Vacation Rentals in Aspen

Vacation Rentals in Aspen

Start comparing over 427 rentals in Aspen and book at the best price!

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Highlights Aspen

  • World-class skiing
  • Outdoor adventures
  • Restaurants and shopping
  • Celebrity spotting

Best Vacation Rentals in Aspen

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 32 Guests in Aspen, Aspen Snowmass
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Aspen, Aspen Snowmass
Vacation Rental • 32 Guests • 10 Bedrooms
Nestled in the vibrant heart of downtown Aspen, stands a luxury retreat the world can't wait to meet. A short stroll away from the mountains, amid the iconic charming streets, inspiring arts and culture, and world-renowned dining and shopping, this stunning property offers a location beyond compare. Su­premely personalized, high-touch service puts Aspen at your fingertips by discreetly intuiting every aspect of your stay to your utmost desires. Whether it's a weeklong escape with family or friends or a company getaway, prepare for a soul-filling experience. Our residential-style property e...
from $29,430 / night
Vacation Rental for 12 Guests in Aspen, Aspen Snowmass
Vacation Rental for 12 Guests in Aspen, Aspen Snowmass, Picture 1
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Vacation Rental for 12 Guests in Aspen, Aspen Snowmass, Picture 4
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Aspen, Aspen Snowmass
Vacation Rental • 12 Guests • 5 Bedrooms
Nestled in a private location just a short walk from downtown, this stunning contemporary home offers breathtaking views of Aspen Mountain and luxurious amenities throughout. The light-filled open living areas are accented with reclaimed barn wood and feature stylish furnishings and a cozy gas fireplace, creating an inviting atmosphere perfect for both relaxing and entertaining. The gourmet kitchen boasts high-end Wolf and Subzero appliances, a large island with a breakfast bar, and sleek modern finishes.A sophisticated dining area offers unobstructed mountain views and includes custom wine...
from $7,026 / night
Vacation Rental for 12 Guests in Aspen, Aspen Snowmass
Vacation Rental for 12 Guests in Aspen, Aspen Snowmass, Picture 1
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Aspen, Aspen Snowmass
Vacation Rental • 12 Guests • 6 Bedrooms
Welcome to Third Timber, a historic 4,485 sqft home boasting 6 bedrooms and 5.5 bathrooms. Nestled in Aspen's vibrant West End neighborhood, this oversized corner lot residence offers Aspen Mountain views, premium amenities, and modern custom finishes. Enjoy the fenced-in yard and patio with a custom water feature, hot tub, grill and ample seating space for entertaining guests. Inside, the property features a beautifully furnished living area with a gas fireplace and an open-concept kitchen with a breakfast bar, a booth-style dining nook, a salon with a grand piano, and a formal dining room...
from $9,504 / night

Other holiday ideas and property types in Aspen that might be interesting

Prices and availability

Current Vacation rental prices Aspen

$782for 28 Dec - 4 Jan
$783 annual average
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Current vacation rental availability Aspen

10%for 28 Dec - 4 Jan
45% annual average
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Percentage of available rentals

Vacation rentals in Aspen

rentals in a world-class ski resort

Aspen is a place where every day holds an opportunity for greatness, where you can break free from the norm and find inspiration in sublime nature. An outdoor adventure playground for celebrities and celebrity spotters, it is primarily renowned for its world-class skiing. You can find Vacation rentals in the downtown area of Aspen that provide instant access to the Aspen Mountain ski gondola. Look just west of the center for Vacations rental away from the downtown bustle but still within easy reach of the ski hills. Alternatively, check out the incredible rentals in the hills just north of the town, where you will be rubbing shoulders with the stars.

rentals for a memorable vacation

Aspen is a world-class resort with world-class Vacation rentals. Choose from cozy condos for ski-in ski-out Vacations to ginormous wooden rentals for groups of up to 20 people. Superbly appointed, wonderfully intimate, and stupendously comfortable, a vacation rental in Aspen will be an experience you will always remember.

Vacations in Aspen

The area and getting around

Four remarkable mountains to discover

Aspen is a small town with a massive soul. Stretching 8 kilometers along a gorgeous valley, it provides easy access to 4 unique ski mountains, Aspen Mountain, Aspen Highlands, Buttermilk, and Snowmass. Aspen Mountain is the local's favorite, with a gondola that drops you down right into the center of town. Buttermilk is the best mountain for newcomers to the sport. Snowmass Village is a few kilometers from Aspen proper, offering the most convenient of ski-in ski-out lodging. Finally, Aspen Highlands has the best steep, big-mountain skiing.

