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Top Holiday Rentals in Hillside

Hillside Colorado Cottages near Westcliffe
3.0 star property
9.6 out of 10, Exceptional, 66 reviews
"Overall we had a wonderful experience! It was very quiet which was nice. We enjoyed star gazing and watching the sunset. Would definitely recommend this property to others."
The price is £135
per night
7 Jul - 8 Jul
Hillside Colorado Cottages near Westcliffe
Secluded Riverfront Retreat w/hot tub & private river access
9.6 out of 10, Exceptional, 115 reviews
"We stayed just one night but the home was so well stocked with convenient supplies and things a longer stay would have been fantastic."
The price is £453
per night
23 Jun - 24 Jun
Secluded Riverfront Retreat w/hot tub & private river access
Cozy Quiet Mountain Gem
10.0 out of 10, Exceptional, 14 reviews
"It was nice and peaceful. Lovely view. It was neat and tidy. Enjoyed my time there."
The price is £208
per night
3 Jul - 4 Jul
Cozy Quiet Mountain Gem
Cozy studio cottage in the historical mining town of Silver Cliff, CO!
9.6 out of 10, Exceptional, 30 reviews
"Well-equipped efficiency with large kitchen window providing bird-watching and distant mountain peak watching. I just wished there were enough room in the unit for a comfy chair to read or watch TV."
Cozy studio cottage in the historical mining town of Silver Cliff, CO!
Quiet, Cozy and Quaint Log Cabin Living!
10.0 out of 10, Exceptional, 72 reviews
"Definitely nothing bad to say loved everything about it!! Everything was clean and games were fun will definitely go again!!"
Quiet, Cozy and Quaint Log Cabin Living!
Sit on Your Deck in an Alpine Forest & Next to Mountain Stream
9.8 out of 10, Exceptional, 110 reviews
"My family traveled far and wide to join us for a mountain wedding in Westcliffe. What an amazing home with stunning views, and every accommodation you could wish for!"
Sit on Your Deck in an Alpine Forest & Next to Mountain Stream
4-Season Mountain Escape with Breathtaking View!
10.0 out of 10, Exceptional, 17 reviews
"We had a great stay. Excellent location for fishing Arkansas River and we did day trips to Monarch and San Dunes. Cabin is nicely located among some ranches/farms with good privacy and away from roads. Saw deer and elk from the cabin most days. Excellent place for a low-key reunion with friends. Great communication from owner and property management company."
4-Season Mountain Escape with Breathtaking View!
Magical Cabin below the Sangre de Cristos
10.0 out of 10, Exceptional, 89 reviews
"Had a wonderful family getaway in the mountains at this beautiful home! We were welcomed with a bottle of wine and snacks. The kitchen was completely stocked with every spice or condiment you could possibly need. Everything about this home and our entire weekend was beyond expectations. Thank you for sharing your little slice of heaven!"
Magical Cabin below the Sangre de Cristos
Westcliffe Mountain Retreat Near Hiking!
9.8 out of 10, Exceptional, 6 reviews
"Had a fantastic stay. The house was clean, cozy and well kept. Had everything you could need ."
Westcliffe Mountain Retreat Near Hiking!
Cotopaxi Escape w/ Game Room on Arkansas River!
9.0 out of 10, Wonderful, 16 reviews
"Not secluded but appreciated the property location on the river. The gas station across the road was very convenient for last minute things that we forgot. The house was a great set up - everyone had their own room and space. The patio was perfect with two grills and a gorgeous setting. The barn was awesome - the kids played pool, cards, corn hole etc."
Cotopaxi Escape w/ Game Room on Arkansas River!
Spanish Ranch on the Arkansas River- enjoy the rushing river from the Hot tub!
9.8 out of 10, Exceptional, 189 reviews
"Everything was just great. Large ranch with beds for 12 was very comfortable. We opened everything up in the evenings to cool the house and closed in the morning and it stayed cool in the day. The kitchen is extremely well equipped with many spices and dishes and pans etc. The grill was the best I ave ever had at any rental house. Janet was very responsive to all requests and very timely too. It was a great stay and the house was a key part of out trip."
Spanish Ranch on the Arkansas River- enjoy the rushing river from the Hot tub!
Get Away From it All at Whiskey Rapids! Dog Friendly!
9.8 out of 10, Exceptional, 32 reviews
"Loved our stay. Clean and cozy little cabin for our ski trip to monarch."
Get Away From it All at Whiskey Rapids! Dog Friendly!
Secluded Creekside Cabin
10.0 out of 10, Exceptional, 26 reviews
"The communication and accommodation was excellent! We had a great time Thank you"
Secluded Creekside Cabin
A Little Piece Of Colorado Heaven
9.8 out of 10, Exceptional, 117 reviews
"My wife and I were celebrating our 42nd wedding anniversary. We live in Missouri but have spent many of our anniversaries in the Colorado Rockies, including our honeymoon. We liked the rustic cabin. It was secluded but easily accessible. Deer and turkey visited us each day (3 day stay). Loved sitting on the upstairs bedroom deck Star gazing. We like that the road to the cabin was not a through road so the only traffic was the neighbors that were further down the road (rarely heard them. The...
A Little Piece Of Colorado Heaven
Dog Friendly- Star Mesa!
10.0 out of 10, Exceptional, 110 reviews
"We had a wonderful time at Star Mesa cabin. It suited us perfectly. The privacy and beauty really set this place apart. Communication was immediate and amenities were everything you enjoy at home. For us it was located just far enough out of town to get away from the congestion and noise but close enough to drive in for groceries or a nice dinner without much hassle. We will absolutely book this cabin again!"
Dog Friendly- Star Mesa!
Cozy Cabin in Cotopaxi
10.0 out of 10, Exceptional, 46 reviews
"We had such a wonderful relaxing stay. It was great to be away from it all. We were truly on mountain time. Cabin was clean and cozy. Host was very accommodating."
Cozy Cabin in Cotopaxi
Unique Canyon Cabin: Arkansas River Access & Views
Unique Canyon Cabin: Arkansas River Access & Views
River Ranch Summary:
9.4 out of 10, Exceptional, 23 reviews
"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:
Mountain-View Home & Cabin on Arkansas River - Dog-Friendly & RVs welcome
10.0 out of 10, Exceptional, 1 review
Mountain-View Home & Cabin on Arkansas River - Dog-Friendly & RVs welcome
Very Comfortable Peaceful Cabin in the Foothills of the Sangre'near Westcliffe!
9.4 out of 10, Exceptional, 61 reviews
"Richard is an awesome host and our stay was relaxing. The cabin was clean and cozy."
Very Comfortable Peaceful Cabin in the Foothills of the Sangre'near Westcliffe!
Don't see what you're looking for?
See all available properties in Hillside
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.

