Holiday rentals and lettings in Aspen

Holiday rentals and lettings in Aspen

Start comparing over 434 rentals in Aspen and book at the best price!

Find Holiday Rentals & Lettings in Aspen

Highlights in Aspen

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

Best Holiday Rentals & Lettings in Aspen

Guests agree: these stays are highly rated for location, cleanliness, and more.
Holiday Home for 18 People in Aspen, Aspen Snowmass
Holiday Home for 18 People in Aspen, Aspen Snowmass, Photo 1
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Aspen, Aspen Snowmass
Holiday Home • 18 Guests • 8 Bedrooms
Welcome to Ute Terrace, an expansive, 15,510 square feet estate nestled along the flowing Roaring Fork River. This luxury home features 9 bedrooms, 8 of which are en-suites with access to sunlit desks and stunning Mountain views, and modern 13 bathrooms. You’ll be welcomed by a spacious living area with a grand fireplace, lofty ceilings and sliding glass walls, blending the indoor and outdoor spaces. The adjoining dining room sets the stage for memorable occasions, accommodating 16 guests. The chef's kitchen boasts a cozy sitting area, another fireplace, and a breakfast table, all framed by...
from A$47,548 / night
Holiday Home for 12 People in Aspen, Aspen Snowmass
Holiday Home for 12 People in Aspen, Aspen Snowmass, Photo 1
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Holiday Home for 12 People in Aspen, Aspen Snowmass, Photo 3
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Aspen, Aspen Snowmass
Holiday Home • 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 A$11,235 / night
Holiday Home for 12 People in Aspen, Aspen Snowmass
Holiday Home for 12 People in Aspen, Aspen Snowmass, Photo 1
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Holiday Home for 12 People in Aspen, Aspen Snowmass, Photo 3
Holiday Home for 12 People in Aspen, Aspen Snowmass, Photo 4
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Aspen, Aspen Snowmass
Holiday Home • 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 A$15,216 / night

Prices and availability

Current Holiday letting prices Aspen

A$1,409for 28 Dec - 4 Jan
A$1,300 annual average
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Average price per week

Current holiday letting availability Aspen

10%for 28 Dec - 4 Jan
44% annual average
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Percentage of available rentals

Holiday rentals and lettings in Aspen

Lettings 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 holiday rentals in the downtown area of Aspen that provide instant access to the Aspen Mountain ski gondola. Look just west of the centre for holidays rental away from the downtown bustle but still within easy reach of the ski hills. Alternatively, check out the incredible lettings in the hills just north of the town, where you will be rubbing shoulders with the stars.

Lettings for a memorable holiday

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

Holidays in Aspen

The area and getting around

Four remarkable mountains to discover

Aspen is a small town with a massive soul. Stretching 8 kilometres 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 favourite, with a gondola that drops you down right into the centre of town. Buttermilk is the best mountain for newcomers to the sport. Snowmass Village is a few kilometres 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.

Travellers 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 Centre for Environmental Studies

Established with the mission of educating the public about the environment, the Aspen Centre for Environmental Studies is well worth a visit. There are four different centres located around the town: Hallam Lake, Rock Bottom Ranch, Catto Centre, 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: Holiday Rentals & Lettings in Aspen

How much do you pay on average for holiday rentals in Aspen?

Based on our data, Aspen has an average price of A$762.78 per night, which is a relatively high one for a city in the USA.

When can you get the best deals on holiday rentals in Aspen?

According to our most recent historical data, the months that are the cheapest in Aspen are May, April, and October, with average prices of A$562.15, A$653.43 and A$656.58, respectively.

In which months is it more expensive to rent a holiday letting in Aspen?

When it comes to renting a holiday letting in Aspen, the highest prices are usually seen in the month of January (with an average of A$1021.92 per night), followed by February (A$989.13), and March (A$943.07).

Are there usually many holiday lettings available in Aspen?

If you decide to discover Aspen, we suggest planning your visit ahead of time because it tends to be very high in demand, with an annual average occupation of 69% in the year 2020.

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

The months that offer the most accommodation options, on average, are May (with an availability of 45.2%) November (42.25%), and June (41.5%), according to the trends observed in 2019.

During which months are there fewer rentals available in Aspen?

The months with the lowest properties available in Aspen are, in order, February, August and July, with respective average availability figures of 16.25%, 18.6%, and 18.75%, based on data collected in 2020.

How many holiday lettings are there in Aspen?

We have collected the offers from 6 different providers in Aspen, so we can provide you with around 740 properties. You're going to have a hard time deciding which one to go with!