Hillside vacation rentals

We found 21 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Hillside to find one that's perfect for your trip. Whether you’re staying in a vacation home with family, friends, or just your furry companion, you'll have the best amenities for spending time at your home away from home, which might include WiFi and a washer and dryer. Whatever you're looking for, you'll be sure to find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Hillside

Showing deals for:Nov 21 - Nov 28

Image gallery for Very Comfortable Peaceful Cabin in the Foothills of the Sangre'near Westcliffe!

Little slice of heaven
9.4 out of 10 rating
Exceptional
(70 reviews)

Very Comfortable Peaceful Cabin in the Foothills of the Sangre'near Westcliffe!

Westcliffe, CO

21% off
Price is CA $112
CA $1,154 total
includes taxes & fees
Very Comfortable Peaceful Cabin in the Foothills of the Sangre'near Westcliffe!

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

Find out more about Hillside

Find out more about Hillside

Why visit Hillside

  1. Stunning scenery: Hillside offers breathtaking landscapes perfect for outdoor enthusiasts and nature lovers.
  2. Outdoor activities: Engage in various recreational adventures such as hiking, fishing, and exploring serene lakes.
  3. Historic sites: Discover cultural heritage through local landmarks that tell the story of the region.
  4. Relaxing atmosphere: Enjoy a peaceful getaway surrounded by the beauty of nature, ideal for families and individuals.
  5. Variety of accommodations: Choose from charming vacation rentals, cozy cabins, and modern condos for a home-like experience.

Popular types of accommodation in Hillside

Planning a getaway to Hillside? Discover the perfect place to stay with our selection of vacation rentals. From charming houses and modern condos to cozy cabins, Hillside offers a variety of options to suit every traveller's needs. Experience the beauty of this destination while enjoying the comforts of a home away from home. Explore our Hillside vacation rentals today for transparency, savings, and peace of mind during your stay!

  • Houses: The top choice for visitors in Hillside, these homes offer spacious and comfortable accommodations for families or groups.
  • Condos: A popular option, condos provide a blend of convenience and amenities, perfect for a relaxing stay.
  • Cabins: Ideal for those seeking a rustic experience, cabins in Hillside offer a cozy retreat amidst nature.
  • Apartments: A great choice for couples or solo travellers, apartments deliver comfort and accessibility.
  • Cottages: Cottages provide a charming and quaint atmosphere, perfect for a peaceful getaway.**

Top attractions in Hillside

Hillside, Colorado, offers a fantastic getaway for those seeking outdoor adventures and stunning scenery. Visitors can explore hot springs, historic sites, and parks, making it perfect for family experiences and cultural immersion. Whether you're planning a weekend escape or a longer stay, Hillside's diverse attractions promise to create lasting memories amidst its beautiful natural landscape.

  1. The Historic Beckwith Ranch: Located 11.3km from Hillside, this historic site offers a glimpse into the area's rich culture and history, featuring preserved buildings and artefacts that tell the story of early ranch life.
  2. Cotopaxi City Park: Situated 12.9km away, this family-friendly park is perfect for outdoor activities, boasting eco-friendly spaces, picnic areas, and scenic trails for all ages to enjoy.
  3. Hermit Park: Just 19.3km from Hillside, this urban park provides a unique blend of city vibes and nature, featuring recreational facilities, walking paths, and family-friendly zones for a delightful day out.

Things to do recommended for couples

For a romantic getaway in Hillside, consider a thrilling day at Journey Quest, located 16.1km away. Enjoy the outdoor adventure with water sports, perfect for couples seeking excitement and connection amidst stunning natural scenery.

Things to do recommended for families

Your family will love the Smokey Jack Observatory, a captivating planetarium located 19.3km from Hillside, perfect for stargazing. For some outdoor fun, head to Baca Grande Park, 32.2km away, where you can enjoy wellness and relaxation activities amidst nature.

Things to do recommended for groups

Gather your group for a delightful day at Grape Creek Picnic Ground, located 30.6km from Hillside. Enjoy the great outdoors with activities perfect for families and adventurers alike, making it an ideal spot for a memorable picnic and bonding experience.

