[](https://www.expedia.ca/Howard-Hotels-Secluded-Riverfront-Retreat-Whot-Tub.h74889759.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=2026-01-15&endDate=2026-01-16&regionId=6348416&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Hillside%2C+Colorado%2C+United+States+of+America&regionId=6348416&latLong=38.265278%2C-105.611671&adults=2&startDate=2026-04-01&d1=2026-04-01&endDate=2026-04-04&d2=2026-04-04&lodging=CABIN)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Hillside%2C+Colorado%2C+United+States+of+America&regionId=6348416&latLong=38.265278%2C-105.611671&adults=2&startDate=2026-04-01&d1=2026-04-01&endDate=2026-04-04&d2=2026-04-04&lodging=APARTMENT)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Hillside%2C+Colorado%2C+United+States+of+America&regionId=6348416&latLong=38.265278%2C-105.611671&adults=2&startDate=2026-04-01&d1=2026-04-01&endDate=2026-04-04&d2=2026-04-04&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Hillside%2C+Colorado%2C+United+States+of+America&regionId=6348416&latLong=38.265278%2C-105.611671&adults=2&startDate=2026-04-01&d1=2026-04-01&endDate=2026-04-04&d2=2026-04-04&lodging=VACATION_HOME)

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## Top Hillside Hotel Reviews

![Escape to cozy Cotopaxi cabin, just a quick drive away from Arkansas River](https://images.trvl-media.com/lodging/72000000/71410000/71409400/71409342/9a0806dc_y.jpg)

### Escape to cozy Cotopaxi cabin, just a quick drive away from Arkansas River

10/10 Excellent

"Great place it’s our 3rd or 4th time staying here with dogs. Love it!"

[](https://expedia.ca/Cotopaxi-Hotels-Escape-To-Cozy-Cotopaxi-Cabin.h71409342.Hotel-Information)

![Spanish Ranch on the Arkansas River- enjoy the rushing river from the Hot tub!](https://images.trvl-media.com/lodging/34000000/33750000/33743900/33743881/w848h565x1y1-14c034c2_y.jpg)

### Spanish Ranch on the Arkansas River- enjoy the rushing river from the Hot tub!

10/10 Excellent

"This home was perfect for our large family. It’s rare to find enough beds and a beautiful view! Keeping this one on our go to list for years to come!"

[](https://expedia.ca/Howard-Hotels-Spanish-Ranch-On-The-Arkansas-River-Enjoy-The-Rushing-River-From-The-Hot-Tub.h33743881.Hotel-Information)

![Arkansas River House Near Salida](https://images.trvl-media.com/lodging/94000000/93470000/93467800/93467705/2f1f16b5_y.jpg)

### Arkansas River House Near Salida

10/10 Excellent

"We really enjoyed this cute, very well-appointed home with beautiful views of the mountains! Julie was extremely responsive to my questions. My only suggestions would be to add a rack for hanging clothes - maybe in the spacious mud room? - and put blackout curtains in the loft area. Otherwise we loved it! Would highly recommend. "

[](https://expedia.ca/Howard-Hotels-Arkansas-River-House-Near-Salida.h93467705.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

"Great place very much enjoyed the stay"

[](https://expedia.ca/Cotopaxi-Hotels-Quiet.h45145647.Hotel-Information)

![Dark Sky Suites](https://images.trvl-media.com/lodging/61000000/60390000/60380800/60380754/0763d860_y.jpg)

### Dark Sky Suites

10/10 Excellent

"Nice little place. Simple but clean and nice. Kitchen was a great feature. Stove/oven, sink and full size fridge. Bathroom was spacious. Would stay there again! "

[](https://expedia.ca/Westcliffe-Hotels-Dark-Sky-Suites.h60380754.Hotel-Information)

![Private Lodge -CO Mtn Lake, Pool,Hot Tub, Affordable Family Reunions and Groups](https://images.trvl-media.com/lodging/20000000/19520000/19512600/19512591/568acb50_y.jpg)

### Private Lodge -CO Mtn Lake, Pool,Hot Tub, Affordable Family Reunions and Groups

10/10 Excellent

"Amazing Cabin and Tower! Had everything our group needed for a good family vacation!"

[](https://expedia.ca/Westcliffe-Hotels-Private-Lodge-CO-Mtn-Lake.h19512591.Hotel-Information)

![Sit on Your Deck in an Alpine Forest & Next to Mountain Stream](https://images.trvl-media.com/lodging/28000000/27140000/27130500/27130474/d616eb98_y.jpg)

### Sit on Your Deck in an Alpine Forest & Next to Mountain Stream

10/10 Excellent

"This place was amazing! Inside perfect living space, clean. The real treat was outside. Venable creek is literally off the back deck. We sat out there listening and watching for hours. Plus it was a 2 minute drive to the Venable trail head. Great location for what we wanted. We had a. Issue with the fireplace our first night, the owner had people at the house within 15 minutes. No complaints whatsoever, my dogs loved it also. Will stay again! Ghanks"