Spot the stars in this glamorous town

Make no bones about it, Aspen is not for the faint of walleted. It is in fact America's most expensive ski town, but here’s the thing – you pay for what you get, and in Aspen you get the most impressive skiing conditions and facilities in the world. With all this wealth and glamour, this winter playground for the rich is a great place to celebrity spot, with stars from the world of film, sport and business regularly frequenting the town.

Travelers and activities

Aspen for skiers

Aspen is probably the most famous and respected skiing destination in the world, with a huge array of enjoyable and challenging pistes for skiers of all levels, and first-class post-ski facilities like nowhere else in the world. Snow reliability in Aspen is fantastic and the extensive snowmaking and expert grooming creates sublime skiing conditions. Snowboarders should head to Buttermilk mountain, a regular host of the Winter X Games. The amazing eating out, nightlife and shopping options ensure Aspen's reputation as a playground of the stars.

Aspen for hikers

When spring comes and the last snows melt, fortuitous visitors to gorgeous Aspen can spend the day exploring the mountain trails in and around the town. Rio Grande Trail or Hunter Creek Trail begin right in the town are perfect for inexperienced hikers who want to get a taste of mountain walking. The popular trails leading to Maroon Lake and Crater Lake are more difficult, but reward you with exquisite panoramas over the iconic Rocky Mountain landscapes.

In Aspen Mountain's trees, look out for the hidden shrines made by locals in homage to John Denver, Elvis Presley, Marilyn Monroe and Jerry Garcia!

Top 5 travel tips in Aspen

1. Take in some culture at Theatre Aspen

Theatre Aspen's professional productions feature Broadway talent, staging musicals, plays, and family-friendly shows that are ideal for a summer vacation. Known for its experimental and innovative productions, this venue offers a unique and exciting experience for allcomers.

2. Step back in time in the ghost towns of Aspen

Experience the Old West in two ghost towns near Aspen. Ashcroft grew due to the discovery of nearby silver, and nowadays a few restored buildings are left that showcase how the town once looked. Aspen's second ghost town – Independence – was founded after a gold vein was discovered, but the lure of Aspen's successful silver mining business left this city abandoned. Both cities are open for tours during the summer by the Aspen Historical Society.

3. Raft the bubbling whitewaters of Aspen!

An activity that is an inherent part of Colorado's wilderness culture, rafting is a fun and adventurous way to spend a day in the Aspen area. There are numerous providers of equipment for you to enjoy the rapids of the Arkansas River, both on a guided tour in a group and individually with a rented kayak, from class three rapids to more gentle whitewaters that are safe for the whole family!

4. Tour Aspen’s art galleries

Art lovers can rejoice in Aspen’s many art venues. Immerse yourself in the innovative art displays on display at the Aspen Art Museum, which features shows exploring the historical evolution of art. Aspen also boasts many small art galleries, allowing guests to discover the thoughtful and cutting-edge works of pioneering local artists.

5. Connect with nature at the Aspen center for Environmental Studies

Established with the mission of educating the public about the environment, the Aspen center for Environmental Studies is well worth a visit. There are four different centers located around the town: Hallam Lake, Rock Bottom Ranch, Catto center, and Spring Creek. Each of them has a unique history and provides the opportunity to connect with nature. At Hallam Lake, meet raptors before setting out on a wildlife-infused hike. Or stop by Rock Bottom Ranch, where you can interact with farm animals and explore the luscious gardens.

FAQs: Vacation Rentals in Aspen

On average, how much do vacation rentals in Aspen cost?

Last year, rentals in this destination had an annual average price of around $655 per night.

Which months allow you to save the most on vacation rentals?

Travelers who want to be budget-friendly should travel to Aspen in May, April, or June, which are the months that offer the most discount, with average prices of $474, $557, and $566 per night, respectively, based on the previous year.

In which months is it more expensive to rent a vacation rental in Aspen?

Analyzing the data from last year, we found that costs per night for accommodation here are usually higher, on average, during the months of February ($878), January ($843), and March ($757).

Is Aspen a good location for a last-minute getaway?

When going on vacation to Aspen, we recommend you to think ahead as 62% of rentals are usually booked, according to the data from last year.

What are the best months for a last-minute getaway?

The months that offer the most accommodation options are, on average, May (with an availability of 98%), June (73%), and July (46%), according to the trends observed in the prior year.

When are there fewer vacation rental options available in Aspen?

The month with the highest average booked rental figures is February (only 13% of properties were available on average last year). Followed by January (15%), and then March (16%). During these three months, the availability is only 15%. It is therefore recommended to book early.

How many vacation rentals are there in Aspen?

In Aspen we have an extensive catalog of approximately 600 properties, with options to suit everyone, thanks to our 4 local and international providers.

Vacation destinations nearby