Downtown Aspen holiday lettings

We found 1,024 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Downtown Aspen by choosing from 60 houses, 88 apartments and other holiday rentals. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the best amenities for spending time at your holiday home, including air conditioning and cable TV. You'll be able to choose a property to rent for everyone's needs, including options that are accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday rental in Downtown Aspen?
In Downtown Aspen, condominiums are the most popular type of holiday rental, with about 566 options available. These condos are typically located in vibrant areas close to key attractions such as the Aspen Mountain and the lively shopping and dining scene on Main Street. Most condominiums come equipped with modern amenities, including fully furnished kitchens, spacious living areas, and often access to communal facilities like hot tubs and fitness centres, making them ideal for both short and extended stays.
Are there any beach house rentals in Downtown Aspen?
In Downtown Aspen, Colorado, there are several beach house rentals available. These properties typically feature luxurious amenities such as spacious living areas, fully equipped kitchens, and private outdoor spaces, allowing guests to enjoy the stunning mountain views. Located near key attractions like the Aspen Art Museum and the vibrant shopping and dining scene on Main Street, these rentals offer both convenience and comfort. Many rentals also include features like hot tubs, fireplaces, and ski storage, suiting those looking to experience the area's renowned winter sports.
How much does it cost to rent a holiday home in Downtown Aspen?
Prices for holiday rentals in Downtown Aspen vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Downtown Aspen to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Downtown Aspen holiday house rentals?
You can find great discounts on house rentals in Downtown Aspen on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Downtown Aspen holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Downtown Aspen with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in Downtown Aspen?
A long-stay holiday rental in Downtown Aspen is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any remote work holiday rentals in Downtown Aspen?
In Downtown Aspen, there is a substantial selection of remote work holiday rentals available, with around 555 options to choose from. This vibrant area is not only known for its stunning mountain views and outdoor activities but also caters well to those needing a productive work environment. Many properties come equipped with essential remote work amenities such as high-speed Wi-Fi, dedicated office spaces, desks, and comfortable chairs, ensuring a conducive atmosphere for working remotely. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Downtown Aspen holiday rental?
Book your Downtown Aspen holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Downtown Aspen?
In Downtown Aspen, visitors can take part in a range of captivating attractions. The area is renowned for its world-class skiing, with the Aspen Mountain ski area just a short distance away, providing easy access to slopes for all levels of experience. After a day on the mountain, holiday rentals in the heart of downtown allow guests to explore the vibrant après-ski scene, featuring a mix of upscale dining and cosy pubs.

For culture enthusiasts, the Aspen Art Museum offers contemporary exhibitions and is located within walking distance of many accommodations. The historic Wheeler Opera House is another point of interest, hosting a variety of performances and events throughout the year.
Can I change or cancel my Downtown Aspen home rental booking on Vrbo?
To find Downtown Aspen holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Downtown Aspen holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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