Hillside Vacation Rentals

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Vacation Rentals in Hillside

Family Studio Suite, Kitchen, Mountain View (Pet Free) | Mountain view
Hillside Colorado Cottages near Westcliffe
3.0 star property
9.6 out of 10, Exceptional, (64)
"I wanted a quiet stay for our last night in Colorado. I felt like we were in the middle of nowhere, but we had easy access to everything we needed. The peace was heaven, the natural beauty was amazing. I absolutely recommend this place, it's wonderful. "
The price is CA $162
CA $225 total
includes taxes & fees
May 29 - May 30
Hillside Colorado Cottages near Westcliffe
Exterior
'The Hideaway' - Tucked in the Beautiful Wet Mountain Valley.
10.0 out of 10, Exceptional, (220)
"We had such a great time on our weekend away. The cabin exceeded our expectations; it was so cozy and clean and had everything we needed. Lots of wildlife and amazing views to take in, and so quiet and peaceful. Highly recommend this location."
'The Hideaway' - Tucked in the Beautiful Wet Mountain Valley.
Property grounds
Secluded Riverfront Retreat w/hot tub & private river access
9.6 out of 10, Exceptional, (112)
"We absolutely loved this property"
The price is CA $575
CA $706 total
includes taxes & fees
May 29 - May 30
Secluded Riverfront Retreat w/hot tub & private river access
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Beach
Magical Cabin below the Sangre de Cristos
10.0 out of 10, Exceptional, (84)
"The cabin is beautiful, and cozy, and the view from the windows is stunning, this cabin has all amenities we needed. We had a lot fun right in the backyard with sled. Also, the owner, Pete, is awesome, he answers our message immediately, keep us updated about the weather, and expended his Sunday morning to help us with our car. Thank you so much for all you did for us."
Magical Cabin below the Sangre de Cristos
Property grounds
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!
Exterior
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!
Property grounds
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!
Property grounds
Cozy Quiet Mountain Gem
10.0 out of 10, Exceptional, (12)
"Cozy little tiny home tucked away in the hills of Colorado. We enjoyed the seclusion and privacy. You’ll feel very connected to nature with several deer sightings, chipmunks, and hummingbirds. The cabin has a well stocked kitchen with extras like s’mores, popcorn, hot chocolate, tea, and coffee! The bathroom homemade bar soap was a cute personal touch! It’s a perfect spot for a couples getaway!"
The price is CA $157
CA $334 total
includes taxes & fees
Jun 10 - Jun 11
Cozy Quiet Mountain Gem
Exterior
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
Game room
Cotopaxi Escape w/ Game Room on Arkansas River!
8.8 out of 10, Excellent, (14)
"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!
Interior
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!
Exterior
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!
Exterior
Location! Nice log home in dark sky community next to several peaks
10.0 out of 10, Exceptional, (4)
"Very nice cabin in a great location. Perfect for a quiet retreat."
Location! Nice log home in dark sky community next to several peaks
Property grounds
Sit on Your Deck in an Alpine Forest & Next to Mountain Stream
9.8 out of 10, Exceptional, (109)
"Our family of five and two dogs loved our week at the cabin. Great space and cozy. The little creek out back makes it feel magical. Close enough to Westcliffe to easily get groceries or go out for a meal. Would definitely stay again!"
Sit on Your Deck in an Alpine Forest & Next to Mountain Stream
Terrace/patio
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
Property grounds
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!
Exterior
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
Property grounds
Unique Canyon Cabin: Arkansas River Access & Views
Unique Canyon Cabin: Arkansas River Access & Views
Pool
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:
Fridge, microwave, oven, stovetop
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
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 Vacation Rental Travel Info

Number of vacation rentals
2
Popular accommodation
Hillside private vacation 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

Family Studio Suite, Kitchen, Mountain View (Pet Free) | Mountain view
Hillside Colorado Cottages near Westcliffe
3.0 star property
9.6 out of 10, Exceptional, (64)
"I wanted a quiet stay for our last night in Colorado. I felt like we were in the middle of nowhere, but we had easy access to everything we needed. The peace was heaven, the natural beauty was amazing. I absolutely recommend this place, it's wonderful. "
The price is CA $162
CA $225 total
includes taxes & fees
May 29 - May 30
Hillside Colorado Cottages near Westcliffe
Exterior
'The Hideaway' - Tucked in the Beautiful Wet Mountain Valley.
10.0 out of 10, Exceptional, (220)
"We had such a great time on our weekend away. The cabin exceeded our expectations; it was so cozy and clean and had everything we needed. Lots of wildlife and amazing views to take in, and so quiet and peaceful. Highly recommend this location."
'The Hideaway' - Tucked in the Beautiful Wet Mountain Valley.
Property entrance
Lamp Post Lodge
3.0 star property
9.4 out of 10, Exceptional, (56)
"I was in town for a very short period of time, but the Lamp Post Lodge was perfect. Easy access and everything worked flawlessly. The views are reason enough to come back!"
The price is CA $178
CA $218 total
includes taxes & fees
May 29 - May 30
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Hillside vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Hillside vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hillside vacation rentals we have selected for you start as low as CA $157 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 vacation 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 vacation.

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 vacation rentals in Hillside?

Yes, we have vacation rentals near the most popular attractions in Hillside, or you can go with a secluded option if you're looking for a relaxing stay. Hillside is known for its mountain views.

What's the top vacation rental in Hillside?

'The Hideaway' - Tucked in the Beautiful Wet Mountain Valley.: Visitors like this Hillside vacation home rental. It is located in the mountains and has a fireplace, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Hillside?

Expedia has 3 vacation 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 larger area.

What’s a vacation rental in Hillside like?

A vacation rental is a private property where you can stay for several days or longer in Hillside. Vacation rentals offer extras like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for family trips.

Recent reviews of Hillside properties
Expedia verified reviews