Destination guide

Alpine escape at Aspen vacation home rentals

The Colorado Silver Boom saw the birth of Aspen as a successful mining camp, yet it was half a century before the city we now know began to take shape, when the development of Aspen Mountain as a luxury ski resort gave this winter wonderland a new lease of life. The area has long been a favorite with A-list celebrities and the jet set, but nowadays, Aspen vacation rentals make it easy for everyone to get a taste of the glamour. You can choose between cozy chalets, rustic cabins, elegant condos, and well-adorned villas, all of which place you at the center of the action.

Things to do

Sightseeing near Aspen vacation rentals

Aspen’s idyllic highland setting presents more than just prime skiing conditions—the fresh alpine air and sweeping views also provide inspiration for the artwork displayed at the Red Brick Center for the Arts. This gallery exhibits local paintings and portraits, while also offering educational programs for kids and adults. For a further taste of Aspen’s art scene, why not visit the Aspen Art Museum? Its mission is to present the most innovative contemporary works, and through the years that has involved showcasing pieces by Andy Warhol, Diane Arbus, and Willem de Kooning, among countless others.


Things to do near Aspen vacation homes

With 4 skiing and snowboarding areas across 4 adjacent mountains, the Aspen Snowmass resort is one of America’s go-to spots for winter sports. Different slopes cater to a range of difficulty levels, so you can enjoy an introductory lesson or take on an advanced course. Cross-country skiing and snowshoeing are also popular activities in the region and allow you to explore more of the gorgeous mountain scenery at your own pace. Afterward, unwind in your Aspen vacation rental with brandy or cocoa, or take to the town for a lively après ski experience.


Climate for your stay in Aspen getaway cabins

Winter in Aspen is characterized by warm sun and heavy snowfall on the mountains, making it the ideal time for skiing. As such, Aspen vacation rentals near Snowmass are in high demand and availability is limited. The summer months are warm and dry, with daytime highs of up to 90°F, great for sightseeing and exploring. Afternoon showers are common, however, so a raincoat is a must. Fall conditions are wonderful for travelers. Snow is common on the peaks, so winter sports are still a possibility, and the moderate temperatures keep the chill at bay. The end of September and beginning of October also promise dazzling autumnal foliage.

Natural features

Peaks and valleys in Aspen

Hiking the Roaring Fork Valley trails in summer offers a completely new slant on Aspen. The tree-lined Rio Grande Trail is well-suited for beginners, winding along the path of the historic Denver and Rio Grande Railroad. Choose a pet-friendly Aspen vacation rental so that you can take your dog on your trip and make the most of the recreational trails all around. The challenging Conundrum Creek Trail leads to Conundrum Hot Springs, where a 102°F pool in an awe-inspiring valley promises unparalleled relaxation to the weary traveler.

How to get there

Transportation to and around Aspen

Fly into Aspen, CO (ASE-Pitkin County), the closest airport, located 3.2 mi (5.2 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Vail, CO (EGE-Eagle County Regional), which is 31.5 mi (50.8 km) away.

Family friendly

Kid-friendly attractions near Aspen vacation homes

Aspen has plenty of educational and fun-filled attractions for kids of all ages. Vacation rentals can be found near places like the Holden Marolt Mining & Ranching Museum, a former silver mill and ranch with mining and farming artifacts, and Wagner Park, a green parkland with sports fields, a playground, and dog-friendly areas. You could also see a show at Theatre Aspen, a theater with a range of different family-friendly productions.

Good for couples

Romantic vacation rentals in Aspen

Couples have a wide range of romantic locations to choose from in Aspen. Vacation homes are available near places like the John Denver Sanctuary, a landscaped retreat with a serene garden, streams, and memorials to acclaimed singer-songwriter John Denver, and the Wheeler/Stallard Museum, a charming historic mansion with rotating exhibits on local history and cultural events. You'll also like the Baldwin Gallery, a renowned gallery with exhibitions of American and global contemporary art.

Can I find a vacation rental around Aspen?

Yes, our 2019 property listings offer a large selection of 2,255 vacation rentals near Aspen. From 675 Houses to 29 Cabins, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Aspen for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Aspen?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Aspen:

  • Aspen Mountain: 620 vacation rentals
  • West End: 521 vacation rentals
  • Aspen Highlands: 126 vacation rentals
  • Buttermilk Mountain Ski Area: 1,770 vacation rentals
  • Red Mountain: 64 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to Aspen?

HomeAway offers a large selection of vacation rentals near lovely places in Aspen. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Maroon Lake: 2,404 vacation rentals
  • Maroon Lake Scenic Trail Head: 2,405 vacation rentals
  • Crater Lake Trailhead: 2,406 vacation rentals
  • Hunter Creek Trailhead: 1,674 vacation rentals
  • Hurst Theatre: 1,671 vacation rentals

But there are many other points of interest around Aspen listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Aspen?

Yes, of course. HomeAway has 675 Houses in Aspen. Our other popular types of vacation rentals in Aspen include:

  • Cabins: 29 rentals available
  • Condos/Apartments: 1,243 rentals available
  • Cottages: 29 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Villas and more.

Can I find a vacation rental with pool in Aspen?

Yes, you can select your preferred vacation rental with pool among our 1,014 vacation rentals with pool available in Aspen. Please use our search bar to access the selection of vacation rentals available.

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