[](https://expedia.ca/Westcliffe-Hotels-Sit-On-Your-Deck-In-An-Alpine-Forest-Next-To-Mountain-Stream.h27130474.Hotel-Information)

![Secluded Riverfront Retreat w/hot tub & private river access](https://images.trvl-media.com/lodging/75000000/74890000/74889800/74889759/6e252eff_y.jpg)

### Secluded Riverfront Retreat w/hot tub & private river access

10/10 Excellent

"This place is perfect for a girls’ getaway. It offers breathtaking views and a hot tub for relaxation. It couldn’t be a more ideal place to stay. Plus, it’s close to some local towns for shopping. "

[](https://expedia.ca/Howard-Hotels-Secluded-Riverfront-Retreat-Whot-Tub.h74889759.Hotel-Information)

!['The Hideaway' - Tucked in the Beautiful Wet Mountain Valley.](https://images.trvl-media.com/lodging/34000000/33510000/33500700/33500699/6cbadff5_y.jpg)

### 'The Hideaway' - Tucked in the Beautiful Wet Mountain Valley.

10/10 Excellent

"My husband and I really enjoyed staying here on a little fall break trip. The place was spotlessly clean and well stocked, and the hosts are very kind and were quick to make sure our stay was as perfect as it could be. This VRBO has gorgeous views, a well stocked kitchen, nice water pressure with toasty warm water, a cozy wood stove that heats the whole house nicely, and all the basic essentials that you need on a trip. We had fun playing a few rounds on the pool table too! We loved the fact that this place is remote and secluded, it felt like our own little slice of heaven for a few days. Very peaceful and quiet. Just keep in mind the nearest town is 30-45 minutes away, and you will drive 7 miles of very well maintained gravel roads to reach the VRBO. We did just fine on the roads in October in our Ford Fusion. We enjoyed waking around the property with our dog, and hiking in the Wet mountains is a short drive away. Overall, I would highly recommend this stay to anyone! "

[](https://expedia.ca/Westcliffe-Hotels-The-Hideaway-Tucked-In-The-Beautiful-Wet-Mountain-Valley.h33500699.Hotel-Information)

## Find out more about Hillside

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Hillside. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Hillside ](https://expedia.ca/Hillside-Private-Vacation-Homes.d6348416-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cabin Rentals in Hillside ](https://expedia.ca/Hillside-Cabins.d6348416-aaCabins.Travel-Guide-Accommodation)
- [Cottages in Hillside ](https://expedia.ca/Hillside-Cottages.d6348416-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Hillside ](https://expedia.ca/Hillside-Apartments.d6348416-aaApartments.Travel-Guide-Accommodation)
- [Lodges in Hillside ](https://expedia.ca/Hillside-Lodges.d6348416-aaLodges.Travel-Guide-Accommodation)
- [Motels in Hillside ](https://expedia.ca/Hillside-Motels.d6348416-aaMotels.Travel-Guide-Accommodation)
- [RV Parks in Hillside ](https://expedia.ca/Hillside-RV-Parks.d6348416-aaRVParks.Travel-Guide-Accommodation)

## Frequently asked questions

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- [Flights to EGE](https://expedia.ca/Cheap-Flights-To-Vail.d7053.Travel-Guide-Flights)
- [Flights to DRO](https://expedia.ca/Cheap-Flights-To-Telluride.d180056.Travel-Guide-Flights)
- [Flights to GJT](https://expedia.ca/Cheap-Flights-To-Grand-Junction.d1331.Travel-Guide-Flights)
- [Flights to DEN](https://expedia.ca/Cheap-Flights-To-Aspen.d423.Travel-Guide-Flights)
- [Flights to DEN](https://expedia.ca/Cheap-Flights-To-Boulder.d6051762.Travel-Guide-Flights)

Activities

- [Things to do in Granby](https://expedia.ca/Things-To-Do-In-Granby.d10769.Travel-Guide-Activities)
- [Things to do in Georgetown](https://expedia.ca/Things-To-Do-In-Georgetown.d6056756.Travel-Guide-Activities)
- [Things to do in Grand Lake](https://expedia.ca/Things-To-Do-In-Grand-Lake.d109866.Travel-Guide-Activities)
- [Things to do in Aspen](https://expedia.ca/Things-To-Do-In-Aspen.d423.Travel-Guide-Activities)
- [Things to do in Keystone](https://expedia.ca/Things-To-Do-In-Keystone.d10782.Travel-Guide-Activities)

Packages

- [Flight and Hotel Vail](https://expedia.ca/Vail.d7053.Destination-Travel-Guides)
- [Flight and Hotel Gateway](https://expedia.ca/Gateway.d6141167.Destination-Travel-Guides)
- [Flight and Hotel Aspen](https://expedia.ca/Aspen.d423.Destination-Travel-Guides)
- [Flight and Hotel Craig](https://expedia.ca/Craig.d6622.Destination-Travel-Guides)

General

- [Visit Vail](https://expedia.ca/Vail.dx7053)
- [Visit Aspen](https://expedia.ca/Aspen.dx423)
- [Visit Boulder](https://expedia.ca/Boulder.dx6051762)

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