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

Prices and availability

Current Holiday letting prices Aspen

A$673for 6 Dec - 13 Dec
A$1,298 annual average
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Oct
Average price per week

Current holiday letting availability Aspen

53%for 6 Dec - 13 Dec
39% annual average
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Oct
Percentage of available rentals

Book the Perfect Holiday Rental in Aspen

Luxury Mountain Accommodation with World-Class Amenities

Nestled in the heart of the Colorado Rockies, holiday rentals and lettings in Aspen offer an unparalleled mountain escape that combines luxury living with authentic alpine charm. These stunning properties showcase contemporary mountain design featuring floor-to-ceiling windows, stone fireplaces, and sophisticated furnishings that perfectly complement the dramatic Aspen Mountain backdrop.

Holiday rentals for rent in Aspen typically feature high-end finishes including granite countertops, designer furniture, and premium appliances that create an atmosphere of refined mountain living. Whether you choose a cozy chalet steps from the Silver Queen Gondola or a spacious vacation home with panoramic valley views, holiday rentals and lettings in Aspen provide the perfect base for your Colorado adventure.

These exceptional accommodations are designed to enhance every aspect of your stay with amenities that cater to both winter ski enthusiasts and summer outdoor adventurers. Guests can expect to find these premium features in their Aspen retreat:

  • Private hot tubs and heated outdoor pools for post-adventure relaxation
  • Ski-in/ski-out access with dedicated equipment storage and valet services
  • Gourmet kitchens featuring Viking appliances and Nespresso coffee machines
  • Wood-burning fireplaces and cozy living areas with mountain-inspired decor
  • High-speed internet and smart home technology throughout
  • Private balconies and terraces with breathtaking Aspen Mountain vistas
  • In-unit laundry facilities and premium Egyptian cotton linens
  • Free parking and complimentary shuttle services to downtown core

Who Should Rent a Holiday Rental in Aspen

Perfect Mountain Getaways for Every Type of Traveller

Aspen attracts discerning travelers seeking luxury mountain experiences, from world-class ski enthusiasts who appreciate direct gondola access and groomed runs on Aspen Mountain, Buttermilk, and Aspen Highlands, to summer adventurers who explore the extensive hiking and biking trails surrounding this legendary resort town. Holiday rentals with a private pool in Aspen are particularly popular among families visiting during the warmer months (June through September) when average temperatures reach a comfortable 24°C, making outdoor activities like visiting the John Denver Sanctuary, mountain biking the Rio Grande Trail, or attending the renowned Aspen Music Festival ideal pursuits.

Cultural enthusiasts flock here year-round to experience the sophisticated dining scene, world-class art galleries, and exclusive shopping along Hyman Avenue, while couples seeking romantic mountain escapes find the intimate ambiance of luxury chalets perfect for cozy evenings by the fireplace. Winter visitors should expect premium pricing ranging from $1,200-$2,100 AUD per night during peak ski season (December through March), with the best availability typically found in early November when rates average $658 AUD per night and temperatures hover around 8°C with occasional snow.

Top 5 Must-Experience Highlights in Aspen

Essential Activities and Attractions for Your Mountain Adventure

Discover the best of what this legendary mountain destination has to offer with these carefully curated experiences that showcase Aspen's unique blend of outdoor adventure, cultural sophistication, and natural beauty.

  1. Silver Queen Gondola Summit Experience
  2. Maroon Bells Scenic Drive and Photography
  3. Aspen Music Festival at Benedict Music Tent
  4. Independence Pass Alpine Adventure
  5. Historic Downtown Core and Shopping District
Take the iconic gondola ride to the summit of Aspen Mountain for breathtaking 360-degree views of the Elk Mountains and access to high-altitude hiking trails that showcase Colorado's alpine wilderness at its finest. Visit the most photographed peaks in North America, located just 20 minutes from downtown Aspen, where pristine alpine lakes reflect the majestic twin peaks creating picture-perfect moments throughout all four seasons. Experience world-class classical and contemporary performances under the stars at this renowned summer festival that has been attracting international artists and music lovers to the mountains since 1949. Drive the spectacular winding road to 12,095 feet elevation on Independence Pass, offering stunning high-altitude vistas and access to pristine backcountry hiking trails (open seasonally May through October). Stroll the charming Victorian-era streets filled with luxury boutiques, art galleries, and world-renowned restaurants, all within easy walking distance of most holiday rental accommodations.
Aspen hosts the largest high-altitude research facility in North America, the Rocky Mountain Biological Laboratory, conducting climate change research at 9,500 feet elevation year-round.

Exceptional Dining Experiences in Aspen

Top-Rated Restaurants Within Walking Distance

Aspen's culinary scene rivals any major metropolitan city, with these outstanding restaurants consistently earning rave reviews from both locals and visitors alike:

  • White House Tavern - This beloved American bistro on Hopkins Avenue serves elevated comfort food and craft cocktails in a warm, welcoming atmosphere that perfectly captures Aspen's sophisticated mountain spirit (4.6/5 stars, 1,605 reviews)
  • Clark's Oyster Bar - A legendary Aspen institution on Hyman Avenue offering the finest fresh seafood and an extensive raw bar selection in an intimate setting that has been delighting guests for over three decades (4.6/5 stars, 579 reviews)
  • Aspen Hickory House - This authentic barbecue destination on West Main Street serves mouth-watering smoked meats and traditional sides in a casual family-friendly environment that locals consider a must-visit spot (4.4/5 stars, 1,760 reviews)

Essential Local Knowledge for Your Aspen Stay

Insider Tips and Sustainable Travel Practices

Property owners consistently recommend booking accommodations well in advance, especially during peak ski season when holiday accommodation in Aspen fills up quickly and premium locations command the highest rates. Local hosts emphasize the importance of respecting Aspen's commitment to environmental sustainability by participating in recycling programs, using the complimentary public transportation system, and supporting businesses that prioritize eco-friendly practices.

The free shuttle system operates year-round and connects all major ski areas, shopping districts, and residential areas, eliminating the need for rental cars in most cases. Many property owners provide complimentary bikes during summer months, encouraging guests to explore the extensive network of paved trails that wind through town and into the surrounding wilderness areas.

Altitude considerations are crucial for first-time visitors, as Aspen sits at 7,908 feet elevation where the thinner air can affect some guests initially - hosts recommend staying hydrated and taking it easy during your first day to acclimatize properly. The local tipping culture follows standard American practices, with 18-20% expected at restaurants and $20-30 per day for daily housekeeping services. For the ultimate luxury experience, consider pet-friendly holiday rentals and lettings in Aspen that welcome your four-legged family members and provide specialized amenities like dog beds, treats, and information about local off-leash parks where your pets can enjoy the mountain environment safely.

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!