Discover a selection of 1,500 vacation rentals in Aspen Highlands, Aspen that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including kitchens and WiFi. Prices start at $428 per night, and condos and houses are popular options for a stay in Aspen Highlands. Either way, you'll find a rental for everyone's needs.

How many vacation rentals are available around Aspen Highlands, Aspen?

Our 2020 property listings offer a large selection of 1,716 vacation rentals around Aspen Highlands. From 1,044 condo and apartment rentals to 399 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent a ski-in property in Aspen Highlands?

Forget taking the bus to get your fix of powder every day. Step into your skis and head straight out your door and down the slopes! Vrbo has no less than 45 ski vacation rentals in this destination. Alternatively, you might like to go for a different sort of vacation setting. Vrbo has a great range of rental properties to choose from, including:

  • 45 mountain-view vacation rentals.
  • 44 ski-out vacation rentals.
  • 32 resort vacation rentals.

Can I rent a condo in Aspen Highlands?

If the prospect of bunking up with six strangers in one room with a shared bathroom doesn't excite you, you'll have lots of room to relax and do your thing in a condo. In this destination, Vrbo has 69 to pick from. Book now and you could part with as little as $400 per night. If that doesn't fit with your squad's taste, we have a range of other rental options to pick from, such as:

  • Resort: 17 vacation homes. Prices start from $500 per night.
  • House: 10 vacation homes. Prices start from $900 per night.
  • Townhome: 5 vacation homes. Prices start from $592 per night.

Can I stay in Aspen Highlands in a large group?

There's nothing quite like catching up with old work colleagues or spending time with your beloved relatives in a terrific new area. And the best thing is Vrbo has places big enough for the whole crew. Condo vacation homes are the preferred choice here for big groups of guests. Our extensive database currently has 35 available. Properties for rent around the area that can cater for large groups include:

  • Are you looking for vacation homes that can hold 8 vacationers? We have 53 that will fit the bill. Prices begin from just $475 per night.
  • Require a rental property for 6 guests? We have 40 that will serve you well. The starting price is $400 a night.
  • Seeking out vacation rentals suitable for 10 guests? You'll be pleased to find out we have 4 that will fit the bill. You can secure one from just $2,000 per night.

You and all your besties will be well catered to when you plan your Aspen Highlands adventure with us!

Where are the cheapest rentals in Aspen Highlands?

There are friends, there is family and then there are friends that become family. Catch up with your nearest and dearest and organize a thrifty stay with Vrbo. Crested Mountain Village is a terrific area to take a look at if you want to keep your budget under control. Vrbo has 334 rentals, and the average price is a very agreeable $264 per night. Another 388 Vrbo rentals are available in or around Crested Butte Mountain Resort. With an average price of $280 per night, you're sure to get a deal worth bragging to your friends about.

Explore destinations around Aspen Highlands

Maroon Bells
2,544 vacation rentals
Maroon Lake
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Crystal Mill
2,509 vacation rentals
Trail 403
818 vacation rentals
Crested Butte Town Park
819 vacation rentals
Snowmass Club
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Willits Town Center
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Crested Butte Mountain Heritage Museum
819 vacation rentals
Anderson Ranch Arts Center
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Crested Butte Nordic Center
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Sea Level Spa
819 vacation rentals
Ashcroft Ghost Town
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Upper Loop/Upper Upper Loop
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Snowmass Rodeo Grounds
1,870 vacation rentals
Center for the Arts
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Snowmass Mall
1,896 vacation rentals
Crater Lake Trailhead
2,529 vacation rentals
Maroon Lake Scenic Trail Head
2,528 vacation rentals
Crested Butte Mountain Theatre
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Crested Butte Chamber of Commerce
819 vacation rentals