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Compare 49 Vacation Homes in Hillside with updated reviews, rates, and availability.

Sit on Your Deck in an Alpine Forest & Next to Mountain Stream
9.8 out of 10, Exceptional, (122)
"Gorgeous, cabin, gorgeous location. The creek right off the deck and the National Forest just up the hill made it the perfect place to escape the city and relax in the peaceful forest. Will be going back again for sure."
Sit on Your Deck in an Alpine Forest & Next to Mountain Stream
Magical Cabin below the Sangre de Cristos
10.0 out of 10, Exceptional, (97)
"It was a delightful, quiet escape in the mountains. The cabin has everything. We enjoyed hiking just outside the door. Sitting on the deck, we were buzzed by humming birds, and watched dozens of wild turkeys in the meadows. It is a comfortable space to relax. We were able to view the Perseids meteor shower in the night sky. Great place for a peaceful retreat !"
Magical Cabin below the Sangre de Cristos
Spanish Ranch on the Arkansas River- enjoy the rushing river from the Hot tub!
9.8 out of 10, Exceptional, (200)
"This is a great place for enjoying the river and mountain climbing and ATV tours"
Spanish Ranch on the Arkansas River- enjoy the rushing river from the Hot tub!
Roomy, Pet Friendly Ranch with Hot Tub and Views
10.0 out of 10, Exceptional, (93)
"This house was exactly as advertised. The neighborhood is a little funky but this house with trees and green lawn was the best one there. The best thing about the house is the inside which was immaculate and very comfortable. The kitchen is well supplied and the owner even left us a pound of locally grass fed hamburger which was delicious. Internet tv was off and on but this is an outdoor place to go so who really cares about tv that much look at the stars instead Well worth the reasonable...
The price is $316
includes taxes & fees
$291 per night
Sep 24 - Sep 25
Roomy, Pet Friendly Ranch with Hot Tub and Views
Cozy studio cottage in the historical mining town of Silver Cliff, CO!
9.6 out of 10, Exceptional, (40)
"The property and host were great! It could have been a little cleaner but overall, great stay. "
Cozy studio cottage in the historical mining town of Silver Cliff, CO!
Cotopaxi Escape w/ Game Room on Arkansas River!
9.0 out of 10, Wonderful, (19)
"Great"
Cotopaxi Escape w/ Game Room on Arkansas River!
Cozy Mountain Home. 360 Mountain Views. Walking distance to Nat'l Forest trails.
10.0 out of 10, Exceptional, (7)
"Perfect, cozy place for a quiet "reset" weekend and stargazing. Maddie was an incredible host, very thoughtful and communicative. We appreciated the clean, comfortable house and the secluded, but safe, location of the property. Beautiful area to watch the sunrise. Would definitely book again!"
Cozy Mountain Home. 360 Mountain Views. Walking distance to Nat'l Forest trails.
Mountain-View Home & Cabin on Arkansas River - Dog-Friendly & RVs welcome
10.0 out of 10, Exceptional, (3)
Mountain-View Home & Cabin on Arkansas River - Dog-Friendly & RVs welcome
Base Camp for your Adventures
10.0 out of 10, Exceptional, (59)
"Overall I was impressed with every aspect of our stay"
Base Camp for your Adventures
Black Bear Lodge 4 Su
2.0 star property
6.0 out of 10, (3)
"Mediocre. The room is too warm and stuffy, air conditioner doesnt work well at all. Bedding, sheets, towels etc were clean. Bed was comfortable though. Hard to see parking lot entrance is hard to see in the dark."
The price is $159
includes taxes & fees
$141 per night
Sep 24 - Sep 25
Black Bear Lodge 4 Su
Black Bear Lodge 3 Su
2.0 star property
10.0 out of 10, Exceptional, (1)
"Howard is a nice distance from Salida, price was great and the drive is nice into the town."
The price is $151
includes taxes & fees
$134 per night
Sep 24 - Sep 25
Black Bear Lodge 3 Su
Black Bear Lodge 6 Su
2.0 star property
The price is $159
includes taxes & fees
$141 per night
Sep 24 - Sep 25
Black Bear Lodge 6 Su
RT Lodge Room 7 Summa
2.0 star property
RT Lodge Room 7 Summa
Cozy private retreat in the Wet Mountains with 5 acres to roam on. Pet Friendly!
10.0 out of 10, Exceptional, (5)
"Nice relaxing off the beaten pathway "
Cozy private retreat in the Wet Mountains with 5 acres to roam on. Pet Friendly!
Secluded Riverfront Retreat w/hot tub & private river access
9.6 out of 10, Exceptional, (124)
"Very nice place. Exceptionally clean. Communication with Lora was excellent. "
The price is $489
includes taxes & fees
$455 per night
Oct 1 - Oct 2
Secluded Riverfront Retreat w/hot tub & private river access
Cozy Quiet Mountain Gem
10.0 out of 10, Exceptional, (18)
"Our most enjoyable vacation rental ever. Immaculately clean little house at top of the world with beautiful nature sights and sounds only. Perfect place to detox from everyday pressures and electronic gizmos. We felt the stress leave our bodies during our brief stay. Book this place if you crave relaxation."
The price is $258
includes taxes & fees
$240 per night
Sep 24 - Sep 25
Cozy Quiet Mountain Gem
River Ranch Summary:
9.4 out of 10, Exceptional, (23)
"Great place for our family to all stay while in town plenty of room. Beds comfortable, plenty of bedding and towels. Great location too"
River Ranch Summary:
Luxury Log Home - Access to Rainbow Trail, Mountain Views, Private Pond & Creek!
10.0 out of 10, Exceptional, (9)
"We just spent 5 glorious weeks at this beautiful home. The Hostess, Vanessa, could not be more welcoming and accommodating. You will want to return again soon to this little piece of heaven in Westcliffe, Colorado. Everything you need and then some. Thanks Vanessa for offering your home as a VRBO. We will be back again!!! We loved our stay!!"
Luxury Log Home - Access to Rainbow Trail, Mountain Views, Private Pond & Creek!
Mountain-View Home on Arkansas River - Dog-Friendly & RVs Welcome
9.0 out of 10, Wonderful, (2)
Mountain-View Home on Arkansas River - Dog-Friendly & RVs Welcome
Location! Nice log home in dark sky community next to several peaks
10.0 out of 10, Exceptional, (8)
"The property is amazing. Everything was very clean and comfortable. We all were very comfortable and enjoyed our stay "
Location! Nice log home in dark sky community next to several peaks
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Other property types in Hillside

Hillside Colorado Cottages near Westcliffe
3.0 star property
9.6 out of 10, Exceptional, (74)
"Loved these cottages…only 6 or so but they are clean, tidy, well appointed and the scenery/solitude can’t be matched. Our first stay but it is a hidden gem."
The price is $177
includes taxes & fees
$165 per night
Oct 7 - Oct 8
Hillside Colorado Cottages near Westcliffe
Spacious Home-Mountain & Valley Views - Dark Sky
10.0 out of 10, Exceptional, (28)
"The house had a great view, well maintained, and was everything we needed for a group of 8. Host was very responsive. Would love to stay there again"
Spacious Home-Mountain & Valley Views - Dark Sky
Quiet, Cozy and Quaint Log Cabin Living!
10.0 out of 10, Exceptional, (78)
"The stay here was awesome! So quiet all you heard was the wind in the pine trees and the hummingbirds flying by for a visit. The views were breathtaking. We’d sit on the deck and just relax and enjoy. "
Quiet, Cozy and Quaint Log Cabin Living!
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.