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aspen vacation rentals

Book your Aspen Vacation Today!


Aspen. “Where the beer flows like wine and the women instinctively flock like the salmon of the Capistrano.” It’s true. But it’s so much more. Aspen is the world’s smallest big city. All the warmth and charm of a small town, with all the arts, culture, food and drink, and nightlife of a major metropolis.

This is a real community, grounded in history, and set at the foot of the most beautiful mountains in Colorado. We love our visitors, and can’t wait to show you around. Let us introduce you to the magic we found and fell in love with and has kept us here for all these years.

Call to meet our man on the ground, Skippy Mesirow, our Aspen lead and learn about how your stay in the Roaring Fork Valley might just change your life.

Enter your vacation dates and search our rentals above or call 1.970.236.2444

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Aspen/Snowmass
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Aspen/Snowmass Vacation Rental Properties
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SkyRun is currently seeking new vacation properties for this site!
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Featured Aspen Properties

- No Fancy-Pants Frills, All the Essentials- Staggering Views of the Whole Valley- Sleeps 14+ for Unmatched Value- Special Rates and Option for Non-Profits & Community Serving Organizations

711 Spruce St. 6BR
711 Spruce St. 6BR
711 Spruce St. 6BR
711 Spruce St. 6BR
711 Spruce St. 6BR

711 Spruce St. 6BR

Town of Aspen
6BR | 5.5BA | Sleeps 18 | Short Drive/Mountain
Starting at
$700.00
per Night
NEW

- Beautiful Spacious 4BR Home for the Holidays- On a Free Bus Stop to Everywhere- Walk to the Golf Course in the Summer 

74 Martingale Lane
74 Martingale Lane
74 Martingale Lane
74 Martingale Lane
74 Martingale Lane

74 Martingale Lane

Snowmass Village
4BR | 3.5BA | Sleeps 8 | Mountain View/Golf Course View
Starting at
$499.00
per Night
NEW

- Perfect location 2 blocks from the lift- Right downtown, a skip from all Aspen happenings - Koch park and trails for summer getaways! 

Timber Ridge Unit 2E
Timber Ridge Unit 2E
Timber Ridge Unit 2E
Timber Ridge Unit 2E
Timber Ridge Unit 2E

Timber Ridge Unit 2E

Town of Aspen
1BR | 1BA | Sleeps 4 | Near Town/Short Drive
Starting at
$200.00
per Night

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