Hillside holiday rentals

We found 23 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Hillside to find one that's perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include Wi-Fi and a pool. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

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Travel to relaxing 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 holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Hillside

Are you searching for attractions to visit while you're in town? Venture out of your cosy holiday rental and check out everything that Hillside has to offer. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • 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 looking for exciting outdoor activities 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 sights, all within 30 miles (48.2 km) of the city centre:

  • Valley View Hot Springs (12.1 mi / 19.6 km)
  • San Isabel Lake (13.4 mi / 21.5 km)
  • Beddows Mountain (4.7 mi / 7.5 km)
  • Cotopaxi City Park (8.5 mi / 13.6 km)
  • Hermit Park (12.2 mi / 19.7 km)
  • Megan Lake (11.2 mi / 18.1 km)

Frequently asked questions

What is the best area to stay in Hillside when booking a holiday rental?
When considering a holiday rental in Hillside, Colorado, the surrounding areas of Canon City and Florence offer some excellent options for visitors. Canon City, known for its stunning scenery and outdoor activities, boasts a variety of properties ranging from charming cabins to modern homes. A highlight here is the Royal Gorge Bridge and Park, where you can enjoy breathtaking views and thrilling outdoor adventures like zip-lining and white-water rafting. Additionally, the historic downtown area is filled with delightful shops, restaurants, and art galleries, providing a lovely atmosphere for leisurely strolls.Meanwhile, Florence presents a quaint small-town charm with its well-preserved historic district. The area features a selection of cosy holiday rentals, superb for those looking to immerse themselves in local culture. A great attraction in Florence is the Florence Pioneer Museum, where visitors can learn about the rich history of the region. This town also serves as a gateway to the scenic beauty of the Arkansas River, making it an ideal spot for hiking and fishing enthusiasts.
Where are the best Hillside ski resort rentals?
For the best ski resort rentals near Hillside, Colorado, travellers should focus on nearby areas like Salida and Monarch Mountain. Salida, a charming town located along the Arkansas River, offers a variety of rental options, from modern condos to rustic cabins. Many of these properties feature amenities such as fully equipped kitchens, outdoor decks with stunning mountain views, and proximity to local shops and restaurants, making it an ideal base for skiers and outdoor enthusiasts.Monarch Mountain, just a short drive from Salida, provides a range of accommodations including ski-in/ski-out lodges and cozy chalets. These rentals often come with convenient amenities like ski storage, hot tubs for relaxation after a day on the slopes, and easy access to the ski lifts, making it great for families or groups looking to maximise their time on the mountain.Additionally, the surrounding area boasts beautiful natural landscapes, offering opportunities for hiking and snowshoeing during the winter months. Properties in this region typically include modern comforts such as Wi-Fi, fireplaces, and spacious living areas for gathering after a day of outdoor activities.
What is the most popular type of holiday rental accomodation in Hillside?
In Hillside, cottages and holiday houses are the most popular types of holiday rentals, with several options available throughout the area. These charming accommodations typically feature rustic designs, spacious living areas, and fully equipped kitchens, providing a homey atmosphere for guests. Many also include outdoor spaces such as decks or gardens, superb for enjoying the stunning views of the surrounding Colorado landscape.
Are there any family house rentals in Hillside?
In Hillside, Colorado, there are several family-friendly house rentals available, ideal for those seeking a comfortable base for their adventures. The area offers a mix of spacious properties, often featuring multiple bedrooms, sizeable living areas, and fully equipped kitchens, superb for families looking to prepare their own meals.Visitors can enjoy amenities such as private gardens or outdoor spaces where children can play, along with cozy lounges for evening relaxation. The locale is close to beautiful natural landscapes, providing opportunities for hiking and outdoor activities.Additionally, nearby points of interest, including local parks and scenic viewpoints, make it easy for families to explore the surrounding area.
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 looking to bring their furry companions along. These holiday homes often come equipped with amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces, allowing for comfortable family stays. Many properties boast features like fenced yards, which are ideal for pets to roam freely, and some may even offer access to hiking trails or outdoor recreational areas nearby.The surrounding region offers beautiful mountain vistas and opportunities for outdoor adventures, making it a superb backdrop for those who enjoy nature.
Are there any remote work holiday rentals in Hillside?
In Hillside, Colorado, there are several holiday rentals suitable for remote work. These accommodations typically offer reliable internet options, including Wi-Fi in both public areas and rooms, ensuring a productive environment for those working from home. The charming surroundings of the area provide a peaceful backdrop, ideal for focusing on work while enjoying the natural beauty of the Colorado landscape. Additionally, the properties often come equipped with amenities that support longer stays, such as fully functional kitchens and comfortable living spaces. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Hillside?
In Hillside, popular rental amenities typically include kitchens, allowing guests to prepare their own meals while enjoying the comforts of home. Many properties are situated in locations that provide easy access to nearby hiking and biking trails, making it an ideal spot for outdoor enthusiasts. Guests can also expect stunning mountain views from their accommodations, enhancing the overall experience of staying in this picturesque area. Additionally, air conditioning is often available in these rentals, providing a cool retreat after a day of exploration in the beautiful Colorado landscape.
When is the best time to visit Hillside for a holiday rental?
The best time to visit Hillside, Colorado, for a holiday rental is during the peak season from June to August, with July being particularly popular. This vibrant period draws outdoor enthusiasts eager to explore the stunning Rocky Mountain landscapes, superb for hiking, mountain biking, and white-water rafting. The warm weather, with temperatures ranging from 15 to 30 degrees Celsius, creates ideal conditions for both adventure and relaxation.Visitors in July can look forward to a lively option, with many opportunities to connect with fellow travellers and enjoy local events. The picturesque scenery, coupled with the thrill of outdoor activities, makes this an unforgettable time to experience Hillside.If you're seeking a more budget-friendly option, consider planning your visit in December. While this month is quieter, it offers unique winter experiences, including the chance to enjoy serene snow-covered landscapes and cozy retreats. You can relish the tranquillity of the area while still enjoying the beauty of the season.Ultimately, your choice of travel time will depend on whether you prefer the bustling energy of summer adventures or the peaceful charm of winter.
What are the top attractions in Hillside?
In Hillside, Colorado, visitors can enjoy a range of attractions that highlight the area's natural beauty and outdoor activities. The nearby San Isabel National Forest offers stunning landscapes, hiking trails, and opportunities for wildlife viewing, making it superb for nature enthusiasts. The picturesque Arkansas River runs through the region, providing options for fishing, rafting, and kayaking, appealing to adventure seekers.For those interested in local history, the historic town of Leadville, just a short drive away, features charming streets with preserved buildings and the fascinating Leadville Colorado & Southern Railroad, which offers scenic train rides through the mountains.Additionally, the area is close to several popular ski resorts, such as those in Summit County, which are easily accessible for winter sports enthusiasts.
Are all fees included in the Hillside holiday homes prices shown on Stayz?
Stayz 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.
Are there any Hillside holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Hillside holiday homes?
You can find great discounts on holiday homes in Hillside on Stayz, 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.
Can I change or cancel my Hillside holiday home booking on Stayz?
To find Hillside holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Hillside?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Hillside holiday home?
Book your Hillside holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Hillside?
Prices for holiday homes 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. Stayz offers something for every taste and budget, from affordable homes in Hillside to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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