Hillside Holiday Rental Travel Info

Number of holiday rentals
2
Popular accommodation
Hillside private holiday homes
International airports
Denver, CO (DEN-Denver Intl.), Denver, CO (APA-Centennial) and Colorado Springs, CO (COS)

Other types of properties in Hillside you may be interested in

Hillside Colorado Cottages near Westcliffe
3.0 star property
9.6 out of 10, Exceptional, 66 reviews
"Overall we had a wonderful experience! It was very quiet which was nice. We enjoyed star gazing and watching the sunset. Would definitely recommend this property to others."
The price is £135
per night
7 Jul - 8 Jul
Hillside Colorado Cottages near Westcliffe
Dark Sky Suites
2.5 star property
8.8 out of 10, Excellent, 107 reviews
"We enjoyed our room and stay. We would definitely stay here again and recommend it to others. "
The price is £136
per night
26 Jun - 27 Jun
Dark Sky Suites
Lamp Post Lodge
3.0 star property
9.6 out of 10, Exceptional, 58 reviews
"Nice big room. No AC installed yet. Room was 78 degrees when I got there. Lots of goodies in the room. Hot water heating plate is used to make instant coffee. Tv channels available leave something to desire. Clean-self check-in. Owners responded to my text on temp right away. Shared kitchen in main area. It’s my second stay there. Not a lot of options in Westcliffe but this is probably the best for the $$."
The price is £133
per night
21 Jul - 22 Jul
Lamp Post Lodge
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.

Everything you need to know about Hillside holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hillside holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hillside holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Hillside holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hillside. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hillside holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hillside holiday rentals we have selected for you start as low as £135 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hillside rentals

At Expedia, we put the best Hillside holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Hillside rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hillside holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hillside. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Hillside?

Yes, there are holiday rentals close to the most popular sights in Hillside, or you can select a more secluded option if you're looking for a relaxing stay. Hillside is known for its mountain views.

What are some of the best holiday rentals that Hillside has to offer?

'The Hideaway' - Tucked in the Beautiful Wet Mountain Valley.: This holiday home rental outside of Hillside is located in the mountains, and has a fireplace, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Hillside?

Expedia has 3 holiday rentals for your stay in Hillside.

What’s there to see and do in Hillside?

Explore the area and family-friendly sights such as Smokey Jack Observatory, or get out into nature at a spot like Valley View Hot Springs. Hermit Park and San Isabel Lake are a couple of places you'll find in the wider area.

What’s a holiday rental in Hillside like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hillside. Holiday rentals offer amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a small group gathering.

Recent reviews of Hillside properties
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