Hillside Vacation Rentals

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Vacation Rentals in Hillside

Cottage in Hillside

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
$172 nightly
The price is $185
Nov 25 - Nov 26
Total with taxes and fees
Hillside Colorado Cottages near Westcliffe

Vacation Home in Cotopaxi

10.0 out of 10, Exceptional, (33)
"Thank you for letting us stay at your beautiful home. There was plenty of room for us and so much to experience in the area. We truly enjoyed our retreat. "
United States
Diane C.
Spacious Home-Mountain & Valley Views - Dark Sky

Cabin in Cotopaxi

10.0 out of 10, Exceptional, (68)
"We really enjoyed our stay. The home is beautiful and comfortable. The area is really cool. About 30-45 drive to Salida"
United States
Carlos E.
Escape to cozy Cotopaxi cabin, just a quick drive away from Arkansas River

Cabin in Cotopaxi

10.0 out of 10, Exceptional, (94)
"Beautiful cabin with lots of space to relax and enjoy the beautiful surroundings. The cabin has everything you could possibly need. We especially enjoyed the pool table and watching the wildlife from the front porch. We will be back!"
United States
Cara H.
Quiet, Cozy and Quaint Log Cabin Living!

Vacation Home in Westcliffe

10.0 out of 10, Exceptional, (113)
"Great property and location. The house was comfortable, clean, and homey. Everything was well stocked, didn’t feel like we were missing anything. We enjoyed the hot tub and the yard. Host was very friendly. Would recommend. "
United States
Michelle H.
Spacious Westcliffe Home: Hot Tub, StarLink, Views!

Vacation Home in Howard

9.6 out of 10, Exceptional, (151)
"Just a great property."
United States
Stephen C.
$457 nightly
The price is $491
Nov 25 - Nov 26
Total with taxes and fees
Secluded Riverfront Retreat w/hot tub & private river access

Cabin in Howard

10.0 out of 10, Exceptional, (125)
"Cute cabin with a big yard and lots of wildlife sightings. "
United States
Elizabeth A.
Dog Friendly- Star Mesa!

Vacation Home in Westcliffe

10.0 out of 10, Exceptional, (272)
"Always love this peaceful cabin. "
United States
J K.
'The Hideaway' - Tucked in the Beautiful Wet Mountain Valley.

Vacation Home in Howard

River Place Retreat- Perfect Retreat for Large Groups or Families

Vacation Home in Cotopaxi

10.0 out of 10, Exceptional, (86)
"Very enjoyable time with our family!"
United States
Audra S.
Majestic Mountaintop Retreat! Luxury in a serene setting All seasons family fun

Cabin in Coaldale

10.0 out of 10, Exceptional, (27)
"Very cute, comfortable and private cabin with everything you need! We really enjoyed our stay and hope to be back!"
United States
Holly A.
Secluded Creekside Cabin

Vacation Home in Howard

8.0 out of 10, Very Good, (6)
"Nice place for a quick ski trip. "
United States
John K.
River Place Retreat Unit 5- A River Oasis

Vacation Home in Howard

9.4 out of 10, Exceptional, (13)
"It was nice and homey, with everything we might need."
United States
Douglas G.
Arkansas River House Near Salida

Cabin in Howard

9.8 out of 10, Exceptional, (39)
"Property was clean inside and out and very peaceful. Perfect 1 night get-away. "
United States
Julie B.
Get Away From it All at Whiskey Rapids! Dog Friendly!

Cabin in Howard

2.0 star property
9.8 out of 10, Exceptional, (9)
"Lovely little cabin! An very peaceful... "
United States
Loretta D.
$279 nightly
The price is $299
Nov 30 - Dec 1
Total with taxes and fees
Buckskin Joe's Cabin

Vacation Home in Westcliffe

10.0 out of 10, Exceptional, (18)
"Gorgeous vintage cabin, meticulously well kept. Comfortable living and sleeping spaces for our trip to Westcliffe. Magnificent surrounds of pine and aspen trees. We loved it and will be back! Thank you."
United States
Karyn S.
Luxury Log Home - Access to Rainbow Trail, Mountain Views, Private Pond & Creek!

Vacation Home in Canon City

9.4 out of 10, Exceptional, (24)
"Great service great location "
United States
Chris P.
River Ranch Summary:

Vacation Home in Silver Cliff

10.0 out of 10, Exceptional, (3)
"Loved the place "
United States
Joshua M.
$330 nightly
The price is $363
Dec 5 - Dec 6
Total with taxes and fees
Quiet 2-Level w/ Valley Overlook, StarLink - Ideal for 2 Couples or Families

Cabin in Howard

9.6 out of 10, Exceptional, (4)
"Amazing house close to all the action. Thanks!"
United States
Ben K.
Super Cozy A-Frame in Howard, Colorado

Vacation Home in Westcliffe

10.0 out of 10, Exceptional, (21)
"A great property in a great location. We will for sure be back to visit. Thanks for great memories."
United States
Chase W.
Creekside Bungalow-Mountain & Valley Views-Dark Sky
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 $185 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?

Spacious Westcliffe Home: Hot Tub, StarLink, Views!: Visitors like this Hillside vacation home rental. It is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a private yard 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. 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.