Hillside Vacation Rentals

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Our top choices for Hillside vacation rentals

3.0 star property
9.6 out of 10, Exceptional, (86)
"Quiet and beautiful setting. Cabin had everything we needed. Very relaxing atmosphere "
United States
Karl
$154 nightly
The price is $165
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hillside Colorado Cottages near Westcliffe

Vacation Home in Cotopaxi

Cozy Quiet Mountain Gem
10.0 out of 10, Exceptional, (32)
"We had a fantastic stay! Everything was exactly as described, and made for an awesome weekend getaway."
United States
Charles L.
$226 nightly
The price is $242
Dec 30 - Dec 31
Total with taxes and fees
Cozy Quiet Mountain Gem

Cabin in Howard

Buckskin Joe's Cabin
2.0 star property
9.8 out of 10, Exceptional, (9)
"Clean and private home! Great for enjoying nature, your family, and the mountain air. "
United States
Kelsey S.
$297 nightly
The price is $319
Jan 5 - Jan 6, 2026
Total with taxes and fees
Buckskin Joe's Cabin
10.0 out of 10, Exceptional, (18)
"Great place to stay for the night on the way back from our trip to Western Colorado. "
United States
jeff s.
$142 nightly
The price is $152
Dec 28 - Dec 29
Total with taxes and fees
Arkansas River Frontage, Cozy Cabin with AC, WiFi in gorgeous Howard pets ok
2.0 star property
$132 nightly
The price is $139
Dec 28 - Dec 29
Total with taxes and fees
Motel Room on Ark River - 2 beds - 15 min to Salida
9.6 out of 10, Exceptional, (151)
"The house was beautiful and nicely decorated. It is an older home but very comfortable. We loved the location! River access and at the end of the road, so fairly private."
United States
Dee B.
$456 nightly
The price is $490
Jan 3 - Jan 4, 2026
Total with taxes and fees
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.
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Top Hillside Hotel Reviews

Find out more about Hillside

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Hillside in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $165 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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?

Spanish Ranch on the Arkansas River- enjoy the rushing river from the Hot tub!: Visitors like this Hillside vacation home rental. It is located on the waterfront and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

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. The Historic Beckwith Ranch and Silver Cliff Museum 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.