What do I need to keep in mind when booking a vacation in Hillside

When planning your trip, whether you're travelling with a group, family, pets, or seeking extended stays, it's important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Hillside with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily narrow down your options on Vrbo to include these preferences and more.
  • Traveling to Hillside with young kids: Traveling with young children can present its challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is a wise choice.
  • Taking your pets with you to Hillside: For many families, a trip wouldn’t feel complete without their furry companion. If that resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Hillside: If you're searching for vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search preferences as well.

Where to stay in Hillside

Hillside, Colorado, is a perfect getaway for outdoor enthusiasts and families alike. Nestled amidst breathtaking scenery, this charming city offers a relaxing atmosphere with ample opportunities for adventure. Explore nearby attractions that boast panoramic views and recreational activities. From serene lakes to historical landmarks, you'll find a variety of experiences that cater to everyone. Embrace the essence of outdoor living and create unforgettable memories in this delightful vacation destination.

  • Cotopaxi: Located 12.9km from Hillside, Cotopaxi is a charming city that draws visitors seeking outdoor adventures and stunning scenery. The area is renowned for its thrilling zipline ropes course and various adventure activities, perfect for adrenaline junkies. Families can enjoy a day at the local amusement park, while nature lovers will appreciate the nearby national state park and historic landmarks. Don’t miss the breathtaking views at the canyon gorge, making Cotopaxi an ideal destination for those looking to immerse themselves in Colorado's natural beauty.
  • Westcliffe: Situated 19.3km away from Hillside, Westcliffe is an outdoor enthusiast’s paradise. This inviting city offers access to a recreational area that caters to skiing and other winter sports, making it a great spot for thrill-seekers. The surrounding natural attractions include a national park and stunning dunes, providing ample opportunities for exploration and relaxation. With picturesque landscapes and a welcoming atmosphere, Westcliffe is perfect for anyone looking to enjoy the beauty of the Rockies and partake in various outdoor activities.
  • Texas Creek: A quaint village located 16.1km from Hillside, Texas Creek is an excellent destination for families and adventure seekers. This charming spot boasts an amusement park and a variety of adventure activities, making it a hit with children and adults alike. For those interested in educational experiences, there are opportunities to engage in learning about the local environment. With parks and an urban park nearby, Texas Creek offers a laid-back atmosphere where you can unwind and enjoy the great outdoors, all while being close to the national state park.

Best time to go to Hillside

If you're planning a trip to Hillside, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January26.1°F (-3.3°C)No Rain (Dry)SunnyAverageAverage
February27.5°F (-2.5°C)No Rain (Dry)SunnyAverageAverage
March37.6°F (3.1°C)No Rain (Dry)SunnyAverageAverage
April45.0°F (7.2°C)Light RainMostly SunnyAverageSlightly Low
May53.8°F (12.1°C)Light RainMostly SunnyAverageAverage
June66.0°F (18.9°C)No Rain (Dry)SunnyModerately HighSlightly High
July70.0°F (21.1°C)Light RainMostly SunnyModerately HighSlightly High
August68.5°F (20.3°C)Light RainSunnyModerately HighAverage
September62.6°F (17.0°C)No Rain (Dry)SunnyAverageAverage
October48.4°F (9.1°C)No Rain (Dry)SunnyModerately LowSlightly Low
November36.7°F (2.6°C)No Rain (Dry)SunnyModerately LowSlightly Low
December26.8°F (-2.9°C)No Rain (Dry)SunnyModerately LowSlightly High

Booking with Vrbo is simple

Are you hoping to save money on your next adventure? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by choosing to book a longer stay. To discover a Vrbo property that suits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect fit for your getaway!

