Hillside Holiday Rentals

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Holiday Rentals in Hillside

Hillside Colorado Cottages near Westcliffe
3.0 star property
9.6 out of 10, Exceptional, (65)
"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 AU$256
per night
18 June - 19 June
Hillside Colorado Cottages near Westcliffe
Secluded Riverfront Retreat w/hot tub & private river access
9.6 out of 10, Exceptional, (113)
"This was a great vacation. We were able to access a large section of the river."
The price is AU$851
per night
5 June - 6 June
Secluded Riverfront Retreat w/hot tub & private river access
Cozy studio cottage in the historical mining town of Silver Cliff, CO!
9.6 out of 10, Exceptional, (29)
"I enjoyed my time at the quaint guest cottage in Silver Cliff. It was perfect for one adult."
Cozy studio cottage in the historical mining town of Silver Cliff, CO!
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Cozy Quiet Mountain Gem
10.0 out of 10, Exceptional, (14)
"It was nice and peaceful. Lovely view. It was neat and tidy. Enjoyed my time there."
The price is AU$357
per night
6 June - 7 June
Cozy Quiet Mountain Gem
Quiet, Cozy and Quaint Log Cabin Living!
10.0 out of 10, Exceptional, (70)
"We had a great stay at the cabin! It was a great launching point for our quick adventure weekend. Would recommend."
Quiet, Cozy and Quaint Log Cabin Living!
Magical Cabin below the Sangre de Cristos
10.0 out of 10, Exceptional, (85)
"A great place to enjoy a weekend in a beautiful home in the mountains. Property is adjacent to national park trail access, with beautiful views in all directions. Fun small town of Westcliffe nearby. Very responsive owner."
Magical Cabin below the Sangre de Cristos
4-Season Mountain Escape with Breathtaking View!
10.0 out of 10, Exceptional, (15)
"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!
A Little Piece Of Colorado Heaven
9.8 out of 10, Exceptional, (117)
"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
Sit on Your Deck in an Alpine Forest & Next to Mountain Stream
9.8 out of 10, Exceptional, (109)
"We had a wonderful time staying here. It was a return trip for us. With any luck we will back again."
Sit on Your Deck in an Alpine Forest & Next to Mountain Stream
Cozy Cabin in Cotopaxi
10.0 out of 10, Exceptional, (46)
"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
Cotopaxi Escape w/ Game Room on Arkansas River!
8.8 out of 10, Excellent, (15)
"This home is in the perfect location for all the locations we wanted to see. It was decorated in Christmad magic. Making my grandchildren delighted Santa would find them for sure. Ray was extremly quick to answer any questions. The home itself was much bigger than it looks. Plenty of rooms and bedding for our family of 8. The surrounding outside area was fantasic. We never got to enjoy the game room but it has something for everyone. We would love to return during the summer months to take...
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, (185)
"Enjoyed the home in a nice quiet area. Additional paper products like more paper towels or Kleenex would be a nice addition."
Spanish Ranch on the Arkansas River- enjoy the rushing river from the Hot tub!
Secluded Creekside Cabin
10.0 out of 10, Exceptional, (26)
"The communication and accommodation was excellent! We had a great time Thank you"
Secluded Creekside Cabin
Dog Friendly- Star Mesa!
10.0 out of 10, Exceptional, (110)
"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!
Westcliffe Home w/ Deck < Half-Mi to Main Street!
10.0 out of 10, Exceptional, (1)
"Property was as advertised, well maintained with a good variety of kitchen items. The children loved their own space upstairs with a nice variety of toys and books. There was also a large variety of games appropriate for the whole family as well as videos/DVDs. Communication with the owner was exceptional-quick and complete!"
Westcliffe Home w/ Deck < Half-Mi to Main Street!
Unique Canyon Cabin: Arkansas River Access & Views
Unique Canyon Cabin: Arkansas River Access & Views
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:
King Bed - Private and specious Gateway Retreat
10.0 out of 10, Exceptional, (7)
"This property was wonderful, it is in the mountains with a gorgeous view all around the property. Can't wait to stay again!"
King Bed - Private and specious Gateway Retreat
Mountain-View Home & Cabin on Arkansas River - Dog-Friendly & RVs welcome
10.0 out of 10, Exceptional, (1)
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)
"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!
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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 Home Travel Info

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, (65)
"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 AU$256
per night
18 June - 19 June
Hillside Colorado Cottages near Westcliffe
Dark Sky Suites
2.5 star property
8.8 out of 10, Excellent, (105)
"We enjoyed our room and stay. We would definitely stay here again and recommend it to others. "
The price is AU$270
per night
17 June - 18 June
Dark Sky Suites
Secluded Riverfront Retreat w/hot tub & private river access
9.6 out of 10, Exceptional, (113)
"This was a great vacation. We were able to access a large section of the river."
The price is AU$851
per night
5 June - 6 June
Secluded Riverfront Retreat w/hot tub & private river access
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, 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 favourite 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 depend 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 AU$256 per night. Entering your travel dates in the search wizard might find you 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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