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Holiday rentals near Aspen Highlands

We found 3,273 holiday rentals — enter your dates for availability

If you'd like to stay close to Aspen Highlands, scroll through and discover private holiday rentals to choose your home away from home. Whether you're staying in a holiday rental with family or friends, you'll have the amenities that you expect and more, which might include air conditioning and a pool. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Aspen Highlands

Showing deals for:19 June - 26 June

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Frequently asked questions

What are the best holiday rentals near Aspen Highlands?
The best holiday rentals near Aspen Highlands are primarily located directly in Aspen, offering convenient access to the slopes and the town's attractions. You will find a great selection of properties here, with the majority being stylish condos and private holiday houses. These range from modern apartments with mountain views to spacious houses ideal for families. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties that still offer convenient access to the best holiday rentals near Aspen Highlands.

Many top-rated rentals feature amenities so you can have a comfortable stay, such as a fireplace for cosy evenings, a hot tub for relaxing after a day outdoors, and laundry facilities for extended stays. These homes are ideal for ski enthusiasts, families, and groups looking for a comfortable base.
Are there any cheap holiday rentals near Aspen Highlands?
There are several affordable holiday rentals near Aspen Highlands, especially if you are flexible with location and travel dates. Budget-friendly stays are typically around AU$620 per night. You might find great deals in October and May, particularly during the off-season. These rentals often include free amenities such as WiFi, self-parking, and toiletries, so you can have a comfortable stay.

To get the best value, consider staying slightly outside major hubs. If you're willing to drive a bit further, renting around nearby areas can be an affordable option. Many properties around Aspen Highlands are cosy condominiums or private homes, offering great value for guests seeking comfort and convenience.

*Pricing data are based on past 12 months data.
What are the best pet-friendly holiday rentals near Aspen Highlands?
There are over 100 pet-friendly holiday rentals near Aspen Highlands, primarily consisting of condos and private holiday houses. These properties are found in the surrounding areas of Aspen and offer essential comforts for guests, often including private decks and easy outdoor access for pets. Many rentals specify that only dogs are permitted, with some even offering stays where pets are welcome free of charge.

When searching for the best pet-friendly holiday rentals near Aspen Highlands, guests should always check specific house rules, potential size restrictions, and any additional fees.
What are the top holiday rentals with pools near Aspen Highlands?
There are over 550 holiday rentals near Aspen Highlands that feature swimming pools, offering a range of private, shared, outdoor, and indoor options. Many of these properties are condominiums and apartments found in areas surrounding the slopes, providing convenient access to the mountain. These homes frequently include amenities such as fully equipped kitchens, comfortable living spaces, and Wi-Fi, making them well-suited for families and groups seeking a comfortable stay.

When selecting your rental, consider whether a private pool for exclusive use or a shared pool with potential access to additional facilities like hot tubs better suits your party's needs. For colder months, many properties offer heated or indoor pools, ensuring year-round enjoyment.
What are the best family holiday rentals near Aspen Highlands?
There are over 529 family-friendly holiday homes available near Aspen Highlands, with popular options including condos and private holiday houses. These properties offer ample space with multiple bedrooms and bathrooms, ensuring comfort for groups. Families will appreciate the inclusion of full kitchens for meal preparation, and many homes feature outdoor play areas, yards, or patios for children. Entertainment amenities like video games and books for children are also commonly found, alongside practicalities such as travel cribs and highchairs.

When selecting the ideal family stay, consider properties that offer distinct areas for adults and children to relax, and prioritise those with well-equipped kitchens to simplify dining. A good location near Aspen Highlands means less travel time and more opportunities to enjoy the surrounding activities.
Are there any luxury holiday rentals near Aspen Highlands?
Near Aspen Highlands, guests can find several luxury holiday rentals that combine stunning scenery with modern comfort. These properties often feature amenities such as private heated pools, mountain views, air conditioning, and fireplaces. Some even offer a private chef or massage services for an elevated stay. Guests can also enjoy premium bedding, Frette Italian sheets, and Egyptian cotton sheets, alongside luxurious bathrobes.

These homes are ideal for families or larger groups, providing comfort with amenities like high-speed WiFi and spacious living areas. Many of these top-tier stays are managed by highly rated Stayz hosts, ensuring a professional and premium experience.
How much is a holiday rental near Aspen Highlands?
Holiday rentals near Aspen Highlands offer a wide range of options suitable for different budgets, making it easy for guests to enjoy a memorable stay. Budget-friendly properties typically start around AU$620 per night, providing an affordable option. Mid-range rentals, including private homes, are generally around AU$1335 per night, offering more comfort and privacy. Upscale options can cost AU$1850 or more per night, especially for those seeking extra space, amenities, or premium locations.

Enter your destination, travel dates, and number of guests on search to see the best options. You can use filters to set a minimum and maximum nightly price range along with other preferences. Rates may vary based on the season and specific amenities, but with a little planning, guests can find a rental that perfectly balances convenience and value.

*Pricing data are based on past 12 months data.
Where should I stay when visiting Aspen Highlands?
When visiting Aspen Highlands, several areas offer excellent holiday rental options. For direct access to the slopes and a true ski-in/ski-out experience, properties right at the base of Aspen Highlands provide ultimate convenience. These homes are great for guests looking to maximise their time on the mountain.

A short drive away, the West End neighbourhood of Aspen offers a charming residential setting with beautiful historic properties. This area provides a quieter retreat while still being close to the amenities and dining options of downtown Aspen, with straightforward access to Aspen Highlands via local transport links. Having a car or utilising the local bus service is recommended for exploring the wider Aspen area.

For those seeking a more central and lively experience, staying in downtown Aspen itself places you amidst a wide array of shops, restaurants, and cultural attractions.
What is the cheapest month to stay near Aspen Highlands?
The cheapest time to find holiday rentals near Aspen Highlands is typically during the shoulder seasons, specifically late Spring (May) and late Autumn (October). May often provides the best deals on cabins and homes, frequently offering lower rates compared to the peak winter and summer seasons. Guests can often find various savings during these months, along with greater availability of properties.
Are there any lakefront holiday rentals near Aspen Highlands
Lakefront holiday rentals near Aspen Highlands are available, with many properties found along nearby lakes such as Ruedi Reservoir, which is renowned for its water activities. These properties are a short drive from Aspen Highlands, offering convenient access to water activities such as kayaking, fishing, motorboating, swimming, or simply relaxing by the shore.

These homes often feature spacious decks, fire pits, hot tubs, and full kitchens, making them ideal for families and larger groups. Guests can enjoy mountain and lake views, spot wildlife, and unwind in peaceful surroundings after exploring local trails.
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.
What can I expect from Stayz customer service and Stayz™ 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.
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.
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.