Vrbo Trips: Planning made easy

Vrbo's Trip Board feature offers you a convenient way to plan your travels. You can easily create new trips, pick up right where you left off, or review and organize your travel plans. Any properties you've saved or booked in the past can now be accessed in the sections for Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Travel to tranquil Hillside

The mountains and other outdoor surroundings create an inviting atmosphere in Hillside. This relaxing city has many special qualities. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Hillside

Are you searching for attractions to visit in the area? Venture out of your cozy vacation rental and check out everything that Hillside has to offer. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Smokey Jack Observatory (11.7 mi / 18.8 km)
  • Journey Quest (10.1 mi / 16.2 km)

Exploring the natural features in Hillside

Whether you're an active traveler or just want to appreciate the scenery, Hillside is a great place to get outside. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Cotopaxi City Park (8.5 mi / 13.6 km)
  • Valley View Hot Springs (12.1 mi / 19.6 km)
  • San Isabel Lake (13.4 mi / 21.5 km)
  • Hermit Park (12.2 mi / 19.7 km)
  • Megan Lake (11.2 mi / 18.1 km)
  • McIntyre Hills Wilderness Study Area (12.7 mi / 20.4 km)

Frequently asked questions

What is the best area to stay in Hillside when booking a vacation rental?
When considering a vacation rental in Hillside, Colorado, the area around the charming community offers a delightful blend of natural beauty and local attractions. One of the best neighbourhoods to stay in is near the scenic Pike National Forest, which is superb for outdoor enthusiasts. This area is abundant with opportunities for hiking, mountain biking, and wildlife viewing, making it an ideal spot for those who appreciate nature.

Another appealing location is close to the historic town centre, where visitors can engage in the local culture. This area features quaint shops, art galleries, and eateries that showcase the region's charm. A top attraction nearby is the stunning Eleven Mile Canyon, renowned for its breathtaking views and excellent fishing spots.
How much does it cost to rent a vacation home in Hillside?
Prices for vacation rentals in Hillside vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Hillside to more spacious homes.
Are there any discounts for Hillside vacation house rentals?
You can find great discounts on house rentals in Hillside on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best Hillside ski resort rentals?
For those seeking ski resort rentals near Hillside, Colorado, the nearby area of Salida is a fantastic option. Located just a short drive away, Salida provides a variety of accommodations suitable for ski enthusiasts heading to the nearby Monarch Mountain Ski Area. Here, travellers can find cozy cabins and charming lodges that often feature amenities like fireplaces, ski storage, and fully equipped kitchens, making them great for unwinding after a day on the slopes.

In Salida, many properties boast stunning views of the surrounding mountains and easy access to local dining and shopping. Some homes may also include outdoor spaces such as decks or patios, ideal for enjoying the crisp mountain air. For those looking for a more rustic experience, cabins in the nearby neighbourhoods of Poncha Springs or even along the Arkansas River can offer a unique blend of comfort and nature, often equipped with hot tubs for relaxation.
What is the most popular type of vacation rental accomodation in Hillside?
In Hillside, vacation houses and cottages are the most popular types of rental accommodations, with several options available throughout the area. These properties typically offer a rustic charm, featuring multiple bedrooms, fully equipped kitchens, and inviting living spaces that create a homely atmosphere for guests. Many cottages and vacation houses also come with outdoor areas, allowing visitors to enjoy the serene mountain views and fresh air.
Are there any family house rentals in Hillside?
In Hillside, Colorado, there are several family-friendly vacation rentals available, making it an excellent choice for groups seeking a mountain getaway. The area is known for its stunning natural beauty and outdoor activities, which are superb for enjoying quality time together. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces for kids to play.
Can I find long-stay vacation rentals in Hillside?
A long-stay vacation rental in Hillside is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Hillside?
In Hillside, Colorado, there are several pet-friendly house rentals available, providing a great option for travellers wishing to bring their furry companions along. Many of these vacation homes are equipped with amenities such as spacious backyards, fully stocked kitchens, and comfortable living areas, ensuring a pleasant stay for both pets and their owners.
Are there any remote work vacation rentals in Hillside?
In Hillside, Colorado, there are several remote work vacation rentals available, making it an excellent choice for those looking to balance work and leisure. The area offers a variety of properties that cater to remote workers, featuring dedicated office spaces or quiet corners ideal for productivity. Many rentals come equipped with high-speed internet, ensuring a seamless work experience.

Travellers can expect amenities such as spacious living areas, fully equipped kitchens for convenient meal preparation, and comfortable workstations. Some properties also include outdoor spaces where guests can unwind after a day's work, providing a great backdrop of the stunning Colorado landscape. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Hillside vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Hillside with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Hillside?
In Hillside, popular vacation rental amenities include well-equipped kitchens, which allow guests to prepare their own meals during their stay. Many rentals offer stunning mountain views, providing a picturesque backdrop for relaxation. Additionally, amenities such as microwaves, ovens, and electric kettles are commonly found, enhancing the convenience of home cooking.
When is the best time to visit Hillside for a vacation rental?
The peak travel season in Hillside typically falls between June and August, when visitors flock to enjoy the warm summer weather and the stunning natural beauty of the area. This vibrant period is ideal for outdoor enthusiasts, offering countless opportunities for hiking, exploring the local parks, and basking in the sun. With temperatures averaging in the mid to high 20s Celsius, the climate is superb for enjoying various activities, whether it's a leisurely stroll or an exhilarating mountain adventure.

July is the most popular month to visit Hillside, drawing in crowds who appreciate the lively atmosphere and engaging community events. This month provides the superb backdrop for family outings and gatherings, as well as a chance to connect with fellow travellers who share a love for the great outdoors.

If you're looking for a more budget-friendly option, consider planning your trip in December. While it's a quieter time with fewer tourists, the winter landscape transforms Hillside into a picturesque wonderland, offering a unique charm that many visitors overlook. Embrace the serene beauty of the snow-covered mountains, superb for those who enjoy a peaceful retreat away from the hustle and bustle.
How early should I book a Hillside vacation rental?
Book your Hillside vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Hillside home rental booking on Vrbo?
To find Hillside vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Hillside vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

More Vacation Rentals ideas

Durango Vacation Rentals
Standard Link for Durango
Glenwood Springs Vacation Rentals
Standard Link for Glenwood Springs
Montrose Vacation Rentals
Standard Link for Montrose
Pueblo Vacation Rentals
Standard Link for Pueblo
Loveland Vacation Rentals
Standard Link for Loveland
Vail Vacation Rentals
Standard Link for Vail
Broomfield Vacation Rentals
Standard Link for Broomfield
Copper Mountain Vacation Rentals
Standard Link for Copper Mountain
Telluride Vacation Rentals
Standard Link for Telluride
Boulder Vacation Rentals
Standard Link for Boulder
Salida Vacation Rentals
Standard Link for Salida
Steamboat Springs Vacation Rentals
Standard Link for Steamboat Springs
Estes Park Vacation Rentals
Standard Link for Estes Park
Silverthorne Vacation Rentals
Standard Link for Silverthorne
Frisco Vacation Rentals
Standard Link for Frisco
Grand Lake Vacation Rentals
Standard Link for Grand Lake
Pagosa Springs Vacation Rentals
Standard Link for Pagosa Springs
Winter Park Vacation Rentals
Standard Link for Winter Park
Cortez Vacation Rentals
Standard Link for Cortez
Breckenridge Vacation Rentals
Standard Link for Breckenridge
Aspen Vacation Rentals
Standard Link for Aspen
Keystone Vacation Rentals
Standard Link for Keystone
Ouray Vacation Rentals
Standard Link for Ouray
Snowmass Village Vacation Rentals
Standard Link for Snowmass Village

People also search for

Breckenridge Cabin Rentals
Standard Link for Breckenridge
Steamboat Springs Cabin Rentals
Standard Link for Steamboat Springs
Estes Park Cabin Rentals
Standard Link for Estes Park
Ski vacation rentals in Aspen
Standard Link for Aspen
Durango Cabin Rentals
Standard Link for Durango
Vail Cabin Rentals
Standard Link for Vail